Methylthiouracil Chemical Properties

Melting point:

~330 °C (dec.)(lit.)

Density 

1.291 (estimate)

refractive index 

1.6430 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Heated), Methanol (Slightly, Heated)

pka

pKa 8.2 (Uncertain)

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

INSOLUBLE

Merck 

14,6128

BRN 

115648

Stability:

Incompatible with strong oxidizing agents, iodine, metals.

InChIKey

HWGBHCRJGXAGEU-UHFFFAOYSA-N

CAS DataBase Reference

56-04-2(CAS DataBase Reference)

NIST Chemistry Reference

6-Methyl-2-thiouracil(56-04-2)

IARC

2B (Vol. Sup 7, 79) 2001

EPA Substance Registry System

Methylthiouracil (56-04-2)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-40

Safety Statements 

36/37-45

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

RTECS 

YR0875000

Hazard Note 

Irritant/Possible Carcinogen

TSCA 

Yes

HS Code 

29335995

Hazardous Substances Data

56-04-2(Hazardous Substances Data)

Toxicity

MLD in rabbits (mg/kg): 2486 orally (Simon)

MSDS

• Language:English Provider:Methylthiouracil
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methylthiouracil Usage And Synthesis

Chemical Properties

white powder

Uses

antithyroid agent

Uses

6-?Methyl-?2-?thiouracil is a derivative of methylthiouracil (M330710), a competitive inhibitor of Nitric Oxide Synthase (NOS). Potential anti-inflammatory agent.

Definition

ChEBI: Methylthiouracil is a pyrimidone.

General Description

White crystalline powder with an odor of onions and a bitter taste. A saturated aqueous solution is neutral or slightly acidic.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Methylthiouracil reacts with strong oxidizing agents. Forms complexes with metals and is oxidized by iodine and other sulfhydryl oxidizing agents .

Fire Hazard

Flash point data for Methylthiouracil are not available. Methylthiouracil is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Human teratogenic and reproductive effects by an unspecified route: developmental abnormalities of the endocrine system and effects on newborn including neonatal measures or effects. Experimental reproductive effects. Used to treat hyperthyroidism. When heated to decomposition it emits very toxic fumes of NOx and SOx.

Purification Methods

Crystallise the thiouracil from a large volume of H2O. Purify it further by dissolving in base, adding charcoal, filtering and acidifying with AcOH. Suspend the wet solid (ca 100g) in boiling H2O (1L), stir and add AcOH (20mL), stir and refrigerate. Collect the product, wash it with cold H2O (4 x 200mL), drain it for several hours then place it in an oven at 70o to constant weight. [IR: Short & Thompson J Chem Soc 168 1952, Foster & Snyder Org Synth Coll Vol IV 638 1063, Beilstein 24 III/IV 1289.]

Methylthiouracil(56-04-2)Related Product Information

• Pirimiphos-methyl
• 2-Thiouracil
• 1-PHENYL-2-THIOUREA
• Methyl acetate
• Dihydromyrcenol
• CHLOROPHOSPHONAZO III
• Methylparaben
• Propylthiouracil
• 4-Hydroxypyrimidine
• Mercaptoacetic acid
• N-Aminothiourea
• Methyl acrylate
• Kresoxim-methyl
• Bensulfuron methyl
• Thiophanate-methyl
• Sulfamerazine
• METHYL THIOPHENE-2-CARBOXYLATE
• 2-Ethylhexyl mercaptoacetate