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Substance Name: Thiouracil
RN: 141-90-2
UNII: 59X161SCYL
InChIKey: ZEMGGZBWXRYJHK-UHFFFAOYSA-N

Note

  • Occurs in seeds of Brassica and Crucifera species. Thiouracil has been used as antithyroid, coronary vasodilator, and in congestive heart failure although its use has been largely supplanted by other drugs. It is known to cause blood dyscrasias and suspected of terato- and carcinogenesis.

Molecular Formula

  • C4-H4-N2-O-S

Molecular Weight

  • 128.1546
 

Classification Codes

Classification Codes

  • Antithyroid Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data
  • Vasodilator Agents

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms

Name of Substance

  • 2-Thiouracil
  • Thiouracil

MeSH Heading

  • Thiouracil

Synonyms

  • 2,3-Dihydro-2-thioxo-4(1H)-pyrimidinone
  • 2-Mercapto-4(1H)-pyrimidinone
  • 2-Mercapto-4-hydroxypyrimidine
  • 2-Mercapto-4-pyrimidinol
  • 2-Mercapto-4-pyrimidone
  • 2-Thio-1,3-pyrimidin-4-one
  • 2-Thio-2,4-(1H,3H)-pyrimidinedione
  • 2-Thio-4-oxo-1,3-pyrimidine
  • 2-Thio-4-oxypyrimidine
  • 2-Thio-6-oxypyrimidine
  • 2-Thiouracil
  • 2-Thiouracil (VAN)
  • 2-TU
  • 4(1H)-Pyrimidinone, 2,3-dihydro-2-thioxo-
  • 4-Hydroxy-2(1H)-pyrimidinethione
  • 4-Hydroxy-2-mercaptopyrimidine
  • 4-Hydroxy-2-pyrimidinethiol
  • 4-Pyrimidinol, 2-mercapto-
  • 6-Hydroxy-2-mercaptopyrimidine
  • 6-Thiouracil
  • AI3-25474
  • Antagothyroid
  • Antagothyroil
  • CCRIS 587
  • Deracil
  • EINECS 205-508-8
  • HSDB 2954
  • NCI-C01490
  • Nobilen
  • NSC 19473
  • Thiouracil
  • Tiouracyl
  • Tiouracyl [Polish]
  • TU
  • UNII-59X161SCYL

Systematic Names

  • 2-Thiouracil
  • 4(1H)-Pyrimidinone, 2,3-dihydro-2-thioxo-
  • Thiouracil
  • Uracil, 2-thio-
  • Uracil, 2-thio- (VAN) (8CI)

Superlist Name

  • Thiouracil

Registry Numbers

CAS Registry Number

  • 141-90-2

FDA UNII

  • 59X161SCYL

Other Registry Numbers

  • 107646-88-8
  • 107646-89-9
  • 156-82-1
  • 4401-53-0
  • 4401-54-1

System Generated Number

  • 0000141902

Structure Descriptors

InChI

1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChIKey

ZEMGGZBWXRYJHK-UHFFFAOYSA-N

Smiles

[nH]1c(=O)cc[nH]c1=S

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2850mg/kg (2850mg/kg)   Pharmaceutical Chemistry Journal Vol. 30, Pg. 320, 1996.
rat LDLo intraperitoneal 1500mg/kg (1500mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 478, 1949.
women LDLo unreported 276mg/kg/36D- (276mg/kg) LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

BLOOD: GRANULOCYTOPENIA
JAMA, Journal of the American Medical Association. Vol. 130, Pg. 315, 1946.
women LDLo unreported 420mg/kg/5W-I (420mg/kg) BLOOD: AGRANULOCYTOSIS JAMA, Journal of the American Medical Association. Vol. 130, Pg. 315, 1946.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point >340 dec deg C   EXP
log P (octanol-water) 0.900 (none)   EST
Water Solubility 709 mg/L 25 EXP
Atmospheric OH Rate Constant 2.30E-11 cm3/molecule-sec 25 EST

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