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Isodrin

HCID 12310946
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Grundinformationen

CAS
465-73-6
Standard-SMILES
ClC1=C(Cl)[C@]2(Cl)[C@H]3[C@H]([C@H]4C=C[C@@H]3C4)[C@@]1(Cl)C2(Cl)Cl
InChIKey
QBYJBZPUGVGKQQ-DIFDVCDBSA-N
Summenformel
C12H8Cl6
Durchschnittliche Molmasse
364,9 g/mol
Monoisotopische Masse
361,875716

Überblick

Isodrin is a solid. This material is no longer used as a pesticide. Isomer of aldrin.

Namen und Bezeichner

Bevorzugter Name
Isodrin
IUPAC
(1S,2S,3R,6S,7R,8R)-1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.13,6.02,7]dodeca-4,9-diene

Namen und Synonyme

ISODRINIsodrin (insecticide)465-73-6Compound 711Latka 711RCRA waste number P060Experimental insecticide 711ENT 19,244SD 34187P1FV3GSTBIsodrine (France)Isodrine [France]
Weitere Namen anzeigen
SD-34181,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-, (1R,4S,4aS,5R,8S,8aR)-rel-NSC-8936(1alpha,4alpha,4abeta,5beta,8beta,8abeta)-1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene(1R,4S,5R,8S)-1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene1,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-, (1alpha,4alpha,4abeta,5beta,8 beta,8abeta)-1,8,9,10,11,11-hexachlorotetracyclo(6.2.1.13,6.02,7)dodeca-4,9-diene1,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-, (1alpha,4alpha,4abeta,5beta,8beta,8abeta)-

Datenbank-Bezeichner

CAS
465-73-6
PubChem CID
12310946
DTXSID
DTXSID7042065
UNII
7P1FV3GSTB
EC Number
207-366-2
Nikkaji
J9.371H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,5
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
18
Formalladung
0
Komplexität
481

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesBoiling point
PesticidesPesticides -> Organochlorine Pesticides
Color/FormCrystals
Boiling Point344 °C @760 [mm Hg]
DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/.
Melting Point · 2 Einträge

464 to 468 °F (EPA, 1998)

240-242 °C

Vapor Pressure · 2 Einträge

0.000044 [mmHg]

0.00001 [mm Hg] @25 °C

Physical Description · 2 Einträge

Isodrin is a solid. This material is no longer used as a pesticide. Isomer of aldrin.

Solid; [Hawley]

Stability/Shelf LifeIs not a stable molecule

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 2 Einträge

Hazard Traits - Bioaccumulation; Environmental Persistence

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 1 Eintrag

(Non-Specific -- Aldrin) This material may burn but may not ignite readily. Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Material is related to aldrin. (Non-Specific -- Aldrin) When heated to decomposition it emits toxic fumes of chlorine. Unstable, reactions induced by light or acid. (EPA, 1998)

Health HazardsIt is classified as extremely toxic. Probable oral lethal dose for humans is 5-50 mg/kg or between 7 drops and 1 teaspoonful for a 70 kg (150 lb.) person. It causes renal damage and hyperactivity of sympathetic nervous system. (EPA, 1998)
Hazards SummaryAn isomer of Aldrin; May be restrictions on use; [Hawley] Irritating to skin; [HSDB] Extremely toxic; [CAMEO] May cause irritation; Can be absorbed through skin; Effects in high-dose animal studies include convulsions; [MSDSonline]

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 4 Einträge

Isodrin was among 11 cyclodiene insecticidal compounds tested for the ability to induce detoxifying microsomal oxidases in a cyclodiene-resistant strain of the housefly. Isodrin showed a maximum of 30% increase in enzyme activity. The induction of enzymes appeared to be a nonspecific phenomenon when based on the enzyme system induced.

The gamma -aminobutyric acid (GABA)/benzodiazepine/picrotoxin receptor complex of rat brain was identified by the specific binding of three radiolabeled ligands in the same membrane preparation: ((3)H)flunitrazepam (( (3)H)Flu) for the benzodiazepine receptor site, ((3)H)muscimol for the GABA receptor site, and t-((35)S)butylbicyclophosphorothionate (( (35)S)TBPS) for the picrotoxinin site. Seven cyclodiene insecticides, gamma -hexachlorocyclohexane (gamma -BHC), beta -BHC, and hexachlorobenzene had no significant effect on the specific binding of ((3)H)Flu or ((3)H)muscimol. The results suggest that the ionic channel of the GABA receptor in mammalian brain is a primary target for the toxic action of gamma -BHC and cyclodienes. /Cyclodiene insecticides/

The in vitro and in vivo effects of aldrin, dieldrin, and endrin on calmodulin regulated Ca2+-pump activity in rat brain synaptosomes and heart sarcoplasmic reticulum were investigated. All the 3 cyclodiene compounds inhibited both brain synaptosomal and heart sarcoplasmic reticulum Ca2+-pump activity in vitro in a concentration dependent manner. Calmodulin depleted Ca2+-pump activity was insensitive to the action of toxic compounds. Oral administration of pesticides (0.5-10 mg/kg) to rats similarly decreased the Ca2+-pump activity, in addition to decreasing the levels of calmodulin of both brain and heart thus indicating disruption in membrane Ca2+ transport mechanisms. Exogenous addition of calmodulin (1-20 micrograms) could effectively reverse the pesticide induced inhibition. Ca2+-pump activity is more sensitive to the 3 cyclodiene compounds in brain than in heart. The results of the present study indicate that the cyclodiene compounds may produce neurotoxic effects by altering calmodulin regulated calcium dependent events in neurons. /Cyclodiene insecticides/

Cyclodiene insecticides release labeled neurotransmitter in striatal and cortical synaptosome preparations under nondepolarizing conditions. Release assays with different transmitters indicated that striatal dopaminergic terminals are severalfold more sensitive to release than other neurotransmitter types.

Metabolism/Metabolites

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Collision Cross Section
153.87 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]
Other Experimental PropertiesDecomposes above 100 °C; an isomer of aldrin
Reactive GroupHalogenated Organic Compounds
Special Reports · 1 Eintrag

Photoreactions of cyclodiene /SRP: metabolite of endrin/ insecticides under simulated atmospheric conditions, especially with photomineralization reactions /was determined/. Many well-known and highly effective insecticides belong to the cyclodiene group, including chlordane, heptachlor, thiodane, aldrin, isodrin, dieldrin, and endrin. The various cyclodiene insecticides are described and structures are given. This is followed by an account of the photochemical reactions of cyclodiene insecticides, ie, photoisomerisation, dechlorination, photooxidation, and photomineralisation reactions.[Parlar H, Korte F; Chemosphere 6 (10): 665-705 (1977)]

RCRA Requirements · 1 Eintrag

P060; As stipulated in 40 CFR 261.33, when isodrin, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).

Reactivity ProfileISODRIN is related to aldrin. (nonspecific -- Aldrin) When heated to decomposition it emits toxic fumes of chlorine. Unstable, reactions induced by light or acid. [EPA, 1998].
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
EPA Hazardous Waste NumberP060; An acute hazardous waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.
CERCLA Reportable Quantities · 2 Einträge

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1 lb or 0.454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Isodrin is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... .

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

(Non-Specific -- Aldrin) Wear full protective clothing, including positive pressure breathing apparatus. Move container from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material.

First Aid · 1 Eintrag

Signs and Symptoms of Isodrin Exposure: Signs and symptoms of acute exposure to isodrin may be severe and include overall discomfort, headache, dizziness, agitation, nervousness, disturbed behavior, tremors, seizures, and coma. Convulsive episodes may alternate with periods of severe central nervous system depression. Nausea, vomiting, and diarrhea are common. Hypertension (high blood pressure), tachycardia (rapid heart rate), and cardiac arrhythmias (abnormal heart beating) may be noted. Respiratory depression may lead to respiratory arrest. Contact with the skin, eyes, and mucous membranes may result in redness and irritation. Victims often have an elevated temperature.

Fire Fighting Procedures · 1 Eintrag

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty. Use water in flooding quantities as fog. Use "alcohol" foam, carbon dioxide, or dry chemical. /Organochlorinne pesticide, solid, not otherwise specified/

Nonfire Spill Response · 1 Eintrag

Material is related to aldrin. (Non-Specific -- Aldrin) Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Remove and isolate contaminated clothing at the site. Do not touch spilled material; stop leak if you can do it without risk. Use water spray to reduce vapors.

Disposal Methods · 5 Einträge

[40 CFR 240-280, 300-306, 702-799 (7/1/2006)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P060, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Group I Containers: Combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) should be disposed of in pesticide incinerators or in specified landfill sites. /Organic or metallo-organic pesticides/

Group II Containers: Non-combustible containers from organic or metallo-organo pesticides (except organic mercury, lead, cadmium, or arsenic compounds) must first be triple-rinsed. Containers that are in good condition may be returned to the manufacturer or formulator of the pesticide product, or to a drum reconditioner for reuse with the same type of pesticide product, if such reuse is legal under Department of Transportation regulations (eg 49 CFR 173.28). Containers that are not to be reused should be punctured ... and transported to a scrap metal facility for recycling, disposal or burial in a designated landfill. /Organic or metallo-organic pesticides/

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P060, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

A good candidate for rotary kiln incineration at a temperature range of 820 to 1600 °C and residence times of seconds for liquids and gases, and hours for solids. A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.

Preventive Measures · 5 Einträge

Eating and smoking should not be permitted in areas where ... liquids, /or solids/ are handled, processed, or stored. Employees who handle /solids/, or liquids ... should wash their hands thoroughly with soap or mild detergent and water before eating, smoking, or using toilet facilities. /Endrin/

Non-impervious clothing which becomes contaminated ... should be removed immediately and not reworn until the /material/ is removed from the clothing. If an employees' clothing has had any possibility of being contaminated ... employees should change into uncontaminated clothing before leaving the work premises. Clothing which has had any possibility of being contaminated ... should be placed in closed containers for storage until it can be discarded or until provision is made for the removal of the /material/ from the clothing. If the clothing is to be laundered or otherwise cleaned to remove the /contaminant/, the person performing the operation should be informed of the /material's/ hazardous properities. /Endrin/

Where there is any possibility of exposure to an employee's body, ... facilitiesfor quick drenching of the body should be provided within the immediate work area for emergency use. /Endrin/

Measurements to determine employee exposure are best taken so that the average eight hr exposure is based on a single eight hr sample or on two four hr samples. Several short time interval samples (up to 30 min) may also be used to determine the average exposure level. Air samples should be taken in the employee's /work area/ (air that would most nearly represent that inhaled by the employee). /Endrin/

For more Preventive Measures (Complete) data for ISODRIN (9 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Minimum Risk LevelIntermediate Oral: 0.002 mg/kg/day (L134) Chronic Oral: 0.0003 mg/kg/day (L134)
Protective Action Criteria (PAC) · 3 Einträge

0.64 [mg/m3]

7.0 [mg/m3]

42 [mg/m3]

Personal Protective Equipment (PPE) · 4 Einträge

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Employees should be provided with and required to use dust- and splash-proof safety goggles where there is any possibility of contacting the eyes. Employees should be provided with and required to use impervious clothing, gloves, face shields (eight inch minimum), and other appropriate protective clothing necessary to prevent any possibility of skin contact. /Endrin/

Respiratory protection ... is as follows: Particulate concentration: 1 mg/cu m or less: Any chemical cartridge respirator with an organic vapor cartridge(s) dust and mist filter(s) including pesticide respirators which meet the requirements of this class, or any supplied-air respirator, or any self-contained breathing apparatus. 5 mg/cu m or less: A chemical cartridge respirator with a full facepiece, organic vapor cartridge(s), and dust and mist filter(s), including pesticide respirators which meet the requirements of this class, or a gas mask with a chin-style or a front- or back-mounted organic vapor canister and dust and mist filter, including pesticide respirators which meet the requirements of this class, or any supplied-air respirator with a full facepiece, helmet, or hood, or any self-contained breathing apparatus with a full facepiece. 100 mg/cu m or less: A powered air-purifying respirator with an organic vapor cartridge and high efficiency particulate filter, including pesticide respirators which meet the requirements of this class, or a type C supplied-air respirator operated in pressure-demand or other positive pressure or continuous-flow mode. 200 mg/cu m or less: A type C supplied-air respirator with a full facepiece operated in pressure-demand or other positive pressure mode or with a full facepiece, helmet, or hood operated in continuous-flow mode. Greater than 200 mg/cu m or entry and escape from unknown concentrations: Self-contained breathing apparatus with a full facepiece operated in pressure-demand or other positive pressure mode, or a combination respirator which includes a type C supplied-air respirator with a full facepiece operated in pressure-demand or other positive pressure or continous-flow mode and an auxiliary self-contained breathing apparatus operated in pressure-demand or other positive pressure mode. Escape: Any gas mask providing protection against organic vapors and particulates, including pesticide respirators which meet the requirements of this class, or any escape self-contained breathing apparatus. /Endrin/

Wear boots, protective gloves, and goggles. Wear self-contained breathing apparatus, when fighting fires involving this material. /Organochlorine pesticide, solid, not otherwise specified/

Toxikologische Informationen

Body BurdenIsodrin was not detected in 15 samples of human breast milk collected from women living in the Spanish Mediterranean coastal region(1).
TreatmentTreatment is symptomatic, aimed at controlling convulsions, coma, and respiratory depression. If ingested, gastric lavage may be performed, followed by administering activated charcoal powder. (L150)
InteractionsHouseflies metabolized isodrin to endrin. Sesamex acted as a synergist.
Health EffectsPoisoning affects primarily the nerve system. Exposure causes various harmful effects including hyperexcitability, severe central nervous system damage, and death. It is also believed to cause birth defects. (T10, L112)
Ecotoxicity Values · 4 Einträge

LC50 Phoxinus phoxinus (minnow) 6 ppb/24 hr /Conditions of bioassay not specified/

LC50 Aedes aegypti (mosquito, late third instar) 19 ppb/24 hr /Conditions of bioassay not specified/

LD50 Musca (housefly, 3-day-old female) 54 ug/fly /Conditions of bioassay not specified/

LC50; Species: Lepomis macrochirus (Bluegill); Conditions: freshwater; static; Concentration: 12 ug/L for 24 hr /formulated product/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.1X10+5(SRC), determined from a structure estimation method(2), indicates that isodrin is expected to be immobile in soil(SRC). Volatilization of isodrin from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.9X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, volatilization from moist soil surfaces containing organic carbon is expected to be attenuated by adsorption to soil particles based on the estimated Koc(SRC). Isodrin is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.4X10-5 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2006).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.1X10+5(SRC), determined from a structure estimation method(2), indicates that isodrin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.9X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 9.9 hours and 8.9 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 4.6 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 2.1X10+4(SRC), from an estimated log Kow of 6.75(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Biodegradation data were not available(SRC 2006).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isodrin, which has an estimated vapor pressure of 4.4X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase isodrin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 0.2 days(SRC), calculated from its rate constant of 6.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase isodrin may be removed from the air by wet or dry deposition(SRC). Isodrin will undergo phototransformation when irradiated with natural sunlight(4-6).

Food Survey ValuesIsodrin was not detected in 45 samples of dry or liquid baby formula purchased in the Spanish Mediterranean coast. The limit of detection was 0.25 ug/L(1).
Adverse EffectsOther Poison - Organochlorine
Milk ConcentrationsENVIRONMENTAL MILK: Isodrin was not detected in 15 samples of human breast milk collected from women living in the Spanish Mediterranean coastal region(1).
Toxicity Summary · 1 Eintrag

It antagonizes the action of the neurotransmitter gamma-aminobutyric acid (GABA) acting at the GABA-A receptors, effectively blocking the GABA-induced uptake of chloride ions and causing hyperexcitability of the central nervous system. It also inhibits Na+ K+ ATPase and Ca2+ and Mg2+ ATPase which are essential for the transport of calcium across membranes. This results in the accumulation of intracellular free calcium ions, which promotes release of neurotransmitters from storage vesicles, the subsequent depolarization of adjacent neurons, and the propagation of stimuli throughout the central nervous system. It also causes increased lipid peroxidation, decreased membrane fluidity, and DNA damage in hepatocytes, but the exact mechanism is unknown. (T10, L112)

Ecotoxicity Excerpts · 2 Einträge

/AQUATIC SPECIES/ The onset of toxic symptoms of photoaldrin and photodieldrin is 3-5 times faster than aldrin and dieldrin in crayfish, bluegills and minnows and 1.3-2.2 times in other animals. Photoisodrin is 3-5 times slower than isodrin in its toxic action against other animals tested.

/OTHER TERRESTRIAL SPECIES/ Photoaldrin, photodieldrin, and photoheptachlor are more toxic than their corresponding parent compounds (aldrin, dieldrin, and heptachlor) to freshwater invertebrates and vertebrates, and to adult houseflies. The increase in toxicity is very significant in the case of the amphipod,Gammarus (1.5-12 times), bluegill fry (3.6-5.7 times), mosquito larvae,Aedas (2.3-6 times), minnow fry (2.5 times), and the isopid,Asellus (2 times). Photodieldrin is 12 and 5 times more toxic than dieldrin, respectively, to Gammarus, and to blue-gill fry, photoaldrin is 6 and 4 times more toxic than aldrin, respectively, to mosquito larvae and bluegill fry. The toxicities of the photoisomers of isodrin and chlordene are generally less than those of their parent compounds

Signs and SymptomsSymptoms that may result from endrin poisoning are headaches, dizziness, nervousness, confusion, nausea, vomiting, and convulsions. (L112)

Regulatorische Informationen

RCRA Requirements · 1 Eintrag

P060; As stipulated in 40 CFR 261.33, when isodrin, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).

CERCLA Reportable Quantities · 2 Einträge

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1 lb or 0.454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Isodrin is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... .

· 6 Einträge

When isodrin was incubated with homogenates from excised roots of bean seedlings (phaseolus vulgaris) ... cmpd corresponding chromatographically to endrin ketone (delta-keto endrin) was observed. A second metabolite, present in very small amt, observed, but not identified. No endrin was found.

... Isodrin ... is converted to endrin by rabbit liver microsomes. Apparently no further metabolism of the product endrin occurs with this enzyme system.

Conversion of isodrin to endrin ... has been demonstrated in both susceptible & resistant strains of houseflies. ... Susceptible & resistant flies topically treated with isodrin & endrin contained small ... amt (3-4% of applied dose) of water sol substance that appeared to be identical to the semi-caged keto derivative ... /which is/ known rearrangement product of endrin.

After application of (14)C labeled isodrin (1 mg/plant) to leaves of young white cabbage, 44% of the applied radioactivity was recovered in the plants & soil after 4 wk, & 37% after 10 wk. After 10 wk only conversion products of isodrin were detectable as residues. After application of (14)C isodrin to soil (0.19 ppm), carrots contained only 3.1% of the applied radioactivity after 4 wk & 4.0% after 12 wk. In both experiments, endrin and delta ketoendrin were identified as conversion products of isodrin.

For more Metabolism/Metabolites (Complete) data for ISODRIN (11 total), please visit the HSDB record page.

It is absorbed orally and distributed primarily to the fat and skin. The major biotransformation product is anti-l 2-hydroxyendrin and the corresponding sulfate, as well as glucuronide metabolites. Anti- and syn-12-hydroxyendrin and 12-ketoendrin are the main toxic metabolites of endrin. It and its metabolites are excreted in urine and feces. (L112)

MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Absorption, Distribution and Excretion · 1 Eintrag

... From mammalian studies that the inversion of the unchlorinated norbornene nucleus in isodrin and endrin (as compared with aldrin and dieldrin) exposes this ring to enzymatic hydroxylation in vivo and greatly incr the rate of elimination of these cmpd from mammalian tissues, in contrast to their behavior in insect tissues.

Verwendung und Herstellung

Uses · 5 Einträge

Used as insecticide for bananas, maize, oil seed rape, sugarcane, turf, ornamentals, vegetables, citrus, and onions; Thought to be discontinued as a pesticide; [HSDB] No longer used as a pesticide; [CAMEO]

Farming (Pesticides) [Category: Industry]

Insecticide /Former/

Insecticide; controls chinch bug, corn rootworm, flea beetles, mole crickets, rootflies, sod webworm, white grubs, and wireworms in bananas, maize, oil seed rape, sugarcane, turf, ornamentals, vegetables, etc.; aphids and thrips in citrus and onions.

It is used as a pesticide. (L111)

Methods of Manufacturing · 1 Eintrag

...Produced by condensing vinyl chloride with hexachloro-cyclopentadiene, dehydrochlorinating the adduct, and subsequent reaction with cyclopentadiene to form isodrin... . ...isodrin can /also/ be manufactured via 1,2,3,4,7,7- hexachloronorbornadiene.

Formulations/Preparations · 2 Einträge

Discontinued Trade names: Amaze, Discus, Pryfon 6.

Emulsifiable concentrate, seed treatment, flowable, granule, wettable powder.

General Manufacturing Information · 3 Einträge

1,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-, (1R,4S,4aS,5R,8S,8aR)-rel-: ACTIVE

The WHO Recommended Classification of Pesticides by Hazard identifies Isodrin (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.

No longer manufactured /1976/.