Abstract
A series of novel substituted 5-amino-8H-phthalazino[1,2-b]quinazolin-8-one derivatives synthesised by condensation of different amines with 5-chloro-8H-phthalazino[1,2-b]quinazolin-8-one, which was prepared from methyl 2-aminobenzoate by condensation with hydrazine hydrate and then cyclisation with a phthalic anhydride in N,N-dimethylacetamide at refluxing condition. The intermediate and target compounds were obtained in good yields and were easily purified by filtration or recrystallisation.
Keywords
References
1.
Grover G.
, and
Kini S.G.
, Eur. J. Med. Chem. , 2006 , 41 , 256 .
2.
Zhang H.J.
,
Jin P.
,
Wang S.B.
,
Li F.N.
,
Guan L.P.
, and
Quan Z.S.
, Arch. Pharm. Chem. Life Sci. , 2015 , 348 , 564 .
3.
Shallal H.M.
, and
Russu W.A.
, Eur. J. Med. Chem. , 2011 , 46 , 2043 .
4.
Verhaeghe P.
,
Azas N.
,
Gasquet M.
,
Hutter S.
,
Ducros C.
,
Laget M.
,
Rault S.
,
Rathelot P.
, and
Vanelle P.
, Bioorg. Med. Chem. Lett. , 2008 , 18 , 396 .
5.
Alagarsamy V.
, and
Pathak U.S.
, Bioorg. Med. Chem. , 2007 , 15 , 3457 .
6.
Pandey S.K.
, and
Singh A.
, Eur. J. Med. Chem. , 2009 , 44 , 1188 .
7.
Ahmed M.F.
, and
Belal A.
, Arch. Pharm. Chem. Life Sci. , 2015 , 348 , 487 .
8.
Huehls A.M.
,
Huntoon C.J.
,
Joshi P.M.
,
Baehr C.A.
,
Wagner J.M.
,
Wang X.X.
,
Lee M.Y.
, and
Karnitz L.M.
, Mol. Pharmacol. , 2016 , 89 , 53 .
9.
Gish R. G.
,
Porta C.
,
Lazar L.
,
Ruff P.
,
Feld R.
,
Croitoru A.
,
Feun L.
,
Jeziorski K.
,
Leighton J.
, and
Gallo J.
, J. Clin. Oncol. , 2007 , 25 , 3069 .
10.
Zhai X.
,
Li J.
,
He L.
,
Zheng S.
,
Zhang Y.B.
, and
Gong P.
, Chin. Chem. Lett. , 2008 , 19 , 29 .
11.
Knowles H.J.
,
Tian Y.M.
,
Mole D.R.
, and
Harris A.L.
, Circ. Res. , 2004 , 95 , 162 .
12.
Abd Alla M.S.
,
Hegab M.I.
,
Abo Taleb N.A.
,
Hasabelnaby S.M.
, and
Goudah A.
, Eur. J. Med. Chem. , 2010 , 45 , 1267 .
13.
Zhang L.
,
Guan L.P.
,
Sun X.Y.
,
Wei C.X.
,
Chai K.Y.
, and
Quan Z.S.
, Chem. Biol. Drug Des. , 2009 , 73 , 313 .
14.
Zhang Q.R.
,
Xue D.Q.
,
He P.
,
Shao K.P.
,
Chen P.J.
,
Gu Y.F.
,
Ren J.L.
,
Shan L.H.
, and
Liu H.M.
, Bioorg. Med. Chem. Lett. , 2014 , 24 , 1236 .
15.
El-Hashash M.A.
,
Guirguis D.B.
,
Abd El-Wahed N.
, and
Kadhim M.A.
, J. Chem. Eng. Process Technol. , 2014 , 5 , 1 .
16.
Menear K.A.
,
Adcock C.
, and
Boulter R.
, J. Med. Chem. , 2008 , 51 , 6581 .
17.
El-Wahab A.H.
,
Mohamed H.M.
,
El-Agrody A.M.
,
El-Nassag M.A.
, and
Bedair A.H.
, Pharmaceuticals , 2011 , 4 , 1158 .
18.
Razvi M.
,
Ramalingam T.
, and
Sattur P.B.
, ChemInform. , 1990 , 21 , 32 .
19.
Ukhin L.Y.
,
Kuzmina L.G.
,
Gribanov T.N.
,
Belousova L.V.
, and
Orlov Z.I.
, Russian Chemical Bulletin , 2008 , 57 , 2340 .
20.
Ju L.
,
Hong-Guang G.
, and
Jiu-Fu L.
, J. Chem. Res. , 2015 , 39 , 4 .
21.
Ju L.
,
Xinwei Z.
,
Duanzheng S.
,
Zhiqiang C.
, and
Yunpeng Z.
, J. Chem. Res. , 2016 , 40 , 92 .
