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7-Methoxytacrine, 7-MEOTA

7-甲氧基他克林Chemical Name: 9-Amino-7-methoxy-1,2,3,4-tetrahydroacridine; 7-Methoxy-1,2,3,4-tetrahydro-9-acridinamine
CAS No. 5778-80-3, 65239-02-3 (lactate)
项目整合开发状态: Phase III
项目研究机构: Purkyne Med. Res. Inst. (Originator)
合成路线:The cyclocondensation of aniline (VII) with ethyl 2-oxocyclo-hexanecarboxylate (VIII) by means of HCl in refluxing benzene gives 9-acridone (IX),which by treatment with refluxing POCl3 is converted to 9-chloroacridine (X).Finally,this compound is treated with anhydrous NH3 in p-cresol),or with ethanolic ammonia with a Cu catalyst.

合成路线:This compound can be prepared by two different methods:1) By cyclocondensation of p-anisidine (I) with 2-oxocyclohexanecarboxylate (II) to 7-methoxy-1,2,3,4-tetrahydroacridone (III),which by treatment with refluxing POCl3 is converted to 9-chloro-7-methoxy-1,2,3,4-tetrahydroacridine (IV).This compound is converted to final product by treatment with NH3 in refluxing p-cresol.2) By cyclocondensation of 5-methoxyisatin (V) and cyclohexanone (VI) in concentrated aqueous ammonia at 150 C to 7-methoxy-1,2,3,4-tetrahydroacridine-9-carboxamide (VII),followed by a Hoffman degradation with potassium hypobromite.
📌 参考资料/链接:
参考文献标题:7,8,9,10-Tetrahalo-6H-cyclohepta[b]quinolines
文献作者:Sigal,M.V.Jr.; Brent,B.J.; Marchini,P.
参考来源:US 3232945

📄 详细内容


合成路线:By cyclocondensation of isatine (V) with cyclohexanone (II) and aqueous concentrated NH3 at 150 C in a pressure vessel to acridine-9-carboxamide (VI),followed by a Hoffman degradation with Br2 and sodium methoxide in methanol

合成路线:This compound can be prepared by two different methods:1) By cyclocondensation of p-anisidine (I) with 2-oxocyclohexanecarboxylate (II) to 7-methoxy-1,2,3,4-tetrahydroacridone (III),which by treatment with refluxing POCl3 is converted to 9-chloro-7-methoxy-1,2,3,4-tetrahydroacridine (IV).This compound is converted to final product by treatment with NH3 in refluxing p-cresol.2) By cyclocondensation of 5-methoxyisatin (V) and cyclohexanone (VI) in concentrated aqueous ammonia at 150 C to 7-methoxy-1,2,3,4-tetrahydroacridine-9-carboxamide (VII),followed by a Hoffman degradation with potassium hypobromite.

参考文献标题:Analogues of 9-amino-1,2,3,4-tetrahydroacridine
文献作者:Bielavsky,J.
参考来源:Coll Czech Chem Commun 1977,422802-7


合成路线:This compound can be prepared by two different methods:1) By cyclocondensation of p-anisidine (I) with 2-oxocyclohexanecarboxylate (II) to 7-methoxy-1,2,3,4-tetrahydroacridone (III),which by treatment with refluxing POCl3 is converted to 9-chloro-7-methoxy-1,2,3,4-tetrahydroacridine (IV).This compound is converted to final product by treatment with NH3 in refluxing p-cresol.2) By cyclocondensation of 5-methoxyisatin (V) and cyclohexanone (VI) in concentrated aqueous ammonia at 150 C to 7-methoxy-1,2,3,4-tetrahydroacridine-9-carboxamide (VII),followed by a Hoffman degradation with potassium hypobromite.
参考文献标题:7-MEOTA
文献作者:Dejmek,L.
参考来源:Drugs Fut 1990,15(2),126


产品链接: CAS No. 5778-80-3››