54198-88-8

Basic information

• Product Name: 2-(Chloromethyl)pyrimidine
• Synonyms: PYRIMIDINE, 2-(CHLOROMETHYL)-;2-(CHLOROMETHYL)-PYRIMIDINE;Pyrimidine, 2-(chloromethyl)- (9CI);2-(chloromethyl)pyrimidine(SALTDATA: HCl);2-(Chloromethyl)pyrimidin...;2-chloroMrthyl pyriMidine;2-(ChloroMethyl)pyriMidine(HCl ForM);2-Chlormethyl-pyrimidin
• CAS NO: 54198-88-8
• Molecular Formula: C₅H₅ClN₂
• Molecular Weight: 128.56
• Product Categories: PYRIMIDINE;Heterocycle-Pyrimidine series
• Mol File: 54198-88-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 171.6 °Cat760mmHg
• Flash Point: 71.8 °C
• Appearance: /
• Density: 1.241 g/cm³
• Vapor Pressure: 1.844mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 0.43±0.13(Predicted)
• CAS DataBase Reference: 2-(Chloromethyl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Chloromethyl)pyrimidine(54198-88-8)
• EPA Substance Registry System: 2-(Chloromethyl)pyrimidine(54198-88-8)

Safety Data

• Hazardous Substances Data: 54198-88-8(Hazardous Substances Data)

Usage

General Description

2-(Chloromethyl)pyrimidine is a chemical compound that contains a pyrimidine ring with a chloromethyl group attached at the 2-position. It is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. The chloromethyl group makes the compound a reactive chemical that can undergo various chemical reactions, such as nucleophilic substitution and cross-coupling reactions. Due to its reactivity and ability to participate in diverse chemical transformations, 2-(Chloromethyl)pyrimidine is a valuable building block in organic synthesis. It is important for the development of new drugs and materials, and it has widespread applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C5H5ClN2/c6-4-5-7-2-1-3-8-5/h1-3H,4H2

Upstream product

• 5053-43-0 2-methylpyrimidine 
• 87-90-1 trichloroisocyanuric acid 
• 22433-12-1 (5-bromopyrimidine-2-yl)methanol 

Downstream Products

• 59566-45-9 2-(pyrimidin-2-yl)acetonitrile 
• 497852-18-3 7-{4-[2-(butoxy)ethoxy]phenyl}-1-isobutyl-N-({4-[(2-pyrimidinyl)methyl]sulfanyl}phenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxamide 
• 99650-08-5 triphenyl(pyrimidin-2-ylmethyl)phosphonium chloride 
• 60561-50-4 methyl 2-(pyrimidin-2-yl)acetate 
• 1448754-38-8 4-(pyrimidin-2-ylmethyl)-7-(4-(trifluoromethyl)phenyl)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one 
• 1411980-86-3 2-(pyrimidin-2-ylmethyl)-7-(4-(trifluoromethoxy)phenyl)-3,4-dihydroisoquinolin-1(2H)-one 
• 1411981-02-6 2-(pyrimidin-2-ylmethyl)-7-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinolin-1(2H)-one 

Relevant articles and documents

Discovery of functionally selective 7,8,9,10-tetrahydro-7,10-ethano-1,2,4- triazolo[3,4-a]phthalazines as GABAA receptor agonists at the α3 subunit

We have previously identified the 7,8,9,10-tetrahydro-7,10-ethano-1,2,4- triazolo[3,4-a]phthalazine (1) as a potent partial agonist for the 0.3 receptor subtype with 5-fold selectivity in binding affinity over α1. This paper describes a detailed investigation of the substituents on this core structure at both the 3- and 6-positions. Despite evaluating a wide range of groups, the maximum selectivity that could be achieved in terms of affinity for the α3 subtype over the α1 subtype was 12-fold (for 57). Although most analogues showed no selectivity in terms of efficacy, some did show partial agonism at α1 and antagonism at α3 (e.g., 25 and 75). However, two analogues tested (93 and 96), both with triazole substituents in the 6-position, showed significantly higher efficacy for the α3 subtype over the α1 subtype. This was the first indication that selectivity in efficacy in the required direction could be achieved in this series.

PHARMACOLOGICALLY ACTIVE GUANIDINE COMPOUNDS

The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-guanidines which are inhibitors of histamine activity.