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Home > Encyclopedia > 7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID

7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID

7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID structure

7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID 

structure
  • CAS No:

    26973-80-8

  • Formula:

    C12H13BrN2O6S

  • Chemical Name:

    7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID

  • Synonyms:

    7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID;7-(a-Bromoacetamido)cephalosporanicacid;3[(Acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-(6R-trans)-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylicacid;7-(-Bromoacetamido)cephalosporanic acid;(6R-trans)-3-[(Acetyloxy)Methyl]-7-[(broMoacetyl)aMino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;7-(2-BroMoacetaMido)cephalosporanic Acid;7-BroMoacetylaMinocephalosporanic Acid;Cefathiamidine Impurity 1

Description

Off-white Solid

7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID Basic Attributes

393.21042

391.96800

DTXSID90514080

Characteristics

141.80000

0.46120

1.81±0.1 g/cm3(Predicted)

7-(ALPHA-BROMOACETAMIDO)CEPHALOSPORANIC ACID Use and Manufacturing

Methods of Manufacturing

It is prepared by amidation of 7-aminocephalosporanic acid and bromoacetyl bromide under alkaline conditions.

Uses

An analog of glutaryl-7-amino cephalosporanic acid (GL-7-ACA). Can inhibit and specifically alkylate GL-7-ACA acylase (C130) from Pseudomonas sp.130 by forming a carbon-carbon bond between BA-7-ACA and the C-2 on indole ring of Trp-β4 residue of C130.

Computed Properties

Molecular Weight:393.21
XLogP3:-0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:391.96777
Monoisotopic Mass:391.96777
Topological Polar Surface Area:138
Heavy Atom Count:22
Complexity:578
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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