157463-12-2

Basic information

• Product Name: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
• Synonyms: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
• CAS NO: 157463-12-2
• Molecular Weight: 816.959
• Mol File: 157463-12-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester(157463-12-2)
• EPA Substance Registry System: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester(157463-12-2)

Safety Data

• Hazardous Substances Data: 157463-12-2(Hazardous Substances Data)

Upstream product

• 82994-41-0 (E)-3-(tri-n-butylstannyl)-2-propen-1-ol 
• 126922-84-7 4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(5-(tritylamino)-1,2,4-thiadiazol-3-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 

Downstream Products

• 184972-91-6 (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-3-[(E)-2-(2-methyl-isoxazolidin-5-yl)-vinyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 162081-86-9 (6R,7R)-3-((E)-Buta-1,3-dienyl)-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 157463-17-7 (6R,7R)-3-[(E)-4-(Diphenoxy-phosphoryloxy)-but-2-enyl]-7-{2-[(Z)-methoxyimino]-2-[5-(trityl-amino)-[1,2,4]thiadiazol-3-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 

Relevant articles and documents

Structure-activity relationships of cephalosporins having a (dimethylisoxazolidlinio)vinyl moiety at their 3-position

A series of cephalosporins having a (dimethylisoxazolidinio)vinyl group at their 3-position were synthesized to investigate their structure-activity relationships. With regard to the olefin geometry, the (E)-vinyl compound exhibited higher in vitro activity than the (Z)-compound. Regarding the C-7 substituents, the replacement of 2-aminothiazole with 5-amino-1,2,4-thiadiazole increased the anti-pseudomonal activity. Determination of the absolute configuration of the C-3 substituent is also presented. Among the compounds synthesized, we selected 7β-(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(fluoromethoxyimino)acetamido]-3 -cephem-4-carboxylate (YM-40220), which showed well-balanced in vitro activity and an excellent in vivo efficacy against Staphylococcus aureus Smith, as a candidate for further development.