2-CHLOROPHENOTHIAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H8ClNS
Molecular Weight	233.717
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC=C2SC3=CC=CC=C3NC2=C1

InChI

InChIKey=KFZGLJSYQXZIGP-UHFFFAOYSA-N

InChI=1S/C12H8ClNS/c13-8-5-6-12-10(7-8)14-9-3-1-2-4-11(9)15-12/h1-7,14H

HIDE SMILES / InChI

Molecular Formula	C12H8ClNS
Molecular Weight	233.717
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23408428 | https://www.ncbi.nlm.nih.gov/pubmed/10521691 | https://www.google.com/patents/CN101417986A

2-chloro-phenothiazine is an important intermediate in the synthesis of anti-psychotic, anesthetic, anticonvulsant and other pharmaceutical drugs. 2-chlorophenothiazine exerts no effect on cellular bioenergetics and do not inhibit glioblastoma cell proliferation. In the photo-micronucleus test using V79 cells, 2-chlorophenothiazine was identified as photogenotoxin.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Reversing the Warburg effect as a treatment for glioblastoma.	2013-03-29	23408428
Improved tricyclic inhibitors of trypanothione reductase by screening and chemical synthesis.	2009-08	19557801
Photodegradation of 2-chloro substituted phenothiazines in alcohols.	2008-08-05	18673321
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
Synthesis and biological activity of N-acylphenothiazines.	2000-04	10773488
The application of the micronucleus test in Chinese hamster V79 cells to detect drug-induced photogenotoxicity.	1999-09-15	10521691
Inhibition of the mutagenicity and metabolism of 6-methyl-benzo[a]pyrene and 6-hydroxymethyl-benzo[a]pyrene.	1986-07-15	3524575

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

At a 2-chlorophenothiazine (2Cl-PTH) concentration of 2 uM, an apparent 16-fold increase in Ks was observed for 6-methyl-benzo[a]pyrene (6-CH3-BaP). 2Cl-PTH might exert a strong effect on the metabolism of 6-CH3-BaP.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:01:04 GMT 2025` Edited by `admin` on `Mon Mar 31 18:01:04 GMT 2025`
Record UNII	95H3AO2301
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-CHLOROPHENOTHIAZINE

Systematic Name

English

2-CHLORO-PHENOTHIAZINE

Preferred Name

English

PHENOTHIAZINE, 2-CHLORO-

Systematic Name

English

NSC-170953

Code

English

2-CL-PH

Common Name

English

2-CHLORO-10H-PHENOTHIAZINE

Systematic Name

English

PROCHLORPERAZINE MALEATE IMPURITY D [EP IMPURITY]

Common Name

English

CHLORPROMAZINE HYDROCHLORIDE IMPURITY E [EP IMPURITY]

Common Name

English

NSC-67188

Code

English

NSC-17469

Code

English

Code System Code Type Description

PUBCHEM

7088