BOD (psychedelic)

BOD (4-methyl-2,5,β-trimethoxyphenethylamine) is a lesser-known psychedelic drug. It is the beta-methoxy analog of 2C-D and was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 15–25 mg with a duration of 8–16 hours.[1] Its reported effects include mild open-eye and moderate closed-eye alterations in visual perception, enhancement of conversation and sense of humor, and unpleasant physical effects such as nausea and lethargy.[2] Very little data exists about the pharmacological properties, metabolism, and toxicity of BOD.

BOD
Names
Preferred IUPAC name
2-(2,5-Dimethoxy-4-methylphenyl)-2-methoxyethan-1-amine
Other names
4-Methyl-2,5,β-trimethoxyphenethylamine
2-(4-Methyl-2,5,β-trimethoxyphenyl)ethanamine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C12H19NO3/c1-8-5-11(15-3)9(6-10(8)14-2)12(7-13)16-4/h5-6,12H,7,13H2,1-4H3 checkY
    Key: VTEIFHQUZWABDE-UHFFFAOYSA-N checkY
  • InChI=1/C12H19NO3/c1-8-5-11(15-3)9(6-10(8)14-2)12(7-13)16-4/h5-6,12H,7,13H2,1-4H3
    Key: VTEIFHQUZWABDE-UHFFFAOYAC
SMILES
  • COc1cc(C)c(cc1C(CN)OC)OC
Properties
Chemical formula
 C12H19NO3
Molar mass 225.288 g·mol−1
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

Legality

United States

BOD is unscheduled in the United States, but purchase, sale, or possession for human consumption could be prosecuted under the Federal Analogue Act.[3]

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.[4]

See also

References
  1. BOD Entry in PiHKAL
  2. Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
  3. "21 U.S. Code § 841 - Prohibited acts A", LII / Legal Information Institute, retrieved 2016-08-02
  4. "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved 12 March 2014.
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