【药物名称】Nafidimide, Amonafide, CGX-571, M-FA-142, BIDA, NSC-308847, Xanafide, Quinamed
化学结构式(Chemical Structure):
参考文献No.13472
标题:Naphthalimides, process for their preparation and pharmaceutical compositions containing them
作者:Bra馻, M.F.; Martinez Sanz, A.; P閞ez Alvarez-Ossorio, R.; Martinez Roldan, C.; Rodan Fernandez de Gamboa, C. (Made Labs.)
来源:DE 2823987
合成路线图解说明:

This compound can be obtained by two related ways: 1) The reduction of 3-nitronaphthalene-1,8-dicarboxylic acid anhydride (I) with H2 over Pd/C in DMF gives the corresponding 3-amino-anhydride (II), which is then treated with N,N-dimethylethylenediamine in refluxing toluene or ethanol. (2,3) 2) The reaction of anhydride (I) with N,N-dimethylethylenediamine as before gives 2-[2-(dimethylamino)ethyl]-5-nitro-1H-benz[d,e]isoquinoline-1,3 (2H)-dione (III), which is reduced with H2 or HCOONH4 (4) over Pd/C , or with Sn-HCl at 90-100 C. (1)

参考文献No.67420
标题:Substd. benzylamine derivs. and methods of use
作者:Nishimura, N.; Askew, B.; Patel, V.F.; Elbaum, D.; Habgood, G.; Kim, J.L.; Handley, M.; Booker, S.; Germain, J.; Kim, T.-S.; Yuan, C.C. (Amgen Inc.)
来源:US 2003134836; WO 0407457
合成路线图解说明:

This compound can be obtained by two related ways: 1) The reduction of 3-nitronaphthalene-1,8-dicarboxylic acid anhydride (I) with H2 over Pd/C in DMF gives the corresponding 3-amino-anhydride (II), which is then treated with N,N-dimethylethylenediamine in refluxing toluene or ethanol. (2,3) 2) The reaction of anhydride (I) with N,N-dimethylethylenediamine as before gives 2-[2-(dimethylamino)ethyl]-5-nitro-1H-benz[d,e]isoquinoline-1,3 (2H)-dione (III), which is reduced with H2 or HCOONH4 (4) over Pd/C , or with Sn-HCl at 90-100 C. (1)

参考文献No.122466
标题:Synthesis and cytostatic activity of benz(de)isoquinolin-1,3-diones. Structure-activity relationships
作者:Fern醤dez Bra馻, M.; Mart韓ez Sanz, A.; Castellano, J.M.; Mart韓ez Roldan, C.; Roldan Fern醤dez de Gamboa, C.
来源:Eur J Med Chem - Chim Ther 1981,16(3),207-212
合成路线图解说明:

This compound can be obtained by two related ways: 1) The reduction of 3-nitronaphthalene-1,8-dicarboxylic acid anhydride (I) with H2 over Pd/C in DMF gives the corresponding 3-amino-anhydride (II), which is then treated with N,N-dimethylethylenediamine in refluxing toluene or ethanol. (2,3) 2) The reaction of anhydride (I) with N,N-dimethylethylenediamine as before gives 2-[2-(dimethylamino)ethyl]-5-nitro-1H-benz[d,e]isoquinoline-1,3 (2H)-dione (III), which is reduced with H2 or HCOONH4 (4) over Pd/C , or with Sn-HCl at 90-100 C. (1)

参考文献No.122477
标题:N-(Aminoalkyl)imide antineoplastic agents. Synthesis and biological activity
作者:Zee-Cheng, R.K.Y.; Cheng, C.C.
来源:J Med Chem 1985,28(9),1216-22
合成路线图解说明:

This compound can be obtained by two related ways: 1) The reduction of 3-nitronaphthalene-1,8-dicarboxylic acid anhydride (I) with H2 over Pd/C in DMF gives the corresponding 3-amino-anhydride (II), which is then treated with N,N-dimethylethylenediamine in refluxing toluene or ethanol. (2,3) 2) The reaction of anhydride (I) with N,N-dimethylethylenediamine as before gives 2-[2-(dimethylamino)ethyl]-5-nitro-1H-benz[d,e]isoquinoline-1,3 (2H)-dione (III), which is reduced with H2 or HCOONH4 (4) over Pd/C , or with Sn-HCl at 90-100 C. (1)

合成路线图解说明:

Nitration of 1,8-naphthalic anhydride (I) in sulfuric acid at 60 C for 1 h gives 3,6-dinitro-1,8-naphthalic anhydride (II) in 80% yield (m.p. 209-211 C from toluene; NMR: in CDCl3 a 9.22, 9.27, 2 singlet aromatic H), which, on treatment with unsym-N,N-dimethylethylenediamine at room temperature for 30 min, followed by azeotropical removal of water at 140 C for 2 h in refluxing toluene solution and salt conversion with HCl, yields the monohydrochloride salt of dinimide in 62% yield.

参考文献No.143937
标题:Amonafide
作者:Casta馿r, J.; Casta馿r, R.M.; Eastland, G.
来源:Drugs Fut 1990,15(9),879
合成路线图解说明:

This compound can be obtained by two related ways: 1) The reduction of 3-nitronaphthalene-1,8-dicarboxylic acid anhydride (I) with H2 over Pd/C in DMF gives the corresponding 3-amino-anhydride (II), which is then treated with N,N-dimethylethylenediamine in refluxing toluene or ethanol. (2,3) 2) The reaction of anhydride (I) with N,N-dimethylethylenediamine as before gives 2-[2-(dimethylamino)ethyl]-5-nitro-1H-benz[d,e]isoquinoline-1,3 (2H)-dione (III), which is reduced with H2 or HCOONH4 (4) over Pd/C , or with Sn-HCl at 90-100 C. (1)

Drug Information Express,Drug R&D,Chemical Database,Patent Search.
Copyright © 2006-2024 Drug Future. All rights reserved.Contact Us