Practical approach to N-benzyl derivatives of 2-amino-8-methoxy-4H-chromene-3-carbonitrile by reductive amination: Exploration of their effects against protein kinases and in silico ADME profiling - Archive ouverte HAL Access content directly
Journal Articles Journal of Molecular Structure Year : 2023

Practical approach to N-benzyl derivatives of 2-amino-8-methoxy-4H-chromene-3-carbonitrile by reductive amination: Exploration of their effects against protein kinases and in silico ADME profiling

Abstract

The synthesis of 2-benzylamino-8-methoxy-4 H-chromene-3-carbonitriles 7(a-e) has been realized in four steps, via reductive amination from the 2-amino-8-methoxy-4 H-chromene-3-carbonitrile 4 as key intermediate platform with para-and meta-substituted benzaldehydes 5(a-e) , in good overall yields. The physicochemical properties of 7(a-e) and also their aldimines 6(a-e) precursors have been determined using the Swiss ADME server platform according to the Lipinski's descriptors. Biological assays with a panel of six protein kinases such as Hs CDK5-p25, Hs CDK9/cyclin T, Hs Pim1, Hs Haspin, Ssc GSK-3a/ β and Ssc CK1 δ/ ε showed that aldimines 6(a,b) and 6e are potentially interesting because they showed good percentage of residual activities against Hs Pim1 and Hs Haspin.
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Dates and versions

hal-03867314 , version 1 (15-02-2023)

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Attribution - NonCommercial

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Marwa Dhiabi, Ali Bouattour, Mehdi Fakhfakh, Souhir Abid, Ludovic Paquin, et al.. Practical approach to N-benzyl derivatives of 2-amino-8-methoxy-4H-chromene-3-carbonitrile by reductive amination: Exploration of their effects against protein kinases and in silico ADME profiling. Journal of Molecular Structure, 2023, 1274 (Part 1), pp.134319. ⟨10.1016/j.molstruc.2022.134319⟩. ⟨hal-03867314⟩
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