.ALPHA.-HEXACHLORCYCLOHEXANE

Details

Stereochemistry	RACEMIC
Molecular Formula	C6H6Cl6
Molecular Weight	290.83
Optical Activity	( + / - )
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of .ALPHA.-HEXACHLORCYCLOHEXANE

SMILES

Cl[C@H]1[C@H](Cl)[C@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl

InChI

InChIKey=JLYXXMFPNIAWKQ-LKPKBOIGSA-N

InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4-,5+,6+/m0/s1

HIDE SMILES / InChI

Description

α-Hexachlorcyclohexane a byproduct of a production of insecticide lindane (γ-hexachlorocyclohexane). α-Hexachlorcyclohexane is a major (60-70%) component of technical grade hexachlorocyclohexane. It is a widespread environment pollutant and cause liver tumors in rats and mice.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; anion channel 203	Positive Allosteric Modulator 186

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2,596

PubMed

Show entries

Title	Date	PubMed
Convulsive properties of lindane, lindane metabolites, and the lindane isomer alpha-hexachlorocyclohexane: effects on the convulsive threshold for pentylenetetrazol and the brain content of gamma-aminobutyric acid (GABA) in the mouse.	1978 Oct	83029
The elevation of rat liver glutathione-S-transferase activity by alpha-hexachlorocyclohexane.	1981 Feb 15	6163436
In vivo and in vitro binding of alpha- and gamma-hexachlorocyclohexane to mouse liver macromolecules.	1984 Mar	6199873
Preferential distribution of alpha-hexachlorocyclohexane into cerebral white matter.	1989 Jan	2474221
Carcinogenicity and mode of action evaluation for alpha-hexachlorocyclohexane: Implications for human health risk assessment.	2016 Apr	26713892

Showing 1 to 5 of 5 entries

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Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

GABA-A potentiation was measured usin two-electrode voltage-clamp assay. RNA, encoding GABA-A receptors was extracted from rat cerebral cortec and expression in Xenopus oocytes. Effect of Alpha-HCH was studied by chloride currents elicited by 10uM GABA. Application of 10uM alpha-HCH caused increase in response by 200-300 %.

Show entries

Name

Type

Language

(±)-.ALPHA.-HCH

Preferred Name

English

.ALPHA.-HEXACHLORCYCLOHEXANE

Common Name

English

CYCLOHEXANE, 1,2,3,4,5,6-HEXACHLORO-, (1.ALPHA.,2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.,6.BETA.)-

Common Name

English

.ALPHA.-666

Common Name

English

LINDANE RELATED COMPOUND A [USP-RS]

Common Name

English

Showing 1 to 5 of 16 entries

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Code System

Code

Type

Description

EPA CompTox

DTXSID2020684

PRIMARY

ECHA (EC/EINECS)

206-270-8

PRIMARY

FDA UNII

IVM9A2N49K

PRIMARY

CAS

319-84-6

PRIMARY

SMS_ID

300000024095

PRIMARY

Showing 1 to 5 of 8 entries

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SUBSTANCE RECORD


					IVM9A2N49K

.ALPHA.-HEXACHLORCYCLOHEXANE