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MedKoo Cat#: 317395 | Name: Cefotiam dihychloride
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Description:

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

Cefotetan Hydrochloride is a second-generation cephalosporin that is active against some strains of β-lactamase producing bacteria. It shows anti-microbial activity against Gram-positive and Gram-negative bacteria; it is more efficacious against Gram-negative and anaerobic bacteria. Cefotetan Hydrochloride binds to penicillin-binding proteins and disrupts the cell wall synthesis.

Chemical Structure

Cefotiam dihychloride
CAS#66309-69-1 (2HCl)

Theoretical Analysis

MedKoo Cat#: 317395

Name: Cefotiam dihychloride

CAS#: 66309-69-1 (2HCl)

Chemical Formula: C18H25Cl2N9O4S3

Exact Mass: 0.0000

Molecular Weight: 598.55

Elemental Analysis: C, 36.12; H, 4.21; Cl, 11.85; N, 21.06; O, 10.69; S, 16.07

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
250mg USD 650.00 2 Weeks
1g USD 1,050.00 2 Weeks
2g USD 1,650.00 2 Weeks
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Related CAS #
66309-69-1 (2HCl) 61622-34-2 (free base)
Synonym
Cefotiam Hydrochloride; Halospor; Pansporin; Cefotiam dihydrochloride; Pansporine; Spizef; Hydrochloride, Cefotiam; SCE 963; SCE-963; SCE963;
IUPAC/Chemical Name
(6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;dihydrochloride
InChi Key
BWRRTAXZCKVRON-DGPOFWGLSA-N
InChi Code
InChI=1S/C18H23N9O4S3.2ClH/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10;;/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31);2*1H/t12-,15-;;/m1../s1
SMILES Code
CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O.Cl.Cl
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, not in water
Shelf Life
>2 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 598.55 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: Kan M, Wu L, Zhou XW, Jiang YF, Wu YE, Shi HY, Hao GX, Zheng Y, Su LQ, Huang X, Zhao W. Cefotiam Treatment in Children: Evidence of Subtherapeutic Levels. Ther Drug Monit. 2020 Oct;42(5):733-736. doi: 10.1097/FTD.0000000000000759. PMID: 32251152. 3: Brogard JM, Jehl F, Willemin B, Lamalle AM, Blickle JF, Monteil H. Clinical pharmacokinetics of cefotiam. Clin Pharmacokinet. 1989 Sep;17(3):163-74. doi: 10.2165/00003088-198917030-00003. PMID: 2680212. 4: Tian Y, Chong XM, Liu Y, Han Y, Hu CQ, Yao SC, Xu MZ. Study on Isomeric Impurities in Cefotiam Hydrochloride. Front Chem. 2021 Jan 15;8:619307. doi: 10.3389/fchem.2020.619307. PMID: 33585401; PMCID: PMC7873999. 5: Tadokoro K, Niimi N, Ohtoshi T, Nakajima K, Takafuji S, Onodera K, Suzuki S, Muranaka M. Cefotiam-induced IgE-mediated occupational contact anaphylaxis of nurses; case reports, RAST analysis, and a review of the literature. Clin Exp Allergy. 1994 Feb;24(2):127-33. doi: 10.1111/j.1365-2222.1994.tb00208.x. PMID: 7514490. 6: Di Nola F, Arione R, Fabiano A, Ferrea G, Leone G, Loy A, Negro F, Pavesio D, Salassa B, Soranzo ML, et al. Cefotiam, nuova cefalosporina. Ricerca microbiologica, valutazione preliminare dell'interferenza sulla fagocitosi e ricerca clinica policentrica [Cefotiam, a new cephalosporin. Microbiological research, preliminary evaluation of its effect on phagocytosis and clinical multicenter research]. Minerva Med. 1986 Nov 30;77(45-46):2163-82. Italian. PMID: 3540731. 7: Fuchs PC, Barry AL, Jones RN, Thornsberry C. Cefotiam susceptibility testing criteria. J Clin Microbiol. 1985 Dec;22(6):1045-7. doi: 10.1128/jcm.22.6.1045-1047.1985. PMID: 3864787; PMCID: PMC271875. 8: [Cefotiam preparations]. Jpn J Antibiot. 1982 Apr;35(4):1080-3. Japanese. PMID: 6285026. 9: Shimizu K, Yamaguchi K. [Cefotiam hydrochloride]. Jpn J Antibiot. 1994 Apr;47(4):349-56. Japanese. PMID: 8201765. 10: Shimizu S, Chen KR, Miyakawa S. Cefotiam-induced contact urticaria syndrome: an occupational condition in Japanese nurses. Dermatology. 1996;192(2):174-6. doi: 10.1159/000246352. PMID: 8829507. 11: Evers J, Borner K, Koeppe P. Cefotiam during continuous haemofiltration. Eur J Clin Pharmacol. 1993;44(5):509-10. doi: 10.1007/BF00315555. PMID: 8359194. 12: Rouan MC, Lecaillon JB, Guibert J, Modai J, Schoeller JP. Pharmacokinetics of cefotiam in humans. Antimicrob Agents Chemother. 1985 Feb;27(2):177-80. doi: 10.1128/AAC.27.2.177. PMID: 3857018; PMCID: PMC176233. 13: Hashiguchi Y, Oda K, Katanoda T, Nosaka K, Jono H, Saito H. Clinical evaluation of cefotiam in the treatment of bacteremia caused by Escherichia coli, Klebsiella species, and Proteus mirabilis: A retrospective study. J Infect Chemother. 2020 Nov;26(11):1158-1163. doi: 10.1016/j.jiac.2020.06.007. Epub 2020 Aug 20. PMID: 32828676. 14: [Cefotiam preparations]. Jpn J Antibiot. 1981 May;34(5):729-33. Japanese. PMID: 6270416. 15: Hara K, Kumazawa J. [New antimicrobial agent series XXXVIII: Cefotiam hexetil]. Jpn J Antibiot. 1991 May;44(5):481-93. Japanese. PMID: 1880928. 16: Cestero JJ, Castanheira S, González H, Zaragoza Ó, García-Del Portillo F. Affinity of cefotiam for the alternative penicillin binding protein PBP3SAL used by Salmonella inside host eukaryotic cells. J Antimicrob Chemother. 2023 Feb 1;78(2):512-520. doi: 10.1093/jac/dkac422. PMID: 36512374; PMCID: PMC9890219. 17: Daschner FD, Hemmer KA, Offermann P, Slanicka J. Pharmacokinetics of cefotiam in normal humans. Antimicrob Agents Chemother. 1982 Dec;22(6):958-60. doi: 10.1128/AAC.22.6.958. PMID: 6297387; PMCID: PMC185700. 18: Miyakawa I, Inoue H, Kuroki T, Lee HC, Azegami M, Mori N. Placental transfer of cefotiam dihydrochloride. Antimicrob Agents Chemother. 1984 Jan;25(1):147-8. doi: 10.1128/AAC.25.1.147. PMID: 6322677; PMCID: PMC185457. 19: Tian Y, Wang YN, Han Y, Zhang X, Hu CQ. Isolation, identification and in silico toxicity predictions of two isomers from cefotiam hydrochloride. J Pharm Biomed Anal. 2018 Sep 5;158:425-430. doi: 10.1016/j.jpba.2018.06.020. Epub 2018 Jun 18. PMID: 29945059. 20: Bergogne-Berezin E, Berthelot G, Kafe H. Study of the diffusion of cefotiam in the bronchial secretions. Chemotherapy. 1982;28(5):327-33. doi: 10.1159/000238099. PMID: 6291865.