22433-12-1

Basic information

• Product Name: 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)
• Synonyms: 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI);(5-BroMopyriMidin-2-yl)Methanol;5-Bromo-2-(hydroxymethyl)pyrimidine;5-Bromopyrimidine-2-methanol;(5-bromopyrimidine-2-yl)methanol
• CAS NO: 22433-12-1
• Molecular Formula: C₅H₅BrN₂O
• Molecular Weight: 189.01
• Product Categories: PYRIMIDINE
• Mol File: 22433-12-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 93-94 °C
• Boiling Point: 246.753°C at 760 mmHg
• Flash Point: 126.423°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• PKA: 13.23±0.10(Predicted)
• CAS DataBase Reference: 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)(22433-12-1)
• EPA Substance Registry System: 2-Pyrimidinemethanol, 5-bromo- (8CI,9CI)(22433-12-1)

Safety Data

• Hazardous Substances Data: 22433-12-1(Hazardous Substances Data)

Usage

Uses

(5-Bromopyrimidin-2-yl)methanol is used to prepare alcohol-?containing benzothiazoles as potent dual-?targeting bacterial DNA supercoiling inhibitors.

InChI:InChI=1/C5H7N3/c1-4-2-7-3-8-5(4)6/h2-3H,1H3,(H2,6,7,8)

Upstream product

• 1025351-12-5 2-(benzoyloxymethyl)-5-bromopyrimidine 
• 37131-87-6 5-bromo-2-pyrimidinecarboxylic acid 
• 89581-38-4 5-bromopyrimidine-2-carboxylic acid methyl ester 

Downstream Products

• 1459771-35-7 1-ethyl-3-[5-[2-(hydroxymethyl)pyrimidin-5-yl]-7-(2-pyridyl)-1,3-benzothiazol-2-yl]urea 
• 1318791-28-4 2-trimethylsilylethyl 4-(2-hydroxymethylpyrimidin-5-yl)-3,6-dihydro-2H-pyridine-1-carboxylate 
• 1318791-34-2 2-trimethylsilylethyl 4-[2-(5-methanesulfonylindol-1-ylmethyl)pyrimidin-5-yl]piperidine-1-carboxylate 
• 1318791-33-1 2-trimethylsilylethyl 4-[2-(methanesulfonyloxymethyl)pyrimidin-5-yl]piperidine-1-carboxylate 
• 1318791-31-9 2-trimethylsilylethyl 4-[2-(4-methanesulfonylphenoxymethyl)pyrimidin-5-yl]piperidine-1-carboxylate 
• 1318791-30-8 2-trimethylsilylethyl 4-(2-hydroxymethylpyrimidin-5-yl)piperidine-1-carboxylate 
• 1318790-67-8 tert-Butyl 4-[2-(4-methanesulfonylphenoxymethyl)pyrimidin-5-yl]piperidine-1-carboxylate 

Relevant articles and documents

SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF

Provided is a sulfonamide derivative represented by the following general formula (1) and having an α4 integrin inhibitory effect with high selectivity with a low effect on α4β1 and a high effect on α4β7, or a pharmaceutically acceptable salt thereof (in the general formula (1), A, B, D, E, R41, and a to h are as described in the description).

Discovery and in vivo evaluation of alcohol-containing benzothiazoles as potent dual-targeting bacterial DNA supercoiling inhibitors

A series of dual-targeting, alcohol-containing benzothiazoles has been identified with superior antibacterial activity and drug-like properties. Early lead benzothiazoles containing carboxylic acid moieties showed efficacy in a well-established in vivo model, but inferior drug-like properties demanded modifications of functionality capable of demonstrating superior efficacy. Eliminating the acid group in favor of hydrophilic alcohol moieties at C 5, as well as incorporating solubilizing groups at the C7 position of the core ring provided potent, broad-spectrum Gram-positive antibacterial activity, lower protein binding, and markedly improved efficacy in vivo.

Hydroxymethylations of aryl halides by Pd-catalyzed cross-couplings with (benzoyloxy)methylzinc iodide - Scope and limitations of the reaction

Palladium-catalyzed cross-coupling reactions of (benzoyloxymethyl)zinc iodide with diverse (het)aryl halides leading to (benzoyloxymethyl)(het)arenes were studied to define the scope of this reaction. It has been found that this reaction is only applicable for electron-deficient aryl halides and the most efficient it is for 2-halopyridines and 4-halopyrimidines. Deprotection of the intermediates gives (hydroxymethyl)pyridines and -pyrimidines in high yields. Georg Thieme Verlag Stuttgart.