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Substance Name: Pipemidic acid [INN:BAN:DCF]
RN: 51940-44-4
UNII: LT12J5HVR8
InChIKey: JOHZPMXAZQZXHR-UHFFFAOYSA-N

Note

  • Antimicrobial against Gram negative and some Gram positive bacteria. It is protein bound and concentrated in bile and urine and used for gastrointestinal, biliary, and urinary infections.

Molecular Formula

  • C14-H17-N5-O3

Molecular Weight

  • 303.3203
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Drug / Therapeutic Agent
  • Mutation Data
  • Renal Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Pipemidic acid
  • Pipemidic acid [INN:BAN:DCF]

MeSH Heading

  • Pipemidic acid

Synonyms

  • 1489 RB
  • 5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
  • 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
  • Acide ethyl-8 oxo-5 piperazinyl-2 dihydro-5,8 pyrido(2,3-d)pyrimidine-6 carboxylique
  • Acide ethyl-8 oxo-5 piperazinyl-2 dihydro-5,8 pyrido(2,3-d)pyrimidine-6 carboxylique [French]
  • Acide pipemidique
  • Acide pipemidique [INN-French]
  • Acido pipemidico
  • Acido pipemidico [INN-Spanish]
  • Acido pipemidico [Spanish]
  • Acidum pipemidicum
  • Acidum pipemidicum [INN-Latin]
  • BRN 0626575
  • CCRIS 8517
  • Deblaston
  • Dolcol
  • EINECS 257-530-2
  • Palin
  • Pipedac
  • Pipemid
  • Pipemidic acid
  • Pipram
  • RB 1489
  • UNII-LT12J5HVR8
  • Uromidin

Systematic Names

  • 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
  • Pipemidic acid
  • Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 5,8-dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)-
  • Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)-

Registry Numbers

CAS Registry Number

  • 51940-44-4

FDA UNII

  • LT12J5HVR8

Other Registry Numbers

  • 108911-86-0
  • 56451-79-7

System Generated Number

  • 0051940444

Structure Descriptors

InChI

1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)

InChIKey

JOHZPMXAZQZXHR-UHFFFAOYSA-N

Smiles

c12c(c(c(C(O)=O)cn1CC)=O)cnc(n2)N1CCNCC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg)   Chemotherapy Vol. 23, Pg. 2734, 1975.
monkey LD50 oral > 2gm/kg (2000mg/kg)   Chemotherapy Vol. 23, Pg. 2734, 1975.
mouse LD intraperitoneal > 1gm/kg (1000mg/kg)   Farmaco, Edizione Pratica. Vol. 30, Pg. 207, 1974.
mouse LD50 intravenous 300mg/kg (300mg/kg)   "Kirk-Othmer Encyclopedia of Chemical Technology," 3rd ed., Grayson, M., and D. Eckroth, eds. New York, John Wiley & Sons, Inc., 1978Vol. 2, Pg. 782, 1978.
mouse LD50 oral 5gm/kg (5000mg/kg)   Medicamentos de Actualidad. Vol. 11, Pg. 406, 1975.
mouse LD50 subcutaneous 1213mg/kg (1213mg/kg)   Yakkyoku. Pharmacy. Vol. 29, Pg. 1231, 1978.
rat LD50 intravenous 529mg/kg (529mg/kg)   Yakkyoku. Pharmacy. Vol. 29, Pg. 1231, 1978.
rat LD50 oral 16gm/kg (16000mg/kg)   Pharmacy International. Vol. 1, Pg. 108, 1980.
rat LD50 subcutaneous 1438mg/kg (1438mg/kg)   Yakkyoku. Pharmacy. Vol. 29, Pg. 1231, 1978.
women TDLo oral 8mg/kg (8mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Allergy. Vol. 50(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 253-255 deg C   EXP
log P (octanol-water) -2.15E+00 (none)   EXP
Water Solubility 322 mg/L 25 EXP
Vapor Pressure 2.86E-13 mm Hg 25 EST
Henry's Law Constant 1.43E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.22E-10 cm3/molecule-sec 25 EST

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