Abstract
1,2,4-Triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3-dioxoisoindolin-2-yl, 1H-pyrazol-4-yl, phthalazin-1(2H)one, 5H-2,3-benzodi-azepine-1,4-dione and pyridazine-1,4-dione derivatives were prepared via the reaction of the readily obtainable starting material 1-oxo-1,2-dihydrophthalazin-4-carbohydrazide with one carbon donor like phenyl isothiocyanate, phenyl isocyanate, triethylorthoformate, formic acid and different electrophilic reagents such as anhydrides, chromen-1,3-dione, chloroacetyl chloride, acetic anhydride, arylidene malononitrile, ethoxymethylene malononitrile and ethyl acetoacetate.
References
1.
Oartes J.A.
, The pharmacological basis of therapeutics , 9th edn, Pergamon Press , New York , 2001 , p. 780 .
2.
Szasz S.
, and
Budvavi-Bavauy Z.
, Pharmacological chemistry of antihypertensive agents , Vol. 3 . CRC Press , Boca Raton , 1991 .
3.
Van Zwieten P.A.
, and
Greenlee W.
, J. Antihypertensive Drugs , 1997 , 1 .
4.
Florez J.
,
Armijo J.A.
,
Mediavilla A.
, Farmacologi Humana , 3rd edn, Masson S.A. , Barcelona , 2000 , p. 671 .
5.
Heinisch G.
, and
Kopelent-Frank H.
, Prog. Med. Chem. , 1990 , 27 , 1 .
6.
Heinisch G.
, and
Kopelent-Frank H.
, Prog. Med. Chem. , 1992 , 29 , 141 .
7.
Piaz V.D.
,
Giovannoni M.P.
,
Languna R.
, and
Cano E.
, Eur. J. Med. Chem. , 1994 , 29 , 249 .
8.
Demirayak S.
,
Karaburun A.C.
,
Kayagil I.
,
Erol K.
, and
Sirmagul B.
, Arch. Pharm. Res. , 2004 , 27 , 13 .
9.
Haider N.
,
Hartmann R.W.
, and
Steinwender A.
, Arch. Pharm. Pharm Med. Chem. , 1999 , 332 , 408 .
10.
Sotelo E.
,
Fraiz N.
,
Yanez M.
,
Terades V.
,
Laguna R.
,
Cano E.
, and
Ravina E.
, Bioorg. Med. Chem. , 2002 , 10 , 2873 .
11.
Van der Mey M.
,
Boss H.
,
Couwenberg D.
,
Hatzelmann A.
,
Sterk G.J.
,
Goubitz K.
, and
Timmerman H.
, J. Med. Chem. , 2002 , 45 , 2526 .
12.
Van der Mey M.
,
Bommele K.M.
,
Boss H.
,
Hatzelmann A.
,
Van Slingerland M.
,
Sterk G.J.
, and
Timmerman H.
, J. Med. Chem. , 2003 , 46 , 2008 .
13.
Yamaguchi M.
,
Koga T.
,
Kamei K.
,
Akima M.
,
Maruyama N.
, and
Kuroki T.
, Chem. Pharm. Bull. (Tokyo) , 1994 , 42 , 1850 .
14.
Yamaguchi M.
,
Maruyama N.
,
Koga T.
,
Kamei K.
,
Akima M.
, and
Kurokki T.
, Chem. Pharm. Bull. (Tokyo) , 1995 , 43 , 236 .
15.
Cockcrof X.
,
Dillon K.J.
,
Dixon L.
,
Drzewiecki J.
,
Everseley P.
,
Gomes S.
,
Hoare J.
,
Kirrigan F.
,
Nalthews I.
,
Menear K.A.
,
Martin N.M.
,
Newton R.
,
Paul J.
,
Smith G.C.
,
Vile J.
, and
Whittler A.J.
, Bioorg. Med. Chem. Lett. , 2006 , 16 , 1040 .
16.
Cockcrof X.
,
Dillon K.J.
,
Dixon L.
,
Drzewiecki J.
,
Kirrigan F.
,
Loh V.M.
,
Martin N.M.
,
Menear K.A.
, and
Smith G.C.
, Bioorg. Med. Chem. Lett. , 2005 , 15 , 2235 .
17.
Kim J.S.
,
Lee H.
,
Suh M.
,
Choo H.P.
,
Lee S.K.
,
Park H.J.
,
Kim C.
,
Park S.W.
, and
Lee C.
, Bioorg. Med. Chem. , 2004 , 12 , 3683 .
18.
Haider N.
,
Kabicher J.
,
Kaferbock J.
, and
Plenk A.
, Molecules , 2007 , 12 , 1900 .
19.
Demirayak S.
,
Karaburun K.
, and
Beis R.
, Eur. J. Med. Chem. , 2004 , 39 , 1089 .
20.
Goodman A.
, and
Gilman L.S.
, The pharmacological basis of therapeutics , 11th edn, McGraw-Hill , New York , 2006 , p. 860 .
21.
Shubin K.M.
,
Kuznetsov V.A.
, and
Galishev V.A.
, Tetrahedron Lett. , 2004 , 45 , 1407 .
22.
Brad H.
,
Guo-Qiang G.
,
Partha P.C.
,
Games R.F.
,
Liping P.
,
Robert M.R.
,
Anthony B.R.
,
Andreas R.
,
Kelvin S.
,
Maya T.
,
Ryan P.W.
,
Shimin X.
,
Dawei Z.
,
Faye H.
,
Matthew R.L.
,
Rashed S.
,
Vivian L.
,
David G.
,
Matthew H.P.
,
Bradley H.
,
Lisa S.
,
Scot M.
,
Lu M.W.
, and
Andrew S.T.
, J. Med. Chem. , 2008 , 51 , 6271 .
23.
Mahmoud M.R.
,
Abou-Elmagd W.S.I.
,
Derbala H.A.
, and
Hekal M.H.
, Chinese J. Chem. , 2011 , 29 , 1446 .
24.
Khadilkar B.M.
, and
Samant S.D.
, Indian J. Chem. , 1993 , 11 , 1137 .
25.
Kira M.A.
,
Abdel-Rahman M.O.
, and
Gadalla K.Z.
, Tetrahedron Lett. , 1969 , 10 , 109 .
26.
Abdel-Aziz M.
,
Abuo-Rahma G.E.A.
, and
Hassan A.A.
, Eur. J. Med. Chem. , 2009 , 44 , 3480 .
27.
El-Masry A.H.
,
Fahmy H.H.
, and
Abdelwahed S.H.A.
, Molecules , 2000 , 5 , 1429 .
