Molecular Orbital Consideration of the Conformation and Biological Activities of Medical Drug, N,N-Diethyl-m-toluamide

양자역학 이론에 의한 의약품 N,N-디메틸-m-톨루아미드의 분자구조와 약리효과에 관한 연구

  • Kim, Ui Rak (Department of Chemistry and Biochemistry, Catholic Medical College) ;
  • Seo, Bae Seok (Department of Chemistry and Biochemistry, Catholic Medical College) ;
  • Lee Myung Jae (Department of Chemistry and Biochemistry, Catholic Medical College)
  • 김의락 (가톨릭대학 의학부 화학. 생하학교실) ;
  • 서배석 (가톨릭대학 의학부 화학. 생하학교실) ;
  • 이명재 (가톨릭대학 의학부 화학. 생하학교실)
  • Published : 1975.08.30


N,N-Diethyl-m-toluamide is the active ingredient in insect repellant against malaria mosquito. It is remarkable that if the methyl group is in either of the other isomeric positions(ortho or para) the compound is ineffective as an insect repellant. Semiempirical quantum mechanical treatment are applied to these molecules to explain the difference, using the extended Huckel theory, the theoretical predictions for the preferred conformation are compared with experimental results.



  1. U.S. Patent 2,551,891 Martin;Margat;Neracher;Schindler;Hodel
  2. U.S. Patent applied for, Serial, No. 339 McCabe
  3. Soap. Chem. Specialties v.33 no.5 I.H. Gilbert;H.K. Gouck;C.N. Smith
  4. Soap. Chem. Specialties v.33 no.6 I.H. Gilbert;H.K. Gouck;C.N. Smith
  5. Approximate Molecular Orbital Theory J.A. Pople;P.L. Beveridge
  6. J. Chem. Phys. v.39 R. Hoffman
  7. J. Chem. Phys. v.40 R. Hoffman
  8. J. Chem. Phys. v.20 M. Wolfsberg;L. Helmholtz
  9. J. Chem. Phys. v.23 R.S. Mulliken
  10. Tables of Interatomic Distances and Configuration in Molecules and Ions no.11;18 L.E. Sutton Ed.
  11. J. Chem. Phys. v.38 E. Clementi;D.L. Raimondi
  12. J. Amer. Chem. Soc. v.84 J. Hinze;H.H. Jaffe
  13. J. Physiol v.1 J.N. Langley
  14. Arzneimittelforsch v.7 H.G. Mautner
  15. Handbuch der Experimentellen Pharmakologie v.4 General Pharmacology A.J. Clark;Heffter, A.(Ed.)
  16. Proc. Roy. Soc.(Biol.) v.154 W.D.M. Paton
  17. Molecular Properties of Drug Receptors, Ciba Foundation Symposium Receptors as defined by their Pharmacological Properties W.D.M. Paton; Portor, R.(Ed.);O'Connor M. (Ed.)
  18. J. Amer. Chem. Soc. v.74 R.S. Mulliken
  19. Science v.130 G. Karreman;I. Isenberg;A. Szent-Gyorgyi
  20. J. Med. Chem. v.10 J. A. Singer;W. P. Purcell
  21. J. Med. Chem. v.12 W. P. Purcell;K. Sundarem
  22. Mil. Med. Suppl. v.131 F.E. Hahn;R.L. O'Brien;J. Ciak;J. L. Allison;J. G. Olerick
  23. Quantitative Methods in Pharmacology Introduction H.O. Schild;Jonge, H. (Ed.)
  24. Brit. J. Pharmacol. v.11 R. P. Stephenson
  25. J. Org. Chem. v.19 E.T. McCabe;W.F. Barthel;S.I. Gertler;S.A. Hall
  26. Molecular Pharmacology, the Mode of Action of Biologically Active Compounds v.1 E.J. Ariens
  27. U.S. Patent 2,627,487 Drake, Shenk;Eaker