MedKoo Cat#: 534805 | Name: Cefminox

Description:

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

Cefminox is a anti-bacterial agent.

Chemical Structure

Cefminox
CAS#84305-41-9 (free acid)

Theoretical Analysis

MedKoo Cat#: 534805

Name: Cefminox

CAS#: 84305-41-9 (free acid)

Chemical Formula: C16H21N7O7S3

Exact Mass: 519.0665

Molecular Weight: 519.57

Elemental Analysis: C, 36.99; H, 4.07; N, 18.87; O, 21.56; S, 18.51

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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Synonym
Cefminox
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((((2S)-2-amino-2-carboxyethyl)thio)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R,7S)-
InChi Key
JSDXOWVAHXDYCU-VXSYNFHWSA-N
InChi Code
InChI=1S/C16H21N7O7S3/c1-22-15(19-20-21-22)33-4-7-3-32-14-16(30-2,13(29)23(14)10(7)12(27)28)18-9(24)6-31-5-8(17)11(25)26/h8,14H,3-6,17H2,1-2H3,(H,18,24)(H,25,26)(H,27,28)/t8-,14-,16+/m1/s1
SMILES Code
O=C(C(N12)=C(CSC3=NN=NN3C)CS[C@]2([H])[C@](OC)(NC(CSC[C@@H](N)C(O)=O)=O)C1=O)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 519.57 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: Xia J, Yang L, Dong L, Niu M, Zhang S, Yang Z, Wumaier G, Li Y, Wei X, Gong Y, Zhu N, Li S. Cefminox, a Dual Agonist of Prostacyclin Receptor and Peroxisome Proliferator-Activated Receptor-Gamma Identified by Virtual Screening, Has Therapeutic Efficacy against Hypoxia-Induced Pulmonary Hypertension in Rats. Front Pharmacol. 2018 Feb 23;9:134. doi: 10.3389/fphar.2018.00134. PMID: 29527168; PMCID: PMC5829529. 2: Xu Y, Wang D, Tang L, Wang J. Separation and Characterization of Unknown Impurities and Isomers in Cefminox Sodium and Study of the Forming Mechanisms of Impurities by Liquid Chromatography Coupled with Ion Trap/Time-Of-Flight Mass Spectrometry. J Chromatogr Sci. 2019 Mar 1;57(3):204-212. doi: 10.1093/chromsci/bmy101. PMID: 30395207. 3: Garrido R, Novo A, Quintana S, Macía MA, Carrasco L, de Dios MJ, Romo JM, Sánchez M, Vargas M, Maciá M, Lapuente F, Mieza Y, Coronet P, Gimeno M, Carcas AJ, Frías J, Caballero Fernández V. Cefminox versus Cefoxitin in Hysterectomy Prophylaxis : Clinical Efficacy and Serum and Tissue Concentrations. Clin Drug Investig. 1997 Jun;13(6):317-25. doi: 10.2165/00044011-199713060-00004. PMID: 27519493. 4: Hoellman DB, Spangler SK, Jacobs MR, Appelbaum PC. In vitro activities of cefminox against anaerobic bacteria compared with those of nine other compounds. Antimicrob Agents Chemother. 1998 Mar;42(3):495-501. PMID: 9517922; PMCID: PMC105488. 5: Hilali A, Jiménez JC, Callejón M, Bello MA, Guiraúm A. Electrochemical reduction of cefminox at the mercury electrode and its voltammetric determination in urine. Talanta. 2003 Jan 2;59(1):137-46. doi: 10.1016/s0039-9140(02)00468-x. PMID: 18968893. 6: Corrales I, Aguilar L, Mato R, Frias J, Prieto J. Immunomodulatory effect of cefminox. J Antimicrob Chemother. 1994 Feb;33(2):372-4. doi: 10.1093/jac/33.2.372. PMID: 8182031. 7: Kim JK, Kang H, Chae JS, Park YH, Choi YJ. Synthesis of cefminox by cell-free extracts of Streptomyces clavuligerus. FEMS Microbiol Lett. 2000 Jan 15;182(2):313-7. doi: 10.1111/j.1574-6968.2000.tb08914.x. PMID: 10620685. 8: Rajenderan S, Balaji V, Anandan S, Sahni RD, Tansarli GS, Falagas ME. Determination of MIC distribution of arbekacin, cefminox, fosfomycin, biapenem and other antibiotics against gram-negative clinical isolates in South India: a prospective study. PLoS One. 2014 Jul 28;9(7):e103253. doi: 10.1371/journal.pone.0103253. PMID: 25068396; PMCID: PMC4113358. 9: Aguilar L, Esteban C, Frias J, Pérez-Balcabao I, Carcas AJ, Dal-Ré R. Cefminox: correlation between in-vitro susceptibility and pharmacokinetics and serum bactericidal activity in healthy volunteers. J Antimicrob Chemother. 1994 Jan;33(1):91-101. doi: 10.1093/jac/33.1.91. PMID: 8157579. 10: Watanabe S, Omoto S. Pharmacology of cefminox, a new bactericidal cephamycin. Drugs Exp Clin Res. 1990;16(9):461-7. PMID: 2100248. 11: Gastón de Iriarte E, Cárcamo Valor P, Diez-Enciso M, Prieto Prieto J, Pérez Balcabao I, Gimeno del Sol M, Coronel Granado P, Morán Soto MJ. Cefminox versus cefotaxima en el tratamiento de la infección urinaria complicada [Cefminox versus cefotaxime in the treatment of complicated urinary tract infection]. Actas Urol Esp. 1995 Sep;19(8):635-41. Spanish. PMID: 8669331. 12: Torres AJ, Valladares LD, Jover JM, Sánchez-Pernaute A, Frías J, Carcas AJ, Coronel P, Ródenas E, Pérez-Balcabao I, Fernández-Roblas R, Moreno M, Balibrea JL. Cefminox versus metronidazole plus gentamicin intra-abdominal infections: a prospective randomized controlled clinical trial. Infection. 2000 Sep;28(5):318-22. doi: 10.1007/s150100070027. PMID: 11073141. 13: Watanabe T, Kazuno Y, Hirano F, Inouye S, Nishino T. Comparative in vitro and in vivo activity of cefminox (MT-141), cefotaxime and cefoperazone against gram-negative bacteria. Drugs Exp Clin Res. 1985;11(11):781-6. PMID: 3841789. 14: Yang MS, Kang DY, Seo B, Park HJ, Park SY, Kim MY, Park KH, Koo SM, Nam YH, Kim S, Jung JW, Kim TB, Jang GC, Yang HJ, Ahn YM, Park JW, Kang HR; Drug Allergy Work Group of KAAACI. Incidence of cephalosporin-induced anaphylaxis and clinical efficacy of screening intradermal tests with cephalosporins: A large multicenter retrospective cohort study. Allergy. 2018 Sep;73(9):1833-1841. doi: 10.1111/all.13435. PMID: 29517808. 15: Sun H, Wei L, Wu Y, Liu N. Simultaneous determination of aminomethylbenzoic acid, cefminox sodium and etamsylate in human urine by capillary electrophoresis. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Jul 1;878(21):1899-903. doi: 10.1016/j.jchromb.2010.05.017. Epub 2010 May 24. PMID: 20570576. 16: Qu X, Wang H, Chen C, Tao Z, Yin C, Yin A, Ma C, Idris A. Surveillance of carbapenem-resistant Klebsiella pneumoniae in Chinese hospitals - A five-year retrospective study. J Infect Dev Ctries. 2019 Dec 31;13(12):1101-1107. doi: 10.3855/jidc.11798. PMID: 32088697. 17: Sasagawa I, Yamaguchi O, Shiraiwa Y. Cefminox sodium penetration into prostatic tissue with and without inflammation. Int Urol Nephrol. 1991;23(6):569-72. doi: 10.1007/BF02549847. PMID: 1722784. 18: Nakamura T, Hashimoto I, Sawada Y, Mikami J, Yoshimoto M, Nishindai H, Nakanishi Y, Kasai Y. [Cefminox concentration in tissues and clinical efficacy of cefminox in acute peritonitis]. Jpn J Antibiot. 1985 May;38(5):1178-94. Japanese. PMID: 3930784. 19: Shimizu T, Sengoku K. [Transfer of cefminox to tissues in the field of obstetrics and gynecology]. Jpn J Antibiot. 1985 May;38(5):1198-202. Japanese. PMID: 3930786. 20: Mashimo K. [New antimicrobial agent series XXIV: Cefminox]. Jpn J Antibiot. 1987 Sep;40(9):1549-65. Japanese. PMID: 3320395.