36798-98-8

Basic information

• Product Name: 2-chloro-10H-phenothiazine-10-carbonyl chloride
• Synonyms: 2-chloro-10H-phenothiazine-10-carbonyl chloride;2-Chlorophenothiazine-10-carbonyl chloride;2-Chloro-10H-phenothiazine-10-carboxylic acid chloride
• CAS NO: 36798-98-8
• Molecular Formula: C₁₃H₇Cl₂NOS
• Molecular Weight: 296.17178
• EINECS: 253-220-6
• Mol File: 36798-98-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 459.1 °C at 760 mmHg
• Flash Point: 231.5 °C
• Appearance: /
• Density: 1.521 g/cm³
• Vapor Pressure: 1.3E-08mmHg at 25°C
• Refractive Index: 1.699
• CAS DataBase Reference: 2-chloro-10H-phenothiazine-10-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-10H-phenothiazine-10-carbonyl chloride(36798-98-8)
• EPA Substance Registry System: 2-chloro-10H-phenothiazine-10-carbonyl chloride(36798-98-8)

Safety Data

• Hazardous Substances Data: 36798-98-8(Hazardous Substances Data)

Usage

General Description

2-chloro-10H-phenothiazine-10-carbonyl chloride is a chemical compound that consists of a phenothiazine ring with a carbonyl chloride group and a chlorine atom attached at the 2-position. It is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. The carbonyl chloride group makes this compound a reactive acyl chloride, allowing it to serve as a key intermediate in many chemical reactions, such as the formation of amides and esters. Its unique structure and reactivity make it a valuable tool in both pharmaceutical and chemical industries for the synthesis of complex compounds. Additionally, it is important to handle 2-chloro-10H-phenothiazine-10-carbonyl chloride with care, as it is a corrosive and toxic substance that can cause severe skin and eye irritation.

InChI:InChI=1/C13H7Cl2NOS/c14-8-5-6-12-10(7-8)16(13(15)17)9-3-1-2-4-11(9)18-12/h1-7H

Upstream product

• 92-39-7 2-chlorophenothiazine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 

Downstream Products

• 115423-15-9 2-Chloro-phenothiazine-10-carboxylic acid [1-(4-hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 115423-14-8 2-Chloro-phenothiazine-10-carboxylic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 115423-13-7 2-Chloro-phenothiazine-10-carboxylic acid [1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 115423-16-0 2-Chloro-phenothiazine-10-carboxylic acid [(E)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazide 
• 115423-12-6 2-Chloro-phenothiazine-10-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 
• 115423-09-1 2-Chloro-phenothiazine-10-carboxylic acid N'-phenyl-hydrazide 
• 50-53-3 2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 

Relevant articles and documents

N-heterocyclic (4-phenylpiperazin-1-yl)methanones derived from phenoxazine and phenothiazine as highly potent inhibitors of tubulin polymerization

We report here a series of 27 10-(4-phenylpiperazin-1-yl)methanones derived from tricyclic heterocycles which were screened for effects on tumor cell growth, inhibition of tubulin polymerization, and induction of cell cycle arrest. Several analogues, among them the 10-(4-(3-methoxyphenyl)piperazine-1-carbonyl)-10H-phenoxazine-3-carbonitrile (16o), showed excellent antiproliferative properties, with low nanomolar GI50 values (16o, mean GI50 of 3.3 nM) against a large number (93) of cancer cell lines. Fifteen compounds potently inhibited tubulin polymerization. Analysis of cell cycle by flow cytometry revealed that inhibition of tumor cell growth was related to an induction of G2/M phase cell cycle blockade. Western blotting and molecular docking studies suggested that these compounds bind efficiently to β-tubulin at the colchicine binding site. Our studies demonstrate the suitability of the phenoxazine and phenothiazine core and also of the phenylpiperazine moiety for the development of novel and potent tubulin polymerization inhibitors.