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Substance Name: Propylthiouracil [USP:INN:BAN:JAN]
RN: 51-52-5
UNII: 721M9407IY
InChIKey: KNAHARQHSZJURB-UHFFFAOYSA-N
Note
- A thiourea antithyroid agent. Propythiouracil inhibits the synthesis of thyroxine and inhibits the peripheral conversion of throxine to tri-iodothyronine. It is used in the treatment of hyperthyroidism. (From Martindale, The Extra Pharmacopeoia, 30th ed, p534).
Molecular Formula
- C7-H10-N2-O-S
Molecular Weight
- 170.235
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Antimetabolites
- Antithyroid Agents
- Drug / Therapeutic Agent
- Hormone Antagonists
- Hormones, Hormone Substitutes, and Hormone Antagonists
- Human Data
- Mutation Data
- Noxae
- Reproductive Effect
- Thyroid Inhibitor
- Tumor Data
Superlist Classification Codes
- Overall Carcinogenic Evaluation: Group 2B
- Reasonably Anticipated to be a Carcinogen
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Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- Propyl thiouracil
- Propylthiouracil
- Propylthiouracil [USP:INN:BAN:JAN]
MeSH Heading
- Propylthiouracil
Synonyms
- 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone
- 2-Mercapto-4-hydroxy-6-n-propylpyrimidine
- 2-Mercapto-6-propyl-4-pyrimidone
- 2-Thio-4-oxo-6-propyl-1,3-pyrimidine
- 2-Thio-6-propyl-1,3-pyrimidin-4-one
- 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-
- 4-Propyl-2-thiouracil
- 6-n-Propyl-2-thiouracil
- 6-n-Propylthiouracil
- 6-Propil-tiouracile
- 6-Propil-tiouracile [Italian]
- 6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione
- 6-Propyl-2-thiouracil
- 6-Propylthiouracil
- 6-Thio-4-propyluracil
- AI3-25477
- CCRIS 544
- EINECS 200-103-2
- HSDB 3390
- NSC 6498
- Procasil
- Propacil
- Propilthiouracil
- Propiltiouracile
- Propiltiouracile [DCIT]
- Propiltiouracilo
- Propiltiouracilo [INN-Spanish]
- Propycil
- Propyl-thiorist
- Propyl-thiorit
- Propyl-thyracil
- Propylthiouracil
- Propylthiouracile
- Propylthiouracile [INN-French]
- Propylthiouracilum
- Propylthiouracilum [INN-Latin]
- Propythiouracil
- Prothiucil
- Prothiurone
- Prothycil
- Prothyran
- Protiural
- PTU
- PTU (thyreostatic)
- Thiuragyl
- Thyreostat II
- UNII-721M9407IY
- Uracil, 6-propyl-2-thio-
Systematic Names
- 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-
- Propylthiouracil
- Uracil, 6-propyl-2-thio-
Superlist Names
- 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-
- Propylthiouracil
Registry Numbers
CAS Registry Number
- 51-52-5
FDA UNII
- 721M9407IY
Other Registry Number
- 500-50-5
System Generated Number
- 0000051525
Structure Descriptors
InChI
InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)InChIKey
KNAHARQHSZJURB-UHFFFAOYSA-NSmiles
CCCC1=CC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 165mg/kg/2W-I (165mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" | Drug Intelligence and Clinical Pharmacy. Vol. 19, Pg. 669, 1985. |
child | TDLo | oral | 900mg/kg/60D- (900mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Annals of Internal Medicine. Vol. 82, Pg. 228, 1975. |
child | TDLo | oral | 1785mg/kg/17W (1785mg/kg) | LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION | Journal of Pediatric Gastroenterology and Nutrition. Vol. 7, Pg. 776, 1988. |
man | TDLo | oral | 42857ug/kg/10 (42.857mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" | American Journal of Kidney Diseases. Vol. 24, Pg. 575, 1994. |
man | TDLo | oral | 116mg/kg/11W- (116mg/kg) | LIVER: OTHER CHANGES | Archives of Internal Medicine. Vol. 135, Pg. 319, 1975. |
man | TDLo | oral | 257mg/kg (257mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Postgraduate Medical Journal. Vol. 73, Pg. 445, 1997. |
mouse | LDLo | unreported | 750ug/kg (0.75mg/kg) | Drugs in Japan Vol. 6, Pg. 732, 1982. | |
rat | LD50 | oral | 1250mg/kg (1250mg/kg) | Nature. Vol. 157, Pg. 659, 1946. | |
rat | LDLo | intraperitoneal | 400mg/kg (400mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 478, 1949. | |
rat | LDLo | unreported | 750ug/kg (0.75mg/kg) | Drugs in Japan Vol. 6, Pg. 732, 1982. | |
women | LDLo | oral | 84mg/kg/2W-I (84mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" | Archives of Internal Medicine. Vol. 142, Pg. 838, 1982. |
women | LDLo | oral | 480mg/kg/9W-I (480mg/kg) | BLOOD: AGRANULOCYTOSIS VASCULAR: OTHER CHANGES | Southern Medical Journal. Vol. 75, Pg. 1297, 1982. |
women | LDLo | unreported | 6mg/kg (6mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" VASCULAR: SHOCK BLOOD: CHANGES IN SPLEEN | New England Journal of Medicine. Vol. 249, Pg. 814, 1953. |
women | TDLo | oral | 693mg/kg/11W- (693mg/kg) | LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)" | Southern Medical Journal. Vol. 87, Pg. 943, 1994. |
women | TDLo | oral | 900mg/kg/21W- (900mg/kg) | LIVER: OTHER CHANGES | Archives of Internal Medicine. Vol. 140, Pg. 1184, 1980. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 219 | deg C | EXP | |
log P (octanol-water) | 0.980 | (none) | EST | |
Water Solubility | 1200 | mg/L | 25 | EXP |
Atmospheric OH Rate Constant | 8.92E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.