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Substance Name: Amdinocillin pivoxil [USAN]
RN: 32886-97-8
UNII: 1WAM1OQ30B
InChIKey: NPGNOVNWUSPMDP-HLLBOEOZSA-N

Note

  • Pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin.

Molecular Formula

  • C21-H33-N3-O5-S

Molecular Weight

  • 439.5737
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Antibacterial
  • Renal Agents
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Names and Synonyms

Name of Substance

  • Amdinocillin pivoxil
  • Amdinocillin pivoxil [USAN]
  • Pivmecillinam [INN]

MeSH Heading

  • Amdinocillin pivoxil

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S-(2alpha,5alpha,6beta))-
  • Amdinocillin pivoxil
  • Coactabs
  • EINECS 251-276-6
  • Hydroxymethyl (2S,5R,6R)-6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate pivalate (ester)
  • Pivmecilinamo
  • Pivmecilinamo [INN-Spanish]
  • Pivmecillinam
  • Pivmecillinamum
  • Pivmecillinamum [INN-Latin]
  • Ro 10-9071
  • UNII-1WAM1OQ30B

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((hexahydro-1H-azepin-1-yl)methylene)amino)-3,3-dimethyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S-(2alpha,5alpha,6beta))-
  • Pivmecillinam

Registry Numbers

CAS Registry Number

  • 32886-97-8

FDA UNII

  • 1WAM1OQ30B

System Generated Number

  • 0032886978

Structure Descriptors

InChI

1S/C21H33N3O5S/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23/h12,14-15,17H,6-11,13H2,1-5H3/t14-,15+,17-/m1/s1

InChIKey

NPGNOVNWUSPMDP-HLLBOEOZSA-N

Smiles

N12[C@@H]([C@@H](\N=C/N3CCCCCC3)C2=O)SC([C@@H]1C(OCOC(C(C)(C)C)=O)=O)(C)C

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 119 deg C   EXP
log P (octanol-water) 3.230 (none)   EST
Atmospheric OH Rate Constant 1.68E-10 cm3/molecule-sec 25 EST

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