180199-69-3

Basic information

• Product Name: Benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
• Synonyms: Benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
• CAS NO: 180199-69-3
• Molecular Weight: 498.557
• Mol File: 180199-69-3.mol

Chemical Properties

• CAS DataBase Reference: Benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate(180199-69-3)
• EPA Substance Registry System: Benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate(180199-69-3)

Safety Data

• Hazardous Substances Data: 180199-69-3(Hazardous Substances Data)

Upstream product

• 100349-41-5 (2S,4S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester 
• 87579-79-1 (R)-benzhydryl 2-((R)-2-(benzo[d]thiazol-2-yldisulfanyl)-4-oxoazetidin-1-yl)-3-methylbut-3-enoate 
• 162514-95-6 diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 162514-96-7 benzhydryl (2S,3R,5R)-3-hydroxymethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate 
• 100349-42-6 (2S,4S,5R)-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester 
• 5350-57-2 benzophenone hydrazone 
• 551-16-6 6-Aminopenicillanic Acid 
• 180199-68-2 benzhydryl (E)-(2S,3S,5R)-3-[2-(methoxy-methyl-carbamoyl)-vinyl]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate 

Relevant articles and documents

PENAM DERIVATIVES

The present invention discloses compounds having the formula wherein one of R1 and R2 is ?COR4, ?CN, ?CH2R5. halogen. ?CH=CHR6 or Q and the other is hydrogen or lower alkyl or both R1 and R2 together form a gamma-lactam ring, R3 is hydrogen, lower alkyl. aryl-alkyl, allyl or a residue which is cleavable in vivo, R4 is hydrogen, lower alkyl, lower alkoxy. benzyloxy, amino, lower alkylamino or lower alkyl-lower alkoxyamino. R5 is hydroxy. ?OCONHR7. ?OCONH2 or a five- or six-membered hetero-aromatic ring which contains N,S and/or O and which is linked via a nitrogen atom, R6 is ?CN or CHO. R7 is ?COCH2Cl. Q is a five- or six-membered hetero-aromatic ring which contains N, S and/or O and n is 0, 1 or 2, and the pharmaceutically compatible salts thereof. These compounds are good beta-lactamase inhibitors. They can be used for the prevention or treatment of bacterial infections, optionally together with a beta-lactam antibiotic

Design, synthesis, and evaluation of 2β-alkenyl penam sulfone acids as inhibitors of β-lactamases

A general method for synthesis of 2β-alkenyl penam sulfones has been developed. The new compounds inhibited most of the common types of β- lactamase. The level of activity depended very strongly on the nature of the substituent in the 2β-alkenyl group. Th