1.0 2018-10-03 16:33:09 UTC 2020-06-04 18:57:00 UTC BMDB0063609 BMDB63609 gamma-Hexachlorocyclohexane(HCH) Lindane, also known as gamma-hexachlorocyclohexane (γ-HCH), gammaxene, Gammallin is an organochlorine insecticide that has been used as a pediculicide and a scabicide. Lindane has been banned in California, United Kingdom, Australia, and many western countries due to concerns about neurotoxicity and adverse effects on the environment. In Canada, Lindane is not recommmended as a first-line therapy due to reports of resistance, neurotoxicity, and bone marrow suppression, but has been approved by the FDA as a second-line therapy for topical treatment of pediculosis capitis (head lice), pediculosis pubis (pubic lice), or scabies in patients greater than two years of age who cannot tolerate or have failed first-line treatment. (1alpha,2alpha,3beta,4alpha,5alpha,6beta)-1,2,3,4,5,6-Hexachlorocyclohexane (1R,2C,3t,4C,5C,6t)-1,2,3,4,5,6-Hexachlorocyclohexane 1,2,3,4,5,6-Hexachlorocyclohexane Benzene hexachloride gamma-1,2,3,4,5,6-Hexachlorocyclohexane gamma-Benzene hexachloride gamma-BHC gamma-HCH gamma-Hexachlorzyklohexan gamma-Lindane Kwell Lindan gamma-Hexachlorocyclohexane (1a,2a,3b,4a,5a,6b)-1,2,3,4,5,6-Hexachlorocyclohexane (1Α,2α,3β,4α,5α,6β)-1,2,3,4,5,6-hexachlorocyclohexane g-1,2,3,4,5,6-Hexachlorocyclohexane Γ-1,2,3,4,5,6-hexachlorocyclohexane g-Benzene hexachloride Γ-benzene hexachloride g-BHC Γ-BHC g-HCH Γ-HCH g-Hexachlorzyklohexan Γ-hexachlorzyklohexan g-Lindane Γ-lindane g-Hexachlorocyclohexane Γ-hexachlorocyclohexane Lindane C6H6Cl6 290.83 287.860066434 (1R,2S,3r,4R,5S,6r)-1,2,3,4,5,6-hexachlorocyclohexane β-hexachlorobenzene 58-89-9 [H][C@]1(Cl)[C@]([H])(Cl)[C@@]([H])(Cl)[C@@]([H])(Cl)[C@]([H])(Cl)[C@@]1([H])Cl InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+ JLYXXMFPNIAWKQ-GNIYUCBRSA-N belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom. Organic compounds Organohalogen compounds Alkyl halides Cyclohexyl halides Cyclohexyl halides Alkyl chlorides Hydrocarbon derivatives Organochlorides Aliphatic homomonocyclic compound Alkyl chloride Cyclohexyl halide Hydrocarbon derivative Organochloride Aliphatic homomonocyclic compounds Organochlorine insecticides cyclodiene organochlorine insecticide hexachlorocyclohexane logp 3.94 ALOGPS logs -4.73 ALOGPS logp 4.35 ChemAxon iupac (1R,2S,3r,4R,5S,6r)-1,2,3,4,5,6-hexachlorocyclohexane ChemAxon average_mass 290.83 ChemAxon mono_mass 287.860066434 ChemAxon smiles [H][C@]1(Cl)[C@]([H])(Cl)[C@@]([H])(Cl)[C@@]([H])(Cl)[C@]([H])(Cl)[C@@]1([H])Cl ChemAxon formula C6H6Cl6 ChemAxon inchi InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+ ChemAxon inchikey JLYXXMFPNIAWKQ-GNIYUCBRSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 54.08 ChemAxon polarizability 23.08 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 109146 Specdb::MsMs 109147 Specdb::MsMs 109148 Specdb::MsMs 176541 Specdb::MsMs 176542 Specdb::MsMs 176543 Specdb::MsMs 2779969 Specdb::MsMs 2779970 Specdb::MsMs 2779971 Specdb::MsMs 2925076 Specdb::MsMs 2925077 Specdb::MsMs 2925078 Specdb::CMs 24605 Specdb::CMs 31698 Specdb::CMs 100128 Specdb::CMs 174931 Milk 0.0117 +/- 0.0578 uM Raw bovine milk from Haryana (n=147) Sharma HR, Kaushik A, Kaushik CP: Pesticide residues in bovine milk from a predominantly agricultural state of Haryana, India. Environ Monit Assess. 2007 Jun;129(1-3):349-57. doi: 10.1007/s10661-006-9368-5. Epub 2006 Dec 16. 17180431 DB00431 10481896 C07075 32888 Lindane Sharma HR, Kaushik A, Kaushik CP: Pesticide residues in bovine milk from a predominantly agricultural state of Haryana, India. Environ Monit Assess. 2007 Jun;129(1-3):349-57. doi: 10.1007/s10661-006-9368-5. Epub 2006 Dec 16. 17180431