R A Glennon

Summary

Affiliation: Virginia Commonwealth University
Country: USA

Publications

  1. ncbi request reprint Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane
    Richard A Glennon
    Department of Medicinal Chemistry, Box 980540, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298, USA
    J Med Chem 47:6034-41. 2004
  2. ncbi request reprint Binding of isotryptamines and indenes at h5-HT6 serotonin receptors
    Renata Kolanos
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:1987-91. 2005
  3. ncbi request reprint Interaction of chiral MS-245 analogs at h5-HT6 receptors
    Carmen Abate
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:3510-3. 2005
  4. ncbi request reprint Thioxanthene-derived analogs as sigma(1) receptor ligands
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, PO Box 980540, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 14:2217-20. 2004
  5. ncbi request reprint Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 14:999-1002. 2004
  6. ncbi request reprint Musings on alpha4beta2 nicotinic acetylcholine (nACh) receptor pharmacophore models
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Curr Top Med Chem 4:631-44. 2004
  7. ncbi request reprint Effect of 1-(3,4-methylenedioxyphenyl)-2-aminopropane and its optical isomers in PMMA-trained rats
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 72:307-11. 2002
  8. ncbi request reprint Binding of beta-carbolines and related agents at serotonin (5-HT(2) and 5-HT(1A)), dopamine (D(2)) and benzodiazepine receptors
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540, Richmond, VA 23298 0540, USA
    Drug Alcohol Depend 60:121-32. 2000
  9. ncbi request reprint Central nicotinic receptor ligands and pharmacophores
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Pharm Acta Helv 74:103-14. 2000
  10. ncbi request reprint Binding of an imidazopyridoindole at imidazoline I2 receptors
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 14:527-9. 2004

Collaborators

Detail Information

Publications81

  1. ncbi request reprint Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane
    Richard A Glennon
    Department of Medicinal Chemistry, Box 980540, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298, USA
    J Med Chem 47:6034-41. 2004
    ..e., topical), and concentrations necessary to reduce intraocular pressure, compounds such as 6d should demonstrate minimal central effects at potentially useful therapeutic doses and offer useful leads for further development...
  2. ncbi request reprint Binding of isotryptamines and indenes at h5-HT6 serotonin receptors
    Renata Kolanos
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:1987-91. 2005
    ..The affinity of 3-benzyl-N(1)-(N,N-dimethylaminoethyl)indole (5, K(i)=32nM) and 1-benzyl-3-(N,N-dimethylaminoethyl)indene (11, K(i)=3nM) indicates that the indolic nitrogen atom is not essential for binding...
  3. ncbi request reprint Interaction of chiral MS-245 analogs at h5-HT6 receptors
    Carmen Abate
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:3510-3. 2005
    ..Optically active pyrrolidinylmethylindole analogs related in structure to the benzenesulfonyltryptamine 5-HT(6) receptor antagonist MS-245 were evaluated and their R-isomers were found to bind with affinity higher than their S-enantiomers...
  4. ncbi request reprint Thioxanthene-derived analogs as sigma(1) receptor ligands
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, PO Box 980540, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 14:2217-20. 2004
    ..Certain of the analogs displayed sigma(1)-fold selectivity for sigma(1) versus sigma(2) receptors...
  5. ncbi request reprint Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 14:999-1002. 2004
    ....
  6. ncbi request reprint Musings on alpha4beta2 nicotinic acetylcholine (nACh) receptor pharmacophore models
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Curr Top Med Chem 4:631-44. 2004
    ..Nevertheless, new vector models seemingly provide a better picture of nACh receptor binding and account for many of the shortcomings associated with the earlier models...
  7. ncbi request reprint Effect of 1-(3,4-methylenedioxyphenyl)-2-aminopropane and its optical isomers in PMMA-trained rats
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 72:307-11. 2002
    ..The results are not only consistent with the proposed model but also identify (+/-)MDA as the first phenylalkylamine shown to produce all three types of stimulus effects (i.e., amphetamine-like, DOM-like and PMMA-like) in rats...
  8. ncbi request reprint Binding of beta-carbolines and related agents at serotonin (5-HT(2) and 5-HT(1A)), dopamine (D(2)) and benzodiazepine receptors
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540, Richmond, VA 23298 0540, USA
    Drug Alcohol Depend 60:121-32. 2000
    ....
  9. ncbi request reprint Central nicotinic receptor ligands and pharmacophores
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Pharm Acta Helv 74:103-14. 2000
    ..Novel agents now have been identified that bind with up to 30 times higher affinity than nicotine and these are providing new insight into the understanding of nACh receptors...
  10. ncbi request reprint Binding of an imidazopyridoindole at imidazoline I2 receptors
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 14:527-9. 2004
    ..Its high affinity (K(i)=7.3 nM) provides insight to how the two classes of agents might bind relative to one another at I(2) receptors...
  11. ncbi request reprint Ketanserin and spiperone as templates for novel serotonin 5-HT(2A) antagonists
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Curr Top Med Chem 2:539-58. 2002
    ....
  12. ncbi request reprint Pharmacophore identification for sigma-1 (sigma1) receptor binding: application of the "deconstruction-reconstruction-elaboration" approach
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, Virginia 23298 0540, USA
    Mini Rev Med Chem 5:927-40. 2005
    ..A structural feature common to high-affinity (Ki <10 nM) sigma1 ligands is: C-N(R)-X-Ph; both C and Ph are associated with regions of bulk tolerance. Numerous other ligands bind, but typically do so with lower affinity...
  13. ncbi request reprint Arylguanidine and arylbiguanide binding at 5-HT3 serotonin receptors: a QSAR study
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem 11:4449-54. 2003
    ..A broader examination of 35 arylguanidines and arylbiguanides revealed that affinity could be described by molecular polarizability, a Chi index term (8chiP), and the sum of all (-Cl) E-State values (SsCl) in the molecule...
  14. ncbi request reprint Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7)
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, Virginia 23298 0540, USA
    J Med Chem 46:2795-812. 2003
  15. ncbi request reprint alpha4beta2 nACh receptor pharmacophore models
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 14:1841-4. 2004
    ..Progress towards the development of alpha4beta2 nicotinic acetylcholinergic receptor pharmacophores is reviewed from the early Beers and Riech model to the newer vector models...
  16. ncbi request reprint 9-(Aminomethyl)-9,10-dihydroanthracene is a novel and unlikely 5-HT2A receptor antagonist
    R B Westkaemper
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Eur J Pharmacol 380:R5-7. 1999
    ..Thus, AMDA may be a structurally novel parent of a new class of 5-HT2A receptor antagonists that binds to the receptor in a unique fashion that is distinct from the binding topology of existing 5-HT2A receptor antagonists...
  17. ncbi request reprint The binding of arylguanidines at 5-HT(3) serotonin receptors: a structure-affinity investigation
    M Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298-0540, USA
    Bioorg Med Chem Lett 11:1599-603. 2001
    ..1-(3,4,5-Trichlorophenyl)guanidine (5-HT(3) K(i)=0.7 nM) was identified as a very high-affinity arylguanidine. The structures of the high-affinity arylguanidines are inconsistent with current 5-HT(3) pharmacophore models...
  18. ncbi request reprint Exploring the relationship between binding modes of 9-(aminomethyl)-9,10-dihydroanthracene and cyproheptadine analogues at the 5-HT2A serotonin receptor
    R B Westkaemper
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298, USA
    Bioorg Med Chem Lett 11:563-6. 2001
    ..Examination of ligand-receptor model complexes supports the experimental data and suggests a potential origin for the differences in binding modes...
  19. ncbi request reprint (-)PPAP: a new and selective ligand for sigma binding sites
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Virginia Commonwealth University, Richmond 23298 0540
    Pharmacol Biochem Behav 37:557-9. 1990
    ..Furthermore, although (-)PPAP is structurally related to amphetamine, it neither produces nor antagonizes amphetamine-like stimulus effect in rats trained to discriminate 1 mg/kg of S(+)amphetamine from saline...
  20. ncbi request reprint 2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298, USA
    J Med Chem 43:1011-8. 2000
    ..e., 10: K(i) = 20 nM) but lacks agonist character. 2-Substituted tryptamines, then, might allow entry to a novel class of 5-HT(6) agonists and antagonists...
  21. ncbi request reprint Novel 1-phenylpiperazine and 4-phenylpiperidine derivatives as high-affinity sigma ligands
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia, Virginia Commonwealth University, Richmond 23298 0540
    J Med Chem 34:3360-5. 1991
    ....
  22. ncbi request reprint Imidazoline-modified benzylimidazolines as h5-HT(1D/1B) serotonergic ligands
    T Prisinzano
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298-0540, USA
    Bioorg Med Chem 9:613-9. 2001
    ..Several compounds were identified with good affinity and enhanced (i.e., > 100-fold) h5-HT1D versus hS-HT1B selectivity...
  23. ncbi request reprint Antagonism of a (+)N-allylnormetazocine stimulus by (-)PPAP and several structurally related analogs
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia, Virginia Commonwealth University, Richmond 23298 0540
    Pharmacol Biochem Behav 45:865-9. 1993
    ..They do, however, demonstrate that sigma-ligands with little to no affinity for PCP receptors are capable of antagonizing the (+)NANM stimulus...
  24. ncbi request reprint 1-[2-methoxy-5-(3-phenylpropyl)]-2-aminopropane unexpectedly shows 5-HT(2A) serotonin receptor affinity and antagonist character
    J B Rangisetty
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298-0540, USA
    J Med Chem 44:3283-91. 2001
    ..Striking differences in the 5-HT(2A) binding requirements of the present compounds as compared to DOB-like agents suggest multiple substituent-dependent modes of binding...
  25. ncbi request reprint Binding of beta-carbolines at 5-HT(2) serotonin receptors
    Brian Grella
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 13:4421-5. 2003
    ..A binding profile was obtained for selected beta-carbolines...
  26. ncbi request reprint Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene
    S P Runyon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298-0540, USA
    Bioorg Med Chem Lett 11:655-8. 2001
    ....
  27. ncbi request reprint PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA
    J B Rangisetty
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298-0540, USA
    Pharmacol Biochem Behav 69:261-7. 2001
    ..The present findings also better define the PMMA stimulus and the structural requirements necessary to produce this type of stimulus effect...
  28. ncbi request reprint Stimulus properties of tiflucarbine: a novel antidepressant agent
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Virginia Commonwealth University, Richmond 23298 0540
    Pharmacol Biochem Behav 37:769-71. 1990
    ..Although two-thirds of the animals were disrupted, 10 mg/kg of tiflucarbine resulted in stimulus generlization in the 5-OMe DMT-trained animals. It is concluded that tiflucarbine is most likely a nonselective 5-HT agonist...
  29. ncbi request reprint Binding of nicotine and homoazanicotine analogues at neuronal nicotinic acetylcholinergic (nACh) receptors
    G Ferretti
    Department of Medicinal Chemistry, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 13:733-5. 2003
    ..It was found that parallel structural changes in the two series resulted in parallel shifts in affinity. Evidence suggests that the two series are binding in a comparable fashion...
  30. ncbi request reprint A preliminary investigation of mesoionic xanthine analogues as inhibitors of platelet aggregation
    M Hellberg
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Bioorg Med Chem 8:1917-23. 2000
    ..Gel filtration studies suggest that compound 5b irreversibly inhibits aggregation and this might be due to its ability to act as a latent acylation agent...
  31. ncbi request reprint Discriminative stimulus properties of alpha-ethyltryptamine optical isomers
    S S Hong
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, 410 N. 12th Street, Box 980540 VCU, 554A Smith Building, Richmond, VA 23298, USA
    Pharmacol Biochem Behav 70:311-6. 2001
    ....
  32. ncbi request reprint Serotonin receptors: clinical implications
    R A Glennon
    Department of Medicinal Chemistry, School of Pharmacy Medical College of Virginia, Virginia Commonwealth University, Richmond 23298 0581
    Neurosci Biobehav Rev 14:35-47. 1990
    ..The present review examines the pharmacological effects that are thought to be related to the individual types of 5-HT sites and provides some clinical implications for agents that act at these sites...
  33. doi request reprint Binding of serotonin and N1-benzenesulfonyltryptamine-related analogs at human 5-HT6 serotonin receptors: receptor modeling studies
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    J Med Chem 51:603-11. 2008
    ..The results indicate that the presence or absence of an N1-benzenesulfonyl group is a major determinant of the manner in which tryptamine-related agents bind at 5-HT6 serotonin receptors...
  34. ncbi request reprint Binding of amine-substituted N1-benzenesulfonylindoles at human 5-HT6 serotonin receptors
    Manik Pullagurla
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:5298-302. 2005
    ..An examination of several amine-substituted analogs of N(1)-benzenesulfonylindoles reveals that although they bind at human 5-HT(6) serotonin receptors with high affinity, they are likely to bind in a dissimilar manner...
  35. ncbi request reprint 3-(2-Aminoethyl)pyridine analogs as alpha4beta2 nicotinic cholinergic receptor ligands
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:4308-12. 2005
    ..An examination of several 3-(2-aminoethyl)pyridine analogs suggests that they likely orient at alpha4beta2 nicotinic cholinergic receptors in a different fashion than their correspondingly substituted nicotine analogs...
  36. ncbi request reprint 6-(2-Phenylethyl)nicotine: a novel nicotinic cholinergic receptor ligand
    Anna Ramunno
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:3237-40. 2005
    ....
  37. ncbi request reprint 1-(1-Naphthyl)piperazine as a novel template for 5-HT6 serotonin receptor ligands
    Mase Lee
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 15:1707-11. 2005
    ..4-Sulfonyl analogs of 1-(1-naphthyl)piperazine bind at human 5-HT6 receptors and represent a novel class of human 5-HT6 receptor ligands...
  38. ncbi request reprint Possible differences in modes of agonist and antagonist binding at human 5-HT6 receptors
    Manik R Pullagurla
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298 0540, USA
    Bioorg Med Chem Lett 14:4569-73. 2004
    ..The model suggests that 5-HT6 antagonist arylsulfonyltryptamines might bind differently than that of the agonist serotonin. Furthermore, the model explains many of the empirical results from our previous structure-affinity studies...
  39. ncbi request reprint 2-(Anilino)imidazolines and 2-(benzyl)imidazoline derivatives as h5-HT1D serotonin receptor ligands
    Thomas Prisinzano
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 14:4697-9. 2004
    ..Pharmacokinetic and functional data were obtained for selected 2-(benzyl)imidazoline derivatives...
  40. ncbi request reprint Pizotyline effectively attenuates the stimulus effects of N-methyl-3,4-methylenedioxyamphetamine (MDMA)
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Box 980540 Richmond, Virginia 23298 0540, United States
    Pharmacol Biochem Behav 82:404-10. 2005
    ..The overall results of the present investigation indicate that pizotyline, which is clinically available in some countries, might be of clinical utility in the treatment of MDMA overdose...
  41. ncbi request reprint Modulation of a (+)amphetamine discriminative stimulus in rats by 8-hydroxy-2-(N,N-di-n-propylamino)tetralin (8-OH DPAT)
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia, Box 980540, Virginia Commonwealth University, Richmond, 23298 0540, USA
    Pharmacol Biochem Behav 83:612-7. 2006
    ..01 or 0.1 mg/kg) resulted in an apparent leftward shift of the dose-response curve. The results indicate that (+)amphetamine can be more effective as a discriminative stimulus in the presence of 8-OH DPAT than in its absence...
  42. ncbi request reprint Binding of methoxy-substituted N1-benzenesulfonylindole analogs at human 5-HT6 serotonin receptors
    Uma Siripurapu
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 16:3793-6. 2006
    ..Their 1,2,3,4-tetrahydrocarbazole counterparts behave differently...
  43. pmc MDMA (N-methyl-3,4-methylenedioxyamphetamine) and its stereoisomers: Similarities and differences in behavioral effects in an automated activity apparatus in mice
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298, USA
    Pharmacol Biochem Behav 88:318-31. 2008
    ....
  44. ncbi request reprint The 5-HT3 receptor partial agonist MD-354 (meta-chlorophenylguanidine) enhances the discriminative stimulus actions of (+)amphetamine in rats
    Małgorzata Dukat
    Department of Medicinal Chemistry School of Pharmacy Medical College of Virginia, Virginia Commonwealth University, Richmond, Virginia 23298 0540, United States
    Pharmacol Biochem Behav 87:203-7. 2007
    ..e., >80% drug-appropriate responding). It is concluded that even though MD-354 lacks amphetamine-like central stimulant actions of its own it can modulate the discriminative stimulus effects of (+)amphetamine in rats...
  45. ncbi request reprint MD-354: what is it good for?
    Malgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    CNS Drug Rev 13:1-20. 2007
    ..Although studies with MD-354 are still in progress, some pharmacological findings are described here. MD-354-related agents may represent drug adjuvants for the relief of severe pain...
  46. pmc N-Methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA) and N-Methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) produce non-identical discriminative stimuli in rats
    Richard A Glennon
    Department of Medicinal, Chemistry School of Pharmacy Medical College of Virginia, Virginia Commonwealth University Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 86:477-84. 2007
    ..Taken together, the results argue and re-emphasize the conclusion that the stimulus effects produced by MDMA and PMMA are similar, but non-identical, and that PMMA is the less "stimulant-like" of the two...
  47. pmc alpha-Ethyltryptamine (alpha-ET) as a discriminative stimulus in rats
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 85:448-53. 2006
    ..4 mg/kg) and PMMA (ED(50)=0.7 mg/kg), but only partially generalized (ca. 40% maximal drug-appropriate responding) to (+)amphetamine. The results suggest that alpha-ET produces a complex stimulus...
  48. ncbi request reprint Effect of the 5-HT(6) serotonin antagonist MS-245 on the actions of (-)nicotine
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 85:170-7. 2006
    ..The results suggest possible involvement of serotonin-regulated signaling mechanisms in certain behavioral effects of nicotine...
  49. ncbi request reprint Interaction of N1-unsubstituted and N1-benzenesulfonyltryptamines at h5-HT6 receptors
    Renata Kolanos
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 16:5832-5. 2006
    ..201). Additionally, an examination of two rotationally constrained N1-benzenesulfonyltryptamine analogs indicates that a non-coplanar relationship between the two aryl groups might be preferred for interaction with the receptors...
  50. ncbi request reprint Binding of sulfonyl-containing arylalkylamines at human 5-HT6 serotonin receptors
    Donald Sikazwe
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, Virginia 23298 0540, USA
    J Med Chem 49:5217-25. 2006
    ..A pharmacophore model is presented to account for some of the current findings...
  51. ncbi request reprint Aryloxyethylamines: binding at alpha7 nicotinic acetylcholine receptors
    Hanan M Ragab
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, 23298 0540, USA
    Bioorg Med Chem Lett 16:4283-6. 2006
    ..Structure-affinity relationships for the binding of 3-[2-(N,N,N-trimethylammonium)ethoxy]pyridine (AXPQ) at alpha7 nACh receptors were investigated due to its close structural similarity to a known alpha7 antagonist...
  52. ncbi request reprint TDIQ (5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline) exhibits anxiolytic-like activity in a marble-burying assay in mice
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, 410 North 12th Street, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 84:62-73. 2006
    ..Moreover, the IV administration of TDIQ, up to 10 mg/kg, produced negligible effects on the HR and BP of mice. TDIQ could be a lead candidate for a new type of structural compound in the treatment of certain forms of anxiety...
  53. ncbi request reprint TDIQ (5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline) inhibits the consumption of "snacks" in mice
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298, USA
    Pharmacol Biochem Behav 84:74-83. 2006
    ..3 mg/kg-30.0 mg/kg) did not induce a conditioned taste aversion. TDIQ may represent a novel chemical entity that exhibits a significantly favorable therapeutic-like (i.e. appetite suppressant) effect to side effect-like ratio...
  54. ncbi request reprint Stimulus effects of three sulfur-containing psychoactive agents
    Nantaka Khorana
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 78:821-6. 2004
    ..These results provide additional data that extend the structure-activity relationships of phenylalkylamines and that are consistent with what little is currently known about the action of 4-MTA and 2C-T-7 in humans...
  55. ncbi request reprint Modulation of the stimulus effects of (+)amphetamine by the 5-HT6 antagonist MS-245
    Manik Pullagurla
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, 554A Smith Building, 410 North 12th Street, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 78:263-8. 2004
    ..Taken together, the data suggest that 5-HT(6) serotonin agents (or at least MS-245) could have potential clinical application in therapies that involve modulation of dopamine neurotransmission...
  56. ncbi request reprint (+/-)8-Amino-5,6,7,8-tetrahydroisoquinolines as novel antinociceptive agents
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 14:3651-4. 2004
    ..Although these ligands failed to bind at nACh receptors, the N-ethyl-N-methyl analog 3d was found to be at least equipotent with nicotine in rodent tests of antinociception. The mechanism of action of 3d is currently unknown...
  57. ncbi request reprint In vitro characterization of ephedrine-related stereoisomers at biogenic amine transporters and the receptorome reveals selective actions as norepinephrine transporter substrates
    Richard B Rothman
    Clinical Psychopharmacology Section, Intramural Research Program, National Institute on Drug Abuse, National Institutes of Health, Baltimore, MD 21224, USA
    J Pharmacol Exp Ther 307:138-45. 2003
    ....
  58. ncbi request reprint N1-benzenesulfonylgramine and N1-benzenesulfonylskatole: novel 5-HT6 receptor ligand templates
    Manik R Pullagurla
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 13:3355-9. 2003
    ..Compounds 10a and 11b represent members of novel classes of 5-HT(6) antagonists...
  59. ncbi request reprint Binding of tetrahydrocarboline derivatives at human 5-HT5A receptors
    Nantaka Khorana
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298 0540, USA
    J Med Chem 46:3930-7. 2003
    ..Evidence is provided that 5-HT(5A) and 5-HT(2A) receptor affinities probably do not covary and that it might be possible, with continued investigation, to develop analogues with enhanced 5-HT(5A) selectivity...
  60. ncbi request reprint Behavioral and biochemical investigations of bupropion metabolites
    Mikhail L Bondarev
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, 554A Smith Building 410 N 12th Street, Box 980540, Richmond, VA 23298 0540, USA
    Eur J Pharmacol 474:85-93. 2003
    ..Although it is unlikely that any metabolite isomer is chiefly responsible for the stimulus actions of bupropion, some probably play a role in the complex actions of this agent...
  61. ncbi request reprint Ring substituted analogues of 5-aminomethyl-10,11-dihydro-dibenzo[a,d]cycloheptene (AMDH): potential modes of binding to the 5-HT(2A) receptor
    Srinivas Peddi
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem Lett 13:2565-8. 2003
    ..Comparison of the effects of substitution on affinities allowed assignment of potential binding modes in comparison with DOB-like agonists/antagonists and 3-substituted 1-(aminomethyl)-9,10-dihydroanthracene structures...
  62. ncbi request reprint Probing the proposed phenyl-A region of the sigma-1 receptor
    Seth Y Ablordeppey
    College of Pharmacy and Pharmaceutical Sciences, Florida A and M University, Tallahassee, FL 32307, USA
    Bioorg Med Chem 10:2759-65. 2002
    ..SAR for the binding of these compounds at sigma-2 sites was also examined...
  63. ncbi request reprint Epibatidine: impact on nicotinic receptor research
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298, USA
    Cell Mol Neurobiol 23:365-78. 2003
    ..Apart from acetylcholine and nicotine, probably no other agent has had as much recent impact on nACh research as has epibatidine...
  64. ncbi request reprint Conformationally-restricted analogues and partition coefficients of the 5-HT3 serotonin receptor ligands meta-chlorophenylbiguanide (mCPBG) and meta-chlorophenylguanidine (mCPG)
    Ashraf A Rahman
    Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia Campus, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 13:1119-23. 2003
    ..38). The quinazoline structure may represent a pharmacologically-active conformation of these agents, and the arylbiguanides were found more lipid soluble than their arylguanidine counterparts at physiological pH...
  65. ncbi request reprint A comparison of the binding of three series of nicotinic ligands
    Mase Lee
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond 23298, USA
    Bioorg Med Chem Lett 12:1989-92. 2002
    ..However, a modest correlation (r=0.742) exists between the binding of analogues 3 and 8. It seems that 1-series and 8-series compounds bind differently but that the 3-series compounds share some intermediate binding similarity with both...
  66. ncbi request reprint gamma-Carbolines: binding at 5-HT5A serotonin receptors
    Nantaka Khorana
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem 11:717-22. 2003
    ..Although 17 also binds at 5-HT(2) receptors, it serves as a novel lead for the further development of 5-HT(5A) ligands...
  67. ncbi request reprint Central stimulants as discriminative stimuli. Asymmetric generalization between (-)ephedrine and S(+)methamphetamine
    Tatiana S Bondareva
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540 VCU, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 74:157-62. 2002
    ..8 mg/kg). Although the exact basis for the observed results are unclear, they are discussed in terms of the different effects of (-)ephedrine and the methamphetamine optical isomers on neurotransmitter release and reuptake...
  68. ncbi request reprint Application of ligand SAR, receptor modeling and receptor mutagenesis to the discovery and development of a new class of 5-HT(2A) ligands
    Richard B Westkaemper
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Curr Top Med Chem 2:575-98. 2002
    ..This investigation illustrates the impact of a combination of classical medicinal chemistry, receptor modeling, and molecular biology on novel drug design...
  69. ncbi request reprint Nicotine and bupropion share a similar discriminative stimulus effect
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Eur J Pharmacol 443:113-8. 2002
    ....
  70. ncbi request reprint Comparison of the discriminative stimulus effects of 3,4-methylenedioxymethamphetamine (MDMA) and cocaine: asymmetric generalization
    Nantaka Khorana
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Drug Alcohol Depend 74:281-7. 2004
    ....
  71. ncbi request reprint Binding of tryptamine analogs at h5-HT1E receptors: a structure-affinity investigation
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298, USA
    Bioorg Med Chem 12:2545-52. 2004
    ..This finding was supported using quantitative structure-activity analysis (QSAR) techniques such as comparative molecular field analysis (CoMFA) and the program QsarIS...
  72. ncbi request reprint Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents
    Rahime Simsek
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298, USA
    Bioorg Med Chem Lett 13:2917-20. 2003
    ..Several of these compounds displayed antinociceptive properties in mice using the tail-flick assay and serve as possible leads for the development of novel analgesic agents...
  73. ncbi request reprint 1,2,3,4-tetrahydrocarbazoles as 5-HT6 serotonin receptor ligands
    Jean Chang-Fong
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 14:1961-4. 2004
    ..0; cAMP hydrolysis assay)...
  74. ncbi request reprint Pyrazino[1,2-a]indoles as novel high-affinity and selective imidazoline I(2) receptor ligands
    Jean Chang-Fong
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298 0540 USA
    Bioorg Med Chem Lett 14:1003-5. 2004
    ..2 nM) and with exceptional (> or =1000-fold) selectivity relative to its affinity for I(1) imidazoline receptors, alpha(2)adrenergic receptors, and 5-HT(2A) and 5-HT(2C) serotonin receptors...
  75. ncbi request reprint The stimulus effect of 5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline is similar to that of cocaine but different from that of amphetamine
    Richard Young
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540 VCU, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 71:205-13. 2002
    ....
  76. ncbi request reprint 2. Medicinal chemistry of alpha4beta2 nicotinic cholinergic receptor ligands
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 581 MCV Station, Richmond, VA 23298, USA
    Prog Med Chem 42:55-123. 2004
  77. ncbi request reprint Functional diversity among 5-substituted nicotine analogs; in vitro and in vivo investigations
    Małgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540 VCU, Richmond, VA 23298 0540, USA
    Eur J Pharmacol 435:171-80. 2002
    ..These actions demonstrate that substitution at the 5-position of nicotine exerts a profound influence on the pharmacological profile as well as agonist/antagonist properties of nicotine...
  78. ncbi request reprint Further characterization of the stimulus properties of 5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline
    Richard A Glennon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540, Richmond, VA 23298 0540, USA
    Pharmacol Biochem Behav 72:379-87. 2002
    ..Preliminary radioligand binding studies suggest that an alpha2-adrenergic mechanism might underlie the stimulus effects produced by TDIQ...
  79. ncbi request reprint Spiro[9,10-dihydroanthracene]-9,3'-pyrrolidine-a structurally unique tetracyclic 5-HT2A receptor antagonist
    Srinivas Peddi
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Box 980540, Richmond, VA 23298 0540, USA
    Eur J Pharmacol 482:335-7. 2003
    ..Thus, SpAMDA may be a structurally novel parent of a new class of 5-HT(2A) receptor antagonists that binds to the receptor in a unique fashion that is distinct from the binding topology of existing 5-HT(2A) receptor antagonists...
  80. ncbi request reprint Geometry-affinity relationships of the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene
    Scott P Runyon
    Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, Virginia 23298, USA
    J Med Chem 45:1656-64. 2002
    ..Evaluation of conformationally constrained derivatives of AMDA suggests that a chain extended trans, gauche form is most likely responsible for high affinity...
  81. ncbi request reprint (-)6-n-Propylnicotine antagonizes the antinociceptive effects of (-)nicotine
    Malgorzata Dukat
    Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298 0540, USA
    Bioorg Med Chem Lett 12:3005-7. 2002
    ..Compound (-)4 appears to selectively antagonize only one of the three effects examined and is an interesting cholinergic agent for subsequent investigation...