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

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

Uses

Used in Pharmaceutical Industry:
2-chloro-10H-phenothiazine-10-carbonyl chloride is utilized as a building block for the synthesis of various pharmaceuticals. Its reactivity allows for the creation of a wide range of organic compounds that can be further used in medicinal chemistry.
Used in Chemical Industry:
In the chemical industry, 2-chloro-10H-phenothiazine-10-carbonyl chloride is employed as a key intermediate in the synthesis of complex organic compounds. Its ability to participate in chemical reactions as an acyl chloride is crucial for developing new materials and products.
Safety Note:
It is important to handle 2-chloro-10H-phenothiazine-10-carbonyl chloride with care due to its corrosive and toxic nature, which can lead to severe skin and eye irritation. Proper safety measures should be taken to minimize risks during its use in both research and industrial applications.

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

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

Downstream Products

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

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.