Simple Synthesis of a Heterocyclophane Exhibiting Anti-c-Met Activity by Acting as a Hatch Blocking Access to the Active Site*.
computational chemistry
cyclophanes
drug design
inhibitors
synthetic design
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
21 Jan 2021
21 Jan 2021
Historique:
received:
01
07
2020
revised:
12
08
2020
pubmed:
2
12
2020
medline:
2
12
2020
entrez:
1
12
2020
Statut:
ppublish
Résumé
A simple approach to the synthesis of heterocyclophane consisting of two 4,4'-bithiazoles has been developed in mild conditions. The heterocyclophane with two short chains was conveniently prepared by Hantzsch thiazoles synthesis using the reaction of 3-tert-butoxycarbonyl-3-azapentanethiocarboxamide with 1,4-dibromobutane-2,3-dione in methanol under reflux for only 15 min. Amino groups at the linkers of this heterocyclophane can be functionalized to give acylated and carbamate derivatives. Their properties as protein kinase inhibitors were investigated, and one of the heterocyclophanes exhibited specific anti-activity for c-mesenchymal epithelial transition factor (IC
Identifiants
pubmed: 33258147
doi: 10.1002/chem.202001382
pmc: PMC7887132
mid: NIHMS1622934
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1648-1654Subventions
Organisme : NIGMS NIH HHS
ID : R35 GM131710
Pays : United States
Informations de copyright
© 2020 Wiley-VCH GmbH.
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