CAS 15690-38-7

(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description:

The chemical substance known as (6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, with the CAS number 15690-38-7, is a bicyclic compound that features a thiazolidine ring structure. This compound is characterized by the presence of an amino group, a hydroxymethyl group, and a carboxylic acid functional group, contributing to its potential biological activity. The stereochemistry indicated by the (6R,7R) configuration suggests specific spatial arrangements of atoms that can influence the compound's interactions with biological targets. Its oxo group and thia component suggest potential reactivity and interactions with various biological systems. This compound is of interest in medicinal chemistry, particularly in the development of antibiotics, due to its structural similarities to known antibiotic agents. The unique bicyclic structure may also confer specific pharmacological properties, making it a subject of research in drug design and development.

Formula: C₈H₁₀N₂O₄S

InChI: InChI=1S/C8H10N2O4S/c9-4-6(12)10-5(8(13)14)3(1-11)2-15-7(4)10/h4,7,11H,1-2,9H2,(H,13,14)/t4-,7-/m1/s1

InChI key: InChIKey=BQIMPGFMMOZASS-CLZZGJSISA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1CO)[H]

Synonyms:

• (6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-Amino-3-hydroxymethylceph-3-em-4-carboxylic acid
• 3-Hydroxymethyl-7-aminoceph-3-em-4-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(hydroxymethyl)-8-oxo-, (6R-trans)-
• 7-Amino-3-(Hydroxymethyl)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
• 7-Amino-3-hydoxymethyl-3-cephem-carboxylic acid
• 7-Amino-3-hydroxymethyl-3-cephem-4-carboxylic acid
• 7-Amino-deacetylcephalosporanic acid
• 7β-Amino-3-(hydroxymethyl)-3-cephem-4-carboxylic acid
• Deacetyl-7-aminocephalosporanic acid

(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 15690-38-7

Formula: C₈H₁₀N₂O₄S

Purity: 95%

Color and Shape: Solid

Molecular weight: 230.2410

Ref: IN-DA007HQ7

(6R,7R)-7-Amino-3-Hydroxymethyl-8-Oxo-5-Thia-1-Aza-Bicyclo[4.2.0.]Oct-2-Ene-2-Carboxylic Acid

CAS: 15690-38-7

(6R,7R)-7-Amino-3-Hydroxymethyl-8-Oxo-5-Thia-1-Aza-Bicyclo[4.2.0.]Oct-2-Ene-2-Carboxylic Acid

Purity: 98%

Molecular weight: 230.24g/mol

Ref: 54-OR1029784

Cefazedone Impurity 11

CAS: 15690-38-7

Formula: C₈H₁₀N₂O₄S

Color and Shape: Off-White Solid

Molecular weight: 230.24

Ref: 4Z-C-108012

Deacetyl-7-aminocephalosporanic acid

CAS: 15690-38-7

Deacetyl-7-aminocephalosporanic acid serves as a crucial intermediate in the production of β-lactam broad-spectrum cephalosporin antibiotics.

Formula: C₈H₁₀N₂O₄S

Purity: 99.97%

Color and Shape: Solid

Molecular weight: 230.24

Ref: TM-T21006

7-Aminodeacetylcephalosporanic Acid

CAS: 15690-38-7

Formula: C₈H₁₀N₂O₄S

Purity: >97.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 230.24

Ref: 3B-A2878

7-Amino-deacetylcephalosporanic Acid

Controlled Product

CAS: 15690-38-7

Applications Intermediate in the semi-synthetic cephalosporins synthesis. Found in Acremonium chrysogenum.
References Fukagawa, M. et al.; Agr. Biol. Chem. 55, 2163 (1991)

Formula: C₈H₁₀N₂O₄S

Color and Shape: Neat

Molecular weight: 230.24

Ref: TR-A603420

(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 15690-38-7

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 230.24000549316406

Ref: 10-F243053

Cefazedone Impurity 1

CAS: 15690-38-7

Formula: C₈H₁₀N₂O₄S

Molecular weight: 230.24

Ref: ST-EA-CP-C209001

7-Amino-3-(hydroxymethyl)-cephem-4-carboxylic acid

CAS: 15690-38-7

Cefepime is a broad-spectrum antibiotic that belongs to the group of β-lactam antibiotics. It inhibits the growth of bacteria by binding to the 50S ribosomal subunit, which prevents bacterial protein synthesis. Cefepime hydrochloride is a prodrug that is hydrolyzed in vivo to cefepime, its active form. Cefepime hydrochloride has been shown to inhibit the production of subtilisin and acylase, enzymes involved in the digestion of proteins and fats. The hydrolysis reaction also increases the solubility of cefepime. The crystallization process for cefepime hydrochloride involves heating with organic solvents such as methanol and ethanol. This process can be used for purification and isolation from impurities.

Formula: C₈H₁₀N₂O₄S

Purity: Min. 95%

Molecular weight: 230.24 g/mol

Ref: 3D-FA36388