53994-69-7

Usage

Uses

Used in Pharmaceutical Industry:
7-Amino-3-chloro cephalosporanic acid is used as an intermediate for the preparation of semi-synthetic cephalosporin antibiotics. It serves as a crucial building block in the development of these life-saving medications, which are widely used to treat a range of bacterial infections. 7-Amino-3-chloro cephalosporanic acid's chemical properties make it an ideal candidate for the synthesis of various cephalosporin derivatives, enhancing their effectiveness and broadening their application in combating bacterial diseases.

InChI:InChI=1/C7H7ClN2O3S/c8-2-1-14-6-3(9)5(11)10(6)4(2)7(12)13/h3,6H,1,9H2,(H,12,13)/t3-,6-/m0/s1

Downstream Products

• 115339-15-6 7-<(4-hydroxyphenyl)acetamido>-3-chloro-3-cephem-4-carboxylic acid 
• 80730-79-6 C₁₉H₁₆ClN₃O₃S 
• 115384-96-8 7-[(4-hydroxyphenoxy)acetamido]-3-chloro-3-cephem-4-carboxylic acid 
• 53994-70-0 (6R,7R)-7-Amino-3-chloro-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 53994-73-3 cefaclor 
• 36923-17-8 (6R,7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 144460-62-8 (5S,6R,7R)-1-aza-3-<((2)H3)-methyl>-7-amino-(N-t-butyloxycarbonyl)-8-oxo-5-thiabicyclo<4.2.0>oct-2-ene-2-carboxylic acid-S-oxide, benzhydryl ester 
• 144460-63-9 (6R,7R)-1-aza-3-<((2)H3)-methyl>-7-amino-(N-t-butyloxycarbonyl)-8-oxo-5-thiabicyclo<4.2.0>oct-2-ene-2-carboxylic acid benzhydryl ester 
• 144460-61-7 (2R,6R,7R)-1-aza-3-<((2)H3)-methyl>-7-amino-(N-t-butyloxycarbonyl)-8-oxo-5-thiabicyclo<4.2.0>oct-3-ene-2-carboxylic acid benzhydryl ester 
• 144460-65-1 C₂₁H₁₇⁽²⁾H₃N₂O₃S 
• 115385-03-0 7-<<2-<(triphenylmethyl)amino>thiazol-4-yl>acetamido>-3-chloro-3-cephem-4-carboxylic acid 
• 331780-46-2 (7R,6R)-7-[2-(5-amino-[1,2,4]thiadiazol-3-yl)-2-(Z)-trityloxyimino-acetylamino]-3-[2-(2-tert-butoxycarbonylamino-ethylsulfanylmethyl)-pyridin-3-ylsulfanyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tertbutyl ester 
• 331780-41-7 (6R,7R)-7-[2-(5-amino-[1,2,4]thiadiazol-3-yl)-2-(Z)-trityloxyimino-acetylamino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

On the substrate preference of glutaryl acylases

The substrate preferences of three acylases - two wild-type enzymes and an evolved variant obtained by directed evolution - which are prototypical enzymes for glutaryl-7-ACA acylase and cephalosporin C acylase subfamilies, have been investigated. A preliminary screening of enzymes' performances on a large set of substrates has been carried out by a colorimetric assay performed in 96-well plates and by a pH-Stat monitoring the hydrolytic activities. Subsequently, kinetic data for selected substrates have been determined, thus elucidating the substrate preference of members of glutaryl-7-ACA acylase vs. cephalosporin C acylase subfamilies. These achievements pave the way to the ability of choosing the best enzyme for the hydrolysis of different compounds of industrial importance.

Glutaryl Acylases: One-Reaction Enzymes or Versatile Enantioselective Biocatalysts?

A significant broad substrate specificity, that crosses over the usual β-lactam derivatives, has been observed with an industrial glutaryl-7-aminocephalosporanic acid acylase (GA). This enzyme possesses significant enantioselective amidase and even esterase activity, with a stereopreference for the S-enantiomer. The easy separation of products from unreacted reagents, possessing different physical-chemical properties, is achieved by solvent extraction, avoiding chromatography or distillation during reaction work-up.