Cefmenoxime (hydrochloride)

Cefmenoxime is a broad-spectrum cephalosporin antibiotic. It is active against clinical isolates of S. aureus, S. epidermidis, S. pyogenes, E. coli, K. pneumoniae, P. mirabilis, P. vulgaris, P. morganii, S. marcescens, and E. cloacae in vitro (MICs = 0.013-6.25 µg/ml). It is active against various Gram-positive and Gram-negative bacterial infections in mice (ED50s = 0.016-66 mg/kg). It increases survival in a mouse model of K. pneumoniae infection with a 50% survival dose (SD50) value of 7.6 mg/kg. Cefmenoxime is curative in a mouse model of P. mirabilis urinary tract infection with curative dose (CD50) values ranging from 0.4 to 0.75 mg/kg. Formulations containing cefmenoxime have been used to treat various bacterial infections.Formal Name: (6R,7R)-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, hemihydrochloride. CAS Number: 75738-58-8. Synonyms: SCE-1365. Molecular Formula: C16H17N9O5S3 . 1/2HCl. Formula Weight: 529.8. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, PBS (pH 7.2): 2.5 mg/ml. lambdamax: 232, 262 nm. SMILES: O=C(O)C1=C(CSC2=NN=NN2C)CS[C@@]([C@@H]3NC(/C(C4=CSC(N)=N4)=N\OC)=O)([H])N1C3=O.O=C(O)C5=C(CSC6=NN=NN6C)CS[C@@]([C@@H]7NC(/C(C8=CSC(N)=N8)=N\OC)=O)([H])N5C7=O.Cl. InChi Code: InChI=1S/2C16H17N9O5S3.ClH/c2*1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7,/h2*5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29),1H/b2*21-8-,/t2*9-,13-,/m11./s1. InChi Key: MPTNDTIREFCQLK-UNVJPQNDSA-N. Origin: Synthetic.