Chemistry:Tazobactam

Short description: Chemical compound

Tazobactam

Clinical data
AHFS/Drugs.com	International Drug Names
License data	EU EMA: by INN
Pregnancy category	B
Routes of administration	Intravenous
ATC code	J01CG02 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (2S,3S,5R)-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
CAS Number	89786-04-9 Y
PubChem CID	123630
DrugBank	DB01606 Y
ChemSpider	110216 Y
UNII	SE10G96M8W
KEGG	D00660 Y
ChEBI	CHEBI:9421 N
ChEMBL	ChEMBL404 Y
Chemical and physical data
Formula	C10H12N4O5S
Molar mass	300.29 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=S2(=O)[C@]([C@@H](N1C(=O)C[C@H]12)C(=O)O)(Cn3nncc3)C
InChI InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1 Y Key:LPQZKKCYTLCDGQ-WEDXCCLWSA-N Y
NY (what is this?)  (verify)

Tazobactam is a pharmaceutical drug that inhibits the action of bacterial β-lactamases, especially those belonging to the SHV-1 and TEM groups. It is commonly used as its sodium salt, tazobactam sodium.

Tazobactam is combined with the extended spectrum β-lactam antibiotic piperacillin in the drug piperacillin/tazobactam, used in infections due to Pseudomonas aeruginosa. Tazobactam broadens the spectrum of piperacillin by making it effective against organisms that express β-lactamase and would normally degrade piperacillin.

Tazobactam was patented in 1982 and came into medical use in 1992.

See also

• Ceftolozane
• Sulbactam
• Clavulanate