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2,5-dimethoxy-4-pentylamphetamine

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EntityQ4596788· pop 6· linked from 661 articles

2,5-dimethoxy-4-pentylamphetamine

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Also known as 2,5-Dimethoxy-4-amylamphetamine, DOAM

2,5-Dimethoxy-4-amylamphetamine (DOAM), also known as 2,5-dimethoxy-4-pentylamphetamine, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families related to DOM. It is the derivative of DOM in which the methyl group at the 4 position has been replaced with an amyl (pentyl) group. The drug is taken orally.

Chemical data

Formula
C16H27NO2
Molecular weight
265.39 g/mol
IUPAC name
1-(2,5-dimethoxy-4-pentylphenyl)propan-2-amine
SMILES
CCCCCC1=CC(=C(C=C1OC)CC(C)N)OC
InChIKey
VLJORLCVOAUUKM-UHFFFAOYSA-N
XLogP
4.4
Polar surface area
44.5 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
265.204
Show 3 more facts
chemical formula
C₁₆H₂₇NO₂
canonical SMILES
CCCCCC1=CC(=C(C=C1OC)CC(C)N)OC
Commons category
2,5-Dimethoxy-4-amylamphetamine
Sources (2)

via Wikidata · CC0

~4 min read

Encyclopedic overview

15 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Analogues
  • History
  • Society and culture
  • Legal status
  • Canada
  • See also
  • References
  • External links

2,5-Dimethoxy-4-amylamphetamine (DOAM), also known as 2,5-dimethoxy-4-pentylamphetamine, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families related to DOM. It is the derivative of DOM in which the methyl group at the 4 position has been replaced with an amyl (pentyl) group. The drug is taken orally.

It is a serotonin receptor agonist, including of the serotonin 5-HT2A receptor. The drug produces weak and mixed psychedelic-like effects in animals.

Excerpted from Wikipedia’s “2,5-dimethoxy-4-pentylamphetamine” article, available under the CC BY-SA 4.0 licence.

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