1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole

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1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole
DHPDMT structure.png
Systematic (IUPAC) name
1-(2-Dimethylaminoethyl)-8,9-dihydropyrano[3,2-e]indole
Clinical data
Legal status ?
Identifiers
CAS number 135360-97-3 YesY
ATC code ?
PubChem CID 15011385
Chemical data
Formula C15H20N2O 
Mol. mass 244.331 g/mol
 YesY (what is this?)  (verify)

1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole (4,5-DHP-DMT) is a tricyclic tryptamine derivative which acts as a potent and reasonably selective partial agonist for the serotonin receptor 5-HT2A, with a Ki of 17.0 nM, and moderate selectivity over related serotonin receptors. It has lower 5-HT2 affinity and efficacy than the related compound AL-37350A, but higher lipophilicity.[1][2]

See also

References

  1. Macor JE, Fox CB, Johnson C, Koe BK, Lebel LA, Zorn SH (October 1992). "1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano[3,2-e]indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for serotonin (5-HT2-type) receptors". Journal of Medicinal Chemistry 35 (20): 3625–32. PMID 1433172. doi:10.1021/jm00098a005. 
  2. May JA, Chen HH, Rusinko A, Lynch VM, Sharif NA, McLaughlin MA (September 2003). "A novel and selective 5-HT2 receptor agonist with ocular hypotensive activity: (S)-(+)-1-(2-aminopropyl)-8,9-dihydropyrano[3,2-e]indole". Journal of Medicinal Chemistry 46 (19): 4188–95. PMID 12954071. doi:10.1021/jm030205t. 


      
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