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Substance Name: Tiopronin [INN:DCF:JAN]
RN: 1953-02-2
UNII: C5W04GO61S
InChIKey: YTGJWQPHMWSCST-UHFFFAOYSA-N

Note

  • Sulfhydryl acylated derivative of GLYCINE.

Molecular Formula

  • C5-H9-N-O3-S

Molecular Weight

  • 163.196
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Mercaptopropionylglycine
  • Tiopronin
  • Tiopronin [INN:DCF:JAN]

MeSH Heading

  • Tiopronin

Synonyms

  • (2-Mercaptopropionyl)glycine
  • Acadione
  • BRN 1859822
  • Capen
  • Captimer
  • CCRIS 1935
  • EINECS 217-778-4
  • Epatiol
  • Meprin (detoxicant)
  • Mercaptopropionylglycine
  • Mucolysin
  • N-(2-Mercapto-1-oxopropyl)glycine
  • N-(2-Mercaptopropionyl)glycine
  • Sutilan
  • Thiola
  • Thiolpropionamidoacetic acid
  • Thiopronin
  • Thiopronine
  • Thiosol
  • Tioglis
  • Tiopronin
  • Tiopronine
  • Tiopronine [INN-French]
  • Tiopronino
  • Tiopronino [INN-Spanish]
  • Tioproninum
  • Tioproninum [INN-Latin]
  • UNII-C5W04GO61S
  • Vincol

Systematic Names

  • Glycine, N-(2-mercapto-1-oxopropyl)- (9CI)
  • Glycine, N-(2-mercaptopropionyl)-
  • N-(2-Mercaptopropionyl)glycine
  • Tiopronin

Registry Numbers

CAS Registry Number

  • 1953-02-2

FDA UNII

  • C5W04GO61S

System Generated Number

  • 0001953022

Structure Descriptors

InChI

1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)

InChIKey

YTGJWQPHMWSCST-UHFFFAOYSA-N

Smiles

C[C@@H](C(NCC(O)=O)=O)S

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 2100mg/kg (2100mg/kg)   Indian Journal of Experimental Biology. Vol. 19, Pg. 396, 1981.
mouse LD50 intraperitoneal 673mg/kg (673mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 89, Pg. 1138, 1969.
mouse LD50 intravenous 1733mg/kg (1733mg/kg)   Japanese Journal of Antibiotics. Vol. 38, Pg. 137, 1985.
mouse LD50 oral 2330mg/kg (2330mg/kg)   Drugs in Japan Vol. 6, Pg. 456, 1982.
mouse LD50 subcutaneous 2290mg/kg (2290mg/kg)   Japanese Journal of Antibiotics. Vol. 41, Pg. 105, 1988.
rabbit LD50 intravenous 1800mg/kg (1800mg/kg) BEHAVIORAL: EXCITEMENT "Proceedings of the International Symposium on Thiola, Tokyo, Japan, 1970," Osaka, Japan, Santen Pharmaceutical Co., Ltd., 1970Vol. -, Pg. 9, 1970.
rat LD50 intramuscular 1630mg/kg (1630mg/kg)   United States Patent Document. Vol. #4242354,
rat LD50 intraperitoneal 1400mg/kg (1400mg/kg)   Farmaco, Edizione Scientifica. Vol. 41, Pg. 758, 1986.
rat LD50 oral 1300mg/kg (1300mg/kg)   Drugs in Japan Vol. 6, Pg. 456, 1982.
women TDLo oral 3120mg/kg/26W (3120mg/kg) BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)" American Journal of Kidney Diseases. Vol. 19, Pg. 179, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 96 deg C   EXP
log P (octanol-water) -0.660 (none)   EST
Atmospheric OH Rate Constant 5.33E-11 cm3/molecule-sec 25 EST

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