5-Methoxytryptamine
CAS 608-07-1
MF:C11H14N2O
5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.It is biosynthesized via the deacetylation of melatonin in the pineal gland.
Description
5-Methoxytryptamine CAS 608-07-1 Product Information
| Product Name: | 5-Methoxytryptamine |
| Synonyms: | 5-Methoxy-3-indoleacetic acid;Mexamine base;(5-Methoxy-1H-indol-3-yl)acetic acid;O-METHYLSEROTONIN;5MOT;5-Methoxyindoleacetic acid;EINECS 200-637-6;5-Methoxytryptamine;indole-3-acetic acid, 5-methoxy-;MFCD00005662;5-Methoxy-3-indoleacetate;5-Methoxy-3-indoleaceate;5-methoxy-1H-3-indoleacetic acid;5-Methoxyindole-3-acetic acid;1H-Indole-3-acetic acid, 5-methoxy-;Meksamin;Methoxyindoleacetic acid;O-methyl-5-HT;MEXAMINE |
| CAS NO: | 608-07-1 |
| Molecular Weight: | 190.24 |
| Molecular Formula: | C11H14N2O |
| Boiling Point: | 325.75°C (rough estimate) |
| Melting point: | 121-123 °C (lit.) |
| Density: | 1.0815 (rough estimate) |
| Appearance: | White to light yellow crystalline powder |
| Purity: | >98% |
| Storage: | Store tightly sealed in a cool, dry place. |
5-methoxytryptamine uses/5-methoxytryptamine is what
5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a serotonergic agonist, a human metabolite, a mouse metabolite, a 5-hydroxytryptamine 2A receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2B receptor agonist, an antioxidant, a radiation protective agent, a neuroprotective agent and a cardioprotective agent
5 methoxytryptamine synthesis
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.
5 methoxytryptamine effects
Melatonin (N-acetyl-5-methoxytryptamine) is an endogenous indolamine that has shown promising effects in the treatment of HIE. It has antioxidant, antiinflammatory, and antiapoptotic properties. Melatonin freely crosses the blood-brain barrier.
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