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CAS 89786-04-9

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Tazobactam

Description:
Tazobactam is a β-lactamase inhibitor commonly used in combination with certain antibiotics to enhance their efficacy against resistant bacterial strains. It is a white to off-white crystalline powder that is soluble in water and exhibits a molecular formula of C10H12N4O4S. Tazobactam works by inhibiting the activity of β-lactamase enzymes produced by bacteria, which are responsible for breaking down β-lactam antibiotics, thus allowing these antibiotics to remain effective. The compound is often used in clinical settings alongside piperacillin, forming a combination that broadens the spectrum of activity against various Gram-negative and some Gram-positive bacteria. Tazobactam has a relatively low toxicity profile, making it suitable for use in patients with infections caused by resistant organisms. Its pharmacokinetics involve rapid absorption and distribution, with renal excretion being the primary route of elimination. Overall, Tazobactam plays a crucial role in combating antibiotic resistance and improving treatment outcomes for bacterial infections.
Formula:C10H12N4O5S
InChI:InChI=1/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
InChI key:InChIKey=LPQZKKCYTLCDGQ-WEDXCCLWSA-N
SMILES:C([C@@]1(C)[C@H](C(O)=O)N2[C@](S1(=O)=O)(CC2=O)[H])N3C=CN=N3
Synonyms:
  • (2S,3S)-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
  • (2S,3S,5R)-3-Methyl-4,4,7-trioxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (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
  • 1H-1,2,3-Triazole, 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid deriv.
  • 2B-[(1,2,3-Triazol-1-Yl)Methyl]-2A-Methylpenam-3A-Carboxylic Acid 1,1-Dioxide
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, (2S,3S,5R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, [2S-(2α,3β,5α)]-
  • Cl 298741
  • Tazobactam acid
  • Ytr 830H
  • See more synonyms
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Purity (%)
0
100
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0
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50
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90
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95
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100
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