[125I]-SB-258585-药物合成数据库

【药物名称】[125I]-SB-258585

化学结构式(Chemical Structure):

参考文献No.	39033
标题:	Sulphonamide derivs., process for their preparation, and their use as medicaments
作者:	King, F.D.; Bromidge, S.M.; Wyman, P.A. (SmithKline Beecham plc)
来源:	WO 9827081

合成路线图解说明: Nitration of 1-(2-methoxyphenyl)piperazine (I) using KNO3 in H2SO4 gave (II). After protection of (II) as the N-Boc derivative (III), reduction of the nitro group by catalytic hydrogenation over Pd/C yielded aniline (IV). This was condensed with 5-chloro-3-methylbenzothiophene-2-sulfonyl chloride (V) to afford the corresponding sulfonamide (VI). Finally, the Boc protecting group of (VI) was removed with HCl in boiling THF.

合成路线图解说明: The title sulfonamide was prepared by coupling 4-methoxy-3-(4-methylpiperazin-1-yl)aniline (II) with 4-iodobenzenesulfonyl chloride (I) in acetone.

参考文献No.	487959
标题:	5-Chloro-N-(4-methoxy-3-piperazin-1-ylphenyl)-3-methyl-2-benzothiophenesulfonamide (SB-271046): A potent, selective, and orally bioavailable 5-HT6 receptor antagonist
作者:	Bromidge, S.M.; Brown, A.M.; Clarke, S.E.; Dodgson, K.; Gager, T.; Grassam, H.L.; Jeffrey, P.M.; Joiner, G.F.; King, F.D.; Middlemiss, D.N.; Moss, S.F.; Newman, H.; Riley, G.; Routledge, C.; Wyman, P.
来源:	J Med Chem 1999,42(2),202

合成路线图解说明: Nitration of 1-(2-methoxyphenyl)piperazine (I) using KNO3 in H2SO4 gave (II). After protection of (II) as the N-Boc derivative (III), reduction of the nitro group by catalytic hydrogenation over Pd/C yielded aniline (IV). This was condensed with 5-chloro-3-methylbenzothiophene-2-sulfonyl chloride (V) to afford the corresponding sulfonamide (VI). Finally, the Boc protecting group of (VI) was removed with HCl in boiling THF.

合成路线图解说明: The title sulfonamide was prepared by coupling 4-methoxy-3-(4-methylpiperazin-1-yl)aniline (II) with 4-iodobenzenesulfonyl chloride (I) in acetone.