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
Preferred IUPAC name
1-[3,5-Dimethoxy-4-(2H3)methoxyphenyl]propan-2-amine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
UNII
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 Y
    Key: RHCSKNNOAZULRK-HPRDVNIFSA-N Y
  • 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).
N verify (what is YN ?)
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.


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