PROPYLTHIOURACIL

PRODUCT IDENTIFICATION

CAS NO. 51-52-5

PROPYLTHIOURACIL

EINECS NO. 200-103-2
FORMULA C7H10N2OS
MOL WT. 170.23

H.S. CODE

2933.59.0500

TOXICITY

Oral rat LD50; 1,250 mg/kg
SYNONYMS 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone; PTU;
丙基硫氧嘧啶; 6-Propyl-2-thiouracil; 4-Hydroxy-2-mercapto-6-propylpyrimidine; 6-n-Propyl-2-thiouracil; 6-Propyl-2-thiopyrimidine-2,4(1H,3H)-dione; 6-Propylthiouracil; 2-Mercapto-6-propylpyrimid-4-one; 6-Propyl-2-thiouracil; 2-Thio-4-oxo-6-propyl-1,3-pyrimidine; Propyl-Thyracil;
SMILES c1(cc(=O)[nH]c(=S)[nH]1)CCC

CLASSIFICATION

Antimetabolite, Antithyroid, Hormone Substitute, Nucleoside Analog, Pyrimidine, Thiourea

EXTRA NOTES

Overall Carcinogenic Evaluation: Group 2B
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)

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT 218 - 220 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER 1200 (mg/l)
SOLVENT SOLUBILITY Sparingly soluble in ethanol and acetone
pH

6.0 - 7.0 at 5 g/l at 20 C

VAPOR DENSITY

 

AUTOIGNITION

 

log P 0.98 (Octanol-water)
OH RATE CONSTANT 8.92E-11 (cm3/molecule-sec at 25 C Atmospheric)
NFPA RATINGS Health: 2; Flammability: 1; Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT

326 C

STABILITY

Stable under ordinary conditions. Light sensitive

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Propylthiouracil

PubChem Compound Summary - Propylthiouracil

Drug Bank - Propylthiouracil

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Propylthiouracil

http://www.jci.org/
Propylthiouracil blocks extrathyroidal conversion of thyroxine to triiodothyronine and augments thyrotropin secretion in man.

http://www.medicinenet.com/
DRUG CLASS AND MECHANISM: Propylthiouracil (PTU) is an oral medication that is used to manage hyperthyroidism which is due to an overactive thyroid gland. It is an anti-thyroid drug that has a mechanism of action that is similar to methimazole (Tapazole). Graves' disease is the most common cause of hyperthyroidism. It is an autoimmune disease where an individual makes antibodies to thyroid stimulating hormone receptors on cells of the thyroid gland and then trigger overproduction of thyroid hormone by the cells. The two thyroid hormones manufactured by the thyroid gland, thyroxine (T4 ) and triiodothyronine (T3), are formed by combining iodine and a protein called thyroglobulin with the assistance of an enzyme called peroxidase. PTU inhibits iodine and peroxidase from their normal interactions with thyroglobulin to form T4 and T3. This action decreases production of thyroid hormone. PTU also interferes with the conversion of T4 to T3, and, since T3 is more potent than T4, this also reduces the activity of thyroid hormones. The FDA approved PTU in July 1947.

Local:
Propylthiouracil is used as an antithyroid drug for the treatment of hyperthyroidism. It is used in veterinary medicine for antithyroids. Other antihyroid drugs include alpha thyrotropin, levothyroxine, L-thyroxine, liothyronine, liotrix, methimazole.

SALES SPECIFICATION
BIBLIOGRAPHY BP98, USP24

APPEARANCE

white to off-white crystalline powder

ASSAY

98.0 - 100.5%

LOSS ON DRYING

0.5% max

THIOUREA

on request

RESIDUE ON IGNITION

0.1% max

HEAVY METALS 20ppm max
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO. Not regulated
SAFETY INFORMATION

Hazard Overview

OSHA Hazards:Carcinogen, Target Organ Effect, Harmful by ingestion. Target Organs: Thyroid., Liver. May cause respiratory tract irritation. May cause eye and skin irritation. May be harmful if swallowed, inhaled, or absorbed through the skin. Suspect cancer hazard. May adversely affect the developing fetus. Propylthiouracil (PTU) inhibits thyroid activity. EPA requires handling and report/recordkeeping for PTU under RCRA. PTU is a hazardous constituent (Appendix VIII) with no waste number. Target Organs: Blood, liver, thyroid. Potential Health Effects

GHS

 

SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H302:  Harmful if swallowed
H351:  Suspected of causing cancer

PRECAUTIONARY STATEMENTS

P281:  Use personal protective equipment as required
P301+ P312:  IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell

EC DIRECTIVES

 

HAZARD CODES

Xn Harmful

RISK PHRASES

22:  Harmful if swallowed.
40:  Limited evidence of a carcinogenic effect.

SAFETY PHRASES

36/37:  Wear suitable protective clothing and gloves.
45:  In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).

PRICE INFORMATION