MedKoo Cat#: 574457 | Name: Cefetamet Pivoxil
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefetamet Pivoxil is a third generation cephalosporin antibiotic.

Chemical Structure

Cefetamet Pivoxil
CAS#65243-33-6 (pivoxil)

Theoretical Analysis

MedKoo Cat#: 574457

Name: Cefetamet Pivoxil

CAS#: 65243-33-6 (pivoxil)

Chemical Formula: C20H25N5O7S2

Exact Mass: 511.1195

Molecular Weight: 511.57

Elemental Analysis: C, 46.96; H, 4.93; N, 13.69; O, 21.89; S, 12.53

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
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Synonym
Cefetamet Pivoxil; Cefetamet (Pivaloyloxy)methyl Ester; Ceftamet Pivoxil; Cefyl; Ro 15-8075; Ro15-8075; Cefetamet pivoxyl
IUPAC/Chemical Name
(pivaloyloxy)methyl (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
DASYMCLQENWCJG-XUKDPADISA-N
InChi Code
InChI=1S/C20H25N5O7S2/c1-9-6-33-16-12(23-14(26)11(24-30-5)10-7-34-19(21)22-10)15(27)25(16)13(9)17(28)31-8-32-18(29)20(2,3)4/h7,12,16H,6,8H2,1-5H3,(H2,21,22)(H,23,26)/b24-11-/t12-,16-/m1/s1
SMILES Code
O=C(C(N12)=C(C)CS[C@]2([H])[C@H](NC(/C(C3=CSC(N)=N3)=N\OC)=O)C1=O)OCOC(C(C)(C)C)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 511.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Blouin RA, Stoeckel K. Cefetamet pivoxil clinical pharmacokinetics. Clin Pharmacokinet. 1993 Sep;25(3):172-88. doi: 10.2165/00003088-199325030-00002. PMID: 8222459. 2: Bryson HM, Brogden RN. Cefetamet pivoxil. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs. 1993 Apr;45(4):589-621. doi: 10.2165/00003495-199345040-00009. PMID: 7684677. 3: Grassi GG. Comparative clinical efficacy of cefetamet pivoxil in lower respiratory tract infection. Drugs. 1994;47 Suppl 3:35-42. doi: 10.2165/00003495-199400473-00007. PMID: 7518765. 4: Stoeckel K, Tam YK, Kneer J. Pharmacokinetics of oral cefetamet pivoxil (Ro 15-8075) and intravenous cefetamet (Ro 15-8074) in humans: a review. Curr Med Res Opin. 1989;11(7):432-41. doi: 10.1185/03007998909115930. PMID: 2673663. 5: Guggenbichler JP. Cefetamet pivoxil in the treatment of pharyngitis/tonsillitis in children and adults. Drugs. 1994;47 Suppl 3:27-33; discussion 34. doi: 10.2165/00003495-199400473-00006. PMID: 7518764. 6: Cullmann W, Edwards DJ, Kissling M, Kneer J, Stoeckel K, Urwyler H. Cefetamet pivoxil: a review of its microbiology, toxicology, pharmacokinetics and clinical efficacy. Int J Antimicrob Agents. 1992;1(4):175-91. doi: 10.1016/0924-8579(92)90004-b. PMID: 18611503. 7: Kissling M. Cefetamet pivoxil in community-acquired pneumonia: an overview. Curr Med Res Opin. 1992;12(10):631-9. doi: 10.1185/03007999209111530. PMID: 1633721. 8: Kissling M, Germano G, Fernex M. Cefetamet pivoxil a new oral cephalosporin: clinical evaluation. Chemotherapy. 1988;34(6):519-29. doi: 10.1159/000238618. PMID: 3243094. 9: Quevedo A, Sossouhounto R, Kissling M. Cefetamet pivoxil in otitis media. ORL J Otorhinolaryngol Relat Spec. 1993 Mar-Apr;55(2):93-6. doi: 10.1159/000276388. PMID: 8446394. 10: Speciale A, Caccamo F, Blandino G, Giacchi GT, Aleo G, Nicoletti G. Cefetamet pivoxil: comparable evaluation with other orally available antibiotics against selected species of respiratory pathogens. Chemotherapy. 1996 Jan- Feb;42(1):1-10. doi: 10.1159/000239417. PMID: 8751262. 11: Stoeckel K, Harell M, Dan M. Penetration of cefetamet pivoxil and cefuroxime axetil into the maxillary sinus mucosa at steady state. Antimicrob Agents Chemother. 1996 Mar;40(3):780-3. doi: 10.1128/AAC.40.3.780. PMID: 8851611; PMCID: PMC163198. 12: Stathakis C, Roulleau N, Libert M, Germano G, Kissling M. Cefetamet pivoxil in acute pyelonephritis: an open study. Curr Med Res Opin. 1990;12(1):43-50. doi: 10.1185/03007999009111490. PMID: 2188796. 13: Pukander JS, Paloheimo SH, Sipilä MM. Cefetamet pivoxil in pediatric otitis media. Chemotherapy. 1992;38 Suppl 2:25-8. doi: 10.1159/000239094. PMID: 1516461. 14: Hayton WL, Kneer J, Blouin RA, Stoeckel K. Pharmacokinetics of intravenous cefetamet and oral cefetamet pivoxil in patients with hepatic cirrhosis. Antimicrob Agents Chemother. 1990 Jul;34(7):1318-22. doi: 10.1128/AAC.34.7.1318. PMID: 2386364; PMCID: PMC175973. 15: Fitzgerald TJ. Effects of cefetamet (Ro 15-8074) on Treponema pallidum and experimental syphilis. Antimicrob Agents Chemother. 1992 Mar;36(3):598-602. doi: 10.1128/AAC.36.3.598. PMID: 1622168; PMCID: PMC190562. 16: Gutleben KJ, Eller J, Vöckler J, Rau M, Koeppe P, Kotwas J, Lode H. Pharmacokinetics of cefetamet pivoxil and interaction with cisapride and N-acetylcysteine. Clin Microbiol Infect. 1997 Apr;3(2):170-174. doi: 10.1111/j.1469-0691.1997.tb00593.x. PMID: 11864100. 17: Zimmerli W, Sansano S, Wittke B. Pharmacokinetics of cefetamet in plasma and skin blister fluid. Antimicrob Agents Chemother. 1996 Jan;40(1):102-4. doi: 10.1128/AAC.40.1.102. PMID: 8787888; PMCID: PMC163065. 18: Bernstein-Hahn L, Valdés E, Gehanno P, Giamarellou H, Lassus A, Ulmer WT, Vetter N, Walhor F, Wettengel R, Fernex M, et al. Clinical experience with 1000 patients treated with cefetamet pivoxil. Curr Med Res Opin. 1989;11(7):442-52. doi: 10.1185/03007998909115931. PMID: 2673664. 19: Park CS, Cho JH, Lee HM, Kim KS, Kim JK, Kim DY, Baek BJ, Kim HJ, Kim YD, Hwang CS, Kim ST, Cho SH, Kim YM, Lee SH, Jeong JH, In SM, Kim BG. Clinical Trial to Reconfirm the Efficacy and Safety of Cefetamet Pivoxil Treatment in Sinusitis Patients: A Double-Blind, Randomized, Parallel Designed, Multicenter, Active Comparator Study (CASIS Study). Ear Nose Throat J. 2023 Feb;102(2):101-109. doi: 10.1177/01455613211036236. Epub 2021 Aug 24. PMID: 34427151. 20: Tam YK, Kneer J, Dubach UC, Stoeckel K. Pharmacokinetics of cefetamet pivoxil (Ro 15-8075) with ascending oral doses in normal healthy volunteers. Antimicrob Agents Chemother. 1989 Jun;33(6):957-9. doi: 10.1128/AAC.33.6.957. PMID: 2764545; PMCID: PMC284262.