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Substance Name: Endosulfan [ANSI:BSI:ISO]
RN: 115-29-7
UNII: OKA6A6ZD4K
InChIKey: RDYMFSUJUZBWLH-UHFFFAOYSA-N

Note

  • A polychlorinated compound used for controlling a variety of insects. It is practically water-insoluble, but readily adheres to clay particles and persists in soil and water for several years. Its mode of action involves repetitive nerve-discharges positively correlated to increase in temperature. This compound is extremely toxic to most fish. (From Comp Biochem Physiol (C) 1993 Jul;105(3):347-61)

Molecular Formula

  • C9-H6-Cl6-O3-S

Molecular Weight

  • 406.9274
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Pesticides
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • 2007 CERCLA Priority List, Rank: 54
  • 2011 CERCLA Priority List, Rank: 44
  • Reportable Quantity (RQ) = 1 lb
  • Threshold Planning Quantity (TPQ) = 10/10000 lb
  • TWA 0.1 mg/m3; skin; Not classifiable as a human carcinogen

Names and Synonyms

Results Name

  • Endosulfan [ANSI:BSI:ISO]

Name of Substance

  • Endosulfan
  • Endosulfan [ANSI:BSI:ISO]

MeSH Heading

  • Endosulfan

Synonyms

  • 1,2,3,4,7,7-Hexachlorobicyclo(2.2.1)hepten-5,6-bioxymethylenesulfite
  • 1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dimethanol cyclic sulfite
  • 1,4,5,6,7,7-Hexachloro-8,9,10-trinorborn-5-en-2,3-ylenedimethyl sulphite
  • 6,7,8,9,10,10-Hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide
  • 6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexahydro-
  • AI3-23979
  • alpha,beta-1,2,3,4,7,7-Hexachlorobicyclo(2.2.1)-2-heptene-5,6-bisoxymethylene sulfite
  • Benzoepin
  • Beosit
  • BIO 5,462
  • Caswell No. 420
  • CCRIS 275
  • Chlorthiepin
  • Crisulfan
  • Devisulphan
  • EINECS 204-079-4
  • Endocel
  • Endosulfan
  • Endosulfan 35 EC
  • Endosulphan
  • Endotaf
  • ENT 23,979
  • EPA Pesticide Chemical Code 079401
  • FMC 5462
  • Goldenleaf tobacco spray
  • Hexachlorohexahydromethano 2,4,3-benzodioxathiepin-3-oxide
  • Hildan
  • HOE 2,671
  • HSDB 390
  • Insectophene
  • Kop-thiodan
  • Malix
  • NCI-C00566
  • NIA 5462
  • Niagara 5,462
  • OMS 570
  • PFF Thiodan 4E
  • Phaser
  • Rasayansulfan
  • RCRA waste number P050
  • SD-4314
  • Sialan
  • Sulfurous acid, cyclic ester with 1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dimethanol
  • Thifor
  • Thimul
  • Thiodan
  • Thiodan 35
  • Thiodan 4E Insecticide Liquid
  • Thiodan 4EC
  • Thiodan 4EC Insecticide
  • Thiodan 50 WP
  • Thiodan 50 WP Insecticide
  • Thiodan Dust Insecticide
  • Thionate
  • Thionex
  • Thiosulfan
  • Thiosulfan tionel
  • Thiotox
  • Thiotox (insecticide)
  • Tionex
  • Tiovel
  • UNII-OKA6A6ZD4K

Systematic Names

  • 5-Norbornene-2,3-dimethanol, 1,4,5,6,7,7-hexachloro-, cyclic sulfite
  • 6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-, 3-oxide
  • Endosulfan

Superlist Names

  • 6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-, 3-oxide
  • Endosulfan
  • Endosulfan and metabolites
  • RCRA waste no. P050

Registry Numbers

CAS Registry Number

  • 115-29-7

FDA UNII

  • OKA6A6ZD4K

Other Registry Numbers

  • 6994-04-3
  • 8003-45-0

System Generated Number

  • 0000115297

Structure Descriptors

InChI

1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2

InChIKey

RDYMFSUJUZBWLH-UHFFFAOYSA-N

Smiles

C1C2C(COS(=O)O1)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 35mg/kg (35mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LC50 inhalation 90mg/m3/4H (90mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 72, 1982.
cat LD50 oral 2mg/kg (2mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
dog LD50 oral 76700ug/kg (76.7mg/kg)   Pesticide Manual. Vol. 9, Pg. 332, 1991.
domestic animals - goat/sheep LD50 oral 26mg/kg (26mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Veterinariya. Veterinary Science. Vol. 59(12), Pg. 64, 1983.
duck LD50 oral 33mg/kg (33mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
hamster LD50 intraperitoneal 80mg/kg (80mg/kg)   Archives of Toxicology. Vol. 58, Pg. 152, 1986.
hamster LD50 oral 118mg/kg (118mg/kg)   European Journal of Toxicology and Environmental Hygiene. Vol. 7, Pg. 159, 1974.
mammal (species unspecified) LD50 skin 147mg/kg (147mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinariya. Veterinary Science. Vol. 59(12), Pg. 64, 1983.
man LDLo oral 418uL/kg (0.418mL/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: PULSE RATE
American Journal of Emergency Medicine. Vol. 6, Pg. 510, 1988.
man LDLo oral 429uL/kg (0.429mL/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 34, Pg. 1232, 1992.
man LDLo oral 260mg/kg (260mg/kg) LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

BRAIN AND COVERINGS: CHANGES IN SURFACE EEG

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Toxicology, Clinical Toxicology. Vol. 36, Pg. 345, 1998.
man TDLo oral 86mg/kg (86mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Toxicology, Clinical Toxicology. Vol. 26, Pg. 265, 1988.
mouse LD50 intraperitoneal 7mg/kg (7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Bulletin of Environmental Contamination and Toxicology. Vol. 15, Pg. 708, 1976.
mouse LD50 oral 7360ug/kg (7.36mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR
Toxicology Letters. Vol. 7, Pg. 221, 1981.
mouse LD50 unreported 32mg/kg (32mg/kg)   Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. Vol. 16(1), Pg. 45, 1982.
rabbit LD50 oral 28mg/kg (28mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Veterinariya. Veterinary Science. Vol. 59(12), Pg. 64, 1983.
rabbit LD50 skin 90mg/kg (90mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE"
Journal of Occupational Medicine. Vol. 9, Pg. 35, 1967.
rabbit LD50 subcutaneous 360mg/kg (360mg/kg) GASTROINTESTINAL: CONTRACTION (ISOLATED TISSUE)

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Residue Reviews. Vol. 22, Pg. 1, 1968.
rat LC50 inhalation 80mg/m3/4H (80mg/m3)   Journal of Occupational Medicine. Vol. 9, Pg. 35, 1967.
rat LD50 intraperitoneal 8mg/kg (8mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: CONTRACTION (ISOLATED TISSUE)

GASTROINTESTINAL: NAUSEA OR VOMITING
Residue Reviews. Vol. 22, Pg. 1, 1968.
rat LD50 oral 18mg/kg (18mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 9, 1966.
rat LD50 skin 34mg/kg (34mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 72, 1982.
rat LD50 unreported 40mg/kg (40mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 267, 1971.
women TDLo intravenous 6uL/kg (0.006mL/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BEHAVIORAL: MUSCLE WEAKNESS

LIVER: LIVER FUNCTION TESTS IMPAIRED
Journal of Toxicology, Clinical Toxicology. Vol. 34, Pg. 447, 1996.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 106 deg C   EXP
log P (octanol-water) 3.83 (none)   EXP
Water Solubility 0.325 mg/L 22 EXP
Vapor Pressure 1.73E-07 mm Hg 25 EXP
Henry's Law Constant 6.50E-05 atm-m3/mole 20 EXP
Atmospheric OH Rate Constant 1.00E-11 cm3/molecule-sec 25 EXP

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