Dimethoxyamphetamine

Dimethoxyamphetamine
IUPAC name 2-(3,4-Dimethoxyphenyl)propylamine
Identifiers
PubChem	91255
ChemSpider	82404 Y
ChEMBL	CHEMBL280855 Y
Jmol-3D images	Image 1 Image 2
SMILES C1(=CC(=CC=C1CC(C)N)OC)OC O(c1c(cccc1OC)CC(N)C)C
InChI InChI=1S/C11H17NO2/c1-8(12)7-9-5-4-6-10(13-2)11(9)14-3/h4-6,8H,7,12H2,1-3H3 Y Key: DHLWJXGSZDJWKK-UHFFFAOYSA-N Y InChI=1/C11H17NO2/c1-8(12)7-9-5-4-6-10(13-2)11(9)14-3/h4-6,8H,7,12H2,1-3H3 Key: DHLWJXGSZDJWKK-UHFFFAOYAZ
Properties
Molecular formula	C11H17NO2
Molar mass	195.26 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

DMA, or dimethoxyamphetamine, is a series of lesser-known psychedelic drugs similar in structure to amphetamine and to trimethoxyamphetamine (TMA). They were first synthesized by Alexander Shulgin and written up in his book PiHKAL (Phenethylamines I Have Known And Loved). Very little data is known about their dangers or toxicity.

Positional isomers

2,4-DMA

2,4-DMA, or 2,4-dimethoxy-amphetamine

Dosage: 60 mg or greater

Duration: short

Effects: stimulative, amphetamine-like effects

2,5-DMA

2,5-DMA, or 2,5-dimethoxy-amphetamine

The DO analogue of 2C-H (DOH)

CAS Number: 2801-68-5

Dosage: 80–160 mg

Duration: 6–8 hours

Effects: Mydriasis, increase in heart rate

3,4-DMA

3,4-DMA, or 3,4-dimethoxy-amphetamine

Dosage: unknown

Duration: unknown

Effects: Mescaline-like visuals

Note that two other positional isomers of dimethoxyamphetamine, 2,6-DMA and 3,5-DMA, have also been made, but these drugs have not been tested in humans and their effects are unknown. However, it is likely that these compounds would also produce amphetamine-like stimulation or possibly hallucinogenic effects.

See also

• 3-Methoxyamphetamine
• 4-Methoxyamphetamine
• Trimethoxyamphetamine

External links

• 2,4-DMA Entry in PiHKAL
• 2,4-DMA Entry in PiHKAL • info
• 2,5-DMA Entry in PiHKAL
• 2,5-DMA Entry in PiHKAL • info
• 3,4-DMA Entry in PiHKAL
• 3,4-DMA Entry in PiHKAL • info