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Biologically Active Polycycloalkanes. 1. Antiviral Adamantane Derivatives

Biologically Active Polycycloalkanes. 1. Antiviral Adamantane Derivatives

K Aigami, Y Inamoto, N Takaishi, K Hattori, A Takatsuki

J Med Chem. 1975 Jul;18(7):713-21.

PMID: 1171241

Abstract:

Convenient methods for the synthesis of 1-substituted 3-adamantyl chlorides and bromides (2), 1-adamantylphenols and -cresols (3), and 1-adamantylacetic (6) as well as 1,3-adamantanediacetic (11) acids are described. Several novel derivatives were synthesized from these key intermediates: adamantylcyclohexanols (4) and -cyclohexanones (5) from adamantylphenols (3), and esters (7,12, and 22), amides (13 and 18), thioamides (9 and 16), amidine (10), nitrile (15), and amines (14 and 17) from 1-adamantanecarboxylic (19) and -acetic (6) acids and 1,3-adamantanediacetic acid (11). Some adamantylpyrimidines (24) and -purines (25 and 26) were also prepared. Antiviral activities of the compounds obtained in this work and a series of new 1-adamantyl alkyl ketones synthesized before, together with those of some known adamantane derivatives, were tested in vitro on monolayer culture of chick ambryo fibroblasts against Newcastle disease virus.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP17768284	1,3-Adamantanediacetic acid		17768-28-4	Price

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