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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: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
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) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 34, Pg. 1232, 1992.
man LDLo oral 260mg/kg (260mg/kg) BRAIN AND COVERINGS: CHANGES IN SURFACE EEG

LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

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: COMA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Toxicology, Clinical Toxicology. Vol. 26, Pg. 265, 1988.
mouse LD50 intraperitoneal 7mg/kg (7mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

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

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
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: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Veterinariya. Veterinary Science. Vol. 59(12), Pg. 64, 1983.
rabbit LD50 skin 90mg/kg (90mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE"

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
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) GASTROINTESTINAL: CONTRACTION (ISOLATED TISSUE)

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
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) BEHAVIORAL: MUSCLE WEAKNESS

LIVER: LIVER FUNCTION TESTS IMPAIRED

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
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.