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5-Methoxytryptamine

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Title: 5-Methoxytryptamine  
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Language: English
Subject: Alpha-N,N-Trimethyltryptamine, 4-HO-MiPT, 5-Benzyloxytryptamine, Indorenate, 5-Carboxamidotryptamine
Collection: Phenol Ethers, Serotonin Receptor Agonists, Serotonin Releasing Agents, Tryptamines
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5-Methoxytryptamine

5-Methoxytryptamine
Systematic (IUPAC) name
2-(5-Methoxy-1H-indol-3-yl)ethanamine
Clinical data
Legal status
?
Identifiers
CAS number  YesY
ATC code ?
PubChem
IUPHAR ligand
ChemSpider  YesY
KEGG  YesY
ChEBI  YesY
ChEMBL  YesY
Chemical data
Formula C11H14N2O 
Mol. mass 190.242 g/mol
 YesY   

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.[1] It is biosynthesized via the deacetylation of melatonin in the pineal gland.[1]

5-MT acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors.[2][3][4][5][6][7][8] It has no affinity for the 5-HT3 receptor and it should also be noted that its affinity for the 5-HT1E receptor is very weak in comparison to the other 5-HT1 receptors.[5][9] Its affinity for the 5-HT5A receptor is unknown. 5-MT also acts as a serotonin releasing agent.

See also

References

  1. ^ a b Galzin AM, Eon MT, Esnaud H, Lee CR, Pévet P, Langer SZ. (1988). "Day-night rhythm of 5-methoxytryptamine biosynthesis in the pineal gland of the golden hamster (Mesocricetus auratus).". J Endocrinol. 118 (3): 389–397.  
  2. ^ Wu PH, Gurevich N, Carlen PL. (1988). "Serotonin-1A receptor activation in hippocampal CA1 neurons by 8-hydroxy-2-(di-n-propylamino)tetralin, 5-methoxytryptamine and 5-hydroxytryptamine.". Neurosci Lett. 86 (1): 72–76.  
  3. ^ Yamada J, Sugimoto Y, Yoshikawa T, Horisaka K. (1997). "Hyperglycemia induced by the 5-HT receptor agonist, 5-methoxytryptamine, in rats: involvement of the peripheral 5-HT2A receptor.". Eur J Pharmacol. 323 (2-3): 235–240.  
  4. ^ Amemiya N, Hatta S, Takemura H, Ohshika H. (1996). "Characterization of the contractile response induced by 5-methoxytryptamine in rat stomach fundus strips.". Eur J Pharmacol. 318 (2-3): 403–409.  
  5. ^ a b Craig DA, Eglen RM, Walsh LK, Perkins LA, Whiting RL, Clarke DE. (1990). "5-Methoxytryptamine and 2-methyl-5-hydroxytryptamine-induced desensitization as a discriminative tool for the 5-HT3 and putative 5-HT4 receptors in guinea pig ileum.". Naunyn Schmiedebergs Arch Pharmacol. 342 (1): 9–16.  
  6. ^ Boess FG, Monsma FJ Jr, Carolo C, Meyer V, Rudler A, Zwingelstein C, Sleight AJ. (1997). "Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells.". Neuropharmacology. 36 (4-5): 713–720.  
  7. ^ Hemedah M, Coupar IM, Mitchelson FJ. (1999). "[3H]-Mesulergine labels 5-HT7 sites in rat brain and guinea-pig ileum but not rat jejunum.". Br J Pharmacol. 126 (1): 179–188.  
  8. ^ Glennon RA, Dukat M, Westkaemper RB (2000-01-01). "Serotonin Receptor Subtypes and Ligands". American College of Neurophyscopharmacology. Archived from the original on 21 April 2008. Retrieved 2008-04-11. 
  9. ^ Roth, Brian (2006). The serotonin receptors. Humana Press. p. 133.  



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