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Substance Name: Tazobactam [USAN:USP:INN:BAN]
RN: 89786-04-9
UNII: SE10G96M8W
InChIKey: LPQZKKCYTLCDGQ-WEDXCCLWSA-N

Note

  • A penicillanic acid and sulfone derivative and potent BETA-LACTAMASE inhibitor that enhances the activity of other anti-bacterial agents against beta-lactamase producing bacteria.

Molecular Formula

  • C10-H12-N4-O5-S

Molecular Weight

  • 300.2938
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • beta-Lactamase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Inhibitor (beta-Lactamase)
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Tazobactam
  • Tazobactam [USAN:USP:INN:BAN]

MeSH Heading

  • Tazobactam

Synonyms

  • (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
  • 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-(2alpha,3beta,5alpha))-
  • BRN 4787943
  • CCRIS 2203
  • CL 298,741
  • Cl 298741
  • EC 618-303-7
  • Tazobactam
  • Tazobactamum
  • Tazobactamum [INN-Latin]
  • UNII-SE10G96M8W
  • YTR 830H
  • YTR-830H

Systematic Names

  • (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
  • 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-(2alpha,3beta,5alpha))-
  • YTR 830 H

Mixture Name

  • Zosyn

Registry Numbers

CAS Registry Number

  • 89786-04-9

FDA UNII

  • SE10G96M8W

System Generated Number

  • 0089786049

Structure Descriptors

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

InChIKey

LPQZKKCYTLCDGQ-WEDXCCLWSA-N

Smiles

C[C@]1(Cn2ccnn2)[C@@H](N3[C@@H](CC3=O)S1(=O)=O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 5gm/kg (5000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

KIDNEY, URETER, AND BLADDER: HEMATURIA		 Journal of Toxicological Sciences. Vol. 19(Suppl,
mouse LD50 intraperitoneal > 5gm/kg (5000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Journal of Toxicological Sciences. Vol. 19(Suppl,
mouse LD50 intravenous > 5gm/kg (5000mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Journal of Toxicological Sciences. Vol. 19(Suppl,
mouse LD50 oral > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Toxicological Sciences. Vol. 19(Suppl,
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Journal of Toxicological Sciences. Vol. 19(Suppl,
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Journal of Toxicological Sciences. Vol. 19(Suppl,
rat LD50 intravenous > 5gm/kg (5000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE		 Journal of Toxicological Sciences. Vol. 19(Suppl,
rat LD50 oral > 5gm/kg (5000mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 Journal of Toxicological Sciences. Vol. 19(Suppl,
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"		 Journal of Toxicological Sciences. Vol. 19(Suppl,