CAS 79349-82-9

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

Description:

(6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, with CAS number 79349-82-9, is a bicyclic compound characterized by its unique structural features, including a thiazolidine ring and an amino group. This compound is notable for its potential biological activity, particularly as an antibiotic, due to its structural similarity to certain natural products that inhibit bacterial cell wall synthesis. The presence of the ethenyl group contributes to its reactivity and may influence its interaction with biological targets. The stereochemistry, indicated by the (6R,7R) configuration, is crucial for its biological activity, as the spatial arrangement of atoms can significantly affect how the molecule interacts with enzymes or receptors. Additionally, the carboxylic acid functional group enhances its solubility in polar solvents, which is important for its pharmacological properties. Overall, this compound represents a class of molecules with potential therapeutic applications, warranting further investigation into its efficacy and mechanism of action.

Formula: C₉H₁₀N₂O₃S

InChI: InChI=1S/C9H10N2O3S/c1-2-4-3-15-8-5(10)7(12)11(8)6(4)9(13)14/h2,5,8H,1,3,10H2,(H,13,14)/t5-,8-/m1/s1

InChI key: InChIKey=GQLGFBRMCCVQLU-SVGQVSJJSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](N)C2=O)(SCC1C=C)[H]

Synonyms:

• (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-7-ammonio-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-ethenyl-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-ethenyl-8-oxo-, (6R-trans)-
• 7-Avca
• 7-Amino-3-vinyl-3-cephem-4-carboxylic acid

7-AVCA

CAS: 79349-82-9

7-AVCA

Purity: 98%

Molecular weight: 226.26g/mol

Ref: 54-OR1007626

Cefixime Impurity (7-AVCA)

CAS: 79349-82-9

Formula: C₉H₁₀N₂O₃S

Color and Shape: Off-White Solid

Molecular weight: 226.25

Ref: 4Z-C-9111

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

CAS: 79349-82-9

Purity: 95.0%

Molecular weight: 226.25

Ref: 10-F448637

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

Controlled Product

CAS: 79349-82-9

Applications A key intermediate in the manufacturing of Cephalosporin compounds.
References Choi, K., et al.: J. Antibio., 50, 279 (1997),

Formula: C₉H₁₀N₂O₃S

Color and Shape: Neat

Molecular weight: 226.25

Ref: TR-A632600

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

CAS: 79349-82-9

7-Amino-3-vinyl-3-cephem-4-carboxylic acid (AVC) is a synthetic, inorganic acid that is used clinically. It is produced by the hydrolysis of chlorocarboxylic acids and has been shown to be effective as an antihypertensive agent. AVC has also been used as a catalyst for acylation reactions with chlorides and trifluoroacetic acid. This process yields a reaction yield that can be up to 95% with the use of catalysts such as aluminum chloride or zinc chloride. AVC has been shown to be an environmentally safe alternative to hydrogen chloride, which has been linked to environmental pollution.

Formula: C₉H₁₀N₂O₃S

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 226.25 g/mol

Ref: 3D-FA17544

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

CAS: 79349-82-9

Formula: C₉H₁₀N₂O₃S

Purity: 95%+

Color and Shape: Solid

Molecular weight: 226.2523

Ref: IN-DA0059DU