N,N-DIETHYL-2-PHENYLACETAMIDE Chemical Properties

Melting point:

84-86 °C

Boiling point:

169-171 °C18 mm Hg(lit.)

Density 

1.004 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.522(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly),Methanol (Slightly)

form 

Oil

pka

-0.44±0.70(Predicted)

color 

Clear Colorless

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

WGK Germany 

3

RTECS 

AB7410000

Toxicity

LD50 in guinea pigs, rats, rabbits, mice (g/kg): 7, 3-4, 3.5, ~2 dermally (Rao, 1991)

MSDS

• Language:English Provider:SigmaAldrich

N,N-DIETHYL-2-PHENYLACETAMIDE Usage And Synthesis

Description

N, N-DIETHYL-2-PHENYLACETAMIDE is a safe and effective, low-cost and broad-spectrum repellent for personal protection against Hematophagous arthropods1. It has repellent activity against hematophagous insects including mosquitoes, black flies, horse flies, muscoid flies, rat fleas, and ticks, as well as land leeches and cockroaches.As an Insect repellents, it exert its effects through interactions with Ors (odorant receptors) and GRs (gustatory receptor neuron (GRN)) in mosquitoes. However, the detailed mechanism of action remains inconclusive.

Referrence

1. Kalyanasundaram, Muthuswami, and N. Mathew. "N,N-Diethyl Phenylacetamide (DEPA): A Safe and Effective Repellent for Personal Protection Against Hematophagous Arthropods." Journal of Medical Entomology 43.3(2013):518-25.
2. Rao, S. S., and K. M. Rao. "Insect Repellent N, N-diethylphenylacetamide: An Update." Journal of Medical Entomology 8.3(1991):303.
3. Dickens, Joseph C., and J. D. Bohbot. "Mini review: Mode of action of mosquito repellents." Pesticide Biochemistry & Physiology 106.3(2013):149-155.

Uses

Insect repellent.

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 1215, 1981 DOI: 10.1021/jo00319a037

Metabolic pathway

When rats are exposed to whole-body attack by diethylphenylacetamide (DEPA), DEPA enters the systemic circulation when it is inhaled, and crosses air ? lung and lung ? blood barriers to be biodegraded and excreted. DEPA is converted by dealkylation and hydrolysis to the two acetamides, ethylphenylacetamide (EPA) and phenylacetamide (PA), and to phenylacetic acid (PhAA) which are excreted and identified as urinary metabolites.

N,N-DIETHYL-2-PHENYLACETAMIDE(2431-96-1)Related Product Information

• 2-Chloro-N,N-diethylacetamide
• N,N-diethyl-4-forMylbenzaMide
• Doxapram
• Tropicamide
• Sarpicillin
• racemoramide
• 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID
• DEXTROMORAMIDE TARTRATE
• MANDELIC ACID DIETHYLAMIDE
• 1-ethyl-4-(2-morpholinoethyl)-3,3-diphenylpyrrolidin-2-one monohydrochloride
• N,N-DIETHYL-2-PHENYLACETAMIDE
• GR 89696 FUMARATE
• BRL 52537 HYDROCHLORIDE
• SR 140333, [PHENOXY-6-3H]-
• 2-(4-CHLOROPHENYL)-4-(1-PYRROLIDINYLCARBONYL)-1(2H)-PHTHALAZINONE
• N,N-DIISOPROPYL-1-NAPHTHYLACETAMIDE
• 2,2-DIPHENYL-1-(4-BENZYLPIPERAZINYL)ETHAN-1-ONE
• (3R)-3-ISOPROPYL-A-PHENYL UNSATURATED BICYCLIC LACTAM