4-Sulfonamidoanilide tertiary carbinols: A novel series of potassium channel openers

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 7, 1997, Pages 775-778

  Empfield, J R ^a   Mayhugh, D ^a   Ohnmacht, C J ^a   Frank, C A ^a   Grant, T ^a   Li, J ^a  

^a ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

4 (2 HYDROXY 2 TRIFLUOROMETHYLPROPIONAMIDO)BENZENESULFONAMIDE DERIVATIVE; CROMAKALIM; POTASSIUM CHANNEL; POTASSIUM CHANNEL STIMULATING AGENT; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHANNEL GATING; CONTROLLED STUDY; DRUG DESIGN; DRUG SYNTHESIS; IN VITRO STUDY; MOLECULAR MODEL; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

EID: 0030906558     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00111-X     Document Type: Article

References (15)

1. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
2. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
3. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
4. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
5. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
6. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
7. Empfield, J. R.; Russell, K. Ann. Rep. Med. Chem. 1995, 30, 81. Poyser, R. H.; Hamilton, T. C. Drugs of the Future 1994, 19, 39. Gopalakrishnan, M.; Janis, R. A.; Triggle, D. J. Drug Dev. Res. 1993, 28, 95. Evans, J. M.; Longman, S. D. Ann. Rep. Med. Chem. 1991, 26, 73. Duty, S.; Weston, A. H. Drugs, 1990, 40, 785. Robertson, D. W.; Steinberg, M. I. J. Med. Chem. 1990, 33, 1529. Cook, N. S. TIPS 1988, 9, 21.
8. Andersson, P. O.; Wyllie, M. G. In Potassium Channel Modulators; Weston, A. H.; Hamilton, T. C., Eds.; Blackwell Scientific: Boston 1992; pp 462-485.
9. Grant, T.; Ohnmacht, C. J.; Howe, B. B. TIPS 1994, 15, 402. Grant, T.; Frank, C. A.; Kau, S. T.; Li, J. H.; McLaren, F. M.; Ohnmacht, C. J.; Russell, K.; Shapiro, H. S.; Trivedi, S. Bioorg. Med. Chem. Lett. 1993, 3, 2723.
10. Grant, T.; Ohnmacht, C. J.; Howe, B. B. TIPS 1994, 15, 402. Grant, T.; Frank, C. A.; Kau, S. T.; Li, J. H.; McLaren, F. M.; Ohnmacht, C. J.; Russell, K.; Shapiro, H. S.; Trivedi, S. Bioorg. Med. Chem. Lett. 1993, 3, 2723.
11. Ohnmacht, C. J.; Russell, K.; Brown, F. J.; Frank, C.; Gibson, K. H.; Grant, T.; Halterman, T.; Howe, B. B.; Kau, S. T.; Li, J.; McLaren, F. M.; Shapiro, H. S.; Trainor, D. A.; Trivedi, S.; Yochim, C. Abstracts of Papers, 207th National Meeting of the American Chemical Society, San Diego, CA; American Chemical Society: Washington, DC, 1994, MED218.
12. Molecular mechanics computations were performed using the AESOP force field and ENIGMA. AESOP is an in house molecular mechanics program (Masek, B., Zeneca, Inc., 1800 Concord Pike, Wilmington, DE 19897) derived from BIGSTRN-S(QCPE 514) (Nachbar, R., Jr.; Mislow, K. QCPE Bull. 1986, 6, 96). ENIGMA is an in house molecular graphics program (Zeneca, Inc., 1800 Concord Pike, Wilmington, DE 19897).
13. In vitro activity was measured via relaxation of drug candidates on depolarized (15 mM KCl) guinea pig detrusor strips. For details see Zografos, P.; Li, J. H.; Kau, S. K. Pharmacology 1992, 45, 216.
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