2920-92-5

Basic information

• Product Name: 2,4-dihydroxypyrimidine
• CAS NO: 2920-92-5
• Molecular Formula: C4H4N2O2
• Molecular Weight: 114.10476
• Mol File: 2920-92-5.mol
• Article Data: 156

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.321g/cm³
• Refractive Index: 1.501
• CAS DataBase Reference: 2,4-dihydroxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dihydroxypyrimidine(2920-92-5)
• EPA Substance Registry System: 2,4-dihydroxypyrimidine(2920-92-5)

Safety Data

• Hazardous Substances Data: 2920-92-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)/i4+2

Upstream product

• 141-90-2 2-thiouracil 
• 504-07-4 5,6-dhydrouracil 
• 3551-55-1 2,4-dimethoxypyrimidine 
• 20461-60-3 2,4-diethoxypyrimidine 
• 62880-79-9 2,4-bis-ethylmercapto-pyrimidine 
• 1448-98-2 N-(aminocarbonyl)-2-cyano-acetamide 
• 61349-92-6 (3t-ethoxy-acryloyl)-carbamic acid ethyl ester 
• 71-30-7 Cytosine 
• 84289-47-4 4-ethoxy-2-ethylsulfanyl-pyrimidine 
• 141-90-2 4-hydroxy-2-mercaptopyrimidine 
• 617-48-1 malic acid 
• 57-13-6 urea 
• 557-01-7 Pyrimidin-2(1H)-one 
• 591-28-6 4-thiouracil 

Downstream Products

• 500301-37-1 3-Morpholinomethyl-uracil 
• 854642-68-5 N-(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-phthalimide 
• 40338-28-1 1-acetyl-1H-pyrimidine-2,4-dione 
• 22390-04-1 1,3-diethyluracil 
• 57272-16-9 5-bromo-5,6-dihydro-6-methoxyuracil 
• 2072-83-5 5,5-dichloro-6-hydroxy-5,6-dihydrouracil 
• 28485-18-9 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride 
• 31730-50-4 5-Phenylhydrazinouracil 
• 76767-86-7 1,3-bis(2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranosyl)uracil 
• 76778-01-3 1-(2,3,5-Tri-O-benzoyl-6-deoxy-β-D-allofuranosyl)uracil 
• 76767-87-8 3-(2,3,5-tri-O-benzoyl-6-deoxy-β-D-allofuranosyl)uracil 
• 20763-91-1 uracil-5-ylacetic acid 
• 25855-26-9 1-(prop-2-en-1-yl)pyrimidine-2,4(1H,3H)-dione 
• 6892-10-0 N-1,N-3-diallylated uracil 

Relevant articles and documents

Structural Evidence for a [4Fe-5S] Intermediate in the Non-Redox Desulfuration of Thiouracil

We recently discovered a [Fe-S]-containing protein with in vivo thiouracil desulfidase activity, dubbed TudS. The crystal structure of TudS refined at 1.5 ? resolution is reported; it harbors a [4Fe-4S] cluster bound by three cysteines only. Incubation of TudS crystals with 4-thiouracil trapped the cluster with a hydrosulfide ligand bound to the fourth non-protein-bonded iron, as established by the sulfur anomalous signal. This indicates that a [4Fe-5S] state of the cluster is a catalytic intermediate in the desulfuration reaction. Structural data and site-directed mutagenesis indicate that a water molecule is located next to the hydrosulfide ligand and to two catalytically important residues, Ser101 and Glu45. This information, together with modeling studies allow us to propose a mechanism for the unprecedented non-redox enzymatic desulfuration of thiouracil, in which a [4Fe-4S] cluster binds and activates the sulfur atom of the substrate.

Green production process of uracil

The invention relates to the field of chemistry, and particularly provides a green production process of uracil, which comprises the following steps: cyclizing 3-alkoxy (amino) acrylate (amide) and urea alkali metal salt, acidifying, and converting into uracil with the yield of more than 95%.

Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases

In the present work, we suggested anion exchange resins in the phosphate form as a source of phosphate, one of the substrates of the phosphorolysis of uridine, thymidine, and 1-(β-D-arabinofuranosyl)uracil (Ara-U) catalyzed by recombinant E. coli uridine (UP) and thymidine (TP) phosphorylases. α-D-Pentofuranose-1-phosphates (PF-1Pis) obtained by phosphorolysis were used in the enzymatic synthesis of nucleosides. It was found that phosphorolysis of uridine, thymidine, and Ara-U in the presence of Dowex 1X8 (phosphate; Dowex-nPi) proceeded smoothly in the presence of magnesium cations in water at 20-50 °C for 54-96 h giving rise to quantitative formation of the corresponding pyrimidine bases and PF-1Pis. The resulting PF-1Pis can be used in three routes: (1) preparation of barium salts of PF-1Pis, (2) synthesis of nucleosides by reacting the crude PF-1Pi with an heterocyclic base, and (3) synthesis of nucleosides by reacting the ionically bound PF-1Pi to the resin with an heterocyclic base. These three approaches were tested in the synthesis of nelarabine, kinetin riboside, and cladribine with good to excellent yields (52-93%).