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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
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2431769

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

Curator's Comment: Known to be CNS active in mice; possesses the anti-convulsant and tremorogenic effects of alpha-HCH. Human data not available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The elevation of rat liver glutathione-S-transferase activity by alpha-hexachlorocyclohexane.
1981 Feb 15
In vivo and in vitro binding of alpha- and gamma-hexachlorocyclohexane to mouse liver macromolecules.
1984 Mar
Carcinogenicity and mode of action evaluation for alpha-hexachlorocyclohexane: Implications for human health risk assessment.
2016 Apr
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 %.
Name Type Language
.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.-HCH
Common Name English
.ALPHA.-666
Common Name English
LINDANE RELATED COMPOUND A [USP-RS]
Common Name English
.ALPHA.-LINDANE
Common Name English
.ALPHA.-BENZOHEXACHLORIDE
Common Name English
.ALPHA.-BENZENEHEXACHLORIDE
Common Name English
.ALPHA.-HCH
Common Name English
(±)-.ALPHA.-HEXACHLOROCYCLOHEXANE
Common Name English
BHC, .ALPHA.-
Common Name English
.ALPHA.-HEXACHLORAN
Common Name English
.ALPHA.-1,2,3,4,5,6-HEXACHLOROCYCLOHEXANE
Common Name English
.ALPHA.-BHC
Common Name English
.ALPHA.-HEXACHLORANE
Common Name English
CYCLOHEXANE, 1,2,3,4,5,6-HEXACHLORO-, .ALPHA.-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID2020684
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-270-8
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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FDA UNII
IVM9A2N49K
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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CAS
319-84-6
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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SMS_ID
300000024095
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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WIKIPEDIA
alpha-Hexachlorocyclohexane
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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HSDB
6029
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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RS_ITEM_NUM
1367515
Created by admin on Sat Dec 16 05:07:42 GMT 2023 , Edited by admin on Sat Dec 16 05:07:42 GMT 2023
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