U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C8H10BrNO3S
Molecular Weight 280.139
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BROBACTAM

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2Br)C(O)=O

InChI

InChIKey=DAVPSCAAXXVSFU-ALEPSDHESA-N
InChI=1S/C8H10BrNO3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

HIDE SMILES / InChI
Brobactam is a synthetic inhibitor of beta-lactamases produced by both gram-positive and gram-negative bacteria. Brobactam potentiates the antibacterial activity of ampicillin against a wide range of clinically important bacterial strains which produce beta-lactamase. No resistant sub-population was observed amongst the strain s of staphylococci studied, and the development of resistance in vitro was not recorded in individual strains of Staphylococcus aureus and Escherichia coli exposed to subinhibitory concentrations of ampicillin/brobactam. Reduced sensitivity was observed in the case of one strain of M. morganii, which was known to produce an inducible chromosomal cephalosporinase.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and biological evaluation of 6-bromo-6-substituted penicillanic acid derivatives as beta-lactamase inhibitors.
2002 Aug
Patents

Patents

Name Type Language
BROBACTAM
INN  
INN  
Official Name English
SULBACTAM RELATED COMPOUND D [USP IMPURITY]
Common Name English
brobactam [INN]
Common Name English
SULBACTAM SODIUM IMPURITY D [EP IMPURITY]
Common Name English
(2S,5R,6R)-6-BROMO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
Systematic Name English
SULBACTAM RELATED COMPOUND D [USP-RS]
Common Name English
SULBACTAM RELATED COMPOUND D
Common Name English
6-BROMOPENICILLANIC ACID
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C260
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
Code System Code Type Description
CAS
26631-90-3
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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FDA UNII
6I6JCF8EOE
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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INN
5684
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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NCI_THESAURUS
C72621
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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EPA CompTox
DTXSID90181175
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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MESH
C018008
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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PUBCHEM
65754
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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SMS_ID
100000088664
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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ChEMBL
CHEMBL73622
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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RS_ITEM_NUM
1623772
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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ECHA (EC/EINECS)
247-856-3
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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EVMPD
SUB05894MIG
Created by admin on Sat Dec 16 16:20:12 GMT 2023 , Edited by admin on Sat Dec 16 16:20:12 GMT 2023
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