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Substance Name: Pivampicillin [INN:BAN]
RN: 33817-20-8
UNII: 0HLM346LL7
InChIKey: ZEMIJUDPLILVNQ-ZXFNITATSA-N

Note

  • Pivalate ester analog of AMPICILLIN.

Molecular Formula

  • C22-H29-N3-O6-S

Molecular Weight

  • 463.5521
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Results Name

  • Pivampicillin [INN:BAN]

Name of Substance

  • Pivampicillin
  • Pivampicillin [INN:BAN]

MeSH Heading

  • Pivampicillin

Synonyms

  • Ampicillin pivaloyloxymethyl ester
  • EINECS 251-688-6
  • MK 191
  • Pivaloylampicillin
  • Pivaloyloxymethyl ampicillinate
  • Pivampicilina
  • Pivampicilina [INN-Spanish]
  • Pivampicillin
  • Pivampicilline
  • Pivampicilline [INN-French]
  • Pivampicillinum
  • Pivampicillinum [INN-Latin]
  • UNII-0HLM346LL7

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S-(2alpha,5alpha,6beta(S*)))-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, hydroxymethyl ester, pivalate (ester), D-(-)-
  • Pivampicillin

Registry Numbers

CAS Registry Number

  • 33817-20-8

FDA UNII

  • 0HLM346LL7

Related Registry Number

  • 26309-95-5 (mono-hydrochloride)

System Generated Number

  • 0033817208

Structure Descriptors

InChI

1S/C22H29N3O6S/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26)/t13-,14-,15+,18-/m1/s1

InChIKey

ZEMIJUDPLILVNQ-ZXFNITATSA-N

Smiles

CC(C)(C)C(=O)OCOC(=O)[C@@H]1N2[C@H](SC1(C)C)[C@H](NC(=O)[C@H](N)c3ccccc3)C2=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 148mg/kg (148mg/kg)   Journal of Pharmacobio-Dynamics. Vol. 1, Pg. 310, 1978.
rat LD50 oral > 6gm/kg (6000mg/kg)   Journal of Pharmacobio-Dynamics. Vol. 1, Pg. 310, 1978.
women TDLo oral 900mg/kg/90D- (900mg/kg) MUSCULOSKELETAL: OTHER CHANGES

BEHAVIORAL: MUSCLE WEAKNESS
Postgraduate Medical Journal. Vol. 68, Pg. 932, 1992.