【药物名称】WAY-100289
化学结构式(Chemical Structure):
参考文献No.14379
标题:Aroyl-ureas
作者:Ward, T.J.; White, J.C.; Bradley, G. (John Wyeth & Brother Ltd.)
来源:AU 9163749; EP 0422846; GB 2236528; JP 1991133986
合成路线图解说明:

The reaction of salicylamide (I) with cyclopropylmethyl bromide in the presence of potassium hydroxide gives the ether (II). This intermediate is converted to the benzoyl isocyanate (III) by refluxing with oxalyl chloride in 1,2-dichloroethane. The isocyanate is converted without further purification to endo-2-(cyclopropylmethoxy)-N-[[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) amino]-carbonyl]benzamide (WAY100289) by reaction with endo-3-aminotropane.

参考文献No.178332
标题:Novel antagonists of the 5-HT3 receptor. Synthesis and structure activity relationships of (2-alkoxybenzoyl)ureas
作者:Bradley, G.; Ward, T.J.; White, J.C.; Coleman, J.; Taylor, A.; Rhodes, K.F.
来源:J Med Chem 1992,35(9),1515-9
合成路线图解说明:

The reaction of salicylamide (I) with cyclopropylmethyl bromide in the presence of potassium hydroxide gives the ether (II). This intermediate is converted to the benzoyl isocyanate (III) by refluxing with oxalyl chloride in 1,2-dichloroethane. The isocyanate is converted without further purification to endo-2-(cyclopropylmethoxy)-N-[[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) amino]-carbonyl]benzamide (WAY100289) by reaction with endo-3-aminotropane.

参考文献No.195098
标题:WAY 100289
作者:Ward, T.J.
来源:Drugs Fut 1993,18(1),23
合成路线图解说明:

The reaction of salicylamide (I) with cyclopropylmethyl bromide in the presence of potassium hydroxide gives the ether (II). This intermediate is converted to the benzoyl isocyanate (III) by refluxing with oxalyl chloride in 1,2-dichloroethane. The isocyanate is converted without further purification to endo-2-(cyclopropylmethoxy)-N-[[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) amino]-carbonyl]benzamide (WAY100289) by reaction with endo-3-aminotropane.

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