90270-93-2

Basic information

• Product Name: Benzoic acid, 2-chloro-5-(hydroxymethyl)-
• CAS NO: 90270-93-2
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Mol File: 90270-93-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-chloro-5-(hydroxymethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-chloro-5-(hydroxymethyl)-(90270-93-2)
• EPA Substance Registry System: Benzoic acid, 2-chloro-5-(hydroxymethyl)-(90270-93-2)

Safety Data

• Hazardous Substances Data: 90270-93-2(Hazardous Substances Data)

Upstream product

• 16220-99-8 5-bromomethyl-2-chloro-benzoic acid methyl ester 
• 6342-60-5 2-chloro-5-methyl-benzoic acid 
• 16220-95-4 methyl 2-chloro-5-methylbenzoate 

Relevant articles and documents

Design, Synthesis, and in vitro Evaluation of P2X7 Antagonists

The P2X7 receptor is a promising target for the treatment of various diseases due to its significant role in inflammation and immune cell signaling. This work describes the design, synthesis, and in vitro evaluation of a series of novel derivatives bearing diverse scaffolds as potent P2X7 antagonists. Our approach was based on structural modifications of reported (adamantan-1-yl)methylbenzamides able to inhibit the receptor activation. The adamantane moieties and the amide bond were replaced, and the replacements were evaluated by a ligand-based pharmacophore model. The antagonistic potency of the synthesized analogues was assessed by two-electrode voltage clamp experiments, using Xenopus laevis oocytes that express the human P2X7 receptor. SAR studies suggested that the replacement of the adamantane ring by an aryl-cyclohexyl moiety afforded the most potent antagonists against the activation of the P2X7 cation channel, with analogue 2-chloro-N-[1-(3-(nitrooxymethyl)phenyl)cyclohexyl)methyl]benzamide (56) exhibiting the best potency with an IC50 value of 0.39 μΜ.