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MedKoo Cat#: 412527 | Name: Cefotiam hexetil free base

Description:

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

Cefotiam hexetil is an ester prodrug of cefotiam for parenteral use. Cefotiam is a semi-synthetic, beta-lactam cephalosporin antibiotic with antibacterial activity. Cefotiam hexetil is a pro-drug of cefotiam available for oral administration. Cefotiam hexetil is a potent drug for the treatment of acute and acute on top of chronic infections of the upper aerodigestive tract.

Chemical Structure

Cefotiam hexetil free base
CAS#95761-91-4 (free base)

Theoretical Analysis

MedKoo Cat#: 412527

Name: Cefotiam hexetil free base

CAS#: 95761-91-4 (free base)

Chemical Formula: C27H37N9O7S3

Exact Mass: 695.1978

Molecular Weight: 695.83

Elemental Analysis: C, 46.61; H, 5.36; N, 18.12; O, 16.09; S, 13.82

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
95761-91-4 (free base) 95789-30-3 (HCl)
Synonym
Cefotiam hexetil; Cefotiam hexetil ester; Pansporin T; UNII-J92A81Y99T
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, 1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester, (6R-(6alpha,7beta))-
InChi Key
VVFDMWZLBPUKTD-ZKRNHDOASA-N
InChi Code
InChI=1S/C27H37N9O7S3/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11-17-14-45-25(28)29-17/h14-15,18,20,23H,4-13H2,1-3H3,(H2,28,29)(H,30,37)/t15?,20-,23-/m1/s1
SMILES Code
O=C(C(N12)=C(CSC3=NN=NN3CCN(C)C)CS[C@]2([H])[C@H](NC(CC4=CSC(N)=N4)=O)C1=O)OC(OC(OC5CCCCC5)=O)C
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 695.83 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: Imada A, Hirai S. Cefotiam hexetil. Int J Antimicrob Agents. 1995 Apr;5(2):85-99. doi: 10.1016/0924-8579(94)00038-v. PMID: 18611654. 2: Tang QX, Liu MD, Yan YY, Ye Y, Wang ZH, Zhan LF, Liao LC. [Determination of unknown impurities in cefotiam hexetil by HPLC-MS/MS]. Sichuan Da Xue Xue Bao Yi Xue Ban. 2013 May;44(3):481-4, 493. Chinese. PMID: 23898540. 3: Gehanno P, Loncle-Provot V, Le Kerneau J. Efficacité du céfotiam hexétil en cure courte dans le traitement des sinusites maxillaires aiguës. Comparaison de l'efficacité d'un traitement de cinq vs dix jours [Efficacy of cefotiam hexetil in acute maxillary sinusitis, with a short five day vs ten day treatment]. Med Mal Infect. 2004 Oct;34(10):455-9. French. PMID: 15747470. 4: Cherrier P, Tod M, Le Gros V, Petitjean O, Brion N, Chatelin A. Cefotiam concentrations in the sinus fluid of patients with chronic sinusitis after administration of cefotiam hexetil. Eur J Clin Microbiol Infect Dis. 1993 Mar;12(3):211-5. doi: 10.1007/BF01967115. PMID: 8508820. 5: Korting HC, Schäfer-Korting M, Kees F, Lukacs A, Grobecker H. Skin tissue fluid levels of cefotiam in healthy man following oral cefotiam hexetil. Eur J Clin Pharmacol. 1990;39(1):33-6. doi: 10.1007/BF02657053. PMID: 2276386. 6: Maier H, Attallah M, Weidauer H. Efficacy and safety of cefotiam hexetil in the treatment of ear, nose and throat infections. Arzneimittelforschung. 1992 Jul;42(7):980-2. PMID: 1418066. 7: Querol-Ferrer V, Zini R, Tillement JP. The blood binding of cefotiam and cyclohexanol, metabolites of the prodrug cefotiam hexetil, in-vitro. J Pharm Pharmacol. 1991 Dec;43(12):863-6. doi: 10.1111/j.2042-7158.1991.tb03196.x. PMID: 1725995. 8: Mignot A, Millerioux L, Couraud L, Durgeat S, Joubert M. Distribution of cefotiam in human lung tissue after multiple oral administration of cefotiam hexetil. Eur J Clin Pharmacol. 1994;46(4):383-4. doi: 10.1007/BF00194411. PMID: 7957528. 9: Carbon C, Chatelin A, Bingen E, Zuck P, Rio Y, Guetat F, Orvain J. A double- blind randomized trial comparing the efficacy and safety of a 5-day course of cefotiam hexetil with that of a 10-day course of penicillin V in adult patients with pharyngitis caused by group A beta-haemolytic streptococci. J Antimicrob Chemother. 1995 Jun;35(6):843-54. doi: 10.1093/jac/35.6.843. PMID: 7559195. 10: Hara K, Kumazawa J. [New antimicrobial agent series XXXVIII: Cefotiam hexetil]. Jpn J Antibiot. 1991 May;44(5):481-93. Japanese. PMID: 1880928.