Synthesis and vasodilatory activity of some amide derivatives of 6-(4-carboxymethyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone

European Journal of Medicinal Chemistry

Volumn 44, Issue 11, 2009, Pages 4441-4447

  Bansal, Ranju ^a   Kumar, Dinesh ^a   Carron, Rosalia ^b   de la Calle, Carmen ^b  

^a PANJAB UNIVERSITY   (India)

^b UNIVERSITY OF SALAMANCA   (Spain)

Author keywords

Hydrazine derivatives; Hypertension; Pyridazinones; Vasodilatory activity

Indexed keywords

2 [4,5 DIHYDRO 1H IMIDAZOL 2 YL] 6 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 2 [4,5 DIHYDRO 1H IMIDAZOL 2 YL] 6 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 3 METHYL 4 OXO 4 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL]BUTYRIC ACID; 3 METHYL 4 OXO 4 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL]BUTYRIC ACID; 4 (4 (METHOXYCARBONYLMETHOXYPHENYL) 4 OXOBUTYRIC ACID; 4 (4 CARBOXYMETHOXYPHENYL) 3 METHYL 4 OXOBUTYRIC ACID; 4 [4 (2 IMIDAZOL 1 YL 2 OXOETHOXY)PHENYL] 4 OXOBUTYRIC ACID; 4 [4 (2 MORPHOLIN 4 YL 2 OXOETHOXY)PHENYL] 4 OXOBUTYRIC ACID; 4 OXO 4 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL]BUTYRIC ACID; 4 OXO 4 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL]BUTYRIC ACID; 5 METHYL 6 [4 (2 MORPHOLIN 4 YL 2 OXOETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 5 METHYL 6 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 5 METHYL 6 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 (4 CARBOXYMETHYLOXYPHENYL) 4,5 DIHYDRO 3(2H) PYRIDAZINONE; 6 [4 (2 IMIDAZOL 1 YL 2 OXOETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 IMIDAZOL 1 YL 2 OXOETHOXY)PHENYL] 5 METHYL 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 MORPHOLIN 4 YL 2 OXOETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL] 2 PHENYL 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 OXO 2 PIPERIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL] 2 (4 FLUOROPHENYL) 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 OXO 2 PYRROLIDIN 1 YL ETHOXY)PHENYL] 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 (2 OXO 2 PYRROLIDIN 1 YLETHOXY)PHENYL] 2 (4 FLUOROPHENYL) 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; [4 (6 OXO 1 PHENYL 1,4,5,6 TETRAHYDROPYRIDAZIN 3 YL)PHENOXY]ACETIC ACID ETHYL ESTER; [4 (6 OXO 1,4,5,6-TETRAHYDROPYRIDAZIN 3 YL)PHENOXY]ACETOHYDRAZIDE; [4 [1 (4,5 DIHYDRO 1H IMIDAZOL 2 YL) 6 OXO 1,4,5,6 TETRAHYDROPYRIDAZIN 3 YL]PHENOXY]ACETIC ACID ETHYL ESTER; AMIDE; UNCLASSIFIED DRUG; VASODILATOR AGENT;

ANIMAL TISSUE; ARTICLE; DRUG SYNTHESIS; NONHUMAN; RAT; VASODILATATION;

ANIMALS; AORTA; FEMALE; HYDRAZINES; HYPERTENSION; MALE; PYRIDAZINES; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP; VASODILATION; VASODILATOR AGENTS;

EID: 70349776181     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.06.006     Document Type: Article

References (17)

1. David Williams A., and Thomas Lemke L. Foye's Principles of Medicinal Chemistry. fifth ed. In: Troy D. (Ed) (2002), Lippincott Williams & Wilkins, Baltimore 824-1195
2. Demirayak S., Karaburun A.C., and Beis R. Eur. J. Med. Chem. 39 (2004) 1089-1095
3. Johansen P.J. In: Doyle A.E. (Ed). Handbook of Hypertension vol. 5 (1984), Elsevier, New York (Chapter 2)
4. Heinisch G., and Frank H.K. Prog. Med. Chem. 29 (1992) 141-183
5. Lee S.G., Kim J.J., Kweon D.H., Kang Y.J., Cho S.D., Kim S.K., and Yoon Y.J. Curr. Med. Chem. 8 (2004) 1463-1480 10.2174/1385272043369818
6. Abouzid K., Hakeem M.A., Khalil O., and Maklad Y. Bioorg. Med. Chem. 16 (2008) 382-389 10.1016/j.bmc.2007.09.03
7. Betti L., Floridi M., Giannaccini G., Manetti F., Strappaghetti G., Tafi A., and Botta M. Bioorg. Med. Chem. Lett. 13 (2003) 171-173
8. Curran W.V., and Ross A. J. Med. Chem. 17 (1974) 273-281
9. Archan S., and Toller W. Curr. Opin. Anaesthesiol. 21 (2008) 78-84 10.1097/ACO.0b013e3282 (f357a5)
10. Miyake S., Shiga H., and Koike H. J. Cardiovasc. Pharmacol. 14 (1989) 526-533
11. Chakraborti A.K., Nandi A.B., and Grover V. J. Org. Chem. 64 (1999) 8014-8017
12. Chauhan J.S., Kar A., Dhawan B.N., and Gupta A.K. IN 159411 A (1987), Council of Scientific and Industrial Research
13. P.S. Bataev, Z.G. Vorob'eva. Meditsinskaya Promyshlennost 17 (1963) 13-16.
14. Furniss B.S., Hannaford A.J., Smith P.W.G., and Tatchell A.R. Aromatic compounds. In: Vogel A.I. (Ed). Vogel's Text Book of Practical Organic Chemistry. fifth ed. (1989), Longman Group Ltd, UK (Harlow) 824-1297
15. R. Knope, G.K. Moe, J. Saunders, R. Tuttle. J. Pharmacol. Exp. Ther. 185 (1973) 29-34.
16. Otera J. Chem. Rev. 93 (1993) 1470-1499
17. Vizcaino F.P., Carrón R., Delpon E., Duarte J., and Tamargo J. Eur. J. Pharmacol. 232 (1993) 105-111