Dihydrothymine

Base Information

• Chemical Name: Dihydrothymine
• CAS No.: 696-04-8
• Molecular Formula: C5H8N2O2
• Molecular Weight: 128.131
• Hs Code.: 2933599090
• European Community (EC) Number: 211-787-7
• NSC Number: 44131
• UNII: Z51MHT1W75
• DSSTox Substance ID: DTXSID30862375
• Nikkaji Number: J79.791J
• Wikipedia: Dihydrothymine
• Wikidata: Q3027885
• Metabolomics Workbench ID: 37064
• Mol file: 696-04-8.mol

Synonyms:5,6-dihydrothymine;5,6-dihydrothymine, (S)-isomer;5-methyldihydrouracil

Chemical Property of Dihydrothymine

Chemical Property:

• Melting Point: 263-265°C
• Refractive Index: 1.452
• PKA: 12.13±0.40(Predicted)
• PSA: 58.20000
• Density: 1.149 g/cm³
• LogP: 0.11950
• Storage Temp.: ?20°C
• Solubility.: Soluble in dimethyl sulfoxide.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.058577502
• Heavy Atom Count: 9
• Complexity: 155

Purity/Quality:

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

5,6-Dihydro Thymine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNC(=O)NC1=O
• Uses: 5,6-Dihydrothymine is a derivative of Thymine, a nucleobase in the nucleic acid of DNA . 5,6-Dihydrothymine is a radiolysis product of DNA. 5,6-Dihydro-5-methyluracil, is used as an active pharmaceutical ingredient.

Technology Process of Dihydrothymine

There total 26 articles about Dihydrothymine 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: 57.0%

potassium cyanate (590-28-3) + β-aminoisobutyric acid methyl ester hydrochloride (88512-06-5) → 5,6-dihydrothymine (696-04-8)

Guidance literature:

potassium cyanate; β-aminoisobutyric acid methyl ester hydrochloride; In water; Milling; Green chemistry;

With caesium carbonate; In water; Green chemistry;

DOI:10.1021/jo5017629

Reference yield: 56.0%

thymin (65-71-4,28806-14-6,691841-57-3) → 5,6-dihydrothymine (696-04-8)

Guidance literature:

With hydrogen; 5% rhodium on alumina; In water; for 6h;

Reference yield:

5-hydroxymethyl uracil (4433-40-3) → 5,6-dihydrothymine (696-04-8)

Guidance literature:

With Rh/Al₂O₃; acetic acid; Hydrogenation;

DOI:10.1021/ja01519a056

upstream raw materials:

5-hydroxymethyl uracil

methacrylic acid methyl ester

urea

2,4-dihydroxy-5-methylpyrimidine

Downstream raw materials:

5,6-dihydro-5-(α-thyminyl)thymine

5-[1,3-Bis-(4-methoxy-benzyl)-5-methyl-2,4-dioxo-hexahydro-pyrimidin-5-ylmethyl]-1,3-bis-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrimidine-2,4-dione

5-{[1,3-Bis-(4-methoxy-benzyl)-5-methyl-2,4-dioxo-hexahydro-pyrimidin-5-yl]-hydroxy-methyl}-1,3-bis-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrimidine-2,4-dione

5-{[1,3-Bis-(4-methoxy-benzyl)-5-methyl-2,4-dioxo-hexahydro-pyrimidin-5-yl]-bromo-methyl}-1,3-bis-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrimidine-2,4-dione

Refernces

• 1、 Achrainer, Florian,Emel'yanenko, Vladimir N.,Tantawy, Waled,Verevkin, Sergey P.,Zipse, Hendrik. "Transfer hydrogenation as a redox process in nucleotides". . p. 10426 - 10429. Retrieved 2015/04/14.
• 2、 -. "PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS". . . Retrieved 2010/03/02.