Thymine

Base Information

• Chemical Name: Thymine
• CAS No.: 65-71-4
• Deprecated CAS: 3059-73-2,691841-57-3,691841-57-3
• Molecular Formula: C5H6N2O2
• Molecular Weight: 126.115
• Hs Code.: 2933.59
• European Community (EC) Number: 200-616-1
• NSC Number: 14705
• UNII: QR26YLT7LT
• DSSTox Substance ID: DTXSID4052342
• Nikkaji Number: J2.357D
• Wikipedia: Thymine
• Wikidata: Q171973
• NCI Thesaurus Code: C881
• Metabolomics Workbench ID: 37168
• ChEMBL ID: CHEMBL993
• Mol file: 65-71-4.mol

Synonyms:5 Methyluracil;5-Methyluracil;Thymine

Chemical Property of Thymine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 4.25E-07mmHg at 25°C
• Melting Point: 316 °C
• Refractive Index: 1.489
• Boiling Point: 403.8°C at 760 mmHg
• PKA: 9.94(at 25℃)
• Flash Point: 198oC
• PSA: 65.72000
• Density: 1.227 g/cm³
• LogP: -0.62840
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: Soluble in hot water. Slightly soluble in alcohol.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.042927438
• Heavy Atom Count: 9
• Complexity: 195

Purity/Quality:

99%, ^*data from raw suppliers

Thymine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Nucleic Acids and Derivatives
• Canonical SMILES: CC1=CNC(=O)NC1=O
• Uses: (1) Thymine, along with adenine, guanine, and cytosine, is one of the four nucleic acid bases in DNA; thymine can be used to study chemical processes that affect DNA structure, such as a radiation-induced free radical product resulting in base cross-linking reaction and derivatization reaction. Thymine can be used to study the energy and hydrogen bonding kinetic parameters with other nucleic acid bases such as adenine; thymine is used for the development of (Hg) detectors with sensitive, nanoparticle-based structures and coordination chemistry. (2) 5-methyl pyrimidine is an important component of genetic material, is the key intermediates of synthestising anti-AIDS drugs AZT, DDT and related drugs key intermediates, but also the starting material of synthetising anti-tumor, antiviral drug β-thymidine. Thymine is a nitrogenous base component in the nucleic acid of DNA. A nucleobase found in deoxyribonucleic acids (DNA). Thymine (Zidovudine EP Impurity C) is a nitrogenous base component in the nucleic acid of DNA.

Technology Process of Thymine

There total 239 articles about Thymine 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: 69.0%

(2R,3S,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl acetate (56070-42-9) + benzyl alcohol (100-51-6,185532-71-2) → (benzyloxy)(tert-butyl)dimethylsilane (53172-91-1) + 3'-O-acetylthymidine (21090-30-2) + thymin (65-71-4,28806-14-6,691841-57-3) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With copper(II) sulfate; In xylene; for 2h; Heating;

DOI:10.1080/15257770802257846

Reference yield: 55.0%

3',5'-O-di(tert-butyldimethylsilyl)thymidine (40733-26-4) + benzyl alcohol (100-51-6,185532-71-2) → (benzyloxy)(tert-butyl)dimethylsilane (53172-91-1) + thymin (65-71-4,28806-14-6,691841-57-3) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With copper(II) sulfate; In xylene; Heating;

DOI:10.1080/15257770802257846

Reference yield: 51.0%

3′,5′-di-O-trityl-thymidine (52417-07-9) + benzyl alcohol (100-51-6,185532-71-2) → triphenylmethane (519-73-3) + benzyl trityl ether (5333-62-0) + thymin (65-71-4,28806-14-6,691841-57-3) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With copper(II) sulfate; In xylene; for 5h; Heating;

DOI:10.1080/15257770802257846

upstream raw materials:

thymidine

Benzoic acid (2S,3S,5R)-2-hydroperoxy-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

5'-Desoxythymidin-5'-carbonitril

hydrogenchloride

Downstream raw materials:

6-ethoxy-5-chloro-5-methyl-dihydro-pyrimidine-2,4-dione

5-chloro-6-methoxy-5,6-dihydrothymine

5-Brom-6-methoxy-5,6-dihydrouracil

1-(2,3,5-tri-O-benzoyl-β-D-xylofuranosyl)thymine

Refernces

• 1、 Gatlin,Davis. "-". . p. 4464,4465,4469. Retrieved 1962.
• 2、 Kaspar, Felix,Giessmann, Robert T.,Neubauer, Peter,Wagner, Anke,Gimpel, Matthias. "Thermodynamic Reaction Control of Nucleoside Phosphorolysis". supporting information. p. 867 - 876. Retrieved 2020/01/24.
• 3、 Thomas, Caroline Suzanne,Pollard, Hannah Catherine,Razskazovskiy, Yuriy,Roginskaya, Marina. "Sources of 2,5-diaminoimidazolone lesions in DNA damage initiated by hydroxyl radical attack". . p. 517 - 524. Retrieved 2020/09/07.