Methylthiouracil

Methylthiouracil Basic information
Product Name:Methylthiouracil
Synonyms:LABOTEST-BB LT00848091;AURORA KA-4696;METHIOCIL;METHYLTHIOURACIL;4-OXO-2-MERCAPTO-6-METHYLPYRIMIDINE;4-HYDROXY-2-MERCAPTO-6-METHYLPYRIMIDINE;4-HYDROXY-6-METHYL-2-THIOPYRIMIDINE;4-METHYL-2-THIOURACIL
CAS:56-04-2
MF:C5H6N2OS
MW:142.18
EINECS:200-252-3
Product Categories:alcohol|sulfide;PYRIMIDINE;Building Blocks;C4 to C5;Chemical Synthesis;Heterocyclic Building Blocks;Pyrimidines;1;56-04-2
Mol File:56-04-2.mol
Methylthiouracil Structure
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)
form Liquid
pkapKa 8.2 (Uncertain)
color Clear colorless to yellow
Water Solubility INSOLUBLE
Merck 14,6128
BRN 115648
Stability:Incompatible with strong oxidizing agents, iodine, metals.
InChIKeyHWGBHCRJGXAGEU-UHFFFAOYSA-N
CAS DataBase Reference56-04-2(CAS DataBase Reference)
IARC2B (Vol. Sup 7, 79) 2001
NIST Chemistry Reference6-Methyl-2-thiouracil(56-04-2)
EPA Substance Registry SystemMethylthiouracil (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 Data56-04-2(Hazardous Substances Data)
ToxicityMLD in rabbits (mg/kg): 2486 orally (Simon)
MSDS Information
ProviderLanguage
Methylthiouracil English
SigmaAldrich English
ACROS English
ALFA English
Methylthiouracil Usage And Synthesis
Chemical Propertieswhite powder
Usesantithyroid agent
Uses6-?Methyl-?2-?thiouracil is a derivative of methylthiouracil (M330710), a competitive inhibitor of Nitric Oxide Synthase (NOS). Potential anti-inflammatory agent.
DefinitionChEBI: Methylthiouracil is a pyrimidone.
General DescriptionWhite crystalline powder with an odor of onions and a bitter taste. A saturated aqueous solution is neutral or slightly acidic.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileMethylthiouracil reacts with strong oxidizing agents. Forms complexes with metals and is oxidized by iodine and other sulfhydryl oxidizing agents .
Fire HazardFlash point data for Methylthiouracil are not available. Methylthiouracil is probably combustible.
Safety ProfileConfirmed 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 MethodsCrystallise 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.]
Methyl Calcium thioglycolate BUTTPARK 116\40-76 2-THIOOROTIC ACID 3-Benzyl-5-butyl-6-methyl-2-thiouracil 6-AMINO-4-METHOXY-2-METHYLTHIOURACIL 5-Ethyl-6-methyl-2-thiouracil 4-Hydroxypyrimidine 5-BUTYL-4-HYDROXY-2-MERCAPTO-6-METHYLPYRIMIDINE,5-BUTYL-6-METHYL-2-THIOURACIL 6-BENZYL-2-THIOURACIL 1-Methyl-2-thiouracil 5-Allyl-6-methyl-2-thiouracil 1-Methyl-3-methyl-2-thiouracil 5-METHYL-2-THIOURACIL 1G [R] 6-METHYL-2-THIOURACIL,98% CHLOROPHOSPHONAZO III 3-Methyl-2-thiouracil METHYL THIOPHENE-2-CARBOXYLATE

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