58-89-9 Lindane

Lindane (1,2,3,4,5,6-hexachlorocyclohexane) is an insecticide registered for commercial and home use, and it is also used in some shampoos. Lindane is slightly soluble in water and volatilizes readily. Lindane is classified as B2-C (i.e., between the lower half of the B category of probable and the C category of possible carcinogen classifications). 

Before the impulse arrives, the voltage difference is at its resting potential. The 

Immediately before the impulse has reached the location (P), but has reached a location very close to it, the opening of Na+ channels there decreases the voltage difference also at (P). The voltage drop leads to a brief opening of the Na+ channels and influx of Na+. 

The influx of Na+ ions reduces the voltage potential difference even further and causes a reduced potential at a point further down the axon. 

The Na+ channels close but the K+ channels are kept open for a while. 

The ion pump throws Na+ out and K+ in at the expense of energy from ATP, restoring the concentration difference of ions at the inside and outside of the cell. 

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Benzene Hexachloride and Lindane. The active constituent of ben2ene hexachloride is y-l,2,3,4,5,6-hexachlorocydohexane [58-89-9] or lindane (31). 

Lindane is used predominately as a seed dressing and soil insecticide, for the control of ectoparasites of humans and domestic animals, for the control of locusts and grasshoppers, and as a residual spray to control the Anopheles vectors of malaria. Because of its relatively high volatility it is useful to control wood-boring insects of timber, fmit trees, and ornamental plants. The mode of action is not well understood but is thought to be competitive blocking of the y-aminobutyric acid (GABA) transmitter of synaptic nerve transmission. 

Mode of Motion. The cyclodienes, like lindane and toxaphene, affect the nerve axon produciag hyperactivity, convulsions, prostration, and death. The biochemical lesion is the competitive inhibition of the y-aminobutyric acid (GABA) neurotransmitter binding site of the nerve axon. Spray workers with lengthy exposure to dieldrin have suffered from prolonged and repeated central nervous system disturbances produciag epileptiform coavulsioas. Similar disturbances occurred ia workers heavily exposed to chlordecoae. 

Reductive DechIorina.tion. Such reduction of chlorinated aUphatic hydrocarbons, eg, lindane, has been known since the 1960s. More recentiy, the dechlorination of aromatic pesticides, eg, 2,4,5-T, or pesticide products, eg, chlorophenols, has also been documented (eq. 10) (20). These reactions are of particular interest because chlorinated compounds are generally persistent under aerobic conditions. 

Reductive dechlorination of chlorinated aUphatic hydrocarbons, eg, lindane (11) (eq. 17) is extremely facile and occurs almost exclusively via chemical mechanisms, although microorganisms are typically the source of electron donors (30). 

Sorption. Most organics are sorbed to a very small degree on the biofloc, ie, < 2 percent. Exceptions are the nondegradable pesticide Lindane, other pesticides, and PCBs. Heavy metals will complex with the ceU wall and precipitate within the floe. Metal accumulation will increase with increasing sludge age. 

Both lindane [58-89-9] (14) and hexachlorocyclopentadiene [77-47-4] (15) are halogenated hydrocarbons unlike the PCBs and PCNs, they do not contain an aromatic ring. 

Lindane is one of eight different hexachlorocyclohexane (HCH), C H Cl, isomers and its Chemical Abstract n.2cniQ is la, 2a 3P, 4a, 5a 6P-hexachlorocyclohexane [58-89-9] (y-HCH or y-BHC, ben2ene hexachloride) (80). Commercial products containing lindane are marketed as either a mixture of isomers or as the pure y-BHC isomer. Not unexpectedly, lindane is a highly stable lipophilic compound and it has been used extensively worldwide as an insecticide. In contrast, hexachloropentadiene, C Cl, is an extremely reactive industrial intermediate used as a chemical intermediate in the synthesis of a broad range of cyclodiene-derived pesticides, which include endosulfan, endrin, heptachlor, and several different organohalogen flame retardants (81). 

Chemistry and Environmental Impact. Lindane is produced by the photocataly2ed addition of chlorine to ben2ene to give a mixture of isomers. The active y-HCH isomer can be preferentially extracted and purified. Composition of the technical-grade product is a (65—70%), B (7—10%), y (14—15%), 5 (7%), and S (1—2%). Lindane has been produced worldwide for its use as an insecticide and for other minor uses in veterinary, agricultural, and medical products. 

Animal and Human Toxicity. The acute toxicity of lindane depends on the age, sex, and animal species, and on the route of adrninistration. The oral LD q in mice, rats, and guinea pigs is 86, 125—230, and 100—127 mg/kg, respectively. In contrast, most of the other isomers were considerably more toxic (94,95). Some of the other toxic responses caused by lindane in laboratory animals include hepato- and nephotoxicity, reproductive and embryotoxicity, mutagenicity in some short-term in vitro bioassays, and carcinogenicity (80). The mechanism of the lindane-induced response is not known. Only minimal data are available on the mammalian toxicides of hexachlorocyclopentadiene. 

The effects of occupational exposure to lindane have been investigated extensively (96—100). These studies indicated that occupational exposure to lindane resulted in increased body burdens of this chemical however, toxic effects associated with these exposures were minimal and no central nervous system disorders were observed. This is in contrast to the polyneuropathies that are often observed after exposure to other haloorganic solvents. 

Produced by fungi which can contaminate crops. Some, such as zearalenone, are oestrogenic DDT, lindane and beta-HCH are common, persistent environmental pollutants Widespread, persistent environmental pollutants... 

It is also clear that it is difficult to relate cause and effect to any specific chemical since, with the exception of point source effluents, many waterways contain a multitude of chemicals, of which the active endocrine disruptor may not be that which has been measured in the water or tissue. For such reasons, many studies have used in vitro experiments in which isolated tissue, either from a control animal or one captured in a polluted water system, is exposed to a single pollutant in the laboratory. Such experiments have shown significant disruption to testicular activity by a wide range of xenobiotics, including cadmium, lindane, DDT, cythion, hexadrin and PCBs. ... 

Aldrin, chlordecone (Kepone), 2,4-D, DDT and metabolites, dieldrin, endosulfan, endrin, f]- and y-HCH (lindane), linuron, methoxychlor, mirex... 

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