Brobactam

Base Information

• Chemical Name: Brobactam
• CAS No.: 26631-90-3
• Molecular Formula: C8H10 Br N O3 S
• Molecular Weight: 280.142
• European Community (EC) Number: 247-856-3
• UNII: 6I6JCF8EOE
• DSSTox Substance ID: DTXSID90181175
• Nikkaji Number: J33.133C
• Wikidata: Q27264948
• NCI Thesaurus Code: C72621
• ChEMBL ID: CHEMBL73622
• Mol file: 26631-90-3.mol

Synonyms:6 beta-bromopenicillanic acid;6-bromopenicillanic acid;6-bromopenicillanic acid, potassium salt, (2S-(2alpha,5alpha,6beta))-isomer;6-bromopenicillanic acid, sodium salt, (2S-(2alpha,5alpha,6beta))-isomer;brobactam

Chemical Property of Brobactam

Chemical Property:

• Vapor Pressure: 7.66E-10mmHg at 25°C
• Boiling Point: 462.6°Cat760mmHg
• PKA: 2.43±0.50(Predicted)
• Flash Point: 233.6°C
• PSA: 82.91000
• Density: 1.84g/cm³
• LogP: 0.83470
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 278.95648
• Heavy Atom Count: 14
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

Brobactam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)Br)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)Br)C(=O)O)C
• Uses: Brobactam is a potent semi-synthetic β-lactamase inhibitor as well as an impurity of Sulbactam (S699185).

Technology Process of Brobactam

There total 13 articles about Brobactam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

→ brobactam (26631-90-3)

Guidance literature:

Reference yield:

6-bromopenicillanic acid (24138-28-1) → brobactam (26631-90-3)

Guidance literature:

for 89h; Yield given; Ambient temperature; pH 9.2 buffer;

DOI:10.1039/P19800002322

Reference yield:

6,6-dibromopenicillanic acid (24158-88-1) → brobactam (26631-90-3) + 6-bromopenicillanic acid (24138-28-1) + penicillanic acid (87-53-6,820211-53-8)

Guidance literature:

With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile); In diethyl ether; for 35h; Heating;

DOI:10.1039/P19800002322

upstream raw materials:

6-bromopenicillanic acid

6,6-dibromopenicillanic acid

6-aminopenicillanic acid

phenyldibutylstannane

Downstream raw materials:

methyl-6,6-dibromopenicillanate

penicillanic acid