582323-13-5

Basic information

• Product Name: Benzamide, 4-chloro-N-(2-chloro-5-pyrimidinyl)-3-fluoro-
• CAS NO: 582323-13-5
• Molecular Formula: C11H6Cl2FN3O
• Molecular Weight: 286.093
• Mol File: 582323-13-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzamide, 4-chloro-N-(2-chloro-5-pyrimidinyl)-3-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 4-chloro-N-(2-chloro-5-pyrimidinyl)-3-fluoro-(582323-13-5)
• EPA Substance Registry System: Benzamide, 4-chloro-N-(2-chloro-5-pyrimidinyl)-3-fluoro-(582323-13-5)

Safety Data

• Hazardous Substances Data: 582323-13-5(Hazardous Substances Data)

Upstream product

• 56621-90-0 2-chloro-5-aminopyrimidine 
• 177787-25-6 3-fluoro-4-chlorobenzoyl chloride 
• 403-17-8 4-chloro-3-fluorobenzoic acid 

Relevant articles and documents

N -pyridyl and pyrimidine benzamides as KCNQ2/Q3 potassium channel openers for the treatment of epilepsy

A series of N-pyridyl benzamide KCNQ2/Q3 potassium channel openers were identified and found to be active in animal models of epilepsy and pain. The best compound 12 [ICA-027243, N-(6-chloro-pyridin-3-yl)-3,4-difluoro-benzamide] has an EC50 of 0.38 μM and is selective for KCNQ2/Q3 channels. This compound was active in several rodent models of epilepsy and pain but upon repeated dosing had a number of unacceptable toxicities that prevented further development. On the basis of the structure-activity relationships developed around 12, a second compound, 51, [N-(2-chloro-pyrimidin-5-yl)-3,4-difluoro- benzamide, ICA-069673], was prepared and advanced into a phase 1 clinical study. Herein, we describe the structure-activity relationships that led to the identification of compound 12 and to the corresponding pyrimidine 51.