Indatraline: Synthesis and Effect on the Motor Activity of Wistar Rats

Abstract

A new approach for the synthesis of indatraline was developed using as the key step an iodine(III)-mediated ring contraction of a 1,2-dihydronaphthalene derivative. Behavioral tests were conducted to evaluate the effect of indatraline and of its precursor indanamide on the motor activity of Wistar rats. Specific indexes for ambulation, raising and stereotypy were computed one, two and three hours after i.p. drug administration. Indatraline effects on motor activity lasted for at least three hours. On the other hand, no significant differences in motor activity were observed using indanamide. The results suggest that indatraline has a long lasting effect on motor activity and add evidence in favor of the potential use of that compound as a substitute in cocaine addiction.

Total Synthesis of (+)‐trans‐Trikentrin A

“…We developed a protocol for the synthesis of trans ‐1,3‐disubstituted indanes through thallium(III)10a,e‐ or iodine(III)10b,c‐mediated ring contraction10e–g of 1,2‐dihydronaphthalenes. This reaction was applied in the synthesis of (±)‐ trans ‐trikentrin A9a and of other small molecules 10c,d,h. In this context, we describe herein the first asymmetric synthesis of (+)‐ trans ‐trikentrin A, using an enzymatic resolution and a ring‐contraction reaction as key steps.…”

Plant-Mediated Enantioselective Transformation of Indan-1-One and Indan-1-ol

“…Chiral aminoindanol is an valuable substrate in the preparation of other chiral auxiliaries used in asymmetric synthesis [29,31]. Indatraline, an analog of indanol, is used in the treatment of cocaine addiction [32]. In turn, PT285 and PT2877 are second-generation inhibitors of the hypoxia-inducible factor 2α (HIF-2α) and the key oncogenic driver in renal carcinoma [33].…”

Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2

“…Chiral aminoindanol is a valuable substrate in preparation of other chiral auxiliaries used in asymmetric synthesis [4,6]. Indatraline, an analog of indanol, is used in the treatment of cocaine addiction [7]. In turn, PT285 and PT2877 are second-generation inhibitors of the hypoxia-inducible factor 2α (HIF-2α), key oncogenic driver in renal carcinoma [8].…”