Mecillinam

Mecillinam is a beta-lactam antibiotic. It is active against Gram-negative bacteria, including E. coli, K. pneumoniae, and N. gonorrhoeae (MIC90s = 4, 8, and 1 µg/ml, respectively). It is also active against clinical isolates of E. coli, K. pneumoniae, and P. mirabilis isolated from human urine. It binds to K. pneumoniae penicillin-binding protein 2 (PBP2) over PBP1A/B, PBP3, PBP4, and PBP5/6 (IC50s = 256, 128, >256, and >256 mg/L, respectively) in a competitive binding assay. Mecillinam is efficacious against susceptible E. coli strains in a systemic mouse model of infection with 50% protective dose (PD50) values ranging from less than or equal to 0.39 to 6.4 mg/kg.Formal Name: (2S,5R,6R)-6-[[(hexahydro-1H-azepin-1-yl)methylene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. CAS Number: 32887-01-7. Synonyms: Amdinocillin, FL 1060, Penicillin Hx. Molecular Formula: C15H23N3O3S. Formula Weight: 325.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Chloroform: 30 mg/ml. lambdamax: 221 nm. SMILES: O=C(O)[C@@H](C(C)(C)S1)N2[C@@]1([H])[C@H](N=CN3CCCCCC3)C2=O. InChi Code: InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1. InChi Key: BWWVAEOLVKTZFQ-NTZNESFSSA-N.