3524-87-6

Basic information

• Product Name: 4-Hydroxy-6-methylpyrimidine
• Synonyms: 6-METHYL-PYRIMIDIN-4-OL;6-METHYL-4-PYRIMIDINOL;6-METHYL-4(3H)-PYRIMIDINONE;AKOS BC-0740;4-HYDROXY-6-METHYLPYRIMIDINE;4(1H)-Pyrimidinone, 6-methyl-;4-Pyrimidinol, 6-methyl-;6-methyl-4(1h)-pyrimidinon
• CAS NO: 3524-87-6
• Molecular Formula: C₅H₆N₂O
• Molecular Weight: 110.11
• EINECS: 222-543-4
• Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Pyrimidine series;Heterocycle-Pyrimidine series
• Mol File: 3524-87-6.mol
• Article Data: 24

Chemical Properties

• Melting Point: 145-150℃
• Boiling Point: 242.1±20.0 °C at 760 mmHg
• Flash Point: 100.2±21.8 °C
• Appearance: White to brown/Solid
• Density: 1.2±0.1 g/cm³
• Vapor Pressure: 0.496mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.46±0.40(Predicted)
• CAS DataBase Reference: 4-Hydroxy-6-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-6-methylpyrimidine(3524-87-6)
• EPA Substance Registry System: 4-Hydroxy-6-methylpyrimidine(3524-87-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• RTECS: UW7528000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 3524-87-6(Hazardous Substances Data)

Usage

Description

4-Hydroxy-6-methylpyrimidine is an organic compound with the molecular formula C5H5N2O. It is a heterocyclic compound featuring a pyrimidine ring structure with a hydroxyl group at the 4th position and a methyl group at the 6th position. 4-Hydroxy-6-methylpyrimidine is known for its potential applications in the pharmaceutical and chemical industries due to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4-Hydroxy-6-methylpyrimidine is used as a key intermediate in the synthesis of various antitumor compounds. It plays a crucial role in the preparation of adenine-based antitumor agents, which are designed to target and inhibit the growth of cancer cells.
Additionally, 4-Hydroxy-6-methylpyrimidine is utilized in the synthesis of novel purine derivatives, which have potential applications as tyrosine kinase inhibitors. Tyrosine kinases are enzymes that play a significant role in cell signaling and are often overactive in cancer cells, leading to uncontrolled cell growth. Inhibiting these enzymes can help in the development of targeted cancer therapies.
Used in Chemical Industry:
In the chemical industry, 4-Hydroxy-6-methylpyrimidine is employed as a building block for the synthesis of various heterocyclic compounds, such as 3-cyanopyridine and m-amino-N-phenylbenzamide derivatives. These compounds have potential applications in the development of new drugs and materials with diverse properties and functions.

InChI:InChI=1/C5H6N2O/c1-4-2-5(8)7-3-6-4/h2-3H,1H3,(H,6,7,8)

Upstream product

• 5424-21-5 2,4-dichloro-6-methylpyrimidine 
• 56-04-2 6-methyl-2-thiouracil 
• 53907-67-8 N-(3-methyl-isoxazol-5-yl)-formamide 
• 6328-58-1 6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 
• 37893-08-6 2-hydrazino-6-methylpyrimidin-4(3H)-one 
• 17759-11-4 4-benzyloxy-6-methylpyrimidine 1-oxide 
• 109113-86-2 3-Formylamino-3-methyl-N-acetylacrylamide 
• 89991-26-4 ω-(6-methyl-4-pyrimidinylthio)-acetophenone 
• 89991-24-2 2-(6-Methyl-pyrimidin-4-ylsulfanyl)-1-p-tolyl-ethanone 
• 89991-22-0 1-(4-Chloro-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 89991-23-1 1-(4-Bromo-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 89991-25-3 1-(4-Methoxy-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 56-04-2 2-mercapto-6-methylpyrimidin-4(3H)-one 
• 3524-87-6 4-hydroxy-6-methylpyrimidine 

Downstream Products

• 17758-19-9 3,6-dimethylpyrimidin-4(3H)-one 
• 5541-07-1 4-methoxy-6-methylpyrimidine 
• 74519-13-4 4-oxo-1,6-dimethylpyrimidine 
• 51793-97-6 6-methylpyrimidine-4(3H)-thione 
• 7752-74-1 5-iodo-6-methyl-3H-pyrimidin-4-one 
• 83942-10-3 4,5-dichloro-6-methyl-pyrimidine 
• 3524-87-6 4-hydroxy-6-methylpyrimidine 
• 3524-87-6 6-methyl-3H-pyrimidin-4-one 
• 89991-27-5 2-(6-methyl-4-pyrimidinylthio)-cyclohexanone 
• 89991-26-4 ω-(6-methyl-4-pyrimidinylthio)-acetophenone 
• 89991-24-2 2-(6-Methyl-pyrimidin-4-ylsulfanyl)-1-p-tolyl-ethanone 
• 89991-22-0 1-(4-Chloro-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 89991-23-1 1-(4-Bromo-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 
• 89991-25-3 1-(4-Methoxy-phenyl)-2-(6-methyl-pyrimidin-4-ylsulfanyl)-ethanone 

Relevant articles and documents

Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Quinazolinones

A mild and efficient visible-light-induced radical difluoromethylation/cyclization of unactivated alkenes toward the synthesis of substituted quinazolinones with easily accessible difluoromethyltriphenylphosphonium bromide has been developed. The transformation has the advantages of wide functional group compatibility, a broad substrate scope, and operational simplicity. The benign protocol offers a facile access to pharmaceutically valuable difluoromethylated polycyclic quinazolinones.

5-Alkynyl-pyridines

This invention relates to 5-alkynyl-pyridine of general formula (I) their use as inhibitors of the activity of PI3Kalpha, pharmaceutical compositions containing them, and their use as a medicaments for the treatment and/or prevention of diseases characterized by excessive or abnormal cell proliferation and associated conditions such as cancer. The groups R1 to R6 and n have the meanings given in the claims and in the specification

5-ALKYNYL-PYRIMIDINES

The present invention encompasses compounds of general formula (1) wherein R1 to R4 R3 are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and the use thereof for preparing a medicament having the above-mentioned properties.