Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II

Claudio Bruno; Giovanni Lentini; Alessia Catalano; Alessia Carocci; Angelo Lovece; Antonia Di Mola; Maria Maddalena Cavalluzzi; Paolo Tortorella; Fulvio Loiodice; Guido Iaccarino; Pietro Campiglia; Ettore Novellino; Carlo Franchini

doi:10.1055/s-0030-1258298

Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II

Claudio Bruno, Giovanni Lentini, Alessia Catalano, Alessia Carocci, Angelo Lovece, Antonia Di Mola, Maria Maddalena Cavalluzzi, Paolo Tortorella, Fulvio Loiodice, Guido Iaccarino, Pietro Campiglia, Ettore Novellino, Carlo Franchini

IRCCS Multimedica

Research output: Contribution to journal › Article › peer-review

Abstract

Convenient synthetic routes to KN-93, N-(2-{[[(2E)-3-(4-chlorophenyl)prop- 2-enyl](methyl)amino]methyl}phenyl)-N-(2-hydroxyethyl)-4- methoxybenzenesulfonamide, a well-known Ca²⁺/calmoduline-dependent protein kinase II (CaMKII) inhibitor, are described. The methods proposed start from easily available reagents- and allow ready preparation of the final compound in moderate- overall yields. Most of the synthetic steps proposed were microwave assisted.

Original language	English
Article number	T14310SS
Pages (from-to)	4193-4198
Number of pages	6
Journal	Synthesis
Issue number	24
DOIs	https://doi.org/10.1055/s-0030-1258298
Publication status	Published - 2010

Keywords

enzymes
Heck reaction
medicinal chemistry
multicomponent reaction
sulfonamides

ASJC Scopus subject areas

Organic Chemistry
Catalysis

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10.1055/s-0030-1258298

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Bruno, C., Lentini, G., Catalano, A., Carocci, A., Lovece, A., Di Mola, A., Cavalluzzi, M. M., Tortorella, P., Loiodice, F., Iaccarino, G., Campiglia, P., Novellino, E., & Franchini, C. (2010). Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II. Synthesis, (24), 4193-4198. [T14310SS]. https://doi.org/10.1055/s-0030-1258298

Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II. / Bruno, Claudio; Lentini, Giovanni; Catalano, Alessia; Carocci, Alessia; Lovece, Angelo; Di Mola, Antonia; Cavalluzzi, Maria Maddalena; Tortorella, Paolo; Loiodice, Fulvio; Iaccarino, Guido; Campiglia, Pietro; Novellino, Ettore; Franchini, Carlo.

In: Synthesis, No. 24, T14310SS, 2010, p. 4193-4198.

Research output: Contribution to journal › Article › peer-review

Bruno, C, Lentini, G, Catalano, A, Carocci, A, Lovece, A, Di Mola, A, Cavalluzzi, MM, Tortorella, P, Loiodice, F, Iaccarino, G, Campiglia, P, Novellino, E & Franchini, C 2010, 'Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II', Synthesis, no. 24, T14310SS, pp. 4193-4198. https://doi.org/10.1055/s-0030-1258298

Bruno, Claudio ; Lentini, Giovanni ; Catalano, Alessia ; Carocci, Alessia ; Lovece, Angelo ; Di Mola, Antonia ; Cavalluzzi, Maria Maddalena ; Tortorella, Paolo ; Loiodice, Fulvio ; Iaccarino, Guido ; Campiglia, Pietro ; Novellino, Ettore ; Franchini, Carlo. / Microwave-assisted synthesis of KN-93, a potent and selective inhibitor of Ca2+/calmoduline-dependent protein kinase II. In: Synthesis. 2010 ; No. 24. pp. 4193-4198.

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abstract = "Convenient synthetic routes to KN-93, N-(2-{[[(2E)-3-(4-chlorophenyl)prop- 2-enyl](methyl)amino]methyl}phenyl)-N-(2-hydroxyethyl)-4- methoxybenzenesulfonamide, a well-known Ca2+/calmoduline-dependent protein kinase II (CaMKII) inhibitor, are described. The methods proposed start from easily available reagents- and allow ready preparation of the final compound in moderate- overall yields. Most of the synthetic steps proposed were microwave assisted.",

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AU - Catalano, Alessia

AU - Carocci, Alessia

AU - Lovece, Angelo

AU - Di Mola, Antonia

AU - Cavalluzzi, Maria Maddalena

AU - Tortorella, Paolo

AU - Loiodice, Fulvio

AU - Iaccarino, Guido

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AU - Novellino, Ettore

AU - Franchini, Carlo

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