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[Synthesis of virostatically acting N[adamantyl-(1)]-carbonic acid amides].

Kretzberger Va, Schröders Hh

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Abstract

By introduction of carboxylic acid amide groupings into 1-amino-adamantant (I), remarkable virustatic effects have been obtained, particularly which N-(1-adamantyl) cinnamic acid amide (VIIa) and N-(1-adamantyl)-3-(4'-methoxyphenyl)-acrylic acid amide (VIIc). The synthesis of the N-(1-adamantyl)-carboxylic acid amides (IV, VII, X) could be reallzed by interaction of I with carboxylic acids (II, V, VIII) via the carboxylic acid chlorides (III, VI, IX), the latter not being isolated for the simplification of the process.

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What this paper is about

By introduction of carboxylic acid amide groupings into 1-amino-adamantant (I), remarkable virustatic effects have been obtained, particularly which N-(1-adamantyl) cinnamic acid amide (VIIa) and N-(1-adamantyl)-3-(4'-methoxyphenyl)-acrylic acid amide (VIIc). The synthesis of the N-(1-adamantyl)-carboxylic acid amides (IV, VII, X) could be reallzed by interaction of I with carboxylic acids (II, V, VIII) via the carboxylic acid chlorides (III, VI, IX), the latter not being isolated for the simplification of the process.

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Available abstract

By introduction of carboxylic acid amide groupings into 1-amino-adamantant (I), remarkable virustatic effects have been obtained, particularly which N-(1-adamantyl) cinnamic acid amide (VIIa) and N-(1-adamantyl)-3-(4'-methoxyphenyl)-acrylic acid amide (VIIc). The synthesis of the N-(1-adamantyl)-carboxylic acid amides (IV, VII, X) could be reallzed by interaction of I with carboxylic acids (II, V, VIII) via the carboxylic acid chlorides (III, VI, IX), the latter not being isolated for the simplification of the process.

Key concepts: Amide, Carboxylic acid, Chemistry, Carbonic acid, Cinnamic acid, Acrylic acid, Stereochemistry, Medicinal chemistry

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