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Substance Name: Bioresmethrin [INN]
RN: 28434-01-7
UNII: YPP8YQZ13B
InChIKey: VEMKTZHHVJILDY-UXHICEINSA-N

Note

  • The active insecticidal constituent of CHRYSANTHEMUM CINERARIIFOLIUM flowers. Pyrethrin I is the pyretholone ester of chrysanthemummonocarboxylic acid and pyrethrin II is the pyretholone ester of chrysanthemumdicarboxylic acid monomethyl ester.

Molecular Formula

  • C22-H26-O3

Molecular Weight

  • 338.4444
 

Classification Codes

  • Agricultural Chemical
  • Insecticide
  • Insecticides
  • Mutation Data
  • Pesticides
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Names and Synonyms

Name of Substance

  • Bioresmethrin
  • Bioresmethrin [BSI:ISO]
  • Bioresmethrin [INN]

Synonyms

  • (+)-trans-Resmethrin
  • 1R-trans-Resemethrin
  • 3-Furanmethanol, 5-benzyl-, 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate, t-(+)-
  • 5-Benzyl-3-furylmethyl (+)-trans-chrysanthemate
  • 5-Benzyl-3-furylmethyl (1R)-trans-2,2-dimethyl-3-(2-mthylprop-1-enyl)cyclopropanecarboxylate
  • 5-Benzyl-3-furylmethyl (1R)-trans-chrysanthemate (8CI)
  • 5-Benzyl-3-furylmethyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
  • 5-Benzyl-3-furylmethyl(+)-trans-chrysanthemate
  • AI 3-27662
  • Biobenzyfuroline
  • Bioresmethhrin
  • Bioresmethrin
  • Bioresmethrine
  • Bioresmethrine [French]
  • Bioresmethrine [ISO-French]
  • Bioresmethrinum
  • Bioresmethrinum [Latin]
  • Bioresmetrina
  • Bioresmetrina [Portuguese]
  • Bioresmetrina [Spanish]
  • CCRIS 5401
  • Combat White Fly Insecticide
  • d-trans-((5-Benzyl-3-furyl)methyl)chrysanthemumate
  • d-trans-(5-Benzyl-3-furyl)methyl chrysanthemate
  • d-trans-Chrysron
  • d-trans-Resmethrin
  • EINECS 249-014-0
  • FMC 18739
  • Isathrine
  • Isatrin
  • NIA-18739
  • NRDC 107
  • Penick 1390
  • Pyrethroid NRDC 107
  • Resbuthrin
  • RU-11484
  • SBP-1390
  • UNII-YPP8YQZ13B

Systematic Names

  • (5-Benzyl-3-furyl)methyl (+)-trans-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
  • 5-Benzyl-3-furylmethyl-d-trans-crysanthemate
  • Bioresmethrin
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, (1R,3R)-
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, (1R-trans)-
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, (5-benzyl-3-furyl)methyl ester, d-trans-

Superlist Names

  • Bioresmethrin
  • Pyrethroids

Registry Numbers

CAS Registry Number

  • 28434-01-7

FDA UNII

  • YPP8YQZ13B

Other Registry Numbers

  • 10453-54-0
  • 24380-84-5

System Generated Number

  • 0028434017

Structure Descriptors

InChI

1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20+/m1/s1

InChIKey

VEMKTZHHVJILDY-UXHICEINSA-N

Smiles

CC(=C[C@@H]1[C@H](C1(C)C)C(=O)OCc2cc(oc2)Cc3ccccc3)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral > 10gm/kg (10000mg/kg)   Pesticide Manual. Vol. 9, Pg. 80, 1991.
mouse LD50 oral 590mg/kg (590mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT
EHP, Environmental Health Perspectives. Vol. 14, Pg. 15, 1976.
rat LC50 inhalation 5200mg/m3/4H (5200mg/m3)   Pesticide Manual. Vol. 9, Pg. 80, 1991.
rat LD50 oral 1244mg/kg (1244mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 191, 1989.
rat LD50 skin 10gm/kg (10000mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A362, Pg. 1983,
rat LDLo intravenous 340mg/kg (340mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Biologico. Vol. 41, Pg. 283, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 32 deg C   EXP
log P (octanol-water) 7.110 (none)   EST
Water Solubility 0.3 mg/L 25 EXP
Vapor Pressure 1.40E-04 mm Hg 25 EXP
Henry's Law Constant 2.08E-04 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.90E-10 cm3/molecule-sec 25 EST

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