Substituted 6-phenyl-pyridin-2-ylamines: selective and potent inhibitors of neuronal nitric oxide synthase

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Abstract

The synthesis and nNOS and eNOS activity of 6-(4-(dimethylaminoalkyl)-/6-(4-(dimethylaminoalkoxy)-5-ethyl-2-methoxyphenyl)-pyridin-2-ylamines and 6-(4-(dimethylaminoalkyl)-/6-(4-(dimethylaminoalkoxy)-2,5-dimethoxyphenyl)-pyridin-2-ylamines 18 are described. These compounds are potent inhibitors of the human nNOS isoform.

The synthesis and nNOS/eNOS activity of 6-(4-(dimethylaminoalkyl)/-(4-(dimethylaminoalkoxy)-5-ethyl-2-methoxyphenyl)-pyridin-2-ylamines and 6-(4-(dimethylaminoalkyl)/-(4-(dimethylaminoalkoxy)-2,5-dimethoxyphenyl)-pyridin-2-ylamines 18 are described. These compounds are potent inhibitors of the human nNOS isoform.

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    Palladium couplings of pyridines, although not novel, continue to be used and elaborated. Suzuki couplings with 2-halopyridines <04JMC1575; 04JMC4277; 04BMCL4511>, 3-halopyridines <04OL3; 04JMC48> and 4-halopyridines <04BMCL4603> are used frequently by medicinal chemists in the preparation of innovative biologically active molecules. Likewise 3-pyridyl boronates <04OPRD955> have also been used in this manner.

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