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Substance Name: Piperacillin [USP:INN:BAN]
RN: 66258-76-2
UNII: X00B0D5O0E
InChIKey: NBXPLBPWMYNZTC-IDYPWDAWSA-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.H2-O

Molecular Weight

  • 535.575
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
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Names and Synonyms

Name of Substance

  • Piperacillin [USP:INN:BAN]

MeSH Heading

  • Piperacillin

Synonyms

  • (2S,5R,6R)-6-((R)-2-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid monohydrate
  • 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-, monohydrate, (2S-(2alpha,5alpha,6beta(S*)))
  • Piperacillin
  • Piperacillin monohydrate
  • UNII-X00B0D5O0E

Systematic Name

  • 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-, monohydrate, (2S-(2alpha,5alpha,6beta(S*)))

Registry Numbers

CAS Registry Number

  • 66258-76-2

FDA UNII

  • X00B0D5O0E

System Generated Number

  • 0066258762

Molecular Formulas

Molecular Formula

  • C23-H27-N5-O7-S.H2-O

Molecular Formula Fragments

  • C23-H27-N5-O7-S
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C23H27N5O7S.H2O/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);1H2/t13-,14-,15+,20-;/m1./s1

InChIKey

NBXPLBPWMYNZTC-IDYPWDAWSA-N

Smiles

N12[C@H](SC([C@@H]2C(=O)O)(C)C)[C@@H](C1=O)NC([C@H](NC(N1C(C(=O)N(CC1)CC)=O)=O)c1ccccc1)=O.O