TY - JOUR
T1 - 1,2,4-Oxadiazole-Bearing Pyrazoles as Metabolically Stable Modulators of Store-Operated Calcium Entry
AU - Aprile, Silvio
AU - Riva, Beatrice
AU - Bhela, Irene Preet
AU - Cordero-Sanchez, Celia
AU - Avino, Giulia
AU - Genazzani, Armando A.
AU - Serafini, Marta
AU - Pirali, Tracey
N1 - Publisher Copyright:
© 2021 The Authors. Published by American Chemical Society.
PY - 2021/4/8
Y1 - 2021/4/8
N2 - Store-operated calcium entry (SOCE) is a pivotal mechanism in calcium homeostasis, and, despite still being under investigation, its dysregulation is known to be associated with severe human disorders. SOCE modulators are therefore needed both as chemical probes and as therapeutic agents. While many small molecules have been described so far, their poor properties in terms of drug-likeness have limited their translation into the clinical practice. In this work, we describe the bioisosteric replacement of the ester moiety in pyrazole derivatives with a 1,2,4-oxadiazole ring as a means to afford a class of modulators with high metabolic stability. Moreover, among our derivatives, a compound able to increase the calcium entry was identified, further enriching the library of available SOCE activators.
AB - Store-operated calcium entry (SOCE) is a pivotal mechanism in calcium homeostasis, and, despite still being under investigation, its dysregulation is known to be associated with severe human disorders. SOCE modulators are therefore needed both as chemical probes and as therapeutic agents. While many small molecules have been described so far, their poor properties in terms of drug-likeness have limited their translation into the clinical practice. In this work, we describe the bioisosteric replacement of the ester moiety in pyrazole derivatives with a 1,2,4-oxadiazole ring as a means to afford a class of modulators with high metabolic stability. Moreover, among our derivatives, a compound able to increase the calcium entry was identified, further enriching the library of available SOCE activators.
KW - 1,2,4-Oxadiazole
KW - Bioisosteric replacement
KW - CRAC channels
KW - Drug discovery and development
KW - Store-Operated Calcium Entry
UR - http://www.scopus.com/inward/record.url?scp=85103508699&partnerID=8YFLogxK
U2 - 10.1021/acsmedchemlett.1c00034
DO - 10.1021/acsmedchemlett.1c00034
M3 - Article
SN - 1948-5875
VL - 12
SP - 640
EP - 646
JO - ACS Medicinal Chemistry Letters
JF - ACS Medicinal Chemistry Letters
IS - 4
ER -