1-Methylthymine

Base Information

• Chemical Name: 1-Methylthymine
• CAS No.: 4160-72-9
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• Hs Code.: 2933599090
• European Community (EC) Number: 853-778-6
• NSC Number: 44824
• UNII: CN6A9BRM5H
• DSSTox Substance ID: DTXSID30194426
• Nikkaji Number: J209.464I
• Wikidata: Q27144889
• ChEMBL ID: CHEMBL4586019
• Mol file: 4160-72-9.mol

Synonyms:1-methylthymine

Chemical Property of 1-Methylthymine

Chemical Property:

• PSA: 55.12000
• Density: 1.189g/cm³
• LogP: -0.20570
• Storage Temp.: 2-8°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 220

Purity/Quality:

98% ^*data from raw suppliers

1-Methylthymine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C

Technology Process of 1-Methylthymine

There total 35 articles about 1-Methylthymine 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: 85.0%

thymin (65-71-4,28806-14-6,691841-57-3) + methyl iodide (74-88-4) → 1-methylthymine (4160-72-9)

Guidance literature:

thymin; With sulfuric acid; 1,1,1,3,3,3-hexamethyl-disilazane; In toluene;

methyl iodide; In N,N-dimethyl-formamide; toluene;

DOI:10.1007/s00044-020-02629-x

Reference yield: 59.0%

4-methoxy-5-methyl-pyrimidin-2(1H)-one (25902-89-0) + dimethyl sulfate (77-78-1) → 1-methylthymine (4160-72-9) + 1,3-dimethylthymine (4401-71-2) + 2,4-Dimethoxy-5-methylpyrimidine (5151-34-8) + 4-methoxy-1,5-dimethyl-2(1H)-pyrimidinone (25902-87-8)

Guidance literature:

4-methoxy-5-methyl-pyrimidin-2(1H)-one; With lithium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h;

dimethyl sulfate; In N,N-dimethyl-formamide; at 60 ℃; for 48h;

DOI:10.1016/j.tet.2006.04.098

Reference yield: 20.0%

thymin (65-71-4,28806-14-6,691841-57-3) + carbonic acid dimethyl ester (616-38-6) → 1-methylthymine (4160-72-9) + 1,3-dimethylthymine (4401-71-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 15h;

upstream raw materials:

1-Methyl-thymin

4-methoxy-1,5-dimethyl-2(1H)-pyrimidinone

N-ethoxycarbonyl-3-methoxy-2-methylacrylamide

N-(3-methoxy-2-methyl-acryloyl)-N'-methyl-urea

Downstream raw materials:

1-methyl-3-(p-tolylsulfonylethyl)thymine

[Pd(4,4'-dimethyl-2,2'-bipyridine)(1-methyluracil)(C₆F₅)]

Refernces

• 1、 Ito, Takeo,Shinohara, Hideki,Hatta, Hiroshi,Fujita, Shin-ichi,Nishimoto, Sei-ich. "Radiation-induced and photosensitized splitting of c5-c5′-linked dihydrothymine dimers. 2. conformational effects on the reductive splitting mechanism". . p. 2886 - 2893. Retrieved 2000.
• 2、 Strobykina, Irina Yu.,Andreeva, Olga V.,Belenok, Mayya G.,Semenova, Marina N.,Semenov, Victor V.,Chuprov-Netochin, Roman N.,Sapunova, Anastasiya S.,Voloshina, Alexandra D.,Dobrynin, Alexey B.,Semenov, Vyacheslav E.,Kataev, Vladimir E.. "Triphenylphosphonium conjugates of 1,2,3-triazolyl nucleoside analogues. Synthesis and cytotoxicity evaluation". . p. 2203 - 2217. Retrieved 2020/10/02.
• 3、 -. "SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF". Paragraph 0664-0665. . Retrieved 2015/02/25.