CAS 36923-17-8

7-Amino-3-cephem-4-carboxylic acid

Description:

7-Amino-3-cephem-4-carboxylic acid, also known as a cephalosporin antibiotic, is characterized by its beta-lactam structure, which is essential for its antibacterial activity. This compound features a bicyclic structure that includes a six-membered dihydrothiazine ring fused to a beta-lactam ring, contributing to its stability and reactivity. The presence of an amino group at the 7-position enhances its spectrum of activity against various Gram-positive and Gram-negative bacteria. The carboxylic acid group at the 4-position is crucial for solubility and bioactivity. This compound is typically used as a precursor in the synthesis of more complex cephalosporin antibiotics. Its mechanism of action involves inhibiting bacterial cell wall synthesis, leading to cell lysis and death. Additionally, 7-Amino-3-cephem-4-carboxylic acid is often studied for its potential modifications to improve pharmacological properties, such as increased efficacy and reduced resistance. Overall, its structural features and biological activity make it an important compound in the field of medicinal chemistry and antibiotic development.

Formula: C₇H₈N₂O₃S

InChI: InChI=1S/C7H8N2O3S/c8-4-5(10)9-3(7(11)12)1-2-13-6(4)9/h1,4,6H,2,8H2,(H,11,12)/t4-,6-/m1/s1

InChI key: InChIKey=RJFPBECTFIUTHB-INEUFUBQSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1)[H]

Synonyms:

• (6R,7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-, (6R-trans)-
• 7-Amino-3-Cephem-4-Carboxylic Acid
• 7-Amino-3-norcephalosporanic acid
• 7-Anca
• 7β-Amino-3-cephem-4-carboxylic acid
• Ceph-3-em-4-carboxylic acid, 7β-amino-

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-8-oxo-,(6R,7R)-

CAS: 36923-17-8

Formula: C₇H₈N₂O₃S

Purity: 97%

Color and Shape: Solid

Molecular weight: 200.2150

Ref: IN-DA00I7B1

7-Anca

CAS: 36923-17-8

Formula: C₇H₈N₂O₃S

Purity: (HPLC) ≥ 98.5%

Color and Shape: White to off-white or pale yellow powder or crystals

Molecular weight: 200.22

Ref: 7W-GA7166

Ceftizoxime Impurity 9

CAS: 36923-17-8

Formula: C₇H₈N₂O₃S

Color and Shape: Pale Yellow Solid

Molecular weight: 200.21

Ref: 4Z-C-9015

7-Amino-3-Cephem-4-Carboxylic Acid

CAS: 36923-17-8

7-Amino-3-Cephem-4-Carboxylic Acid

Purity: 97%

Molecular weight: 200.22g/mol

Ref: 54-OR1028417

(6R,7R)-7-Amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 36923-17-8

Purity: 95.0%

Molecular weight: 200.2100067138672

Ref: 10-F229158

7-Amino-3-cephem-4-carboxylic acid

CAS: 36923-17-8

Used in synthesis of Cephalosporin antibiotics

Formula: C₇H₈N₂O₃S

Purity: Min. 95%

Color and Shape: White Slightly Yellow Powder

Molecular weight: 200.22 g/mol

Ref: 3D-FA17516

7-Amino-3-cephem-4-carboxylic Acid

Controlled Product

CAS: 36923-17-8

Applications Reagent used in the preparation of Cephalosporin antibiotics.
References Choi, K., et al.: J. Antibiotics, 50, 279 (1997), Bharathi, C., et al.: J. Pharm. Biomed. Anal., 43, 733 (2007),

Formula: C₇H₈N₂O₃S

Color and Shape: Neat

Molecular weight: 200.22

Ref: TR-A603300