D-Phenothrin

Names

[ Name ]:
D-Phenothrin

[Synonym ]:
biophenothrin
trans-4-Hydroxy-1-hydroxymethyl-cyclohexan
EINECS 247-431-2
1-Chlor-trans,trans-dimethylcyclopropan
1r-Chlor-2t,3t-dimethyl-cyclopropan
1-Chlor-2,3-cis-dimethylcyclopropan
trans-4-Hydroxycyclohexylcarbinol
trans-4-Hydroxymethyl-cyclohexanol
1R-trans-Phenothrin
MFCD01735786
1r-chloro-2t,3t-dimethyl-cyclopropane
D-Phenothrin

Biological Activity

[Description]:

D-Phenothrin ((-)-trans-Phenothrin), an orally active Type II synthetic pyrethroid, is widely used to kill insects, mosquitoes, and human lice. D-Phenothrin is also used in veterinary medicine to control insect pests on animals and protect agricultural crops[1].

[Related Catalog]:

Research Areas >> Infection

[In Vivo]

D-Phenothrin ((-)-trans-Phenothrin; 25-200 mg/kg; IP; 14 consecutive days) significantly, dose-dependently increases oxidative DNA damage in both organs of animals[1]. D-Phenothrin (100, 300 or 1000 mg/kg/day; p.o.; 3 days) exhibits no potential to cause adverse estrogenic or (anti-)androgenic effects[2]. Animal Model: Male Wistar albino rats (6-week-old, 150-200 g) Dosage: 25, 50, 100, 200 mg/kg Administration: IP; 14 consecutive days Result: Had a statistically significant, dose-dependent increase in oxidative DNA damage in both organs of animals.

[References]

[1]. Atmaca E, et al. d-Phenothrin-induced oxidative DNA damage in rat liver and kidney determined by HPLC-ECD/DAD. Environ Toxicol. 2015 May;30(5):607-13.

[2]. Yamada T, et al. Lack of estrogenic or (anti-)androgenic effects of d-phenothrin in the uterotrophic and Hershberger assays. Toxicology. 2003 Apr 22;186(3):227-39.

Chemical & Physical Properties

[ Density]:
1.12 g/cm3

[ Boiling Point ]:
437ºC at 760 mmHg

[ Molecular Formula ]:
C₂₃H₂₆O₃

[ Molecular Weight ]:
350.45100

[ Flash Point ]:
186.6ºC

[ Exact Mass ]:
350.18800

[ PSA ]:
35.53000

[ LogP ]:
5.76050

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.588

[ Storage condition ]:
0-6°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GZ2002530

CHEMICAL NAME :: Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (3-phenoxyphenyl) methyl ester, (1R-trans)-

CAS REGISTRY NUMBER :: 26046-85-5

LAST UPDATED :: 199112

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C23-H26-O3

MOLECULAR WEIGHT :: 350.49

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (37),30,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Amphibian - frog

DOSE/DURATION :: >20 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PCBPBS Pesticide Biochemistry and Physiology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1971- Volume(issue)/page/year: 20,217,1983

D-Phenothrin

Names

Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

Safety Information

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds