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Substance Name: Endrin [ISO]
RN: 72-20-8
UNII: OB9NVE7YCL
InChIKey: DFBKLUNHFCTMDC-GKRDHZSOSA-N

Note

  • An organochlorine compound that was formerly used as an insecticide. Its manufacture and use has been discontinued in the United States. (From Merck Index, 11th ed)

Molecular Formula

  • C12-H8-Cl6-O

Molecular Weight

  • 380.9122
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Avicide
  • Fungicide, Bactericide, Wood Preservative
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Out-Dated Pesticide
  • Pesticides
  • Reproductive Effect
  • Rodenticide
  • Tumor Data

Superlist Classification Codes

  • 2007 CERCLA Priority List, Rank: 41
  • 2011 CERCLA Priority List, Rank: 40
  • Overall Carcinogenic Evaluation: Group 3
  • Reportable Quantity (RQ) = 1 lb
  • Threshold Planning Quantity (TPQ) = 500/10000 lb
  • TWA 0.1 mg/m3; skin
  • TWA 0.1 mg/m3; skin; Not classifiable as a human carcinogen

Names and Synonyms

Results Name

  • Endrin [ISO]

Name of Substance

  • Endrin

MeSH Heading

  • Endrin

Synonyms

  • (1aalpha,2beta,2abeta,3alpha,6alpha,6abeta,7beta,7aalpha)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth(2,3-b)oxirene
  • (1R,4S,4aS,5S,6S,7R,8R,8aR)-1,2,3,4,10,10-Hexachloro-1,4,4a,5,6,7,8,8a-octahydro-6,7-epoxy-1,4:5,8-dimethanonaphthalene
  • 1,2,3,4,10,10-Hexachloro-1R,4S,4aS,5S,6,7R,8R,8aR-octahydro-6,7-epoxy-1,4:5,8-dimethanonaphthalene
  • 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-endo,endo-1,4:5,8-dimethanonaphthalene
  • 3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth(2,3-b)oxirene
  • 3,4,5,6,9,9-Hexachloro-1aalpha,2beta,2abeta,3alpha,6alpha,6abeta,7beta,7aalpha-octahydro-2,7:3,6-dimethanonaphth(2,3-b)oxirene
  • 4-17-00-00525 (Beilstein Handbook Reference)
  • AI3-17251
  • BRN 0091397
  • Caswell No. 423
  • CCRIS 276
  • Compound 269
  • EINECS 200-775-7
  • EN 57
  • Endrex
  • Endricol
  • Endrin
  • Endrin 20 EC
  • Endrin isomer
  • Endrine
  • Endrine [French]
  • ENT 17,251
  • EPA Pesticide Chemical Code 041601
  • Experimental insecticide 269
  • Hexachloroepoxyoctahydro-endo,endo-dimethanonaphthalene
  • Hexadrin
  • HSDB 198
  • Latka 269
  • Latka 269 [Czech]
  • Mendrin
  • NCI-C00157
  • Nendrin
  • NSC 8935
  • Oktanex
  • OMS 197
  • RCRA waste number P051
  • SD 3419
  • Stardrin
  • Stardrin 20
  • UNII-OB9NVE7YCL

Systematic Names

  • 1,4:5,8-Dimethanonaphthalene, 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-, endo,endo-
  • 2,7:3,6-Dimethanonaphth(2,3-b)oxirene, 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-, (1aR,2R,2aR,3R,6S,6aS,7S,7aS)-rel-
  • 2,7:3,6-Dimethanonaphth(2,3-b)oxirene, 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-, (1aalpha,2beta,2abeta,3alpha,6alpha,6abeta,7beta,7aalpha)-
  • Endrin

Superlist Names

  • 2,7:3,6-Dimethanonaphth(2,3-b)oxirene, 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-, (1aalpha,2beta,2abeta,3alpha,6alpha,6abeta,7beta,7aalpha)-
  • Endrin
  • Endrin and metabolites
  • Hexachloroepoxyoctahydro-endo,endo-dimethanonapthalene
  • RCRA waste no. D013
  • RCRA waste no. P051

Registry Numbers

CAS Registry Number

  • 72-20-8

FDA UNII

  • OB9NVE7YCL

System Generated Number

  • 0000072208

Structure Descriptors

InChI

1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4-,5+,6-,7+,10-,11+

InChIKey

DFBKLUNHFCTMDC-GKRDHZSOSA-N

Smiles

C1[C@@H]2[C@@H]3[C@H]([C@H]1[C@H]4[C@@H]2O4)[C@@]5(C(=C([C@]3(C5(Cl)Cl)Cl)Cl)Cl)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1780ug/kg (1.78mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
cat LDLo oral 5mg/kg (5mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Agricultural and Food Chemistry. Vol. 3, Pg. 842, 1955.
cat LDLo skin 75mg/kg (75mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: WITHDRAWAL

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Communicationes Veterinariae. Vol. 2, Pg. 71, 1958.
chicken LDLo oral 2mg/kg (2mg/kg) BEHAVIORAL: IRRITABILITY

BEHAVIORAL: ATAXIA
Canadian Veterinary Journal. Vol. 11, Pg. 74, 1970.
duck LD50 oral 5330ug/kg (5.33mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 556, 1972.
guinea pig LD50 oral 16mg/kg (16mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 475, 1966.
hamster LD50 oral 10mg/kg (10mg/kg)   Teratology, The International Journal of Abnormal Development. Vol. 9, Pg. 11, 1974.
man LDLo oral 171mg/kg (171mg/kg) BLOOD: THROMBOCYTOPENIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Human Toxicology. Vol. 4, Pg. 241, 1985.
monkey LD50 oral 3mg/kg (3mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 475, 1966.
mouse LD50 intracrebral 400ug/kg (0.4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology Letters. Vol. 60, Pg. 289, 1992.
mouse LD50 intraperitoneal 5mg/kg (5mg/kg)   Toxicology Letters. Vol. 60, Pg. 289, 1992.
mouse LD50 intravenous 2300ug/kg (2.3mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 408, 1972.
mouse LD50 oral 1370ug/kg (1.37mg/kg)   Toxicology and Applied Pharmacology. Vol. 25, Pg. 42, 1973.
pigeon LD50 intravenous 1500ug/kg (1.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 9, Pg. 75, 1966.
pigeon LD50 oral 5600ug/kg (5.6mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
quail LD50 oral 4210ug/kg (4.21mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
rabbit LD50 oral 7mg/kg (7mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Journal of Agricultural and Food Chemistry. Vol. 3, Pg. 842, 1955.
rabbit LD50 skin 60mg/kg (60mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 13, 1978.
rabbit LD50 unreported 7mg/kg (7mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 64, 1971.
rat LD50 oral 3mg/kg (3mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 skin 12mg/kg (12mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 13, 1978.
rat LD50 unreported 17mg/kg (17mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 64, 1971.
women LDLo oral 234mg/kg (234mg/kg)   Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. Vol. 22, Pg. 254, 1967.
women LDLo oral 234mg/kg (234mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: HEADACHE
Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. Vol. 22, Pg. 254, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 226-230 deg C   EXP
log P (octanol-water) 5.2 (none)   EXP
Water Solubility 0.25 mg/L 25 EXP
Vapor Pressure 3.00E-06 mm Hg 20 EXP
Henry's Law Constant 6.36E-06 atm-m3/mole 25 EXP
Atmospheric OH Rate Constant 9.20E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.