Bicyclic Aminoalkyl<i>N</i>-Heterocycles by Ring-Chain-Transformationof Bridged­ 1,3-Dicarbonyl Heteroanalogues with Aminopyrazolesand Aminotriazole­

A series of calcineurin inhibiting compounds 1 consisting of a central aromatic N‐heterocycle, two aryl substituents and a 3‐dimethylaminopropyl chain was synthesized by introduction of the side chain. A corresponding haloheterocycle 3 was transformed into a 3‐dimethylaminopropynylheterocycle 2 by Sonogashira coupling and was in turn hydrogenated in the presence of Pd/C to afford the 3‐dimethylaminopropyl‐sub‐stiuted heterocycles 1. Some of the products showed calcineurin inhibiting activity.

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New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenation

Yin

Liebscher

Erdmann

2005

Journal of Heterocyclic Chemistry

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Synthesis of new 5-aza-isosteres of guanine—5-aminosubstituted 1,2,4-triazolo[1,5-a]-1,3,5-triazin-7-ones

et al. 2014

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Synthesis and structure elucidation of novel 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines

Golovina

Бахарев

Головин

et al. 2013

Tetrahedron Letters

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Bicyclic AminoalkylN-Heterocycles by Ring-Chain-Transformationof Bridged 1,3-Dicarbonyl Heteroanalogues with Aminopyrazolesand Aminotriazole

Cited by 6 publications

References 8 publications

New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenation

New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenation

Synthesis of new 5-aza-isosteres of guanine—5-aminosubstituted 1,2,4-triazolo[1,5-a]-1,3,5-triazin-7-ones

Synthesis and structure elucidation of novel 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines

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Bicyclic AminoalkylN-Heterocycles by Ring-Chain-Transformationof Bridged­ 1,3-Dicarbonyl Heteroanalogues with Aminopyrazolesand Aminotriazole­

Cited by 6 publications

References 8 publications

New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenation

New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenation

Synthesis of new 5-aza-isosteres of guanine—5-aminosubstituted 1,2,4-triazolo[1,5-a]-1,3,5-triazin-7-ones

Synthesis and structure elucidation of novel 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines

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Product

Resources

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Bicyclic AminoalkylN-Heterocycles by Ring-Chain-Transformationof Bridged 1,3-Dicarbonyl Heteroanalogues with Aminopyrazolesand Aminotriazole