7-Amino-3-(1,2,3-triazol-4-ylthio)methyl cephalosporanic acid, CAS No. 37539-03-0

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37539-03-0

Catalog No. EBD6550

CAS 37539-03-0

Name 7-Amino-3-(1,2,3-triazol-4-ylthio)methyl cephalosporanic acid

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Basic Information

Synonyms: (6R-trans)-7-amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid (6S,7S)-7-Amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid 253-547-4 (6S,7S)-7-amino-8-oxo-3-(1H-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid 7-Amino-3-(1,2,3-Triazol-4-Ylthio)MethylCephalosporanicAcid 7-Amino-3-((1H-1,2,3-triazol-5-yl)-thiomethyl)-ceph-3-em-4-carboxylicacid TACA (6R,7R)-7-amino-8-oxo-3-[(1H-1,2,3-triazol-4-ylsulphanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid (6S,7S)-7-ami

Molecular Formula: C10H11N5O3S2

Molecular Weight: 313.36

MDL Number: MFCD08458208

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

7-Amino-3-[(1,2,3-triazol-4-yl)thio]methyl-3-cephem-4-carboxylic acid is a key cephalosporin nucleus derivative. Its structure features a 7-aminocephem core modified at the 3-position with a (1,2,3-triazol-4-yl)thio]methyl side chain. This specific substitution pattern makes it a versatile and valuable advanced intermediate. This compound is primarily used in the pharmaceutical industry for the synthesis of third-generation and newer cephalosporin antibiotics. The presence of the 7-amino group allows for the introduction of various acyl side chains, which are critical for determining the antibiotic's spectrum of activity and pharmacological properties. The triazole-thioether moiety at the 3-position can influence the compound's stability, pharmacokinetics, and antibacterial potency. As a specialized building block, it is not a commodity chemical but is produced for targeted synthesis in antibiotic research and development. Its handling requires standard precautions for beta-lactam intermediates.

Physical Properties

Boiling Point: 723.3 °C at 760 mmHg

Flash Point: 391.2 °C

Density: 1.8g/cm3