Summary: A sulfonylurea hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. (From Martindale, The Extra Pharmacopoeia, 30th ed, p277)

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  1. Wildfong P, Morris K, Anderson C, Short S. Demonstration of a shear-based solid-state phase transformation in a small molecular organic system: chlorpropamide. J Pharm Sci. 2007;96:1100-13 pubmed
    ..mechanically induced solid-state transformation between the A and C enantiotropes of the anti-diabetic drug chlorpropamide (C(10)H(13)ClN(2)O(3)S) was investigated...
  2. Shon J, Yoon Y, Kim M, Kim K, Lim Y, Liu K, et al. Chlorpropamide 2-hydroxylation is catalysed by CYP2C9 and CYP2C19 in vitro: chlorpropamide disposition is influenced by CYP2C9, but not by CYP2C19 genetic polymorphism. Br J Clin Pharmacol. 2005;59:552-63 pubmed
    We evaluated the involvement of cytochrome P450 (CYP) isoforms 2C9 and 2C19 in chlorpropamide 2-hydroxylation in vitro and in chlorpropamide disposition in vivo...
  3. Rekha G, Devaraj V, Sreerama L, Lee M, Nagasawa H, Sladek N. Inhibition of human class 3 aldehyde dehydrogenase, and sensitization of tumor cells that express significant amounts of this enzyme to oxazaphosphorines, by chlorpropamide analogues. Biochem Pharmacol. 1998;55:465-74 pubmed
    ..Identified in the present investigation were two chlorpropamide analogues showing promise in that regard, viz...
  4. Sladek N, Rekha G, Lee M, Nagasawa H. Inhibition of ALDH3A1-catalyzed oxidation by chlorpropamide analogues. Chem Biol Interact. 2001;130-132:135-49 pubmed
    ..the effect of an N(1)-alkyl, an N(1)-methoxy, and several N(1)-hydroxy-substituted ester derivatives of chlorpropamide on the catalytic activities of ALDH3A1s derived from human normal stomach mucosa (nALDH3A1) and human tumor ..
  5. Drebushchak T, Chesalov Y, Boldyreva E. A conformational polymorphic transition in the high-temperature epsilon-form of chlorpropamide on cooling: a new epsilon'-form. Acta Crystallogr B. 2009;65:770-81 pubmed publisher
    Structural changes in the high-temperature -polymorph of chlorpropamide, 4-chloro-N-(propylaminocarbonyl)benzenesulfonamide, C(10)H(13)ClN(2)O(3)S, on cooling down to 100 K and on reverse heating were followed by single-crystal X-ray ..
  6. Ito M, Nagasawa M, Omae N, Ide T, Akasaka Y, Murakami K. Differential regulation of CIDEA and CIDEC expression by insulin via Akt1/2- and JNK2-dependent pathways in human adipocytes. J Lipid Res. 2011;52:1450-60 pubmed publisher
    ..These results suggest that insulin regulates CIDEA and CIDEC expression via PI3K, and it regulates expression of each protein via Akt1/2- and JNK2-dependent pathways, respectively, in human adipocytes. ..
  7. Ballagi Pordány G, Nemeth M, Aranyi Z, Kékesi E, Koltai M, Papp G, et al. Effect of glimepiride on the electrical activity of isolated rabbit heart muscle. Arzneimittelforschung. 1992;42:111-3 pubmed
    ..of left atrium and right ventricle in the isolated rabbit heart was investigated and compared with those of chlorpropamide and glibenclamide...
  8. Pearson E, Liddell W, Shepherd M, Corrall R, Hattersley A. Sensitivity to sulphonylureas in patients with hepatocyte nuclear factor-1alpha gene mutations: evidence for pharmacogenetics in diabetes. Diabet Med. 2000;17:543-5 pubmed
  9. Venter H, Joubert P, Foukaridis G. Compliance in black patients with non-insulin-dependent diabetes mellitus receiving oral hypoglycaemic therapy. S Afr Med J. 1991;79:549-51 pubmed
    ..found, which could still be an under-estimation because of the long half-life of one of the drugs involved--chlorpropamide. Although interesting trends were noted, no statistically significant differences between compliant and non-..

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  1. Drebushchak T, Drebushchak V, Boldyreva E. Solid-state transformations in the ?-form of chlorpropamide on cooling to 100 K. Acta Crystallogr B. 2011;67:163-76 pubmed publisher
    A single-crystal X-ray diffraction study of the effect of cooling down to 100 K on the ?-form of chlorpropamide, 4-chloro-N-(propylaminocarbonyl)benzenesulfonamide, has revealed reversible phase transitions at ?257 K and between 150 and ..
  2. Ojewole J, Adewole S, Olayiwola G. Hypoglycaemic and hypotensive effects of Momordica charantia Linn (Cucurbitaceae) whole-plant aqueous extract in rats. Cardiovasc J S Afr. 2006;17:227-32 pubmed
    ..b>Chlorpropamide was used as reference hypoglycaemic agent for comparison...
  3. Perumal M, Stronach E, Gabra H, Aboagye E. Evaluation of 2-deoxy-2-[18F]fluoro-D-glucose- and 3'-deoxy-3'-[18F]fluorothymidine-positron emission tomography as biomarkers of therapy response in platinum-resistant ovarian cancer. Mol Imaging Biol. 2012;14:753-61 pubmed publisher
    ..Therapeutic inhibition of AKT activation in acquired platinum-resistant disease can be imaged noninvasively by [(18)F]FDG-PET and [(18)F]FLT-PET warranting further assessment. ..
  4. Tenbaum S, Ordóñez Morán P, Puig I, Chicote I, Arqués O, Landolfi S, et al. ?-catenin confers resistance to PI3K and AKT inhibitors and subverts FOXO3a to promote metastasis in colon cancer. Nat Med. 2012;18:892-901 pubmed publisher
    ..We propose that this evaluation could be essential to the provision of a safer and more effective personalized treatment. ..
  5. Agboola Abu C, Ohwovoriole A, Akinlade K. The effect of oral hypoglycaemic agents on dyslipidaemia in Nigerian patients with newly diagnosed non-insulin dependent diabetes mellitus--a prospective study. West Afr J Med. 2000;19:126-31 pubmed
    ..glibenclamide, while the remaining eight patients received metformin and/or some other type of sulphonylurea (chlorpropamide or glipizide)...
  6. Otsuka M, Matsumoto T, Kaneniwa N. Effects of the mechanical energy of multi-tableting compression on the polymorphic transformations of chlorpropamide. J Pharm Pharmacol. 1989;41:665-9 pubmed
    The effects of the mechanical energy of tableting compression on the polymorphic transformation of chlorpropamide have been examined...
  7. Huminer D, Dux S, Rosenfeld J, Pitlik S. Inadvertent sulfonylurea-induced hypoglycemia. A dangerous, but preventable condition. Arch Intern Med. 1989;149:1890-2 pubmed
    ..In one case glyburide was interchanged with an artificial sweetener, while in the other case chlorpropamide was dispensed by a pharmacist instead of quinidine bisulfate...
  8. Lamey P, Gibson J, Barclay S, Miller S. Grinspan's syndrome: a drug-induced phenomenon?. Oral Surg Oral Med Oral Pathol. 1990;70:184-5 pubmed
    ..Because drug therapy for diabetes mellitus and hypertension is capable of producing lichenoid reactions of the oral mucosa, the question arises as to whether Grinspan's syndrome is an iatrogenically induced syndrome. ..
  9. Koral K, Erkan E. PKB/Akt partners with Dab2 in albumin endocytosis. Am J Physiol Renal Physiol. 2012;302:F1013-24 pubmed publisher
    ..The role that PKB/Akt plays in the endocytic cascade may dictate its decreased expression in proteinuric states in an attempt to limit albumin endocytosis that may tilt the balance between cell survival and apoptosis toward cell death. ..
  10. Smoak I. Embryopathic effects of the oral hypoglycemic agent chlorpropamide in cultured mouse embryos. Am J Obstet Gynecol. 1993;169:409-14 pubmed
    The oral hypoglycemic agent chlorpropamide was evaluated for embryopathic effects in the mouse embryo model...
  11. Fajans S, Brown M. Administration of sulfonylureas can increase glucose-induced insulin secretion for decades in patients with maturity-onset diabetes of the young. Diabetes Care. 1993;16:1254-61 pubmed
    ..insulin secretion showed an average increase of 68% in diabetic patients who remained responsive to chlorpropamide after having been on and off the drug for decades...
  12. Michalcová L, Glatz Z. Study on the interactions of sulfonylurea antidiabetic drugs with normal and glycated human serum albumin by capillary electrophoresis-frontal analysis. J Sep Sci. 2016;39:3631-7 pubmed publisher
    ..The binding constants decrease in the sequence acetohexamide > tolbutamide > chlorpropamide > carbutamide both for normal and glycated human serum albumins, with glycated giving lower values...
  13. Janković B, Joksimović T, Stare J, Losev E, Zemtsova V, Srcic S, et al. Quantification and modeling of nanomechanical properties of chlorpropamide ?, ?, and ? conformational polymorphs. Eur J Pharm Sci. 2017;110:109-116 pubmed publisher
    The nanomechanical properties of the ?-, ?-, and ?- conformational polymorphs of chlorpropamide were determined by the dynamic contact module continuous stiffness measurement at nanoindenter...
  14. Magni F, Marazzini L, Pereira S, Monti L, Galli Kienle M. Identification of sulfonylureas in serum by electrospray mass spectrometry. Anal Biochem. 2000;282:136-41 pubmed
    ..The described method allows the simultaneous identification and quantification of tolbutamide, chlorpropamide, glibenclamide, and glipizide in human serum using one of the tested sulfonylureas as the internal standard...
  15. Tate E, Althoefer K, Barras J, Rowe M, Smith J, Pearce G, et al. Quantitative 35Cl nuclear quadrupole resonance in tablets of the antidiabetic medicine Diabinese. Anal Chem. 2009;81:5574-6 pubmed publisher
    ..The results from blind tests show that the number of tablets in a bottle could be predicted to within +/-3%. ..
  16. Hensen J, Haenelt M, Gross P. Water retention after oral chlorpropamide is associated with an increase in renal papillary arginine vasopressin receptors. Eur J Endocrinol. 1995;132:459-64 pubmed
    b>Chlorpropamide (CP), a sulfonylurea used for treatment of non-insulin dependent diabetes mellitus, is known to potentiate the antidiuretic action of arginine vasopressin (AVP), predisposing to hyponatremia...
  17. Takahashi Y, Furuya K, Iwata M, Onishi H, Machida Y, Shirotake S. [Trial for transdermal administration of sulfonylureas]. Yakugaku Zasshi. 1997;117:1022-7 pubmed
    ..Glibenclamide (GLI) or chlorpropamide (CHL) was chosen as a principal agent and ointments were prepared by mixing 5% of GLI or CHL with a FAPG ..
  18. Beljic T, Miric M. Improved metabolic control does not reverse left ventricular filling abnormalities in newly diagnosed non-insulin-dependent diabetes patients. Acta Diabetol. 1994;31:147-50 pubmed
    ..These results indicate a left ventricular filling abnormality which is present in newly diagnosed non-insulin-dependent diabetic patients and does not reverse with improved glycaemic control. ..
  19. Vemavarapu C, Mollan M, Needham T. Crystal doping aided by rapid expansion of supercritical solutions. AAPS PharmSciTech. 2002;3:E29 pubmed
    ..solution (RESS) based cocrystallizations in inducing polymorph conversion and crystal disruption of chlorpropamide (CPD)...
  20. Ospina M, Vesper H, Licea Perez H, Meyers T, Mi L, Myers G. LC/MS/MS method for the analysis of acrylamide and glycidamide hemoglobin adducts. Adv Exp Med Biol. 2005;561:97-107 pubmed
    ..The method is performed on an automated liquid handling and SPE system. It provides good sensitivity in the low-exposure range as assessed in pooled samples and enables differentiation between smokers and non smokers. ..
  21. Kosior A. Influence of a carrier and basis upon liberation of chlorpropamide from rectal suppositories with an active substance in the dispersion system. Acta Pol Pharm. 1998;55:353-7 pubmed
    Twelve series of rectal suppositories with chlorpropamide in two dispersion systems, containing different quantities of active substance and urea, were prepared upon lipophilic and hydrophilic bases...
  22. Kadowaki T, Hagura R, Kajinuma H, Kuzuya N, Yoshida S. Chlorpropamide-induced hyponatremia: incidence and risk factors. Diabetes Care. 1983;6:468-71 pubmed
    The incidence and risk factors of chlorpropamide-induced hyponatremia were assessed in diabetic outpatients. In 176 chlorpropamide-treated patients, 11 (6...
  23. Ravat H, Joshi V. Chlorpropamide induced syndrome of inappropriate secretion of antidiuretic hormone. J Assoc Physicians India. 1991;39:645-6 pubmed
    This is a report of a patient who developed symptomatic hyponatraemia during chlorpropamide therapy for diabetes mellitus. The patient's clinical and biochemical abnormalities were corrected by withdrawal of chlorpropamide...
  24. Aguilar C, Wong B, Gomez Perez F, Rull J. Combination daytime chlorpropamide-metformin/bedtime insulin in the treatment of secondary failures in non insulin dependent diabetes. Rev Invest Clin. 1992;44:71-6 pubmed
    To determine the effectiveness of the combination therapy with daytime chlorpropamide-metformin and bedtime NPH insulin in the treatment of secondary failures in NIDDM and to study its effects on insulin secretion...
  25. Lee M, Elberling J, Nagasawa H. N1-hydroxylated derivatives of chlorpropamide and its analogs as inhibitors of aldehyde dehydrogenase in vivo. J Med Chem. 1992;35:3641-7 pubmed
    Certain (arylsulfonyl)urea hypoglycemic drugs exemplified by chlorpropamide (CP) are known to interact pharmacologically with alcohol (ethanol) to elicit a chlorpropamide-alcohol flushing (CPAF) reaction that is reminiscent of the ..
  26. Yang J, Chang C, Xia W, Wang Y, WONG K, Engelman J, et al. Activation of FOXO3a is sufficient to reverse mitogen-activated protein/extracellular signal-regulated kinase kinase inhibitor chemoresistance in human cancer. Cancer Res. 2010;70:4709-18 pubmed publisher
    ..Furthermore, they suggest a mechanism of resistance to MEK inhibitors that may arise in the clinic yet can be overcome by cotreatment with PI3K/AKT inhibitors. ..
  27. Fuentes N, Sagua H, Morales G, Borquez J, San Martin A, Soto J, et al. Experimental antihyperglycemic effect of diterpenoids of llareta Azorella compacta (Umbelliferae) Phil in rats. Phytother Res. 2005;19:713-6 pubmed
    ..was decreased to 243 +/- 2 and 247 +/- 14 mg/mL respectively, values very close to those reached by chlorpropamide injection used in controls. After 3 h treatment with mulin-11,13-dien-20-oic acid no effect was detected...
  28. Tetiker T, Sert M, Kocak M. Efficacy of indapamide in central diabetes insipidus. Arch Intern Med. 1999;159:2085-7 pubmed
    ..of choice in the treatment of CDI, but in mild cases, there are alternative drugs that can be used, including chlorpropamide, carbamazepine, and thiazides...
  29. Takla P, Dakas C. An infrared study of tautomerism in acetohexamide polymorphs. J Pharm Pharmacol. 1989;41:227-30 pubmed
    ..Type B polymorphs exist in the keto form with the urea carbonyl group intermolecularly bonded to a sulphonamide N-H. The new evidence disputes previous interpretations of the data. ..
  30. Aderibigbe A, Lawal B, Oluwagbemi J. The antihyperglycamic effect of Telfaria occidentalis in mice. Afr J Med Med Sci. 1999;28:171-5 pubmed
    ..The hypoglycemic effect of the aqueous extract was compared with that of an oral dose of chlorpropamide (200 mg/kg) under the same conditions...
  31. Pontiroli A, Calderara A, Pacchioni M, Cassisa C, Pozza G. Weight loss reverses secondary failure of oral hypoglycaemic agents in obese non-insulin-dependent diabetic patients independently of the duration of the disease. Diabete Metab. 1993;19:30-5 pubmed
    ..Systolic and diastolic blood pressure and serum cholesterol and triglyceride levels also decreased in obese, but not in non-obese Type 2 diabetes patients.(ABSTRACT TRUNCATED AT 250 WORDS) ..
  32. Mohapatra S, Chu B, Zhao X, Djeu J, Cheng J, Pledger W. Apoptosis of metastatic prostate cancer cells by a combination of cyclin-dependent kinase and AKT inhibitors. Int J Biochem Cell Biol. 2009;41:595-602 pubmed publisher
    ..Collectively, our data show apoptosis of prostate cancer cells by a drug combination and identify Bax activation as a basis of cooperation. ..
  33. Azeez O, Oyagbemi A, Oyeyemi M, Odetola A. Ameliorative effects of Cnidoscolus aconitifolius on alloxan toxicity in Wistar rats. Afr Health Sci. 2010;10:283-91 pubmed
    ..of Cnidoscolus aconitifolius, respectively, for four weeks post treatment with alloxan, while group F received Chlorpropamide (Diabenes®, Pfizer)...
  34. Schmitt J, Moore J. Hypertension secondary to chlorpropamide with amelioration by changing to insulin. Am J Hypertens. 1993;6:317-9 pubmed
    ..A retrospective analysis of the records of 22 type II diabetics whose treatment had been changed from insulin to chlorpropamide was performed to investigate the relative effects of insulin and chlorpropamide on blood pressure...
  35. Heng M, Allen S. Efficacy of cyclophosphamide in toxic epidermal necrolysis. Clinical and pathophysiologic aspects. J Am Acad Dermatol. 1991;25:778-86 pubmed
  36. Gwinup G, Villarreal A. Relationship of serum glucose concentration to changes in refraction. Diabetes. 1976;25:29-31 pubmed
    ..chronic changes in serum glucose concentration on refraction was studied by increasing the dose of insulin or chlorpropamide in 10 diabetic patients who initially had relatively high glucose concentrations...
  37. Min J, Kim J, Kim J, Kim D, Zheng Y, Park J, et al. Quantitative determination of carfilzomib in mouse plasma by liquid chromatography-tandem mass spectrometry and its application to a pharmacokinetic study. J Pharm Biomed Anal. 2017;146:341-346 pubmed publisher
    ..LC-MS/MS method was developed and validated to determine the levels of carfilzomib in mice plasma by using chlorpropamide as an internal standard...
  38. Takanashi H. Possible role of the endothelium on the vascular response to prostaglandin E2 in rat femoral arterial preparations in vivo and in vitro. Arch Int Pharmacodyn Ther. 1993;325:70-85 pubmed
    ..The present results indicate that the endothelium may play a role in the vascular response to prostaglandin E2. ..
  39. Shenfield G, Boutagy J, Webb C. A screening test for detecting sulfonylureas in plasma. Ther Drug Monit. 1990;12:393-7 pubmed
    ..Detection is at 230 nm. This procedure gives good separation of chlorpropamide, glibenclamide, gliclazide, glipizide, and tolbutamide...
  40. Ren Y, Chen Z, Chen L, Woods N, Reuther G, Cheng J, et al. Shp2E76K mutant confers cytokine-independent survival of TF-1 myeloid cells by up-regulating Bcl-XL. J Biol Chem. 2007;282:36463-73 pubmed
    ..Furthermore, Shp2E76K induces cytokine-independent survival of TF-1 cells by a novel mechanism involving up-regulation of Bcl-XL through the Erk1/2 pathway. ..
  41. van Opstal A, Bijvelt J, van Donselaar E, Humbel B, Boonstra J. Inhibition of protein kinase B activity induces cell cycle arrest and apoptosis during early G? phase in CHO cells. Cell Biol Int. 2012;36:357-65 pubmed publisher
    ..Using antibodies, it was demonstrated that active PKB translocates to the nucleus during early G1 phase, while an even distribution of PKB was observed through cytoplasm and nucleus during the end of G1 phase. ..
  42. Klonoff D. Association of hyperinsulinemia with chlorpropamide toxicity. Am J Med. 1988;84:33-8 pubmed
    Clinical and metabolic features of chlorpropamide toxicity are described in two patients with diabetes mellitus and accidental chlorpropamide overdosage. Elevated serum insulin levels were found during hypoglycemia in both patients...
  43. Salhanick A, Leighty S, Amatruda J. Postreceptor regulation of insulin action in primary cultures of rat hepatocytes by oral hypoglycemic agents: effects of linogliride and chlorpropamide. Horm Metab Res. 1989;21:596-601 pubmed
    ..In addition, we also evaluated the ability of the sulfonylurea chlorpropamide to affect insulin-stimulated lipogenesis in the same in vitro system...
  44. Kim J, Min J, Kim D, Zheng Y, Mailar K, Choi W, et al. A simple and sensitive liquid chromatography-tandem mass spectrometry method for trans-?-viniferin quantification in mouse plasma and its application to a pharmacokinetic study in mice. J Pharm Biomed Anal. 2017;134:116-121 pubmed publisher
    ..LC-MS/MS) method for the quantification of trans-?-viniferin in small volumes (10?l) of mouse plasma using chlorpropamide as an internal standard was developed and validated...
  45. Perez S, Cerioni L, Wolfenson A, Faudone S, Cuffini S. Utilization of pure nuclear quadrupole resonance spectroscopy for the study of pharmaceutical crystal forms. Int J Pharm. 2005;298:143-52 pubmed
    ..b>Chlorpropamide and diclofenac sodium were used as examples...
  46. Hampson J, Harvey J. A systematic review of drug induced ocular reactions in diabetes. Br J Ophthalmol. 2000;84:144-9 pubmed
    ..Adverse reactions not listed in the most commonly used reference sources were found. The majority were published in specialist ophthalmology journals which might not be seen by prescribing physicians. ..
  47. Mori A, Carvalho R, Aguiar P, de Lima M, Rossi M, Carrillo J, et al. Potentially inappropriate prescribing and associated factors in elderly patients at hospital discharge in Brazil: a cross-sectional study. Int J Clin Pharm. 2017;39:386-393 pubmed publisher
    ..9% were prescribed at least one PIM. The most frequently prescribed PIMs were glibenclamide or chlorpropamide prescribed for type 2 diabetes mellitus (31.0%), and aspirin at doses >150 mg/day (14.3%)...
  48. da Silva M, Mendes F, de Oliveira R, Monif T, Patni A, Reyar S, et al. Comparative bioavailability study with two chlorpropamide tablet formulations in healthy volunteers. Arzneimittelforschung. 2007;57:591-8 pubmed
    The aim of this study was the assessment of the bioequivalence of two formulations (250 mg tablet) of chlorpropamide (CAS 94-20-2) in 36 healthy volunteers of both sexes...
  49. Shu L, Houghton P. The mTORC2 complex regulates terminal differentiation of C2C12 myoblasts. Mol Cell Biol. 2009;29:4691-700 pubmed publisher
    ..Further, the ROCK inhibitor Y-27632 restored terminal differentiation in rapamycin-treated myoblasts. These results provide the first evidence of a specific role for mTORC2 signaling in terminal myogenic differentiation. ..
  50. . Intensive blood-glucose control with sulphonylureas or insulin compared with conventional treatment and risk of complications in patients with type 2 diabetes (UKPDS 33). UK Prospective Diabetes Study (UKPDS) Group. Lancet. 1998;352:837-53 pubmed
    ..1-15.0 mmol/L were randomly assigned intensive policy with a sulphonylurea (chlorpropamide, glibenclamide, or glipizide) or with insulin, or conventional policy with diet...
  51. Robinson I, Deamer R, Prichard J. Closet hypoglycemia. J Fam Pract. 1994;38:78-9 pubmed
    ..sample bottle labeled as containing a nonsteroidal anti-inflammatory drug (NSAID) that actually contained chlorpropamide tablets...
  52. Nagasawa H, Elberling J, Shirota F, DeMaster E. A nonhypoglycemic chlorpropamide analog that inhibits aldehyde dehydrogenase. Alcohol Clin Exp Res. 1988;12:563-5 pubmed
    b>Chlorpropamide (CP), a sulfonylurea-type oral hypoglycemic agent, is known to provoke a flushing reaction reminiscent of the disulfiram-ethanol reaction in certain individuals...
  53. Hirokawa C, Gray D. Chlorpropamide-induced hyponatremia in the veteran population. Ann Pharmacother. 1992;26:1243-4 pubmed
    To determine the incidence and possible risk factors associated with chlorpropamide (CPA)-induced hyponatremia in the veteran population. Retrospective cohort study. Federal tertiary care medical center...