pivampicillin

Summary

Summary: Pivalate ester analog of AMPICILLIN.

Top Publications

  1. Johansen H, Børch K, Espersen F, Koch C, Høiby N. Randomised trial of pivampicillin plus pivmecillinam vs. pivampicillin in children and young adults with chronic obstructive pulmonary disease and infection with Haemophilus influenzae. Curr Med Res Opin. 1999;15:300-9 pubmed
    ..single-blind comparative trial was carried out to determine whether double beta-lactam treatment with pivampicillin plus pivmecillinam is more effective than pivampicillin alone in the treatment of recurrent and chronic lung ..
  2. Schouenborg P, Gerdes N, Rasmussen H, Wickers Nielsen N, Mathiassen E. Azithromycin versus pivampicillin in the treatment of acute exacerbations of chronic bronchitis: a single-blind, double-dummy, multicentre study. J Int Med Res. 2000;28:101-10 pubmed
    ..study compared oral azithromycin, administered as tablets, 500 mg once daily for 3 days, versus oral pivampicillin, 700 mg twice daily for 10 days, in adults with acute exacerbations of chronic bronchitis (not needing ..
  3. Jernelius H, Zbornik J, Bauer C. One or three weeks' treatment of acute pyelonephritis? A double-blind comparison, using a fixed combination of pivampicillin plus pivmecillinam. Acta Med Scand. 1988;223:469-77 pubmed
    The clinical and bacteriological effects of 1 and 3 weeks' pivampicillin plus pivmecillinam treatment were compared in a double-blind, randomized study of patients with acute pyelonephritis...
  4. Andersen L, Svare J, Madsen H, Langhoff Roos J, Jensen E, Bruun B. Group B streptococcal chorioamnionitis and neonatal septicemia following 8 days pivampicillin and metronidazol prophylaxis after premature rupture of membranes; a case report. Eur J Obstet Gynecol Reprod Biol. 1991;38:157-60 pubmed
    ..After 8 days of prophylactic pivampicillin and metronidazol, culture from the cervix showed profuse growth of Group B Streptococci (GBS) and the patient ..
  5. Melegh B, Pap M, Molnar D, Masszi G, Kopcsányi G. Carnitine administration ameliorates the changes in energy metabolism caused by short-term pivampicillin medication. Eur J Pediatr. 1997;156:795-9 pubmed
    Ten children receiving pivampicillin for 8 days were studied. On the first 4 days the drug was given alone (4 x 500 mg/day), and on the last 4 days in combination with carnitine (4 x 1 g/day)...
  6. Ekwall E, Svenungsson B. Pivampicillin/pivmecillinam in the treatment of shigella carriers. Scand J Infect Dis. 1990;22:623-4 pubmed
    ..old; median age 29 years) excreting shigella bacteria greater than 8 weeks were treated with the combination pivampicillin (0.25 g)/pivmecillinam (0.20 g), 2 tablets 3 times a day for 14 days...
  7. Chanteux H, Van Bambeke F, Mingeot Leclercq M, Tulkens P. Accumulation and oriented transport of ampicillin in Caco-2 cells from its pivaloyloxymethylester prodrug, pivampicillin. Antimicrob Agents Chemother. 2005;49:1279-88 pubmed
    b>Pivampicillin (PIVA), an acyloxymethylester of ampicillin, is thought to enhance the oral bioavailability of ampicillin because of its greater lipophilicity compared to that of ampicillin...
  8. Winther L, Baptiste K, Friis C. Pharmacokinetics in pulmonary epithelial lining fluid and plasma of ampicillin and pivampicillin administered to horses. Res Vet Sci. 2012;92:111-5 pubmed publisher
    ..single intravenous ampicillin administration (15mg/kg) or single intragastric administration of its prodrug, pivampicillin (19...
  9. Melegh B, Sumegi B, Sherry A. Preferential elimination of pivalate with supplemental carnitine via formation of pivaloylcarnitine in man. Xenobiotica. 1993;23:1255-61 pubmed
    ..To evaluate the effectiveness of carnitine administration in aiding the elimination of pivalate liberated from pivampicillin, studies were undertaken on seven paediatric patients treated for 7 days with combined pivampicillin and molar ..

More Information

Publications51

  1. Ensink J, Barneveld A, Klein W, Van Miert A, Vulto A. Oral bioavailability of pivampicillin in foals at different ages. Vet Q. 1994;16 Suppl 2:S113-6 pubmed
    ..The oral bioavailability of pivampicillin was determined in the same foals at four ages, ranging from 11 days to 4 months...
  2. Lassus A, Virrankoski T, Reitamo S, Kartamaa M, Happonen H, Saikku P, et al. Pivampicillin versus doxycycline in the treatment of chlamydial urethritis in men. Sex Transm Dis. 1990;17:20-2 pubmed
    b>Pivampicillin and doxycycline were compared in the treatment of chlamydial urethritis in 80 heterosexual men. The trial was carried out in a double-blind, comparative parallel group fashion...
  3. Melegh B, Kerner J, Jaszai V, Bieber L. Differential excretion of xenobiotic acyl-esters of carnitine due to administration of pivampicillin and valproate. Biochem Med Metab Biol. 1990;43:30-8 pubmed
    ..Six children were treated with pivampicillin and equimolar L-carnitine for 7 days...
  4. Oda M, Fujimoto K, Kobayashi M, Saitoh H. Bacampicillin uptake is shared with thiamine in Caco-2 cells. Biol Pharm Bull. 2007;30:1344-9 pubmed
    ..The uptake of bacampicillin in Caco-2 cells was significantly greater than those of ampicillin and pivampicillin. An Eadie-Hofstee plot obtained from 5-min uptake of 0...
  5. Branebjerg P, Heisterberg L. Blood and milk concentrations of ampicillin in mothers treated with pivampicillin and in their infants. J Perinat Med. 1987;15:555-8 pubmed
    The levels of ampicillin were determined in milk and plasma of 14 lactating mothers in treatment with pivampicillin for puerperal infections and in plasma of their suckling infants...
  6. Korbila I, Manta K, Siempos I, Dimopoulos G, Falagas M. Penicillins vs trimethoprim-based regimens for acute bacterial exacerbations of chronic bronchitis: meta-analysis of randomized controlled trials. Can Fam Physician. 2009;55:60-7 pubmed
    To compare the effectiveness and toxicity of semisynthetic penicillins (SSPs) (amoxicillin, ampicillin, pivampicillin) and trimethoprim-based regimens (trimethoprim, trimethoprim-sulfamethoxazole, trimethoprim-sulfadiazine) in treating ..
  7. McNulty C, Dent J, Ford G, Wilkinson S. Inhibitory antimicrobial concentrations against Campylobacter pylori in gastric mucosa. J Antimicrob Chemother. 1988;22:729-38 pubmed
    ..endoscopy 38-480 min after a 500 mg dose of erythromycin ethyl succinate, erythromycin stearate, amoxycillin, pivampicillin or ciprofloxacin. All the agents attained concentrations greater than the MIC 90 for Campylobacter pylori...
  8. Egede F, Kristensen I. A clinical comparative study of ofloxacin and pivampicillin in acute exacerbations of chronic bronchitis. J Antimicrob Chemother. 1988;22 Suppl C:139-42 pubmed
    ..Ofloxacin (200 mg x 2 daily) and pivampicillin (700 mg x 3 daily), were compared for efficacy, safety, and adverse reactions...
  9. Rose S, Stokes T, Patel S, Cooper M, Betteridge D, Payne J. Carnitine deficiency associated with long-term pivampicillin treatment: the effect of a replacement therapy regime. Postgrad Med J. 1992;68:932-4 pubmed
    A 51 year old female developed a skeletal muscle myopathy after 3 months of pivampicillin therapy. Pivampicillin can cause carnitine deficiency due to the pivalic acid side group...
  10. Warmerdam E, Klein W, van Herpen B. Infectious temporomandibular joint disease in the horse: computed tomographic diagnosis and treatment of two cases. Vet Rec. 1997;141:172-4 pubmed
    ..Computed tomography appeared to be the best imaging technique for these lesions. The disease can be followed by functional recovery after the infection has resolved. ..
  11. Ensink J, Klein W, Barneveld A, Van Miert A, Vulto A. Side effects of oral antimicrobial agents in the horse: a comparison of pivampicillin and trimethoprim/sulphadiazine. Vet Rec. 1996;138:253-6 pubmed
    To evaluate the side effects of oral pivampicillin and trimethoprim/ sulphadiazine, 200 horses receiving these antimicrobial agents were studied...
  12. Chanteux H, Paternotte I, Mingeot Leclercq M, Brasseur R, Sonveaux E, Tulkens P. Cell handling, membrane-binding properties, and membrane-penetration modeling approaches of pivampicillin and phthalimidomethylampicillin, two basic esters of ampicillin, in comparison with chloroquine and azithromycin. Pharm Res. 2003;20:624-31 pubmed
    ..We hypothesize that they remain locked onto the pericellular membrane and may never penetrate cells as such in significant amounts. ..
  13. Melegh B, Kerner J, Bieber L. Pivampicillin-promoted excretion of pivaloylcarnitine in humans. Biochem Pharmacol. 1987;36:3405-9 pubmed
    b>Pivampicillin treatment of seven children (five boys and two girls) for 7 days significantly reduced the amounts of total acid-soluble carnitine, free carnitine, and long-chain acylcarnitines and increased the amounts of acid-soluble ..
  14. Ensink J, Klein W, Barneveld A, Vulto A, Van Miert A. Clinical efficacy of ampicillin, pivampicillin and procaine penicillin G in a soft tissue infection model in ponies. J Vet Pharmacol Ther. 1996;19:445-53 pubmed
    ..The animals received either no antibiotics or one of the following treatments: pivampicillin per os (19...
  15. Ensink J, Klein W, Barneveld A, Vulto A, Van Miert A, Tukker J. Distribution of penicillins into subcutaneous tissue chambers in ponies. J Vet Pharmacol Ther. 1996;19:439-44 pubmed
    ..Ampicillin sodium (equivalent to 15 mg/kg ampicillin) was administered intravenously. Pivampicillin, a prodrug of ampicillin, was administered by nasogastric tube to fed ponies at a dose of 19...
  16. Giudicelli J. [Prodrugs]. Presse Med. 1988;17:1000-9 pubmed
    ..The principal prodrugs that solve these problems and the mechanisms of the solutions they provide are described and discussed. ..
  17. Weil J, Bell G, Powell K, Morden A, Harrison G, Gant P, et al. Helicobacter pylori: treatment with combinations of pivampicillin and tripotassium dicitrato bismuthate. Aliment Pharmacol Ther. 1991;5:543-7 pubmed
    ..positive patients entered an open study and were assigned to one of four treatment regimens comprising: pivampicillin (500 mg b.d.) for 2 weeks +/- tripotassium dicitrato bismuthate (tablet or liquid form) for one month...
  18. Ensink J, Klein W, Mevius D, Klarenbeek A, Vulto A. Bioavailability of oral penicillins in the horse: a comparison of pivampicillin and amoxicillin. J Vet Pharmacol Ther. 1992;15:221-30 pubmed
    ..Pharmacokinetics of pivampicillin and amoxicillin were studied after oral administration to four healthy adult horses...
  19. Wise R, O SULLIVAN N, Johnson J, Andrews J. Pharmacokinetics and tissue penetration of ampicillin and brobactam following oral administration of 2085P. Antimicrob Agents Chemother. 1992;36:1002-4 pubmed
    Eight healthy volunteers received a 1,000-mg single oral dose of 2085P which consisted of 800 mg of pivampicillin and 200 mg of brobactam...
  20. Eickhoff J, Frimodt Møller N, Walter S, Frimodt Møller C. [Ciprofloxacin and pivampicillin in acute epididymitis in men above the age of 40 years]. Ugeskr Laeger. 2000;162:936-9 pubmed
    Ciprofloxacin 500 mg orally twice daily was compared to pivampicillin 700 mg orally twice daily for 10 days in 172 men (41-85 years) with acute epididymitis. Failure of treatment occurred in 48 patients, in 15/76 (19...
  21. Eickhoff J, Frimodt Møller N, Walter S, Frimodt Møller C. A double-blind, randomized, controlled multicentre study to compare the efficacy of ciprofloxacin with pivampicillin as oral therapy for epididymitis in men over 40 years of age. BJU Int. 1999;84:827-34 pubmed
    To compare the efficacy and safety of ciprofloxacin 500 mg orally twice daily with pivampicillin 700 mg orally twice daily for 10 days in men with acute epididymitis and over 40 years of age...
  22. Sarasola P, McKellar Q. Ampicillin and its congener prodrugs in the horse. Br Vet J. 1994;150:173-87 pubmed
    ..When bacampicillin and pivampicillin (two ampicillin prodrugs) were administered to horses, high oral bioavailability was obtained, and the use of ..
  23. Munkholm P, Olsen J, Hovgaard C, Hey H. Absorption of pivampicillin as related to dose, and tolerability of a 700 mg tablet. Infection. 1993;21:30-3 pubmed
    To evaluate the absorption and tolerability of a new formulation of pivampicillin administered as a 700 mg tablet, 14 healthy volunteers received single doses of 350, 500 and 700 mg p.o. Maximum serum concentrations (Cmax) of 5.73, 7...
  24. Abrahamsson K, Eriksson B, Holme E, Jodal U, Jonsson A, Lindstedt S. Pivalic acid-induced carnitine deficiency and physical exercise in humans. Metabolism. 1996;45:1501-7 pubmed
    ..The work at maximal oxygen uptake (VO2max) and the maximal heart rate were reduced. Since VO2max is considered dependent on heart function, carnitine depletion seemed to affect cardiac function. ..
  25. Jodal U, Larsson P, Hansson S, Bauer C. Pivmecillinam in long-term prophylaxis to girls with recurrent urinary tract infection. Scand J Infect Dis. 1989;21:299-302 pubmed
    ..Thus pivmecillinam offered effective protection against recurrent urinary tract infections, and did not tend to select resistant enterobacteria in the bowel, but allowed resistant enterococci to cause a few symptomatic infections. ..
  26. Larsen H, Nielsen G, Sørensen H, Møller M, Olsen J, Schønheyder H. A follow-up study of birth outcome in users of pivampicillin during pregnancy. Acta Obstet Gynecol Scand. 2000;79:379-83 pubmed
    b>Pivampicillin is a prodrug which is widely used in Scandinavian countries for oral antibiotic therapy...
  27. Chanteux H, Mingeot Leclercq M, Sonveaux E, Van Bambeke F, Tulkens P. Intracellular accumulation and activity of ampicillin used as free drug and as its phthalimidomethyl or pivaloyloxymethyl ester (pivampicillin) against Listeria monocytogenes in J774 macrophages. J Antimicrob Chemother. 2003;52:610-5 pubmed
    ..PIVA could be useful for control of the intracellular multiplication of L. monocytogenes. ..
  28. Mizuma T. Kinetic assessment of luminal degradation of orally effective prodrugs for rational drug development. J Pharm Sci. 2010;99:1078-86 pubmed publisher
    ..to the equation with in vitro and in vivo reported data of two kinds of ampicillin prodrugs (lenampicillin and pivampicillin) and one acyclovir prodrug (valacyclovir)...
  29. Matheson I, Samseth M, Sande H. Ampicillin in breast milk during puerperal infections. Eur J Clin Pharmacol. 1988;34:657-9 pubmed
    Low concentrations of ampicillin were found in colostrum/breast milk from 6 mothers treated with pivampicillin 1.05 to 2.1 g daily during the first to eighth day postpartum in the maternity ward...
  30. Holme E, Greter J, Jacobson C, Lindstedt S, Nordin I, Kristiansson B, et al. Carnitine deficiency induced by pivampicillin and pivmecillinam therapy. Lancet. 1989;2:469-73 pubmed
    Short-term administration of pivampicillin and pivmecillinam resulted in a reduction of serum carnitine concentration and an increase in excretion of acylcarnitine in urine...
  31. Ensink J, Moi A, Vulto A, Tukker J. Bioavailability of pivampicillin and ampicillin trihydrate administered as an oral paste in horses. Vet Q. 1996;18 Suppl 2:S117-20 pubmed
    b>Pivampicillin was administered as an oral paste to five healthy adult horses, and an oral paste with ampicillin trihydrate was administered to three horses...
  32. Melegh B, Pap M, Bock I, Rebouche C. Relationship of carnitine and carnitine precursors lysine, epsilon-N-trimethyllysine, and gamma-butyrobetaine in drug-induced carnitine depletion. Pediatr Res. 1993;34:460-4 pubmed
    ..Patients in group A received pivampicillin and a molar equivalent of carnitine for 7 d. Patients in group B received pivampicillin with a 5...
  33. Diep Q, Bøhmer T, Storrøsten O, Holme J, Torvik A, Loennecken C, et al. [Slow replenishment of carnitine level after long-term treatment with pivampicillin/pivmecillinam]. Tidsskr Nor Laegeforen. 1994;114:1614-6 pubmed
    Long-term treatment with pivampicillin and pivmecillinam for 6-24 months in five adults and one child reduced the total serum carnitine concentrations to 3.7-14.0 mumol/l (reference value 25-66 mumol/l)...
  34. Jahnsen T, Thorn P. An acceptability study of two pivampicillin mixtures in children in general practice. Scand J Prim Health Care. 1987;5:241-3 pubmed
    ..with penicillin mixture, 84 children with respiratory system infections were randomized to treatment with pivampicillin (Pondocillin) mixture with two different flavour additives, cocoa-peppermint and banana...
  35. Diep Q, Bøhmer T, Schjerven L. Reduced carnitine and ketogenesis in the pivampicillin treated rat. Biochem Pharmacol. 1992;44:1226-8 pubmed
    b>Pivampicillin (630 mg/kg body wt) given daily by stomach tube induced carnitine deficiency in the rat...
  36. Holme E, Jodal U, Linstedt S, Nordin I. Effects of pivalic acid-containing prodrugs on carnitine homeostasis and on response to fasting in children. Scand J Clin Lab Invest. 1992;52:361-72 pubmed
    Treatment of 17 children aged 2-9.5 years with a combination of pivmecillinam and pivampicillin (250-500 mumol 24 h-1) for more than 1 year resulted in a reduction of the free carnitine concentration in serum and muscle to less than 10% ..
  37. Melegh B, Jaszai V. Carnitine content of red blood cells of human subjects treated with pivampicillin and carnitine. Acta Paediatr Hung. 1991;31:255-61 pubmed
    ..content of washed pooled red blood cells collected from five children prior to and on the last day of combined pivampicillin and equal molar carnitine treatment were measured...
  38. Ensink J, Vulto A, Van Miert A, Tukker J, Winkel M, Fluitman M. Oral bioavailability and in vitro stability of pivampicillin, bacampicillin, talampicillin, and ampicillin in horses. Am J Vet Res. 1996;57:1021-4 pubmed
    To determine the oral bioavailabilities of 3 ampicillin esters (pivampicillin, bacampicillin, and talampicillin) and ampicillin sodium, and to determine in vitro stability of the ampicillin esters in ileal contents (pH 8.3 to 8.5)...
  39. Svenungsson B, Ekwall E, Hansson H. Efficacy of the combination pivampicillin/pivmecillinam compared to placebo in the treatment of convalescent carriers of nontyphi Salmonella. Infection. 1990;18:163-5 pubmed
    ..16-77 years who had been carriers of nontyphi Salmonella species for 10-21 weeks were given the combination pivampicillin/pivmecillinam or placebo for four weeks in order to eradicate the carrier state...
  40. Diep Q, Brørs O, Bøhmer T. Formation of pivaloylcarnitine in isolated rat heart cells. Biochim Biophys Acta. 1995;1259:161-5 pubmed
    ..Pivaloylcarnitine concentration was especially high in heart after administration of pivalic acid or pivampicillin in vivo...
  41. Diep Q, Bøhmer T, Holme J, Torvik A, Storrøsten O, Loennecken C, et al. Slow replenishment of carnitine deficiency after cessation of long-term treatment with pivaloyl-containing antibiotics. Pharm World Sci. 1993;15:225-9 pubmed
    Long-term treatment with pivampicillin and pivmecillinam for 6-24 months in five adults and one child reduced the total serum carnitine concentration to 3.7-14 mumol/l (reference value: 25-66 mumol/l). Muscle carnitine was reduced to 0...
  42. Cramers M, Kaspersen P, From E, Møller B. Pivampicillin compared with erythromycin for treating women with genital Chlamydia trachomatis infection. Genitourin Med. 1988;64:247-8 pubmed
    In a randomised single blind study, pivampicillin was compared with erythromycin in women with urogenital Chlamydia trachomatis infections...