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Substance Name: Piromidic acid [INN:JAN]
RN: 19562-30-2
UNII: 3I12WH4EWF
InChIKey: RCIMBBZXSXFZBV-UHFFFAOYSA-N

Note

  • Antibacterial against mainly gram negative organisms. It is used for urinary tract and intestinal infections.

Molecular Formula

  • C14-H16-N4-O3

Molecular Weight

  • 288.3054
 

Classification Codes

  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Drug / Therapeutic Agent
  • Renal Agents
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Names and Synonyms

Name of Substance

  • Piromidic acid
  • Piromidic acid [INN:JAN]

MeSH Heading

  • Piromidic acid

Synonyms

  • 8-Ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
  • 8-Ethyl-5-oxo-2-(1-pyrrolidinyl)-5,8-dihydropyrido(2,3-d)pyrimidine-6-carboxylic acid
  • Acide piromidique
  • Acide piromidique [INN-French]
  • Acido piromidico
  • Acido piromidico [INN-Spanish]
  • Acidum piromidicum
  • Acidum piromidicum [INN-Latin]
  • Actrun C
  • Bactramyl
  • BRN 0625004
  • EINECS 243-161-4
  • Enterol
  • Gastrurol
  • NSC 291120
  • Panacid
  • PD 93
  • PD-93
  • Pirodal
  • Piromidic acid
  • Reelon
  • Septural
  • UNII-3I12WH4EWF
  • Urisept
  • Uropir
  • Zaomeal

Systematic Names

  • 8-Ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
  • Piromidic acid
  • Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 5,8-dihydro-8-ethyl-5-oxo-2-(1-pyrrolidinyl)-
  • Pyrido(2,3-d)pyrimidine-6-carboxylic acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)- (8CI)(9CI)

Registry Numbers

CAS Registry Number

  • 19562-30-2

FDA UNII

  • 3I12WH4EWF

System Generated Number

  • 0019562302

Structure Descriptors

InChI

1S/C14H16N4O3/c1-2-17-8-10(13(20)21)11(19)9-7-15-14(16-12(9)17)18-5-3-4-6-18/h7-8H,2-6H2,1H3,(H,20,21)

InChIKey

RCIMBBZXSXFZBV-UHFFFAOYSA-N

Smiles

CCn1cc(c(=O)c2c1nc(nc2)N3CCCC3)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 2gm/kg (2000mg/kg)   Chemotherapy Vol. 19, Pg. 404, 1971.
monkey LD50 oral > 2gm/kg (2000mg/kg)   Chemotherapy Vol. 19, Pg. 404, 1971.
mouse LD50 intraperitoneal 900mg/kg (900mg/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 intravenous 100mg/kg (100mg/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 1500mg/kg (1500mg/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 subcutaneous 1470mg/kg (1470mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973.
rat LD intraperitoneal > 4200mg/kg (4200mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 6, Pg. 1815, 1978.
rat LD intraperitoneal > 4200mg/kg (4200mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 6, Pg. 1815, 1978.
rat LD50 intravenous 158mg/kg (158mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 117, 1970.
rat LD50 oral > 5gm/kg (5000mg/kg)   Chemotherapy Vol. 19, Pg. 404, 1971.
rat LD50 subcutaneous > 3gm/kg (3000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 315 deg C   EXP
log P (octanol-water) 1.490 (none)   EST
Atmospheric OH Rate Constant 3.13E-11 cm3/molecule-sec 25 EST

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