BOB (psychedelic)

BOB (4-bromo-2,5,beta-trimethoxyphenethylamine) is a lesser-known psychedelic drug. It is the beta-methoxy analog of 2C-B. BOB was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 10–20 mg, and the duration listed as 10–20 hours.[1] BOB produces an altered state of consciousness, tinnitus, a pleasant tingling throughout the body, and a sense of awareness.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of BOB.

BOB
Names
Preferred IUPAC name
2-(4-Bromo-2,5-dimethoxyphenyl)-2-methoxyethan-1-amine
Other names
4-Bromo-2,5,β-trimethoxyphenethylamine
2-(4-Bromo-2,5,β-trimethoxyphenyl)ethanamine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C11H16BrNO3/c1-14-9-5-8(12)10(15-2)4-7(9)11(6-13)16-3/h4-5,11H,6,13H2,1-3H3 Y
    Key: FYTLQNZPDWLGNU-UHFFFAOYSA-N Y
  • InChI=1/C11H16BrNO3/c1-14-9-5-8(12)10(15-2)4-7(9)11(6-13)16-3/h4-5,11H,6,13H2,1-3H3
    Key: FYTLQNZPDWLGNU-UHFFFAOYAS
SMILES
  • COc1cc(c(cc1Br)OC)C(CN)OC
Properties
Chemical formula
 C11H16BrNO3
Molar mass 290.157 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Legality

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.[2]

See also

References
  1. BOB Entry in PiHKAL
  2. "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved 12 March 2014.


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