68589-01-5

Basic information

• Product Name: (2S,5R,6R)-6-[2-(4-Acetoxy-3-methoxy-benzoylamino)-2-phenyl-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
• CAS NO: 68589-01-5
• Molecular Weight: 541.582
• Mol File: 68589-01-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,5R,6R)-6-[2-(4-Acetoxy-3-methoxy-benzoylamino)-2-phenyl-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R,6R)-6-[2-(4-Acetoxy-3-methoxy-benzoylamino)-2-phenyl-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(68589-01-5)
• EPA Substance Registry System: (2S,5R,6R)-6-[2-(4-Acetoxy-3-methoxy-benzoylamino)-2-phenyl-acetylamino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid(68589-01-5)

Safety Data

• Hazardous Substances Data: 68589-01-5(Hazardous Substances Data)

Upstream product

• 56681-66-4 3-methoxy-4-acetoxybenzoyl chloride 
• 33993-48-5 ampicillin 

Relevant articles and documents

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Syntheses of benzoyl, cinnamoyl, and benzoylhydrazido glyoxyloyl aminoacyl penicillins with and without acylated catechol substituents by condensation of corresponding acids or acylchlorides with ampicillin or amoxycillin and also of a 6-α-methoxy-derivative and corresponding esters are reported. Acylated catechol substituents improve the antibacterial activity against Gram-negative bacteria, especially against Pseudomonas strains and Salmonella. MIC tests of bacterial mutants with higher outer membrane penetrability and of the corresponding wild type show that the increase of antibacterial activity by catechol substituents is caused by improvement of the penetration through the bacterial outer membrane. The affinity to penicillin binding proteins is not influenced by catechol substitutents. Stability against β-lactamases is partly higher than that of azlocillin.