N, N-Diethyl-3-toluamide Formulation Based on Ethanol Containing 0.1% 2-Hydroxypropyl-β-cyclodextrin Attenuates the Drug's Skin Penetration and Prolongs the Repellent Effect without Stickiness

Molecules. 2022 May 16;27(10):3174. doi: 10.3390/molecules27103174.

Abstract

N,N-diethyl-3-toluamide (DEET) is one of the most widely used insect repellents in the world. It was reported that a solution containing 6-30% cyclodextrin (CD) as a solvent instead of ethanol (EtOH) provided an enhancement of the repellent action time duration of the DEET formulation, although the high-dose CD caused stickiness. In order to overcome this shortcoming, we attempted to prepare a 10% DEET formulation using EtOH containing low-dose CDs (β-CD, 2-hydroxypropyl-β-CD (HPβCD), methyl-β-CD, and sulfobutylether-β-CD) as solvents (DEET/EtOH/CD formulations). We determined the CD concentration to be 0.1% in the DEET/EtOH/CD formulations, since the stickiness of 0.1% CDs was not felt (approximately 8 × 10-3 N). The DEET residue on the skin superficial layers was prolonged, and the drug penetration into the skin tissue was decreased by the addition of 0.1% CD. In particular, the retention time and attenuated penetration of DEET on the rat skin treated with the DEET/EtOH/HPβCD formulation was significantly higher in comparison with that of the DEET/EtOH formulation without CD. Moreover, the repellent effect of DEET was more sustained by the addition of 0.1% HPβCD in the study using Aedes albopictus. In conclusion, we found that the DEET/EtOH/HPβCD formulations reduced the skin penetration of DEET and prolonged the repellent action without stickiness.

Keywords: N,N-diethyl-3-toluamide; cyclodextrin; insect repellent; skin penetration; stickiness.

MeSH terms

  • 2-Hydroxypropyl-beta-cyclodextrin
  • Animals
  • Cyclodextrins*
  • DEET / chemistry
  • DEET / pharmacology
  • Ethanol
  • Insect Repellents* / chemistry
  • Insect Repellents* / pharmacology
  • Rats
  • Skin
  • Solvents

Substances

  • Cyclodextrins
  • Insect Repellents
  • Solvents
  • DEET
  • 2-Hydroxypropyl-beta-cyclodextrin
  • Ethanol

Grants and funding

This research received no external funding.