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Propylthiouracil

CAS No.
51-52-5
Chemical Name:
Propylthiouracil
Synonyms
T 72;6-PTU;PROPYCIL;PROPACIL;PROCASIL;NSC 6498;PROTHYRAN;NSC 70461;Prothycil;Protiural
CBNumber:
CB9777662
Molecular Formula:
C7H10N2OS
Molecular Weight:
170.23
MDL Number:
MFCD00006041
MOL File:
51-52-5.mol
MSDS File:
SDS
Last updated:2024-11-21 17:11:28

Propylthiouracil Properties

Melting point 218-220 °C (lit.)
Density 1.1880 (rough estimate)
refractive index 1.5960 (estimate)
Flash point 300 °C
storage temp. 2-8°C
solubility 1.1g/l
pka pKa 7.8; 8.3 (Uncertain)
form Solid
color White
PH 6-7.5 (5g/l, H2O, 20℃)(slurry)
Water Solubility 1.1 g/L
Merck 14,7869
BRN 130039
BCS Class 3
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases. Light sensitive.
CAS DataBase Reference 51-52-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 721M9407IY
Proposition 65 List Propylthiouracil
NCI Drug Dictionary propylthiouracil
ATC code H03BA02
NIST Chemistry Reference Tegretol(51-52-5)
IARC 2B (Vol. Sup 7, 79) 2001
EPA Substance Registry System Propylthiouracil (51-52-5)

Pharmacokinetic data

Protein binding 80%
Excreted unchanged in urine <2%
Volume of distribution 0.3-0.4(L/kg)
Biological half-life 1-2 / 8.5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H351
Precautionary statements  P280-P301+P312+P330
Hazard Codes  Xn,Xi
Risk Statements  22-40
Safety Statements  36/37-45
WGK Germany  3
RTECS  YR1400000
Hazard Note  Harmful/Irritant
HS Code  29335995
Toxicity LD50 orally in Rabbit: 1250 mg/kg
NFPA 704
0
1 0

Propylthiouracil price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2609 Propylthiouracil Pharmaceutical Secondary Standard; Certified Reference Material 51-52-5 500MG $200 2024-03-01 Buy
Sigma-Aldrich 8.22137 4-Propyl-2-thiouracil for synthesis 51-52-5 25g $55.1 2024-03-01 Buy
Sigma-Aldrich 8.22137 4-Propyl-2-thiouracil for synthesis 51-52-5 100g $183 2024-03-01 Buy
Sigma-Aldrich 46698 6-Propyl-2-thiouracil VETRANAL , analytical standard 51-52-5 250mg $71.1 2024-03-01 Buy
Sigma-Aldrich 1578000 Propylthiouracil United States Pharmacopeia (USP) Reference Standard 51-52-5 200mg $261.6 2024-03-01 Buy
Product number Packaging Price Buy
PHR2609 500MG $200 Buy
8.22137 25g $55.1 Buy
8.22137 100g $183 Buy
46698 250mg $71.1 Buy
1578000 200mg $261.6 Buy

Propylthiouracil Chemical Properties,Uses,Production

Description

Propylthiouracil (PTU) is a thioamide antithyroid agent. It inhibits thyroid peroxidase activity in rat and monkey thyroid microsomes (IC50s = 0.081 and 4.1 μM, respectively). PTU (30 mg/kg) increases thyroid weight and serum thyroid stimulating hormone levels and decreases serum 3,5,3''-triiodothyronine and thyroxine levels in rats. Sensitivity to the bitter taste of PTU is genetically mediated and is associated with increased sensitivity to other sweet and bitter compounds. Formulations containing propylthiouracil have been used in the treatment of Graves'' disease and hyperthyroidism.

Chemical Properties

White crystalline solid or powder. Odorless. Bitter taste.

Chemical Properties

White Crystalline Powder

Uses

Antihyperthyroid. Has been used to promote fattening. This substance is reasonably anticipated to be a human carcinogen.

Uses

antibacterial

Definition

ChEBI: A pyrimidinethione consisting of uracil in which the 2-oxo group is substituted by a thio group and the hydrogen at position 6 is substituted by a propyl group.

General Description

Odorless white crystalline powder of starch-like appearance. Bitter taste. Saturated solution is neutral or slightly acid to litmus.

General Description

Propylthiouracil, 6-propyl-2-thiouracil (Propacil), is a stable, white, crystalline powderwith a bitter taste. It is slightly soluble in water but readilysoluble in alkaline solutions (salt formation).

Air & Water Reactions

Sensitive to light. May be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

Propylthiouracil is incompatible with strong oxidizing agents, strong acids and strong bases. Forms complexes with divalent metals. Reacts with sulfhydryl-oxidizing agents . When reduced will produce hydrogen sulfide.

Hazard

Possible carcinogen.

Fire Hazard

Flash point data for Propylthiouracil are not available; however Propylthiouracil is probably combustible.

Biochem/physiol Actions

6-Propyl-2-thiouracil (6-PTU), a potential inhibitor of D1 iodothyronine deiodinase, is involved in the deiodination of iodothyronines. It is an uncompetitive inhibitor of iodothyronine substrates.

Mechanism of action

This drug has a pronounced thyrostatic effect and causes reduced thyroxine synthesis in the thyroid gland. It inhibits the process of iodination of thyroglobulin, reduces formation of the active form of iodine in the thyroid gland, and blocks the peroxidase system. Propylthiouracil is used for hyperthyrosis, thyrotoxic crises, and on thyrodectomia. Synonyms of this drug are propycil and tireostat.

Clinical Use

Propylthiouracil is useful in the treatment of hyperthyroidism.There is a delay in appearance of its effects because propylthiouracildoes not interfere with the activity of thyroid hormonesalready formed and stored in the thyroid gland. Thislag period may vary from several days to weeks, dependingon the condition of the patient. The need for three equallyspaced doses during a 24-hour period is often stressed, butevidence now indicates that a single daily dose is as effectiveas multiple daily doses in the treatment of most hyperthyroidpatients.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Human systemic effects: agranulocytosis, hepatitis, jaundice. Human teratogenic effects by ingestion: developmental abnormalities of the endocrine system and changes in newborn viability. Human and experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SO, and NO,. See also MERCAPTANS.

Synthesis

Propylthiouracil, 6-propyl-2-thio-2,4-(1H,3H)-pyrimidindione (25.2.2), is synthesized by condensating ethyl butyroacetate with thiourea in the presence of sodium ethoxide.

Synthesis_51-52-5

Potential Exposure

Medication (antihyperthyroid; thyroid inhibitor) with human and veterinary applications.

Carcinogenicity

Propylthiouracil is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.

Metabolism

Propylthiouracil undergoes rapid first-pass metabolism in the liver, and is mainly excreted in the urine as the glucuronic acid conjugate, with very little excreted as unchanged drug.

Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Purify propacil by recrystallisation from H2O (soluble in 900 parts at 20o, and 100 parts at 100o). UV, MeOH: max 277nm. [Anderson et al. J Am Chem Soc 67 2197 1945, Vanderhaegue Bull Soc Chim Belg 59 689 1950, Beilstein 24 III/IV 1333.]

Incompatibilities

This chemical is probably combustible; it’s dust may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanga- nates, perchlorates, chlorine, bromine, fluorine, etc.); con- tact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Forms complexes with divalent metals. Reacts with sulfhydryl-oxidizing agents . Sensitive to light and may be sensitive to air.

Waste Disposal

It is inappropriate and possi- bly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding to trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely pack- age the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

17356-08-0
30414-54-1
51-52-5
Synthesis of Propylthiouracil from Carbamimidothioic acid and Methyl 3-oxohexanoate

Propylthiouracil Preparation Products And Raw materials

Global( 460)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Propylthiouracil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Propylthiouracil pictures 2024-11-22 Propylthiouracil
51-52-5
US $0.00-0.00 / Kg/Drum 1KG 98%min 1000KG WUHAN FORTUNA CHEMICAL CO., LTD
Propylthiouracil pictures 2024-11-21 Propylthiouracil
51-52-5
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Propylthiouracil pictures 2024-11-19 Propylthiouracil
51-52-5
US $87.00-58.00 / mg 99.94% 10g TargetMol Chemicals Inc.
  • Propylthiouracil pictures
  • Propylthiouracil
    51-52-5
  • US $0.00-0.00 / Kg/Drum
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
2,3-dihydro-6-propyl-2-thioxo-4(1h)-pyrimidinon 2,3-dihydro-6-propyl-2-thioxo-4(1h)pyrimidinone 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone 2-Mercapto-4-hydroxy-6-n-propylpyrimidine 2-Mercapto-6-propyl-4-pyrimidone 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo- 6-n-Propylthiouracil 6-Propil-tiouracile 6-Propyl-2-sulfanyl-4-pyrimidinol 6-propyl-2-thio-2,4(1h,3h)pyrimidinedione 6-Propyl-2-thio-2,4(1H,3H)-pyrimidinedione 6-PROPYL-2-THIOURACIL 2-mercapto-6-propylpyrimid-4-one 2-THIO-4-HYDROXY-6-N-PROPYL-PYRIMIDINE 2-THIO-4-OXO-6-PROPYL-1,3-PYRIMIDINE 2-THIO-6-PROPYL-1,3-PYRIMIDIN-4-ONE PROPYCIL PROPYLTHIOURACIL PROTHYRAN PROPACIL PROCASIL OTAVA-BB BB7012240174 6-PROPYL-2-THIOURACYLE 6-PROPYL-2-THIOURACILE VETRANAL, 250 PropylthiouracilB.P./U.S.P. Propyl-2-thiouracil NSC 6498 NSC 70461 4-HYDROXY-2-MERCAPTO-6-PROPYLPYRIMIDINE 98% 6-Propyl-2-thiouracil ,99% 4-Hydroxy-2-mercapto-6-propylpyrimidine,98% 6-Propyl-2-thiouracil,4-Hydroxy-2-mercapto-6-propylpyrimidine Propylthiouracil (200 mg) Propylthiouracil, USP 6-propyl-2-thio-uraci 6-Propylthiouracil 6-Thio-4-propyluracil Propilthiouracil Propyl-Thiorist Propylthiorit propyl-thiorit Propyl-Thyracil Propythiouracil Prothiucil Prothiurone Prothycil Protiural ptu(thyreostatic) T 72 Thiuragyl Thyreostat II thyreostatii Uracil, 6-propyl-2-thio- 4-HYDROXY-2-MERCAPTO-6-PROPYLPYRIMIDINE 4-PROPYL-2-THIOURACIL 6-N-PROPYL-2-MERCAPTO-4-HYDROXYPYRIMIDINE 6-N-PROPYL-2-THIOURACIL 6-Propyl-2-thi