Synthesis and anticonvulsant activity of certain N-aralkyl-N-(1-substituted cyclohexyl) benzenamines

Article abstract of DOI:10.3797/scipharm.2006.74.1

The synthesis of certain N-aralkyl(1-aminomethylcyclohexyl) benzenamines 6a-i, N-(alkyloxymethyl or aralkyloxymethylcyclohexyl)-N-arylbenzenamines 9a-1 and 1-(1-(aralkylphenylamino)cyclohexyl methoxy)-3-isopropylaminopropan-2-ols 11a-c has been accomplish

Full text of DOI:10.3797/scipharm.2006.74.1

Scientia Pharmaceutica (Sci. Pharm.) 74, 1-19 (2006)
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14
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16
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ꢈꢊꢀꢎꢈꢁ ꢂ&ꢁꢉꢇꢍꢆꢇꢁ ꢈꢌꢀꢍꢊꢁ ꢂ&ꢁꢌꢆꢇꢁ ꢅꢊꢀꢔꢍꢁ ꢂ&ꢁꢈꢇꢊꢆꢇꢁ ꢈꢍꢀꢍꢈꢁ ꢂ&ꢁꢋꢇꢃꢃꢆꢇꢁ ꢈꢍꢀꢎꢍꢁ ꢂ&ꢁꢃꢐꢆꢇꢁ ꢐꢍꢀꢍꢍ
ꢂ&ꢁꢎꢇꢃꢈꢆꢇꢁꢍꢌꢀꢔꢋꢁꢂ&ꢁꢃꢄꢇꢁꢃꢈꢊꢀꢎꢋꢁꢂ&ꢁꢃꢌꢇꢃꢎꢆꢇꢁꢃꢈꢃꢀꢋꢊꢁꢂ&ꢁꢃꢊꢆꢇꢁꢃꢈꢎꢀꢈꢐ ꢂ&ꢁꢈꢃꢇꢈꢍꢆꢇꢁꢃꢈꢔꢀꢊꢊ
ꢂ&ꢁꢃꢍꢇꢃꢏꢇꢈꢈꢇꢈꢌꢆꢇꢁꢃꢅꢈꢀꢃꢈꢁꢂ&ꢁꢈꢐꢆꢇꢁꢃꢅꢎꢀꢎꢊꢁꢂ&ꢁꢃꢉꢆꢇꢁꢃꢋꢎꢀꢎꢐ ꢂ&ꢁꢃꢋꢆꢇꢁꢃꢌꢃꢀꢋꢋ ꢂ&ꢁꢏꢆꢀ
ꢃꢀꢐꢈꢉꢈꢀꢃꢊꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢄꢁ+ꢁꢎꢇꢀꢏꢆꢇꢁꢅꢀꢐꢋꢁꢂWꢄꢁ-ꢁ ꢁꢍꢀꢋꢋꢄꢁꢐ+ꢄꢁ+ꢁꢍꢇꢀꢀꢆꢇꢁꢅꢀꢌꢐꢁꢂVꢄ
ꢅ+ꢄꢁ+ꢁꢂꢊꢆꢇꢁꢋꢀꢔꢐꢉꢌꢀꢎꢐꢁꢂPꢄꢁꢔ+ꢄꢁDURPDWLFꢆꢀ
ꢃꢅ&105ꢁꢂ&'&Oꢅꢆ
ꢃ+105ꢁꢂ&'&Oꢅꢆ
ꢈꢊꢀꢊꢊꢁꢂ&ꢁꢉꢇꢊꢆꢇꢁꢈꢍꢀꢐꢈꢁꢂ&ꢁꢎꢇꢀꢏꢆꢇꢁꢈꢌꢀꢋꢐꢁꢂ&ꢁꢈꢆꢇꢁꢅꢃꢀꢃꢊꢁꢂ&ꢁꢂꢇꢋꢆꢇꢁꢐꢔꢀꢈꢈꢁꢂ&ꢁꢍꢇꢀꢀꢆꢇꢁꢍꢍꢀꢔꢊ
ꢂ&ꢁꢂꢊꢆꢇꢁꢎꢍꢀꢃꢐꢁꢂ&ꢁꢀꢆꢇꢁꢃꢃꢐꢀꢋꢈꢁꢂ&ꢁꢂꢀꢇꢂꢉꢆꢇꢁꢃꢈꢃꢀꢋꢊꢁꢂ&ꢁꢀꢉꢇꢀꢌꢆꢇꢁꢃꢈꢐꢀꢐꢈꢁꢂ&ꢁꢀꢊꢆꢇꢁꢃꢈꢋꢀꢋꢋ
ꢂ&ꢁꢀꢎꢆꢇꢁꢃꢈꢎꢀꢍꢈꢁꢂ&ꢁꢂꢏꢇꢂꢈꢆꢇꢁꢃꢈꢔꢀꢊꢊꢁꢂ&ꢁꢀꢈꢇꢀꢋꢆꢇꢁꢃꢅꢔꢀꢃꢈꢁꢂ&ꢁꢀꢂꢆꢇꢁꢃꢋꢐꢀꢃꢐꢁꢂ&ꢁꢂꢂꢆꢇꢁꢃꢋꢔꢀꢈꢋ
ꢂ&ꢁꢀꢍꢆꢇꢁꢁꢁꢃꢌꢃꢀꢔꢊꢁꢂ&ꢁꢌꢆꢀ
ꢃꢅ&105ꢁꢂ&'&Oꢅꢆ
ꢃ+105
ꢃꢀꢅꢎꢉꢃꢀꢋꢃꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢄꢁ+ꢉꢎꢇꢀꢏꢆꢇꢁꢈꢀꢐꢐꢁꢂPꢄꢁꢐ+ꢄꢁ+ꢉꢍꢇꢀꢀꢆꢇꢁꢈꢀꢍꢊꢁꢂVꢄꢁꢈ+ꢄ +ꢉ
ꢌꢆꢇꢁꢐꢀꢐꢐꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢀꢍꢆꢇꢁꢋꢀꢔꢃꢉꢌꢀꢈꢋꢁꢂPꢄꢁꢃꢊ+ꢄꢁDURPDWLFꢆꢀ
ꢁꢁꢂ'062ꢉ'ꢋꢆ
ꢊD
ꢊH
ꢈꢃꢀꢌꢌꢁ ꢂ&ꢁꢉꢇꢊꢆꢇꢁ ꢈꢍꢀꢔꢃꢁ ꢂ&ꢉꢎꢇꢀꢏꢆꢇꢁ ꢅꢃꢀꢌꢋꢁ ꢂ&ꢉꢌꢆꢇꢁ ꢅꢎꢀꢌꢌꢁ ꢂ&ꢉꢂꢇꢋꢆꢇꢁ ꢍꢈꢀꢊꢅ ꢂ&ꢉꢀꢍꢆꢇꢁ ꢍꢋꢀꢐꢎ
ꢂ&ꢉꢀꢆꢇꢁꢋꢊꢀꢊꢈꢁꢂ&ꢉꢍꢇꢀꢀꢆꢇꢁꢋꢐꢀꢎꢋꢁꢂ&ꢉꢌꢆꢇꢁꢃꢈꢐꢀꢃꢎꢁꢂ&ꢉꢀꢉꢇꢀꢌꢆꢇꢁꢃꢈꢍꢀꢔꢊꢁꢂ&ꢉꢀꢊꢆꢇꢁꢃꢈꢌꢀꢌꢊꢁꢂ&ꢉ
ꢂꢂꢆꢇꢁ ꢃꢈꢌꢀꢌꢍꢁ ꢂ&ꢉꢂꢏꢇꢂꢈꢆꢇꢁ ꢃꢈꢔꢀꢊꢌꢁ ꢂ&ꢉꢂꢀꢇꢂꢉꢆꢇꢁ ꢃꢅꢊꢀꢃꢐꢁ ꢂ&ꢉꢀꢈꢇꢀꢋꢆꢇꢁ ꢃꢐꢃꢀꢋꢋꢁ ꢂ&ꢉꢀꢎꢆꢇ
ꢃꢐꢌꢀꢌꢔꢁꢂ&ꢉꢀꢂꢆꢀ
ꢃꢅ&105
ꢂ'062ꢉ'ꢋꢆ
ꢃ+105
ꢃꢀꢅꢔꢉꢃꢀꢌꢈꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢄꢁ+ꢁꢎꢇꢀꢏꢇꢀꢀꢆꢇꢁꢈꢀꢈꢐꢁꢂWꢄꢁ- ꢁꢋꢀꢈꢐꢄꢁꢐ+ꢄꢁ+ꢁꢍꢇꢀꢂꢆꢇꢁꢈꢀꢍꢊ
ꢂVꢄꢁꢈ+ꢄꢁ+ꢁꢌꢆꢇꢁꢐꢀꢋꢈꢁꢂVꢄꢁꢈ+ꢄ+ꢁꢀꢎꢆꢇꢁꢋꢀꢍꢎꢉꢌꢀꢈꢊꢁꢂPꢄꢁꢔ+ꢄꢁDURPDWLFꢆꢀ
ꢁꢁꢂ'062ꢉ'ꢋꢆ

Synthesis and Anticonvulsant Activity of Certain...
17
ꢈꢃꢀꢊꢊꢁꢂ&ꢁꢉꢇꢊꢆꢇꢁꢈꢍꢀꢎꢈꢁꢂ&ꢁꢎꢇꢀꢏꢇꢀꢀꢆꢇꢁꢈꢎꢀꢈꢈꢁꢂ&ꢁꢈꢆꢇꢁꢅꢐꢀꢌꢐꢁꢂ&ꢁꢂꢇꢋꢆꢇꢁꢐꢔꢀꢃꢈꢁꢂ&ꢁꢀꢎꢆꢇꢁꢍꢅꢀꢐꢋ
ꢂ&ꢁꢀꢆꢇꢁꢍꢐꢀꢔꢈꢁꢂ&ꢁꢍꢇꢀꢂꢆꢇꢁꢍꢎꢀꢎꢋꢁꢂ&ꢁꢌꢆꢇꢁꢃꢃꢐꢀꢐꢐꢁꢂ&ꢁꢂꢀꢇꢂꢊꢆꢇꢁꢃꢃꢎꢀꢐꢎꢁꢂ&ꢁꢀꢋꢆꢇꢁꢃꢈꢎꢀꢋꢐꢁꢂ&ꢁ
ꢂꢂꢇꢂꢈꢆꢇꢁ ꢃꢈꢔꢀꢐꢈꢁ ꢂ&ꢁꢂꢀꢇꢂꢊꢆꢇꢁ ꢃꢅꢊꢀꢋꢈ ꢂ&ꢁꢀꢊꢇꢀꢌꢆꢇꢁ ꢃꢅꢈꢀꢋꢈꢁ ꢂ&ꢁꢂꢉꢆꢇꢁ ꢃꢅꢐꢀꢋꢊꢁ ꢂ&ꢁꢈꢐꢆꢇ
ꢃꢐꢔꢀꢋꢈꢁꢂ&ꢁꢀꢉꢆꢀ
ꢃꢅ&105
ꢂ'062ꢉ'ꢋꢆ
ꢃ+105
ꢃꢀꢅꢎꢉꢃꢀꢌꢋꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢆꢇꢁꢈꢀꢅꢎꢁꢂWꢄꢁꢐ+ꢄꢁ-ꢀ ꢁꢍꢀꢈꢊꢁ+ꢁꢍꢇꢀꢀꢆꢇꢁꢈꢀꢍꢈꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢁꢌꢆꢇ
ꢅꢀꢋꢎꢁꢂWꢄꢁꢐ+ꢄꢁ-ꢀ ꢀꢉꢁꢍꢋꢄ +ꢁꢎꢇꢀꢀꢆꢇꢁꢅꢀꢌꢈꢁꢂVꢄꢁꢅ+ꢄꢁ+ꢁꢈꢍꢆꢇꢁꢐꢀꢋꢈꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢁꢀꢍꢆꢇꢁꢋꢀꢋꢎꢉꢌꢀꢈꢊ
ꢂPꢄꢁꢔ+ꢄꢁDURPDWLFꢆꢀ
ꢁꢁꢂ'062ꢉ'ꢋꢆ
ꢊL
ꢈꢃꢀꢈꢊꢁꢂ&ꢁꢉꢇꢍꢆꢇꢁꢈꢎꢀꢐꢈꢁꢂ&ꢁꢈꢆꢇꢁꢅꢐꢀꢎꢈꢁꢂ&ꢁꢂꢇꢋꢆꢇꢁꢐꢔꢀꢈꢈꢁꢂ&ꢁꢀꢍꢆꢇꢁꢍꢅꢀꢋꢈꢁꢂ&ꢁꢀꢆꢇꢁꢍꢐꢀꢈꢐꢁꢂ&ꢁ
ꢍꢇꢀꢀꢆꢇꢁꢍꢍꢀꢎꢎꢁꢂ&ꢁꢂꢊꢆꢇꢁꢋꢊꢀꢊꢊꢁꢂ&ꢁꢌꢆꢇꢁꢋꢋꢀꢎꢐ ꢂ&ꢁꢎꢇꢀꢏꢆꢇꢁꢃꢃꢐꢀꢃꢊꢁꢂ&ꢁꢂꢀꢇꢂꢉꢆꢇꢁꢃꢃꢐꢄꢔꢊꢁꢂ&ꢁ
ꢀꢉꢇꢀꢌꢆꢇꢁ ꢃꢃꢎꢀꢋꢈꢁ ꢂ&ꢁꢀꢊꢆꢇꢁ ꢃꢈꢎꢀꢋꢊꢁ ꢂ&ꢁꢀꢎꢆꢇꢁ ꢃꢈꢔꢀꢈꢐꢁ ꢂꢁ &ꢁꢂꢏꢇꢂꢈꢆꢇꢁ ꢃꢅꢊꢀꢅꢋꢁ ꢂ&ꢁꢀꢈꢇꢀꢋꢆꢄ
ꢃꢐꢔꢀꢋꢊꢁꢂ&ꢁꢀꢂꢆꢇꢁꢃꢍꢔꢀꢈꢊꢁꢂ&ꢁꢂꢂꢆꢀ
ꢃꢅ&105
ꢂ'062ꢉ'ꢋꢆ
ꢋD
ꢃ+105ꢁ ꢂ&'&Oꢅꢆ
ꢃ+105ꢁ ꢂ&'&Oꢅꢆ
ꢃꢀꢈꢈꢉꢃꢀꢎꢊꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢆꢇꢁꢅꢄꢋꢐꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢌꢆꢇꢁꢐꢀꢋꢃꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢎꢆꢇꢁꢐꢀꢌꢃꢁꢂVꢄ
ꢈ+ꢄꢁ+ꢁꢍꢆꢇꢁꢌꢀꢊꢃꢉꢌꢀꢍꢋꢁꢂPꢄꢁꢃꢍ+ꢄꢁDURPDWLFꢆꢀ
ꢃꢀꢅꢎꢉꢃꢀꢌꢐꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢆꢇꢁꢈꢀꢌꢈꢁꢂWꢄꢁ-ꢁ ꢁꢍꢀꢐꢈꢄꢁꢈ+ꢄꢁ+ꢁꢎꢆꢄꢁꢅꢀꢍꢈꢁꢂVꢄꢁꢈ+ꢄ +ꢁꢌꢆꢇ
ꢅꢀꢌꢐꢁꢂWꢄꢁ-ꢁ ꢁꢍꢀꢐꢊꢄꢁꢈ+ꢄꢁ+ꢁꢍꢆꢇꢁꢐꢀꢋꢈꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢁꢂꢂꢆꢇꢁꢋꢀꢎꢍꢉꢌꢀꢈꢊꢁꢂPꢄꢁꢃꢐ+ꢄꢁDURPDWLFꢆꢀ
ꢈꢃꢀꢐꢊꢁꢂ&ꢁꢉꢇꢊꢆꢇꢁꢈꢎꢀꢈꢊꢁꢂ&ꢁꢈꢆꢇꢁꢅꢅꢀꢐꢈꢁꢂ&ꢁꢂꢇꢋꢆꢇꢁꢅꢋꢀꢈꢈꢁꢂ&ꢁꢎꢆꢇꢁꢐꢔꢀꢅꢋꢁꢂ&ꢁꢂꢂꢆꢇꢁꢍꢐꢀꢍꢊꢁ&ꢁꢃꢆꢇ
ꢌꢋꢀꢈꢊꢁ ꢂ&ꢁꢌꢆꢇꢁ ꢌꢋꢀꢎꢋꢁ ꢂ&ꢁꢍꢆꢇꢁ ꢃꢃꢐꢀꢅꢈꢁ ꢂ&ꢁꢀꢌꢇꢂꢀꢆꢇꢁ ꢃꢃꢎꢀꢐꢋ ꢂ&ꢁꢀꢎꢆꢇꢁ ꢃꢈꢋꢀꢊꢊꢁ ꢂ&ꢁꢀꢉꢆꢇ
ꢃꢈꢌꢀꢎꢈꢁꢂ&ꢁꢀꢀꢇꢀꢊꢆꢇꢁꢃꢈꢎꢀꢎꢐꢁꢂ&ꢁꢀꢂꢇꢀꢈꢆꢇꢁꢃꢈꢔꢀꢋꢊꢁꢂ&ꢁꢂꢊꢇꢂꢌꢆꢇꢁꢃꢈꢔꢀꢐꢈꢁꢂ&ꢁꢂꢈꢇꢂꢍꢆꢇꢁꢃꢅꢊꢀꢈꢊ
ꢂ&ꢁꢀꢍꢇꢂꢏꢆꢇꢁꢃꢅꢈꢀꢋꢈꢁꢂ&ꢁꢂꢋꢆꢇꢁꢃꢅꢐꢀꢋꢋꢁꢂ&ꢁꢂꢉꢆꢇꢁꢃꢅꢔꢀꢍꢊꢁꢂ&ꢁꢀꢏꢆꢇꢁꢃꢐꢔꢀꢋꢈꢁꢂ&ꢁꢀꢋꢆꢀ
ꢋI
ꢅ&105ꢁꢂ&'&Oꢅꢆ
ꢃ+105ꢁ ꢂ&'&Oꢅꢆ
ꢃꢅ&105ꢁꢂ&'&Oꢅꢆ
ꢃꢀꢈꢋꢉꢃꢀꢎꢈꢁꢂPꢄꢁꢃꢊ+ꢄꢁF\FORKH[DQHꢆꢇꢁꢅꢀꢅꢔꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢌꢆꢇꢁꢐꢀꢃꢔꢁꢁꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢂꢌꢆꢇꢁꢍꢀꢍꢊꢁꢂVꢄ
ꢃ+ꢄꢁ+ꢉꢍꢆꢇꢁꢌꢀꢊꢔꢉꢌꢀꢐꢌꢁꢂPꢄꢁꢃꢔ+ꢄꢁDURPDWLFꢆꢀ
ꢈꢃꢀꢌꢌꢁꢂ&ꢉꢉꢇꢊꢆꢇꢁꢈꢍꢀꢔꢊꢁꢂ&ꢉꢈꢆꢇꢁꢅꢃꢀꢌꢅꢁꢂ&ꢉꢂꢇꢋꢆꢇꢁꢐꢌꢀꢈꢋꢁꢂ&ꢉꢂꢌꢆꢇꢁꢍꢋꢀꢐꢎ ꢂ&ꢉꢀꢆꢇꢁꢌꢌꢀꢍꢃꢁꢂ&ꢉꢌꢆꢇ
ꢎꢊꢀꢃꢊꢁ ꢂ&ꢉꢍꢆꢇꢁ ꢃꢈꢍꢀꢎꢈꢁ ꢂ&ꢉꢂꢂꢇꢂꢋꢆꢇꢁ ꢃꢈꢋꢀꢎꢅꢁ ꢂ&ꢉꢂꢈꢆꢇꢁ ꢃꢈꢌꢀꢈꢐ ꢂ&ꢉꢀꢂꢇꢀꢍꢆꢇꢁ ꢃꢈꢌꢀꢐꢊꢁ ꢂ&ꢉ
ꢀꢏꢇꢀꢈꢇꢀꢋꢇꢂꢏꢆꢇꢁ ꢃꢈꢌꢀꢋꢃꢁ ꢂ&ꢉꢉꢏꢇꢉꢂꢆꢇꢁ ꢃꢈꢎꢀꢃꢈꢁ ꢂ&ꢉꢀꢀꢇꢀꢉꢇꢀꢌꢇꢀꢎꢆꢇꢁ ꢃꢈꢎꢀꢅꢐꢁ ꢂ&ꢁꢂꢎꢇꢉꢉꢆꢇ
ꢃꢈꢎꢀꢍꢃꢁꢂ&ꢉꢂꢉꢇꢂꢊꢆꢇꢁꢃꢅꢎꢀꢋꢍꢁꢂ&ꢉꢉꢀꢆꢇꢁꢃꢐꢈꢀꢃꢌ ꢂ&ꢉꢎꢇꢀꢊꢆꢇꢁꢃꢐꢅꢀꢐꢅꢁꢂ&ꢉꢂꢍꢆꢇꢁꢃꢍꢅꢀꢊꢔꢁꢂ&ꢉꢂꢀꢆꢀ
ꢋK
ꢋN
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H[FKDQJHDEOHꢁ+ꢄꢕꢀꢈꢀꢃꢊꢁꢂVꢄꢁꢃ+ꢄꢁH[FKDQJHDEOHꢁ+ꢄꢕ ꢈꢀꢍꢎꢄꢁꢈꢀꢎꢅꢁꢂGꢄꢁ- ꢀꢌꢁꢂꢀ+]ꢈꢁꢈ+ꢄꢁ+ꢉ
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ꢅꢀꢎꢎꢁꢂPꢄꢁꢃ+ꢄꢁ+ꢉꢎꢆꢇꢁꢐꢀꢋꢈꢁꢂVꢄꢁꢈ+ꢄꢁ+ꢉꢀꢈꢆꢇꢁꢌꢀꢃꢃꢉꢌꢀꢍꢍꢁꢁꢁꢁꢂPꢄꢁꢃꢊ+ꢄꢁDURPDWLFꢆꢀ
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18
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Received May 5th, 2005
Accepted November 8th, 2005