5-Methyl-2-thiouracil

Base Information

• Chemical Name: 5-Methyl-2-thiouracil
• CAS No.: 636-26-0
• Molecular Formula: C5H6 N2 O S
• Molecular Weight: 142.181
• Hs Code.: 2933599090
• European Community (EC) Number: 622-152-2
• NSC Number: 9377
• DSSTox Substance ID: DTXSID9025665
• Nikkaji Number: J101.276B
• Metabolomics Workbench ID: 143641
• ChEMBL ID: CHEMBL3186154
• Mol file: 636-26-0.mol

Synonyms:2-thiothymine

Chemical Property of 5-Methyl-2-thiouracil

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.11E-05mmHg at 25°C
• Melting Point: 265-267 ºC
• Refractive Index: 1.6430 (estimate)
• Boiling Point: 329.7oC at 760 mmHg
• PKA: pKa 7.71 (Uncertain)
• Flash Point: 153.2oC
• PSA: 80.74000
• Density: 1.36
• LogP: 0.74090
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 509mg/L(25 oC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.02008399
• Heavy Atom Count: 9
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Thiothymine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R40:Possible risks of irreversible effects.
• Hazard Codes: Xi
• Statements: 22-40-36/37/38
• Safety Statements: 22-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CNC(=S)NC1=O

Technology Process of 5-Methyl-2-thiouracil

There total 6 articles about 5-Methyl-2-thiouracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

1,3-dimethylthymine (4401-71-2) → 5-methyl-2-thiouracil (636-26-0)

Guidance literature:

With ethanol; sodium ethanolate; thiourea; for 15h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2011.10.002

Reference yield: 48.0%

ethyl 3,3-diethoxy-2-methylpropionate (36056-90-3) + thiourea (17356-08-0) → 5-methyl-2-thiouracil (636-26-0)

Guidance literature:

With sodium ethanolate;

DOI:10.1021/jo00176a015

Reference yield:

α-formyl propionate d'ethyle (54843-13-9) + thiourea (17356-08-0) → 5-methyl-2-thiouracil (636-26-0)

Guidance literature:

With sodium ethanolate; In ethanol; for 7h; Heating;

DOI:10.1002/ardp.19843170509

upstream raw materials:

ethyl 3,3-diethoxy-2-methylpropionate

thiourea

α-formyl propionate d'ethyle

1,3-dimethylthymine

Downstream raw materials:

2,4-dihydroxy-5-methylpyrimidine

5-methyl-4(3H)-pyrimidinone

thymin

C₂₉H₃₂N₂O₈S

Refernces

• 1、 Gu, Shuang-Xi,Yang, Shi-Qiong,He, Qiu-Qin,Ma, Xiao-Dong,Chen, Fen-Er,Dai, Hui-Fang,Clercq, Erik De,Balzarini, Jan,Pannecouque, Christophe. "Design, synthesis and biological evaluation of cycloalkyl arylpyrimidines (CAPYs) as HIV-1 NNRTIs". supporting information; experimental part. p. 7093 - 7099. Retrieved 2012/01/03.
• 2、 Spengler,Schunack. "H2-antihistaminics, XVIII: 5,6-alkyl-4-pyrimidones with H2-antihistaminic activity". . p. 425 - 430. Retrieved 2007/10/02.