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=CC2=C(SC3=C(N2)C=CC=C3)C=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 2578

PubMed

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

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 `Fri Dec 15 15:33:27 UTC 2023` Edited by `admin` on `Fri Dec 15 15:33:27 UTC 2023`
Record UNII	95H3AO2301
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-CHLOROPHENOTHIAZINE

Systematic 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

2-CHLORO-PHENOTHIAZINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

7088