41904-39-6

Basic information

• Product Name: 2-(3-chlorophenyl)acetyl chloride
• Synonyms: 2-(3-chlorophenyl)acetyl chloride
• CAS NO: 41904-39-6
• Molecular Formula: C₈H₆Cl₂O
• Molecular Weight: 189.03864
• Mol File: 41904-39-6.mol
• Article Data: 61

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3-chlorophenyl)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-chlorophenyl)acetyl chloride(41904-39-6)
• EPA Substance Registry System: 2-(3-chlorophenyl)acetyl chloride(41904-39-6)

Safety Data

• Hazardous Substances Data: 41904-39-6(Hazardous Substances Data)

Usage

Description

2-(3-chlorophenyl)acetyl chloride is an organic compound characterized by its chemical structure that features a chlorine atom attached to a phenyl group, which is further connected to an acetyl chloride moiety. 2-(3-chlorophenyl)acetyl chloride is known for its potential applications in the pharmaceutical industry due to its unique properties and reactivity.

Uses

Used in Pharmaceutical Industry:
2-(3-chlorophenyl)acetyl chloride is used as a key intermediate in the synthesis of novel pyrrolidine MCHR1 antagonists. These antagonists are designed to target and block the activity of the melanin-concentrating hormone receptor 1 (MCHR1), which plays a role in various physiological processes, including appetite regulation and energy homeostasis. By inhibiting MCHR1, these antagonists can potentially be used to treat conditions such as obesity and related metabolic disorders.
Additionally, 2-(3-chlorophenyl)acetyl chloride is used in the development of compounds that reduce hERG inhibition. The hERG (human Ether-à-go-go Related Gene) is a protein that forms a potassium channel involved in the proper functioning of the heart. Inhibition of this channel can lead to potentially life-threatening cardiac arrhythmias. Therefore, compounds that reduce hERG inhibition are of significant interest in the development of safer medications with fewer cardiovascular side effects.

Upstream product

• 1878-65-5 3-chlorophenylacetic acid 
• 7023-78-1 2-diazo-1-(3-chlorophenyl)ethanone 
• 618-46-2 m-Chlorobenzoyl chloride 
• 535-80-8 3-chlorobenzoate 
• 14338-36-4 3-amino phenylacetic acid 
• 53088-68-9 methyl 3-chlorophenylacetate 
• 64123-83-7 methyl 2-(3-chlorophenyl)acrylate 
• 107473-99-4 2-(3-chlorophenyl)acrylic acid 

Downstream Products

• 103752-77-8 2-(3-chlorophenyl)-N,N-dimethylacetamide 
• 53463-59-5 N,N-Di-sec-butyl-2-(3-chloro-phenyl)-acetamide 
• 21541-98-0 1-(3-Chlor-phenyl)-hexanon-⁽²⁾ 
• 24253-17-6 1-chloro-3-(3'-chlorophenyl)-2-propanone 
• 80154-93-4 3-chlorobenzyl 2-thienyl ketone 
• 68968-13-8 2-(3-chlorophenyl)-1-(4-methoxyphenyl)ethanone 
• 141063-96-9 2-(3-Chloro-phenyl)-N-(1-methyl-prop-2-ynyl)-acetamide 
• 69739-64-6 5-chloro-3,4-dihydro-1H-naphthalen-2-one 
• 17556-19-3 7-chloro-3,4-dihydro-2(1H)-naphthalenone 
• 136328-66-0 2-(3-Chloro-phenyl)-N-methyl-N-((S)-2-methyl-1-pyrrolidin-1-ylmethyl-propyl)-acetamide 
• 141063-82-3 2-(3-Chloro-phenyl)-N-(4-dimethylamino-but-2-ynyl)-N-methyl-acetamide 
• 141063-84-5 N-methyl-N-<4-(dimethylamino)-1-methyl-2-butynyl>-2-(3-chlorophenyl)acetamide 
• 58357-84-9 2-(3-chlorophenyl)acetamide 
• 68968-12-7 2-(3-chlorophenyl)-1-(4-chlorophenyl)ethan-1-one 

Relevant articles and documents

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

Design, synthesis, biological evaluation and silico prediction of novel sinomenine derivatives

Sinomenine is a morphinan alkaloid with a variety of biological activities. Its derivatives have shown significant cytotoxic activity against different cancer cell lines in many studies. In this study, two series of sinomenine derivatives were designed and synthesized by modifying the active positions C1 and C4 on the A ring of sinomenine. Twenty‐three compounds were synthesized and characterized by spectroscopy (IR,1H‐NMR,13C‐NMR, and HRMS). They were further evaluated for their cytotoxic activity against five cancer cell lines, MCF‐7, Hela, HepG2, SW480 and A549, and a normal cell line, Hek293, using MTT and CCK8 methods. The chlorine‐containing compounds exhibited significant cytotoxic activity compared to the nucleus structure of sinomenine. Furthermore, we searched for cancer‐related core targets and verified their interaction with derivatives through molecular docking. The chlorine‐containing compounds 5g, 5i, 5j, 6a, 6d, 6e, and 6g exhibited the best against four core targets AKT1, EGFR, HARS and KARS. The molecular docking results were consistent with the cytotoxic results. Overall, results indicate that chlorine‐containing derivatives might be a promising lead for the development of new anticancer agents.

CEPHALOSPORIN CIPROFLOXACIN HYBRID COMPOUNDS

A compound of formula (Ia) and related aspects.