CAS 76646-91-8

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6,6-dibromo-3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-

Description:

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6,6-dibromo-3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-, with CAS number 76646-91-8, is a complex organic compound characterized by its bicyclic structure that incorporates both sulfur and nitrogen atoms. The presence of a carboxylic acid functional group indicates its potential acidity and reactivity in various chemical environments. The compound features multiple bromine substituents, which can significantly influence its chemical properties, including reactivity and solubility. The dimethyl and keto groups contribute to its steric and electronic characteristics, potentially affecting its biological activity. The stereochemistry, indicated by the (2S,5R) configuration, suggests specific spatial arrangements that may be crucial for its interaction with biological targets. Overall, this compound's unique structural features make it of interest in medicinal chemistry and synthetic applications, particularly in the development of pharmaceuticals or agrochemicals. Its stability, solubility, and reactivity would depend on the specific conditions under which it is used.

Formula: C₈H₉Br₂NO₅S

InChI: InChI=1S/C8H9Br2NO5S/c1-7(2)3(4(12)13)11-5(14)8(9,10)6(11)17(7,15)16/h3,6H,1-2H3,(H,12,13)/t3-,6+/m0/s1

InChI key: InChIKey=DZYBRGUNKNPEKM-BBIVZNJYSA-N

SMILES: O=S1(=O)[C@]2(N([C@@H](C(O)=O)C1(C)C)C(=O)C2(Br)Br)[H]

Synonyms:

• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6,6-dibromo-3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6,6-dibromo-3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)-
• 427-200-4
• 6,6-Dibromopenicillanic acid 1,1-dioxide
• 6,6-Dibromopenicillanic acid S,S-dioxide
• 76646-91-8
• (2S,5R)-6,6-Dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

Sulbactam Related Compound E ((2S,5R)-6,6-Dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide)

CAS: 76646-91-8

Antibiotics nesoi

Formula: C₈H₉Br₂NO₅S

Color and Shape: White Powder

Molecular weight: 388.85682

Ref: 45-1623783

Sulbactam EP Impurity E (Sulbactam USP Related Compound E)

CAS: 76646-91-8

Formula: C₈H₉Br₂NO₅S

Color and Shape: White To Off-White Solid

Molecular weight: 391.03

Ref: 4Z-S-464

(2S,5R)-6,6-Dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

CAS: 76646-91-8

(2S,5R)-6,6-Dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

Purity: 95%

Molecular weight: 391.04g/mol

Ref: 54-OR1073292

6,6-Dibromopenicillanic Acid Sulfone

CAS: 76646-91-8

Color and Shape: Neat

Ref: 86-MM0308.06

Sulbactam EP Impurity E

CAS: 76646-91-8

Formula: C₈H₉Br₂NO₅S

Molecular weight: 391.03

Ref: ST-EA-CP-S63005

6,6-Dibromopenicillanic Acid S,S-Dioxide

Controlled Product

CAS: 76646-91-8

Impurity Sulbactam EP Impurity E
Applications 6,6-Dibromopenicillanic Acid S,S-Dioxide (Sulbactam EP Impurity E) is an impurity of the semi-synthetic β-lactamase inhibitor Sulbactam (S699185).
References Blanco Gomis, D. et al.: Anal. Chim. Acta, 498, 1 (2003); Hernadi, F. et al.: Am. Biotechnol. Lab., 3, 10 (1985);

Formula: C₈H₉Br₂NO₅S

Color and Shape: Neat

Molecular weight: 391.03

Ref: TR-D425735

6,6-Dibromopenicillanic acid S,S-dioxide

CAS: 76646-91-8

6,6-Dibromopenicillanic acid S,S-dioxide (DBPA) is an inorganic compound that is used as an antibiotic. It inhibits the growth of bacteria by binding to the 50S ribosomal subunit and preventing the formation of a complex with the enzyme cell wall synthesis that is required for cell wall biosynthesis, inhibiting protein synthesis and cell division. DBPA degrades lactamase enzymes that are necessary for resistance to this antibiotic. This chemical also has a high degree of stability against hydrochloric acid, which makes it useful in organic solvents. It is resistant to many resistant bacteria due to its mechanism of action and lack of substrate specificity.

Formula: C₈H₉Br₂NO₅S

Purity: Min. 95%

Molecular weight: 391.04 g/mol

Ref: 3D-BDA64691