13514-92-6

Basic information

• Product Name: 6-hydroxy-5,6-dihydrothymine
• Synonyms: 6-hydroxy-5,6-dihydrothymine;6-Hydroxydihydrothymine
• CAS NO: 13514-92-6
• Molecular Formula: C₅H₈N₂O₃
• Molecular Weight: 144.13
• Mol File: 13514-92-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.328g/cm³
• Refractive Index: 1.496
• CAS DataBase Reference: 6-hydroxy-5,6-dihydrothymine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxy-5,6-dihydrothymine(13514-92-6)
• EPA Substance Registry System: 6-hydroxy-5,6-dihydrothymine(13514-92-6)

Safety Data

• Hazardous Substances Data: 13514-92-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H8N2O3/c1-2-3(8)6-5(10)7-4(2)9/h2-3,8H,1H3,(H2,6,7,9,10)

Upstream product

• 1124-84-1 cis-5,6-dihydroxy-5,6-dihydrothymine 
• 65-71-4 thymin 
• 70-54-2 2,6-diaminocaproic acid 
• 2943-56-8 5,6-dihydroxy-5,6-dihydrothymine 
• 1195-73-9 5-bromo-6-hydroxy-5,6-dihydrothymine 

Relevant articles and documents

Reactions of cobalt(III) complexes with free radicals derived from thymine

The nature of interaction of Co(III) complexes such as Co(III)EDTA and Co(III)NTA with transient adducts of thymine such as TOH·, T·-, and TH· formed in the gamma radiolysis of thymine were studied. The study shows that TOH radicals do not undergo electron transfer reaction with Co(III) complexes whence no radiosensitization of thymine by Co(III) complexes was observed. Electron transfer however, takes place from T·- and TH· to Co(III) complexes. A plausible mechanism of radiolysis of thymine in presence of Co(III) complexes is discussed.

RADIATION-INDUCED REDUCTIVE CONVERSION OF 5-BROMO-6-HYDROXYTHYMINE TO THYMINE PROMOTED BY TRANSITION METAL SALTS IN DEAERATED AQUEOUS SOLUTION

The radiation-induced reduction of 5-bromo-6-hydroxythymine to produce thymine (2) in deaerated aqueous solution was remarkably promoted by the addition of lower-valent transition metal salts (K4Fe(CN)6 (3a), CuCl (3b), K2PtCl6 (3c), and FeSO4 (3d)).It is suggested that the possible intermediate hydroxythymine-5-yl radical undergoes one-electron reduction by 3a-d to the corresponding anion which eliminates OH- to produce 2.

Reactions of Ni(II) and its complexes with free radicals derived from thymine

The effects of nickel(II) ions and its complexes on the products arising from the γ-radiolysis of thymine were studied.The decomposition of the pyrimidine base and formation of different radiolytic products indicate that nickel(II) ions or its complexes have little effect on the radiosensitivity of thymine.The transient hydroxyl adduct of thymine reacts with Ni(II) with the formation of a complex having a nickel-carbon bond.The rate constants for the reactions are of the order of 106 dm3mol-1s-1.Possible mechanisms for the formation of different products in the radiolysis of thymine in the presence of nickel(II) compounds are discussed.

Far ultraviolet induced decomposition of thymine in deaerated and aerated aqueous solutions

Thymine in aqueous solution was decomposed with quantum yields of 0.3 and 0.4 under N2-saturated and aerated conditions by far-ultraviolet light (>180 nm, far-uv), and quantum yields of 2E-4 and 3E-4 by near-ultraviolet light (>220 nm, near-uv), respectively.The main photolytic products by far-uv were 5,6-dihydrothymine (DHT) (selectivity: S(DHT) = 0.2) and 5-hydroxymethyluracil (HMU) (S(HMU) = 0.1) under N2-saturated conditions. cis- and trans-5,6-Dihydroxy-5,6-dihydrothymine (TG), 6(5)-hydroperoxy-5(6)-hydroxy-5,6-dihydrothymine (HTP) (S(TG) + S(HTP) = 0.2), and N1-formyl-N2-pyruvylurea (FPU) (S(FPU) = 0.4) were obtained under aerated conditions.These products were attributed to the reactions of thymine with the radical H and radical O produced by photolysis of water.