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Substance Name: Piperacillin [INN]
RN: 61477-96-1
UNII: 9I628532GX
InChIKey: IVBHGBMCVLDMKU-GXNBUGAJSA-N

Note

  • Semisynthetic, broad-spectrum, AMPICILLIN derived ureidopenicillin antibiotic proposed for PSEUDOMONAS infections. It is also used in combination with other antibiotics.

Molecular Formula

  • C23-H27-N5-O7-S

Molecular Weight

  • 517.5603
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent

Names and Synonyms

Results Name

  • Piperacillin [INN]

Name of Substance

  • Piperacillin
  • Piperacillin anhydrous
  • Piperacillina

MeSH Heading

  • Piperacillin

Synonyms

  • 6-(D-(-)-alpha-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)phenylacetamido)penicillanic acid
  • CCRIS 7362
  • EINECS 262-811-8
  • Piperacilina
  • Piperacilina [INN-Spanish]
  • Piperacillin
  • Piperacilline
  • Piperacilline [INN-French]
  • Piperacillinum
  • Piperacillinum [INN-Latin]
  • UNII-9I628532GX

Systematic Names

  • (2S-(2alpha,5alpha,6beta(S*)))-6-(((((4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-7-oxo-, (2S-(2-alpha,5-alpha,6-beta(S*)))-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta(S*)))-
  • Piperacillin

Registry Numbers

CAS Registry Number

  • 61477-96-1

FDA UNII

  • 9I628532GX

Related Registry Number

  • 59703-84-3 (mono-hydrochloride salt)

System Generated Number

  • 0061477961

Structure Descriptors

InChI

1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1

InChIKey

IVBHGBMCVLDMKU-GXNBUGAJSA-N

Smiles

CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c2ccccc2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 5gm/kg (5000mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 987, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.5 (none)   EXP
Water Solubility 207 mg/L 25 EST
Vapor Pressure 2.47E-22 mm Hg 25 EST
Henry's Law Constant 2.62E-30 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.05E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.