25902-86-7

Basic information

• Product Name: 4(1H)-Pyrimidinone, 2-methoxy- (9CI)
• Synonyms: 4(1H)-Pyrimidinone, 2-methoxy- (9CI);2-Methoxy-4(1H)-pyrimidinone;2-methoxypyrimidin-4-ol;4-Hydroxy-2-methoxypyrimidine;2-Methoxy-1,4-dihydropyriMidin-4-one;2-MethoxypyriMidin-4(1H)-one;2-Methoxypyrimidin-4-ol, 2-Methoxypyrimidin-4(3H)-one, 2-Methoxypyrimidin-4(1H)-one;4(1H)-Pyrimidinone, 2-methoxy-
• CAS NO: 25902-86-7
• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 126.11334
• Product Categories: PYRIMIDINE
• Mol File: 25902-86-7.mol

Chemical Properties

• Boiling Point: 189.9°C at 760 mmHg
• Flash Point: 68.6°C
• Appearance: /
• Density: 1.306g/cm³
• Vapor Pressure: 0.556mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.23±0.40(Predicted)
• CAS DataBase Reference: 4(1H)-Pyrimidinone, 2-methoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Pyrimidinone, 2-methoxy- (9CI)(25902-86-7)
• EPA Substance Registry System: 4(1H)-Pyrimidinone, 2-methoxy- (9CI)(25902-86-7)

Safety Data

• Hazardous Substances Data: 25902-86-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4(1H)-Pyrimidinone, 2-methoxy(9CI) is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry Research:
4(1H)-Pyrimidinone, 2-methoxy(9CI) is employed as a significant molecule in medicinal chemistry research, where it is studied for its potential biological activities and its role in the discovery of new therapeutic agents.
Used in Agrochemical Industry:
4(1H)-Pyrimidinone, 2-methoxy(9CI) is used in the agrochemical industry, where its chemical properties contribute to the development of new pesticides or other agricultural chemicals.
Used in Dyes Industry:
In the dyes industry, this compound is leveraged for its color-producing properties, contributing to the creation of new dye formulations.
Used in Polymers Industry:
The versatile chemical structure of 4(1H)-Pyrimidinone, 2-methoxy(9CI) makes it suitable for use in the polymers industry, where it can be incorporated into the synthesis of various types of polymers with specific properties.
It is important to handle and use 4(1H)-Pyrimidinone, 2-methoxy(9CI) with care, adhering to proper safety protocols due to its potential hazards.

InChI:InChI=1/C5H6N2O2/c1-9-5-6-3-2-4(8)7-5/h2-3H,1H3,(H,6,7,8)

Upstream product

• 3289-47-2 4-amino-2-methoxypyrimidine 
• 63857-17-0 methyl 3-oxopropionate 
• 29427-58-5 O-methylisourea hemisulfate 
• 931-63-5 2-methoxypyrimidine 
• 37117-02-5 1-(β-D-erythro-3-deoxy-pentofuranosyl)-4-methoxy-1H-pyrimidin-2-one 

Downstream Products

• 717-00-0 1-benzyluracil 
• 61686-79-1 1-benzyl-3-methyl-2,4-pyrimidinedione 
• 253142-23-3 3-benzyl-2-methoxy-4-pyrimidinone 
• 72717-05-6 2-<2-(2-furanylmethylthio)ethylamino>-5-(6-methyl-3-pyridylmethyl)pyrimidin-4-one 

Relevant articles and documents

Highly efficient, chemoselective syntheses of 2-methoxy-4-substituted pyrimidines

Three 2-methoxy-4-substituted pyrimidine compounds were chemoselectively synthesized by diazotization, using 2,4-dichloropyrimidine as the starting material. In nonaqueous diazotization reaction system, halo-substituted 6 and 7 were efficiently prepared, and in aqueous medium, hydrolysis product 8 was afforded.

Reactions of benzonitrile oxide with methoxypyrimidines and pyrimidones

Methoxypyrimidines preferentially add to benzonitrile oxide to give cycloadducts to their C=N double bonds. These, however, lose benzonitrile affording the corresponding pyrimidones. Cycloadditions to their C=C double bonds take place to a very low extent, and products generally undergo a ring opening process which affords the corresponding oximes. Pyrimidones preferentially give addition products to their nitrogen atoms, and only in the case of 4-pyrimidone, the cycloadduct to its C=C double bond was isolated.

HSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils

A qualitative hardness scale (N134) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinones 1-3 and applied to high yielding chemoselective N3 methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsymmetrically 1,3-disubstituted uracils.

A kinetic and nuclear magnetic resonance study of methylated pyrimidine nucleosides

Alkylated pyrimidine nucleosides are of interest from the viewpoint of mutagenesis and carcinogenesis. (1)H and (13)C nmr data are presented for a series of 2'-deoxynucleosides methylated at the O2-, O4-, and N3-positions of the base, and discussed in terms of their physical properties.The pH dependence of the stability of the O2- and O4-methylated 2'-deoxyribosides as well as the corresponding ribosides was examined by (1)H nmr and ultraviolet (uv) spectrophotometric methods.