BOB (psychedelic)

BOB, also known as 4-bromo-2,5,β-trimethoxyphenethylamine, is a lesser-known psychedelic drug of the phenethylamine and BOx families. It is the β-methoxy analogue of 2C-B. BOB was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 10 to 20 mg, and the duration listed as 10 to 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	98537-42-9 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL191051 Y
ChemSpider	21106261 Y
PubChem CID	15185771
UNII	89A0HNR42S Y
CompTox Dashboard (EPA)	DTXSID60569805
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

Legal status

United Kingdom

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

See also

• BOD
• BOH
• BOHD
• Bk-2C-B
• β-Methyl-2C-B
• 2C-B-aminorex
• Phenethylamine

External links

• BOB Entry at PiHKAL·info