-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	45670
标题:	Imidazoline derivs. as alpha-1A adrenoceptor ligands
作者:	Hodson, S.J.; Navas, F. III; Bishop, M.J.; Bigham, E.C.; Garrison, D.T.; Drewry, D.H.; Speake, J.D. (Glaxo Group Ltd.)
来源:	WO 0066563

合成路线图解说明: 2-(Methylthio)aniline (I) was alkylated with 2-(chloromethyl)-2-imidazoline hydrochloride (II) in phenol at 120 C to afford the condensation product (III). Subsequent oxidation of the thioether functionality of (III) with m-chloroperbenzoic acid gave rise to the target sulfone.

合成路线图解说明: 5-Methoxy-2-methylbenzothiazole (I) is hydrolyzed by NaOH in ethylene glycol to furnish 2-amino-4-methoxythiophenol (II), which is further alkylated with iodomethane and potassium tert-butoxide, yielding thioether (III). Condensation of aniline (III) with 2-(chloromethyl)imidazoline (IV) in the presence of phenol provides (V). After oxidation of sulfide (V) to the corresponding sulfone by means of m-chloroperbenzoic acid, the title compound is isolated as its fumarate salt (1,2).

参考文献No.	669068
标题:	2-(Anilinomethyl)imidazolines as alpha1 adrenergic receptor agonists: The discovery of alpha1a subtype selective 2'-alkylsulfonyl-substituted analogues
作者:	Hodson, S.J.; Bishop, M.J.; Speake, J.D.; Navas, F. III; Garrison, D.T.; Bigham, E.C.; Saussy, D.L. Jr.; Liacos, J.A.; Irving, P. E.; Gobel, M.J.; Sherman, B.W.
来源:	J Med Chem 2002,45(11),2229

合成路线图解说明: 5-Methoxy-2-methylbenzothiazole (I) is hydrolyzed by NaOH in ethylene glycol to furnish 2-amino-4-methoxythiophenol (II), which is further alkylated with iodomethane and potassium tert-butoxide, yielding thioether (III). Condensation of aniline (III) with 2-(chloromethyl)imidazoline (IV) in the presence of phenol provides (V). After oxidation of sulfide (V) to the corresponding sulfone by means of m-chloroperbenzoic acid, the title compound is isolated as its fumarate salt (1,2).