16220-95-4

Basic information

• Product Name: Methyl 2-chloro-5-methylbenzoate
• Synonyms: Methyl 2-chloro-5-methylbenzoate;2-Chloro-5-methyl-benzoic acid methyl ester;Benzoic acid, 2-chloro-5-methyl-, methyl ester
• CAS NO: 16220-95-4
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.61956
• Product Categories: Acids & Esters;Chlorine Compounds
• Mol File: 16220-95-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 79-80 °C(Press: 0.85 Torr)
• Appearance: /
• Density: 1.186±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Methyl 2-chloro-5-methylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-chloro-5-methylbenzoate(16220-95-4)
• EPA Substance Registry System: Methyl 2-chloro-5-methylbenzoate(16220-95-4)

Safety Data

• Hazardous Substances Data: 16220-95-4(Hazardous Substances Data)

Usage

General Description

Methyl 2-chloro-5-methylbenzoate is a chemical compound with the molecular formula C9H9ClO2. It is a derivative of benzoic acid and contains a chlorine atom and a methyl group attached to the benzene ring. Methyl 2-chloro-5-methylbenzoate is commonly used in the synthesis of pharmaceuticals and agrochemicals as a building block for various organic reactions. It is also utilized as a flavor and fragrance ingredient in the production of perfumes and cosmetics. Additionally, methyl 2-chloro-5-methylbenzoate is considered to have low toxicity and is not expected to cause significant harm to human health or the environment when used in accordance with safety guidelines.

Upstream product

• 67-56-1 methanol 
• 6342-60-5 2-chloro-5-methyl-benzoic acid 
• 18595-16-9 2-amino-5-methylbenzoic acid methyl ester 
• 79-37-8 oxalyl dichloride 
• 73129-52-9 2'-chloro-5-methylacetophenone 

Downstream Products

• 1401683-82-6 2-chloro-5-((2,4-dioxo-3,4-dihydroquinazoline-1(2H)-yl)methyl)benzoic acid 
• 90270-93-2 2-chloro-5-(hydroxymethyl)benzoic acid 
• 199679-23-7 2-chloro-5-formyl-benzoic acid methyl ester 
• 13406-46-7 (RS)-3-carboxy-4-chlorophenylalanine 
• 16220-99-8 5-bromomethyl-2-chloro-benzoic acid methyl ester 

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.

BENZOTHIAZOLE AND PYRIDOTHIAZOLE COMPOUNDS AS SUMO ACTIVATORS

Provided are SUMO activators, which can enhance SUMOylation of SERCA2a, which are useful in the treatment of heart failure, cardiovascular diseases, cancer, neurodegenerative disorders, viral infection, bacterial infection, liver disease, inflammation, and other diseases.

Chemoselective sp 2-sp3 cross-couplings: Iron-catalyzed alkyl transfer to dihaloaromatics

The chemoselective functionalization of a range of dihaloaromatics with methyl, cyclopropyl, and higher alkyl Grignard reagents via iron-catalyzed cross-coupling is described. The site selectivity of C-X (X = halogen) activation is determined by factors such as the position of the halogen on the ring, the solvent, and the nucleophile. A one-pot protocol for the chemoselective synthesis of mixed dialkyl heterocycles is achieved solely employing iron catalysis.