메뉴 건너뛰기




Volumn 53, Issue 8, 1997, Pages 2803-2816

Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators. A comparison of ab initio, semiempirical and X-ray crystallographic studies

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM CHANNEL AFFECTING AGENT; PYRIMIDINE DERIVATIVE;

EID: 0031584880     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00022-7     Document Type: Article
Times cited : (502)

References (35)
  • 10
    • 0029095690 scopus 로고
    • Akademie Verlag: Berlin
    • 9. Grover, G. J.; Dzwonczyk, S.; McMullen, D. M.; Normadinam, C. S.; Sleph, P. G.; Moreland, S. J. J. Cardiovasc. Pharmacol. 1995, 26, 289-294. Negwer, M. Organic-Chemical Drugs and their Synonyms; Akademie Verlag: Berlin, 1994, p. 2558.
    • (1994) Organic-chemical Drugs and Their Synonyms , pp. 2558
    • Negwer, M.1
  • 12
    • 0029036894 scopus 로고
    • 10. Rovnyak, G. C.; Kimball, S. D.; Beyer, B.; Cucinotta, G.; DiMarco, J. D.; Gougoutas, J.; Hedberg, A.; Malley, M.; McCarthy, J. P.; Zhang, R.; Moreland, S. J. Med Chem. 1995, 38, 119-129 For a discussion, see: Triggle, D. J.; Padmanabhan, S. Chemtracts: Org. Chem. 1995, 8, 191-196.
    • (1995) Chemtracts: Org. Chem. , vol.8 , pp. 191-196
    • Triggle, D.J.1    Padmanabhan, S.2
  • 13
    • 0000390061 scopus 로고
    • 11. Review: Goldman, S.; Stoltefuss, J. Angew. Chem. 1991, 103, 1587-1605; Angew. Chem., Int. Ed. Engl. 1991, 30, 1559-1578 and references therein.
    • (1991) Angew. Chem. , vol.103 , pp. 1587-1605
    • Goldman, S.1    Stoltefuss, J.2
  • 14
    • 0026342780 scopus 로고
    • and references therein
    • 11. Review: Goldman, S.; Stoltefuss, J. Angew. Chem. 1991, 103, 1587-1605; Angew. Chem., Int. Ed. Engl. 1991, 30, 1559-1578 and references therein.
    • (1991) Angew. Chem., Int. Ed. Engl. , vol.30 , pp. 1559-1578
  • 23
    • 21844520807 scopus 로고
    • 19. For recent molecular mechanics/semiempirical studies on other dihydropyrimidines, see: Dunbar, P. G.; Durant, G. J.; Rho, T.; Babatunde, O.; Huzl, J. J.; Smith, D. A.; El-Assadi, A.; Sbeih, S.; Ngur, D. A.; Periyasamy, S.; Hoss, W.; Messer, W. S. J. Med. Chem. 1994, 37, 2774-2782. Shishkin, O. V.; Desenko, S. M.; Orlov, V. D.; Lindeman, S. V.; Struchkov, Y. T. Russ. Chem. Bull. 1994, 43, 1320-1323.
    • (1994) Russ. Chem. Bull. , vol.43 , pp. 1320-1323
    • Shishkin, O.V.1    Desenko, S.M.2    Orlov, V.D.3    Lindeman, S.V.4    Struchkov, Y.T.5
  • 24
    • 0027205552 scopus 로고
    • 20. For a review of the Biginelli condensation, see: Kappe, C. O. Tetrahedron 1993, 49, 6937-6963.
    • (1993) Tetrahedron , vol.49 , pp. 6937-6963
    • Kappe, C.O.1
  • 26
    • 0011393041 scopus 로고    scopus 로고
    • note
    • 22. A conformational search within MACROMODEL (MM3* force-field, Monte Carlo method, TNCG minimization) for 10 also produced four local minima corresponding to the structures in Figure 2.
  • 27
    • 84943981925 scopus 로고
    • Barton, D.; Ollis, W. D. Eds.; Pergamon Press: Oxford
    • 23. The large energy difference between 11 cis/trans and 11 cis/cis is not surprising given the unfavourable interactions of the adjacent syn carbonyl groups in 11 cis/cis, see also: Challis, B. C.; Challis, J. A. in Comprehensive Organic Chemistry; Barton, D.; Ollis, W. D. Eds.; Pergamon Press: Oxford, 1979; vol.2, p. 999.
    • (1979) Comprehensive Organic Chemistry , vol.2 , pp. 999
    • Challis, B.C.1    Challis, J.A.2
  • 28
    • 0011393042 scopus 로고    scopus 로고
    • note
    • 11 These results are under further investigation and full details will be reported at a later point in time. (equation presented)
  • 29
    • 0011443811 scopus 로고    scopus 로고
    • note
    • 25. Crystallographic data for compounds 8-11 have been deposited at the Cambridge Crystallographic Data Center. The coordinates can be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK. Atomic coordinates for X-ray and ab initio structures will also be made available by the authors in electronic format upon request.
  • 30
    • 0003510038 scopus 로고    scopus 로고
    • Wavefunction Inc., 18401 Von Karman Ave, Suite 370, Irvine, CA 92715, USA
    • 26. Spartan, Version 4.0. Wavefunction Inc., 18401 Von Karman Ave, Suite 370, Irvine, CA 92715, USA.
    • Spartan, Version 4.0.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.