4-D (psychedelic)

4-D (3,5-methoxy-4-trideuteromethoxyphenethylamine) is a lesser-known recreational psychedelic drug. It is one of the few drugs that bears deuterium. It is a deuterated analog of mescaline. It may be prepared either as a sulfate salt or a hydrochloride salt. 4-D was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage is listed as approximately 200–400 mg for the sulfate salt, and 178–356 mg for the hydrochloride salt. 4-D lasts for approximately 12 hours. It causes closed-eye visuals, mild open-eye visuals, color distortion, and mydriasis.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-D.

4-D

Names
IUPAC name 3,5-Methoxy-4-trideuteromethoxyphenethylamine
Identifiers
CAS Number	1020518-87-9
3D model (JSmol)	Interactive image
ChemSpider	23553050
InChI InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3/i3D3 Key: RHCSKNNOAZULRK-HPRDVNIFSA-N InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3/i3D3 Key: RHCSKNNOAZULRK-HPRDVNIFSA-N
SMILES [2H]C([2H])([2H])OC1=C(OC)C=C(CCN)C=C1OC
Properties
Chemical formula	C11H14NO3D3
Molar mass	228.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

• beta-D, another deuterated phenethylamine

References

1. Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.