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Substance Name: Tetramethrin [INN]
RN: 7696-12-0
UNII: Z72930Q46K
InChIKey: CXBMCYHAMVGWJQ-UHFFFAOYSA-N

Classification Codes

  • Agricultural Chemical
  • Insecticide
  • Insecticides
  • Mutation Data
  • Pesticides
  • Skin / Eye Irritant

Molecular Formulas

  • C18-H25-N-O4
  • C19-H25-N-O4

Molecular Weight

  • 331.4095
 

Names and Synonyms

Name of Substance

  • Tetramethrin
  • Tetramethrin [ANSI:BSI:ISO]
  • Tetramethrin [INN]

Synonyms

  • (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl) methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
  • (1-Cyclohexane-1,2-dicarboximido)methyl chrysanthemumate
  • 1-(Cyclohexene-1,2-dicarboximido)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
  • 1-Cyclohexene-1,2-dicarboximidomethyl-2,2-dimethyl-3-(2-methylpropenyl)cyclopropane carboxylate
  • 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • 2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid ester withN-(hydroxymethyl)-1-cyclohexene-1,2-dicarboximide
  • 2,3,4,5-Tetrahydrophthalimidomethylchrysanthemate
  • 3,4,5,6-Tetrahydro-phthalimidomethylester der dl-cis-trans-chrysanthemumsaeure
  • 3,4,5,6-Tetrahydro-phthalimidomethylester der dl-cis-trans-chrysanthemumsaeure [German]
  • 3,4,5,6-Tetrahydrophthalimidomethyl (+-)-cis-trans-chrysanthemate
  • 3,4,5,6-Tetrahydrophthalimidomethyl cis and trans dl chrysanthemummonocarboxylic acid
  • AI3-27339
  • Bioneopynamin
  • Caswell No. 844
  • CCRIS 3284
  • Cyclohex-1-ene-1,2-dicarboximidomethyl (+-)-cis-trans-chrysanthemate
  • Cyclohex-1-ene-1,2-dicarboximidomethyl (1RS)-cis,trans-2,2-dimethyl-3-(2-methyl-prop-1-enyl)cyclopropane carboxylate
  • d-Phthalthrin
  • d-Tetramethrin
  • EINECS 231-711-6
  • ENT 27339
  • EPA Pesticide Chemical Code 069003
  • FMC-9260
  • HSDB 6738
  • Insectol
  • Multicide
  • N-(3,4,5,6-Tetrahydrophthalimide)methyl-cis,trans-chrysanthemate
  • N-(3,4,5,6-Tetrahydrophthalimido)-methyl dl-cis-trans-chrysanthemate
  • N-(Chrysanthemoxymethyl)-1-cyclohexene-1,2-dicarboximide
  • Neo-pynamin
  • Neopinamin
  • Neopynamin forte
  • NIA-9260
  • Niagara nia-9260
  • NSC 190939
  • Phthalthrin
  • Py-kill
  • SP 1103 forte
  • SP-1103
  • Sumitomo SP-1103
  • Tetralate
  • Tetramethrin
  • Tetramethrin,racemic
  • Tetramethrine
  • Tetramethrine [French]
  • Tetramethrine [ISO-French]
  • Tetramethrinum
  • Tetramethrinum [Latin]
  • Tetrametrina
  • Tetrametrina [Spanish]
  • UNII-Z72930Q46K
  • Weo-Pynamin

Systematic Names

  • 2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid, ester with N-(hydroxymethyl)-1-cyclohexene-1,2-dicarboximide or 1-cyclohexene-1,2-dicarboximidomethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • Tetramethrin

Superlist Names

  • (1-Cyclohexene-1,2-dicarboximido)methyl-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
  • 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • Tetramethrin

Registry Numbers

CAS Registry Number

  • 7696-12-0

FDA UNII

  • Z72930Q46K

Other Registry Number

  • 28643-67-6

System Generated Number

  • 0007696120

Structure Descriptors

InChI

1S/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3

InChIKey

CXBMCYHAMVGWJQ-UHFFFAOYSA-N

Smiles

CC(=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 5gm/kg (5000mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 220, 1976.
duck LD50 oral > 1gm/kg (1000mg/kg)   Pesticide Manual. Vol. 9, Pg. 807, 1991.
guinea pig LD50 skin > 20gm/kg (20000mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 16, Pg. 509, 1967.
mouse LC50 inhalation > 2gm/m3 (2000mg/m3)   Yakkyoku. Pharmacy. Vol. 36, Pg. 533, 1985.
mouse LD50 intraperitoneal 527mg/kg (527mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Oyo Yakuri. Pharmacometrics. Vol. 24, Pg. 179, 1982.
mouse LD50 oral 1gm/kg (1000mg/kg)   Agricultural and Biological Chemistry. Vol. 28, Pg. 914, 1965.
mouse LD50 skin > 15gm/kg (15000mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 6, 1978.
mouse LD50 subcutaneous 1950mg/kg (1950mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
Oyo Yakuri. Pharmacometrics. Vol. 24, Pg. 179, 1982.
quail LD50 oral > 1gm/kg (1000mg/kg)   Pesticide Manual. Vol. 9, Pg. 807, 1991.
rat LC50 inhalation > 2500mg/m3/3H (2500mg/m3)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A388, Pg. 1983,
rat LD50 intraperitoneal 548mg/kg (548mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 24, Pg. 179, 1982.
rat LD50 intravenous 3500ug/kg (3.5mg/kg)   Agricultural and Biological Chemistry. Vol. 32, Pg. 628, 1968.
rat LD50 oral 4640mg/kg (4640mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1315, 1984.
rat LD50 skin > 2500mg/kg (2500mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TREMOR
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(4), Pg. 90, 1984.
rat LD50 subcutaneous 5700mg/kg (5700mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. Vol. 16, Pg. 509, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 69 deg C   EXP
log P (octanol-water) 4.73 (none)   EXP
Water Solubility 1.83 mg/L 25 EXP
Vapor Pressure 7.08E-06 mm Hg 30 EXP
Henry's Law Constant 1.69E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.27E-10 cm3/molecule-sec 25 EST

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