| Identification | More | [Name]
Methylthiouracil | [CAS]
56-04-2 | [Synonyms]
2-THIO-6-METHYLURACIL
4(6)-METHYL-2-THIOURACIL
4-HYDROXY-2-MERCAPTO-6-METHYLPYRIMIDINE
4-HYDROXY-6-METHYL-2-THIOPYRIMIDINE
4-METHYL-2-THIOURACIL
4-OXO-2-MERCAPTO-6-METHYLPYRIMIDINE
6-HYDROXY-2-MERCAPTO-4-METHYLPYRIMIDINE
6-METHYL-2-THIOURACIL
6-METHYL-2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDIN-4-ONE
6-methyl-2-thioxo-2,3-dihydro-1h-pyrimidin-4-one
6-METHYL-4-OXY-2-THIOPYRIMIDINE
AKOS BC-0693
AURORA KA-4696
LABOTEST-BB LT00848091
METHIOCIL
METHYLTHIOURACIL
2,3-dihydro-6-methyl-2-thioxo-4(1h)-pyrimidinon
2,3-Dihydro-6-methyl-2-thioxo-4(1H)-pyrimidinone
2-Mercapto-4-hydroxy-6-methylpyrimidine
2-Mercapto-6-methyl-4-pyrimidone | [EINECS(EC#)]
200-252-3 | [Molecular Formula]
C5H6N2OS | [MDL Number]
MFCD00006040 | [Molecular Weight]
142.18 | [MOL File]
56-04-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [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 | [pka]
pKa 8.2 (Uncertain) | [color ]
Clear colorless to yellow | [Stability:]
Incompatible with strong oxidizing agents, iodine, metals. | [Water Solubility ]
INSOLUBLE | [Detection Methods]
HPLC | [Merck ]
14,6128 | [BRN ]
115648 | [InChI]
1S/C5H6N2OS/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9) | [InChIKey]
HWGBHCRJGXAGEU-UHFFFAOYSA-N | [SMILES]
CC1=CC(=O)NC(=S)N1 | [CAS DataBase Reference]
56-04-2(CAS DataBase Reference) | [IARC]
2B (Vol. Sup 7, 79) 2001 | [NIST Chemistry Reference]
6-Methyl-2-thiouracil(56-04-2) | [Storage Precautions]
Light sensitive | [EPA Substance Registry System]
56-04-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H317 | [Precautionary statements ]
P261-P272-P280-P302+P352-P333+P313-P362+P364 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3
| [RTECS ]
YR0875000
| [Hazard Note ]
Irritant/Possible Carcinogen | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
9 | [HS Code ]
29335995 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Skin Sens. 1 | [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. | [Hazardous Substances Data]
56-04-2(Hazardous Substances Data) | [Toxicity]
MLD in rabbits (mg/kg): 2486 orally (Simon) |
| Hazard Information | Back Directory | [General Description]
White crystalline powder with an odor of onions and a bitter taste. A saturated aqueous solution is neutral or slightly acidic. | [Reactivity Profile]
METHYLTHIOURACIL(56-04-2) reacts with strong oxidizing agents. Forms complexes with metals and is oxidized by iodine and other sulfhydryl oxidizing agents . | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available. METHYLTHIOURACIL is probably combustible. | [Chemical Properties]
white powder | [Uses]
antithyroid agent | [Definition]
ChEBI: Methylthiouracil is a pyrimidone. | [Synthesis]
Sodium metal (30 mmol) was added to methanol (10 mL) and after complete dissolution, thiourea (10 mmol) and ethyl acetoacetate (10 mmol) were added sequentially. The reaction mixture was heated to reflux for 7 hours. After completion of the reaction, methanol was removed by distillation under reduced pressure and the residue was dissolved in an appropriate amount of water and the pH was adjusted to neutral with acetic acid. The precipitate was collected by filtration to give the pale yellow crystalline product methylthiouracil (1.26 g, 90% yield). The product was characterized as follows: melting point 275-277°C; 1H NMR (δ, ppm): 2.09 (s, 3H, 6-CH3), 5.52 (s, 1H, CH-pyrimidine), 11.98 [b.s, 2H, (NH)2]; 13C NMR (δ, ppm): 17.88, 103.38, 151.91, 160.32, 175.83. 175.83. Elemental analysis results (C5H6N2OS) calculated values: C, 42.24; H, 4.25; N, 19.70; S, 22.55; measured values: C, 42.24; H, 4.25; N, 19.70; S, 22.55. | [storage]
Store at -20°C | [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.] | [References]
[1] Organic Process Research and Development, 2010, vol. 14, # 1, p. 205 - 214
[2] Journal of Chemistry, 2017, vol. 2017,
[3] RSC Advances, 2017, vol. 7, # 28, p. 17427 - 17441
[4] Synthetic Communications, 2002, vol. 32, # 6, p. 851 - 855
[5] Journal of the Chemical Society of Pakistan, 2011, vol. 33, # 6, p. 893 - 899 |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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