2,5-Dimethoxy-4-acetylamphetamine

2,5-Dimethoxy-4-acetylamphetamine (DOAc) is a serotonin 5-HT₂ receptor modulator of the amphetamine and DOx families.^[1] Its affinities (K_i) for the human serotonin 5-HT₂ receptors are 80.5 nM for the serotonin 5-HT_2A receptor, 313 nM for the serotonin 5-HT_2B receptor, and 91.3 nM for the serotonin 5-HT_2C receptor.^[1] These affinities are much lower than those of many other DOx derivatives, such as DOB, but are very similar to those of 3,4,5-trimethoxyamphetamine (TMA).^[1] DOAc is a controlled substance in Canada under phenethylamine blanket-ban language.^[2]

Other names2,5-Dimethoxy-4-acetylamphetamine; 4-Acetyl-2,5-dimethoxyamphetamine; DOAc; DOAC

Drug classSerotonin 5-HT₂ receptor modulator

ATC code

• None

PubChem CID

• 23983771

Quick facts Clinical data, Other names ...

DOAc

Clinical data
Other names	2,5-Dimethoxy-4-acetylamphetamine; 4-Acetyl-2,5-dimethoxyamphetamine; DOAc; DOAC
Drug class	Serotonin 5-HT2 receptor modulator
ATC code	None
Identifiers
IUPAC name 1-[4-(2-aminopropyl)-2,5-dimethoxyphenyl]ethanone
PubChem CID	23983771
ChemSpider	34948069
Chemical and physical data
Formula	C13H19NO3
Molar mass	237.299 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC(=C(C=C1OC)C(=O)C)OC)N
InChI InChI=1S/C13H19NO3/c1-8(14)5-10-6-13(17-4)11(9(2)15)7-12(10)16-3/h6-8H,5,14H2,1-4H3 Key:NWWLLPGDGZOZAT-UHFFFAOYSA-N

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