Amberlyst-15 catalysed synthesis of novel indole derivatives under ultrasound irradiation: Their evaluation as serotonin 5-HT2C receptor agonists was written by Reddy, Gangireddy Sujeevan;Kamaraj, Rajamanikkam;Hossain, Kazi Amirul;Kumar, Jetta Sandeep;Thirupataiah, B.;Medishetti, Raghavender;Sushma Sri, N.;Misra, Parimal;Pal, Manojit. And the article was included in Bioorganic Chemistry in 2021.Category: indole-building-block This article mentions the following:
A series of indole based novel Schiff bases I [R1 = H, Me, prop-2-yn-1-yl, etc; R2 = H, Br] was designed as potential agonists of 5-HT2C receptor that was supported by docking studies in-silico. These compounds I were synthesized via Amberlyst-15 catalyzed condensation of an appropriate pyrazole based primary amine with the corresponding indole-3-aldehydes under ultrasound irradiation at ambient temperature A number of target Schiff bases I were obtained in good yields (77-87%) under mild conditions within 1 h. Notably, the methodol. afforded the corresponding pyrazolo[4,3-d]pyrimidin-7(4H)-one derivatives II [R3 = Et, n-Bu, benzyl; R4 = H, Br] when the primary amine was replaced by a secondary amine. Several Schiff bases I showed agonist activity when tested against human 5-HT2C using luciferase assay in HEK293T cells in-vitro. The SAR (Structure-Activity-Relationship) studies suggested that the imine moiety was more favorable over its cyclic form i.e. the corresponding pyrazolopyrimidinone ring. The Schiff bases I [R1 = Me, R2 = H] (EC50 1.8 nM) and I [R1 = Bn, R2 = H] (EC50 5.7 nM) were identified as the most active compounds and were comparable with Lorcaserin (EC50 8.5 nM). Also like Lorcaserin, none of these compounds I were found to be PAM of 5-HT2C. With 鈭?4 and 鈭?50 fold selectivity towards 5-HT2C over 5-HT2A and 5-HT2B resp. the compound I [R1 = Bn, R2 = H] that reduced locomotor activity in zebrafish (Danio rerio) larvae model emerged as a promising hit mol. for further study. In the experiment, the researchers used many compounds, for example, 5-Bromo-1-methyl-1H-indole-3-carbaldehyde (cas: 10102-94-0Category: indole-building-block).
5-Bromo-1-methyl-1H-indole-3-carbaldehyde (cas: 10102-94-0) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Category: indole-building-block
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Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles