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. 2010 Oct 10;2(1):48-52.
doi: 10.1021/ml1002025.

Structure-Activity Relationships at the Monoamine Transporters for a Novel Series of Modafinil (2-[(diphenylmethyl)sulfinyl]acetamide) Analogues

Jianjing Cao  1 , Thomas E Prisinzano, Oluyomi M Okunola, Theresa Kopajtic, Matthew Shook, Jonathan L Katz, Amy Hauck Newman
Affiliations
Free PMC article

Structure-Activity Relationships at the Monoamine Transporters for a Novel Series of Modafinil (2-[(diphenylmethyl)sulfinyl]acetamide) Analogues

Jianjing Cao et al. ACS Med Chem Lett. .
Free PMC article

Abstract

A series of modafinil (1) analogues was synthesized wherein 1) para-halo-substitutents were added to the aryl rings, 2) the sulfoxide function was removed, and 3) the primary amide group was replaced with secondary and tertiary amides and amines to investigate the effects of these chemical modifications on DAT, SERT and NET binding. In addition, the locomotor-stimulant effects in mice of (±)-modafinil (1), its R- and S-enantiomers and its para-chloro sulfinylacetamide analogue (5c) were compared to those of cocaine.

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