Preprint Communication Version 1 Preserved in Portico This version is not peer-reviewed

Potassium 6-oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate

Version 1 : Received: 7 September 2023 / Approved: 8 September 2023 / Online: 11 September 2023 (05:09:07 CEST)

A peer-reviewed article of this Preprint also exists.

Blouet, C.; Letast, S.; Robert, T.; Bach, S.; Pinaud, N.; Joubert, N.; Viaud-Massuard, M.-C.; Guillon, J.; Logé, C.; Denevault-Sabourin, C. Potassium 6-Oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate. Molbank 2023, 2023, M1735. Blouet, C.; Letast, S.; Robert, T.; Bach, S.; Pinaud, N.; Joubert, N.; Viaud-Massuard, M.-C.; Guillon, J.; Logé, C.; Denevault-Sabourin, C. Potassium 6-Oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate. Molbank 2023, 2023, M1735.

Abstract

Potassium 6-oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate was synthesized through a multi-step pathway starting from commercially available 3-iodo-1,2-phenylenediamine. Structure characterization of this new substituted macrocyclic quinoxaline compound was achieved by using 1H NMR, 13C NMR, and HRMS spectral analysis. This new macrocyclic derivative demonstrated submicromolar potency on both Pim-1 and Pim-2 isoforms, with an interesting selectivity profile against a selected panel of human kinases.

Keywords

macrocycle; quinoxaline; Pim kinases; kinase inhibitor

Subject

Chemistry and Materials Science, Medicinal Chemistry

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