Candesartan (CV-11974) dissociates slowly from the angiotensin AT1 receptor

European Journal of Pharmacology

Volumn 319, Issue 1, 1997, Pages 137-146

  Ojima, Mami ^a   Inada, Yoshiyuki ^a   Shibouta, Yumiko ^a   Wada, Takeo ^a   Sanada, Tsukasa ^a   Kubo, Keiji ^a   Nishikawa, Kohei ^a  

^a TAKEDA PHARMACEUTICAL COMPANY LIMITED   (Japan)

Author keywords

3H CV 11974; Angiotensin AT1 receptor; Association rate constant; Candesartan (CV 11974); Dissociation rate constant; Losartan

Indexed keywords

ANGIOTENSIN; ANGIOTENSIN RECEPTOR; ANGIOTENSIN RECEPTOR ANTAGONIST; CANDESARTAN; LOSARTAN;

ADRENAL CELL; ANIMAL CELL; ANIMAL TISSUE; AORTA; ARTICLE; CATTLE; CELL MEMBRANE; CONTROLLED STUDY; DRUG RECEPTOR BINDING; IN VITRO STUDY; NONHUMAN; PRIORITY JOURNAL; RABBIT; VASOCONSTRICTION;

ADRENAL CORTEX; ANGIOTENSIN II; ANIMALS; BENZIMIDAZOLES; BIPHENYL COMPOUNDS; CATTLE; IMIDAZOLES; LOSARTAN; MALE; RABBITS; RECEPTORS, ANGIOTENSIN; TETRAZOLES; VASOCONSTRICTION;

EID: 0031566881     PISSN: 00142999     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-2999(96)00837-0     Document Type: Article

References (38)

1. 1 receptor antagonist, Eur. J. Pharmacol. 283, 63.
2. Bradford, M.M., 1976, A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem. 72, 248.
3. Bumpus, F.M., K.J. Catt, A.T. Chiu, M. De Gasparo, T. Goodfriend, A. Husain, M.J. Peach, D.G. Taylor, Jr. and P.B.M.W.M. Timmermans, 1991, Nomenclature for angiotensin receptors: a report of the nomenclature committee of the council for high blood pressure research, Hypertension 17, 720.
4. Chang, R.S.L. and V.J. Lotti, 1991, Angiotensin receptor subtypes in rat, rabbit and monkey tissues: Relative distribution and species dependency, Life Sci. 49, 1485.
5. Chang, R.S.L., P.K.S. Siegl, B.V. Clineschmidt, B.N. Mantlo, P.K. Chakravarty, W.J. Greenlee, A.A. Patchett and V.J. Lotti, 1992, in vitro pharmacology of L-158, 809, a new highly potent and selective angiotensin II receptor antagonist, J. Pharmacol. Exp. Ther. 262, 133.
6. Chiu, A.T., W.F. Herblin, D.E. McCall, R.J. Ardecky, D.J. Carini, J.V. Duncia, L.J. Pease, P.C. Wong, R.R. Wexler, A.L. Johnson and P.B.M.W.M. Timmermans, 1989, Identification of angiotensin II receptor subtypes, Biochem. Biophys. Res. Commun. 165, 196.
7. 3H]DuP 753, a highly potent and specific radioligand for the angiotensin II-1 receptor subtype, Biochem. Biophys. Res. Commun. 172, 1195.
8. Chiu, A.T., D.J. Carini, J.V. Duncia, K.H. Leung, D.E. McCall, W.A. Price, Jr., P.C. Wong, R.D. Smith, R.R. Wexler and P.B.M.W.M. Timmermans, 1991, DuP 532: a second generation of nonpeptide angiotensin II receptor antagonists, Biochem. Biophys. Res. Commun. 177, 209.
9. 1 angiotensin receptor, Biochem. Biophys. Res. Commun. 188, 1030.
10. De Gasparo, M., S. Whitebread, M. Mele, A.S. Motani, P.J. Whitecombe, H.P. Ramjoue and B. Kamber, 1990, Biochemical characterization of two angiotensin II receptor subtypes in the rat, J. Cardiovasc. Pharmacol. 16 (Suppl. 4), S31.
11. Douglas, J., G. Aguilera, T. Kondo and K. Catt, 1978, Angiotensin II receptors and aldosterone production in rat adrenal glomerulosa cells, Endocrinology 102, 685.
12. Dudley, D.T., R.L. Panek, T.C. Major, G.H. Lu, R.F. Bruns, B.A. Klinkefus, J.C. Hodges and R.E. Weishaar, 1990, Subclasses of angiotensin II binding sites and their functional significance, Mol. Pharmacol. 38, 370.
13. Duncia, J.V., D.J. Carini, A.T. Chiu, A.L. Johnson, W.A. Price, P.C. Wong, R.R. Wexler and P.B.M.W.M. Timmermans, 1992, The discovery of DuP 753, a potent, orally active nonpeptide angiotensin II receptor antagonist, Med. Res. Rev. 12, 149.
14. Finney, D.J., 1964, Fieller's theorem: Statistical Method in Biological Assay (Charles Griffin, London) p. 27.
15. Glossmann, H., A.J. Baukal and K.J. Catt, 1974, Properties of angiotensin II receptors in the bovine and rat adrenal cortex, J. Biol. Chem. 149, 825.
16. Hara, M., R. Kiyama, S. Nakajima, T., Kawabata, M. Kawakami, K. Ohtani, K. Itazaki, T. Fujishita and M. Fujimoto, 1995, Kinetic studies on the interaction of nonlabeled antagonists with the angiotensin II receptor, Eur. J. Pharmacol. 289, 267.
17. 1 receptor, J. Biol. Chem. 269, 30953.
18. Inada, Y., T. Wada, Y. Shibouta, M. Ojima, T. Sanada, K. Ohtsuki, K. Itoh, K. Kubo, Y. Kohara, T. Naka and K. Nishikawa, 1994, Antihypertensive effects of a highly potent long-acting angiotensin II subtype-1-receptor antagonist, (±)-1-(cyclohexyloxycarbonyloxy)ethyl 2-ethoxy-1-[[2′-(1 H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1 H-benzimidazole-7-carboxylate (TCV-116), in various hypertensive rats, J. Pharmacol. Exp. Ther. 268, 1540.
19. Iwai, N., Y. Yamano, S. Chaki, F. Konishi, S. Bardhan, C. Tibbetts, K. Sasaki, M. Hasegawa, Y. Matsuda and T. Inagami, 1991, Rat angiotensin II receptor: cDNA sequence and regulation of the gene expression, Biochem. Biophys. Res. Commun. 177, 299.
20. 1 angiotensin receptor, J. Biol. Chem. 269, 16533.
21. Kenakin, T.P., 1987, Drug antagonism: in Pharmacologic Analysis of Drug Receptor Interaction, ed. T.P. Kenakin (Raven Press, New York, NY) p. 205.
22. Kondo, T., K. Hagiwara, Y. Kato, K. Yoshida, Y. Yoshimura, M. Motohashi and S. Tanayama, 1996, Metabolic fate of TCV-116, a new angiotensin II receptor antagonist, in rats and dogs, Jpn. Pharmacol. Ther. 24 (Suppl. 6), S-915.
23. Kubo, K., Y. Kohara, Y. Yoshimura, Y. Inada, Y. Shibouta, Y. Furukawa, T. Kato, K. Nishikawa and T. Naka, 1993, Nonpeptide angiotensin II receptor antagonists. Synthesis and biological activity of potential prodrugs of benzimidazole-7-carboxylic acids, J. Med. Chem. 36, 2343.
24. Murphy, T.J., R.W. Alexander, K.K. Griendling, M.S. Runge and K.E. Bernstein, 1991, Isolation of a cDNA encoding the vascular type-1 angiotensin II receptor, Nature 351, 233.
25. Noda, M., Y. Shibouta, Y. Inada, M. Ojima, T. Wada, S. Sanada, K. Kubo, Y. Kohara, T. Naka and K. Nishikawa, 1993, Inhibition of rabbit aortic angiotensin II (AII) receptor by CV-11974, a new nonpeptide AII antagonist, Biochem. Pharmacol. 45, 311.
26. Ogihara, T., K. Arakawa, O. Iimura, K. Abe, T. Saruta, M. Ishii, K. Hiwada, M. Fujishima and K. Fukiyama, 1994, Open clinical studies on a new angiotensin II receptor antagonist, TCV-116, J. Hypertens. 12 (Suppl. 9), S35.
27. 1 antagonism, J. Pharmacol. Exp. Ther. 273, 753.
28. 1 receptor antagonist, Br. J. Pharmacol. 107, 1173.
29. Sasaki, K., Y. Yamano, S. Bardhan, N. Iwai, J.J. Murray, M. Hasegawa, Y. Matsuda and T. Inagami, 1991, Cloning and expression of a complementary DNA encoding a bovine adrenal angiotensin II type-1 receptor, Nature 351, 230.
30. Shibouta, Y., Y. Inada, M. Ojima, T. Wada, M. Noda, T. Sanada, K. Kubo, Y. Kohara, T. Naka and K. Nishikawa, 1993, Pharmacological profile of a highly potent and long acting angiotensin II receptor antagonist, 2-ethoxy-1-[[2′-(1 H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1 H-benzimid azole-7-carboxylic acid (CV-11974), and its prodrug, (±)-1-(cyclohexyloxycarbonyloxy)ethyl 2-ethoxy-1-[[2′-(1 H-tetrazol-5-yl)biphenyl-4-y]methyl-11 H-benzimidazole-7-carboxylate (TCV-116), J. Pharmacol. Exp. Ther. 266, 114.
31. Takayanagi, R., K. Ohnaka, Y. Sakai, R. Nakao, T. Yanase, M. Haji, T. Inagami, H. Furuta, D.-F. Guo, M. Nakamura and H. Nawata, 1992, Molecular cloning, sequence analysis and expression of a cDNA encoding human type-1 angiotensin II receptor, Biochem. Biophys. Res. Commun. 183, 910.
32. Wada, T., Y. Inada, Y. Shibouta, M. Ojima, K. Kubo, Y. Kohara, T. Naka and K. Nishikawa, 1992, Antihypertensive action of a nonpeptide angiotensin II (A II) antagonist, TCV-116, in various hypertensive rats, J. Hypertens. 10 (Suppl. 4), S144.
33. Whitebread, S., M. Mele, B. Kamber and M. De Gasparo, 1989, Preliminary biochemical characterization of two angiotensin II receptor subtypes, Biochem. Biophys. Res. Commun. 163, 284.
34. Wienen, W., A.B.M. Mauz, J.C.A. Van Meel and M. Entzeroth, 1992, Different types of receptor interaction of peptide and nonpeptide angiotensin II antagonists revealed by receptor binding and functional studies, Mol. Pharmacol. 41, 1081.
35. Wong, P.C., S.D. Hart, A.M. Zaspel, A.T. Chiu, R.J. Ardecky, R.D. Smith and P.B.M.W.M. Timmermans, 1990, Functional studies of nonpeptide angiotensin receptor subtype-specific ligands: DuP 753(A II-1) and PD123177 (A II-2), J. Pharmacol. Exp. Ther. 255, 584.
36. Yamano, Y., K. Ohyama, S. Chaki, D.-F. Guo and T. Inagami, 1992, Identification of amino acid residues of rat angiotensin II receptor for ligand binding by site directed mutagenesis, Biochem. Biophys. Res. Commun. 187, 1426.
37. 1), J. Biol. Chem. 270, 14024.
38. Yoshida, H., J. Kakuchi, D.-F. Guo, H. Furuta, N. Iwai, R.M. Jong, T. Inagami and I. Ichikawa, 1992, Analysis of the evolution of angiotensin II type 1 receptor gene in mammals (mouse, rat, bovine and human), Biochem. Biophys. Res. Commun. 186, 1042.