5 Methoxytryptamine Cas 608-07-1

What is the biological activity of 5 methoxytryptamine?

5 methoxytryptamine acts as an agonist of the serotonin 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors.

It is an extremely potent serotonin 5-HT2A receptor agonist in vitro, with an EC50 of half-maximal effective concentration of 0.503 nM. This was more potent than any other tryptamine evaluated in two large series of compounds.

5 methoxytryptamine has been said to be 25- and 400-fold selective for the serotonin 5-HT2B receptor over the serotonin 5-HT2A and 5-HT2C receptors

5-MT, in contrast to the closely related melatonin, has no affinity for the melatonin receptors However, it may be converted into melatonin in the body, and hence may indirectly act as a melatonin receptor agonist.

5 methoxytryptamine shows dramatically reduced activity as a monoamine releasing agent compared to tryptamine and serotonin

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Product Specification

how to synthesize 5 methoxytryptamine?

5 Methoxytryptamine (358) was synthesized from 3-(2-iodoethyl)-5-methoxyindole (176) by reaction with 1-methyl-benzylamine (MeCN, 24 h, RT) and subsequent catalytic debenzylation of 44 (H2, Pd/C, EtOH, 24 h, RT, 4 bar). The resulting 5-methoxytryptamine (358 was then reacted with 4-bromobenzoylchloride (THF, NEt3, RT, ON) and the resulting tryptamide 359 was reduced with aluminum hydride to N-(4-bromobenzyl)-5-methoxytryptamine (19) (LiAlH4, AlCl3, Et2O, 5 h, RT), which was isolated as its hydrogen oxalate salt.

What are the utilitarian impacts and uses of 5 methoxytryptamine versus melatonin?

Melatonin:

Mainly oversees rest, circadian rhythms, and goes probably as a cell support.

Known for its part in entraining circadian rhythms and advancing rest beginning and upkeep.

Melatonin's belongings are overwhelmingly intervened through its high partiality and selectivity for melatonin receptors, especially MT1 and MT2.

5-methoxytryptamine:

Shows a more extensive pharmacological range because of its collaborations with both serotonin and melatonin receptors.

Mirrors serotonin's activities, prompting pain relieving, vasoconstrictive, and against burdensome impacts notwithstanding melatonin-like activities.

due to its mixed pharmacological profile, used experimentally to study serotonin and melatonin receptor subtypes.

Researched for potential clinical applications like a sleeping disorder, torment the executives, and upper treatment.

Comparison:

While 5 methoxytryptamine imparts a few pharmacological similitudes to melatonin, its more extensive range of action, especially through serotonin receptor agonism, recognizes it. 5-MT, in contrast to melatonin, has analgesic and antidepressant properties in addition to its sleep-regulating properties. In contrast to 5-methoxytryptamine, which is still primarily the subject of experimental research rather than clinical use, melatonin has a well-established role as a sleep aid. In general, the unmistakable pharmacological personalities of 5-MT and melatonin come from their differential receptor associations and resultant consequences for different physiological cycles.

What are the effects of 5 methoxytryptamine in aninmals and humans?