Synthesis of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides and their positive inotropic evaluation

European Journal of Medicinal Chemistry

Volumn 44, Issue 7, 2009, Pages 3027-3031

  Liu, Xue Kun ^a   Cui, Xun ^a   Hong, Lan ^a   Sun, Liang Peng ^a   Quan, Zhe Shan ^a   Piao, Hu Ri ^a  

^a YANBIAN UNIVERSITY   (China)

Author keywords

3,4 Dihydro 3 oxo 2H benzo b 1,4 oxazine; Positive inotropic activity; Stroke volume

Indexed keywords

2 (4 BENZYLPIPERAZIN 1 YL)N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (2 BENZYLOXYNAPHTHALEN 6 YL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (2 BROMOBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (2 FLUOROBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (2,6 DICHLOROBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (3 CHLOROBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (3 METHOXYBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (4 CHLOROBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (4 FLUOROBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (4 METHOXYBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (4 METHYLBENZYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 (BENZO[D][1,3]DIOXOL 5 YL METHYL)PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 [2 (3 CHLOROBENZYLOXY)NAPHTHALEN 6 YL]PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 [2 (4 METHOXYBENZYLOXY)NAPHTHALEN 6 YL]PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; 2 [4 [2 (4 METHYLBENZYLOXY)NAPHTHALEN 6 YL]PIPERAZIN 1 YL]N(3,4 DIHYDRO 3 OXO 2H BENZO[B][1,4]OXAZIN 7 YL)ACETAMIDE; INOTROPIC AGENT; MILRINONE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; CHRONOTROPISM; CONTROLLED STUDY; DRUG ACTIVITY; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HEART LEFT VENTRICLE VOLUME; HEART STROKE VOLUME; INOTROPISM; NONHUMAN; RABBIT; SUBSTITUTION REACTION;

ACETAMIDES; ANIMALS; ATRIAL FUNCTION, LEFT; CARDIOTONIC AGENTS; HEART ATRIA; OXAZINES; QUINOLONES; RABBITS; REFERENCE STANDARDS; SPECTRUM ANALYSIS; STROKE VOLUME;

EID: 67349136771     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.08.006     Document Type: Article

References (16)

1. The Digitalis Investigation Group. N. Engl. J. Med. 336 (1997) 525-533
2. Packer M., Carver J.R., Rodeheffer R.J., Ivanhoe R.J., DiBianco R., Zeldis S.M., Hendrix G.H., Bommer W.J., Elkayam U., and Kukin M.L. N. Engl. J. Med. 325 (1991) 1468-1475
3. Cohn J.N., Goldstein S.O., Greenberg B.H., Lorell B.H., Bourge R.C., Jaski B.E., Gottlieb S.O., McGrew F., DeMets D.L., and White B.G. N. Engl. J. Med. 339 (1998) 1810-1816
4. Harada K., Supriatno E., Yoshida H., and Sato M. Int. J. Oncol. 27 (2005) 1489-1497
5. Fedman M.D., Pak P.H., Wu C.C., Haber H.L., Heesch C.M., Bergin J.D., Powers E.R., Cowart T.D., Johnson W., Feldman A.M., and Kass D.A. Circulation 93 (1996) 474-483
6. Swynghedauw B., and Charlemagne D. Eur. Heart J. Suppl. 4 (2002) D43-D49
7. Slawsky M.T., Colucci W.S., Gottlieb S.S., Greenberg B.H., Haeusslein E., Hare J., Hutchins S., Leier C.V., LeJemtel T.H., Loh E., Nicklas J., Ogilby Dsingh B.N., and Smith W. Circulation 102 (2000) 2222-2227
8. Gauthier N., Anselm A.H., and Handdad H. Curr. Opin. Cardiol. 23 (2008) 134-140
9. Neubauer S. N. Engl. J. Med. 356 (2007) 1140-1151
10. Piao H.R., Quan Z.S., Xu M.X., and Deng D.W. Chin. J. Med. Chem. 9 (1999) 79-83
11. Piao H.R., Quan Z.S., Jiang Y.Z., Xu M.X., and Deng D.W. Chin. J. Mod. Appl. Pharm. 3 (2000) 206-208
12. Piao Z.T., Guan L.P., Zhao L.M., Piao H.R., and Quan Z.S. Eur. J. Med. Chem. 43 (2008) 1216-1221
13. Liao X.C. Chin. J. Pharm. 1 (1993) 21-22
14. Cho K.W., Kim S.H., Kim C.H., and Seul K.H. Am. J. Physiol. 268 (1995) 1129-1136
15. Lee S.J., Kim S.Z., Cui X., Kim S.H., Lee K.S., Chung Y.J., and Cho K.W. Am. J. Physiol. Heart Circ. Physiol. 278 (2000) H208-H221
16. Cui X., Wen J.F., Jin J.Y., Xu W.X., Kim S.Z., Kim S.H., Lee H.S., and Cho K.W. Am. J. Physiol. Regul. Integr. Comp. Physiol. 282 (2002) R1477-R1489