4-PhPr-2,5-DMA

4-(3-Phenylpropyl)-2,5-dimethoxyamphetamine (DOPP or DOPhPr), also known as 4-PhPr-2,5-DMA, is a serotonin receptor modulator of the phenethylamine, amphetamine, and DOx families.^{[1][2][3][4][5][6]} It shows high affinity for both the serotonin 5-HT_2A and 5-HT_2C receptors and acts as a weak partial agonist or antagonist of the serotonin 5-HT_2A receptor.^[6][4][5] The drug has lower affinity for the serotonin 5-HT_2A receptor than its closely related positional isomer 4-PhPr-3,5-DMA.^[6] This is an apparent reversal of the usual situation with DOx and related drugs in which the 2,5-dimethoxy pattern is optimal for serotonin 5-HT_2A receptor interactions.^[6]

4-PhPr-2,5-DMA

Clinical data
Other names	4-(3-Phenylpropyl)-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-(3-phenylpropyl)amphetamine; 4-PP-2,5-DMA; DOPP; DOPhPr; DOPh3
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor partial agonist
Identifiers
IUPAC name 1-[2,5-dimethoxy-4-(3-phenylpropyl)phenyl]propan-2-amine
PubChem CID	44265227
ChemSpider	23108650
ChEMBL	ChEMBL8334
Chemical and physical data
Formula	C20H27NO2
Molar mass	313.441 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=C(C=C(C(=C1)OC)CCCC2=CC=CC=C2)OC)N
InChI InChI=1S/C20H27NO2/c1-15(21)12-18-14-19(22-2)17(13-20(18)23-3)11-7-10-16-8-5-4-6-9-16/h4-6,8-9,13-15H,7,10-12,21H2,1-3H3 Key:XKCYCNKOOGOHIQ-UHFFFAOYSA-N

See also

• DOBz
• 2C-T-27
• 2C-Ph
• DOHx