ω-Hydroxy-DEET

Names

[ Name ]:
ω-Hydroxy-DEET

[Synonym ]:
N,N-diethyl-3-hydroxymethylphenylamide
Benzamide,N,N-diethyl-3-(hydroxymethyl)
N,N-Diethyl-m-hydroxymethylbenzamide
N,N-DIETHYL-3-HYDROXYMETHYL-BENZAMIDE

Biological Activity

[Description]:

ω-Hydroxy-DEET is a major metabolite of insect repellent N-N-diethyl-meta-toluamide (DEET). ω-Hydroxy-DEET has anti-proliferative effects. DEET is a spatial repellent and an irritant that commonly used to prevent contact with mosquitoes[1][2][3].

[Related Catalog]:

Research Areas >> Infection

[In Vitro]

Hepatoma cell studies reveals that ω-Hydroxy-DEET (DHMB; 0.1-10 μg/mL; 48-72 hours) treatments decreases cellular proliferation[1].

[In Vivo]

The metabolite ω-Hydroxy-DEET (DHMB) is extensively distributed following intravenous and topical skin administration of DEET in rats. The ω-Hydroxy-DEET appeared to be the major metabolite for DEET. Repeated once-daily topical application for 30 days lead to higher concentrations of ω-Hydroxy-DEET in the liver[1].

[References]

[1]. Daryl J Fediuk, et al. Metabolic disposition of the insect repellent DEET and the sunscreen oxybenzone following intravenous and skin administration in rats. Int J Toxicol. Sep-Oct 2012;31(5):467-76.

[2]. Ryan C Lewis, et al. Urinary biomarkers of exposure to insecticides, herbicides, and one insect repellent among pregnant women in Puerto Rico. Environ Health. 2014 Nov 19;13:97.

[3]. Lu W, et al. DEET as a feeding deterrent. PLoS One. 2017 Dec 14;12(12):e0189243.

Chemical & Physical Properties

[ Density]:
1.082g/cm3

[ Boiling Point ]:
383.1ºC at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₇NO₂

[ Molecular Weight ]:
207.26900

[ Flash Point ]:
185.5ºC

[ Exact Mass ]:
207.12600

[ PSA ]:
40.54000

[ LogP ]:
1.66090

[ Index of Refraction ]:
1.542

Safety Information

[ Hazard Codes ]:
Xn

Related Compounds

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