4091-91-2

Basic information

• Product Name: 3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE
• Synonyms: AKOS BBS-00004068;3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE;10-(3-chloropropanoyl)-10H-phenothiazine;3-chloro-1-(10-phenothiazinyl)propan-1-one
• CAS NO: 4091-91-2
• Molecular Formula: C₁₅H₁₂ClNOS
• Molecular Weight: 289.78
• Mol File: 4091-91-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 513.7°Cat760mmHg
• Flash Point: 264.5°C
• Appearance: /
• Density: 1.343g/cm³
• Vapor Pressure: 1.15E-10mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: 3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE(4091-91-2)
• EPA Substance Registry System: 3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE(4091-91-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 4091-91-2(Hazardous Substances Data)

Usage

Description

3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE, also known as 10-(3-chloropropanoyl)-10H-phenothiazine, is an organic compound that serves as an intermediate in the synthesis of substituted phenothiazines and related derivatives. It is characterized by the presence of a chloroacetyl group attached to a phenothiazine ring, which contributes to its chemical reactivity and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE is used as a key intermediate in the synthesis of various substituted phenothiazines and their derivatives. These compounds have a wide range of pharmaceutical applications, including the development of drugs for the treatment of various disorders such as schizophrenia, bipolar disorder, and other mental health conditions. The chloroacetyl group in 3-CHLORO-1-PHENOTHIAZIN-10-YL-PROPAN-1-ONE allows for further chemical modifications, enabling the creation of novel therapeutic agents with improved pharmacological properties.

InChI:InChI=1/C15H12ClNOS/c16-10-9-15(18)17-11-5-1-3-7-13(11)19-14-8-4-2-6-12(14)17/h1-8H,9-10H2

Upstream product

• 92-84-2 10H-phenothiazine 
• 625-36-5 2-chloropropionyl chloride 

Downstream Products

• 3576-44-1 10-(N,N-dimethyl-β-alanyl)-10H-phenothiazine 
• 1104951-47-4 10-{2-[N-(L-ephedrino)]propionyl}phenothiazine 
• 5909-59-1 10-(3-chloropropyl)-10H-phenothiazine 

Relevant articles and documents

Antitumor evaluation of novel phenothiazine derivatives that inhibit migration and tubulin polymerization against gastric cancer MGC-803 cells

Two novel series of 1,2,3-triazole?phenothiazine hybrids and dithiocarbamate?phenothiazine hybrids were designed and synthesized by molecular hybridization strategy. Their antiproliferative activity against three gastric cancer cell lines (MKN28, MGC-803

Synthesis and antifungal activity of some substituted phenothiazines and related compounds

Several phenothiazines and related compounds were synthesized and their antifungal activity was evaluated in vitro. The results observed for α-chloro-N-acetyl phenothiazine led us to choose this compound as a lead in the search of antifungal agents.

N-Homolupinanoyl and N-(ω-lupinylthio)alkanoyl derivatives of some tricyclic systems as ligands for muscarinic M1 and M2 receptor subtypes

A set of N-homolupinanoyl- and N-(ω-lupinylthio)alkanoyl derivatives of tricyclic systems (as phenothiazine, iminodibenzyl and dihydropyridobenzodiazepinone) has been prepared and tested for affinity for rat muscarinic M1 and M2 receptor subtypes labeled with [3H]pirenzepine and [3H]AF-DX 384. Good affinity for both M1 and M2 subtypes was displayed by most compounds, often with nanomolar Ki values, which for lupinylthiopropionyl- and lupinylthiobutyryl-phenothiazines (13-16) were comparable to those of pirenzepine and methoctramine, respectively. However, only moderate selectivity for one or the other subtype was seen.