NOBEX-AA-007-药物合成数据库

【药物名称】NOBEX-AA-007

化学结构式(Chemical Structure):

参考文献No.	54287
标题:	5-ASA derivs. having anti-inflammatory and antibiotic activity and methods of treating diseases therewith
作者:	Ekwuribe, N.N.; Malson, E.; Riggs-Sauthier, J. (Nobex Corp.)
来源:	US 6458776; WO 0218330

合成路线图解说明: The condensation of 4-nitrobenzenesulfonamide (I) with 4-chloro-4-oxobutyric acid methyl ester (II) in refluxing pyridine gives 4-(4-nitrobenzenesulfonamido)-4-oxobutyric acid methyl ester (III), which is reduced with Fe and NH4Cl in methanol/water to yield the corresponding 4-amino derivative (IV). The diazotization of (IV) with NaNO2 and HCl affords the diazonium salt (V), which is condensed with 2-hydroxybenzoic acid (VI) to provide the azo compound (VII). Finally, this compound is hydrolyzed with NaOH to the target succinamic acid derivative.

参考文献No.	686255
标题:	Synthesis and activity of novel 5-aminosalicylic acid (5-ASA)-containing prodrugs for the treatment of inflammatory bowel disease
作者:	Riggs-Sauthier, J.A.; Malson, E.; Harris, M.; Myung, S.; Liddle, R.; Ekwuribe, N.
来源:	224th ACS Natl Meet (Aug 18 2002, Boston) 2002,Abst MEDI 305

合成路线图解说明: The condensation of 4-nitrobenzenesulfonamide (I) with 4-chloro-4-oxobutyric acid methyl ester (II) in refluxing pyridine gives 4-(4-nitrobenzenesulfonamido)-4-oxobutyric acid methyl ester (III), which is reduced with Fe and NH4Cl in methanol/water to yield the corresponding 4-amino derivative (IV). The diazotization of (IV) with NaNO2 and HCl affords the diazonium salt (V), which is condensed with 2-hydroxybenzoic acid (VI) to provide the azo compound (VII). Finally, this compound is hydrolyzed with NaOH to the target succinamic acid derivative.

合成路线图解说明: The diazotization of 2-(4-aminophenyl)acetic acid (I) by means of NaNO2 and HCl gives the diazonium salt (II), which is then condensed with 2-hydroxybenzoic acid (III) to provide the target azocompound.