BOB (psychedelic)

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 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL191051 ;
ChemSpider	21106261 ;
PubChem CID	15185771;
UNII	89A0HNR42S ;
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 Key: FYTLQNZPDWLGNU-UHFFFAOYSA-N ; 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). verify (what is ?) Infobox references

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. BOB produces an altered state of consciousness, tinnitus, a pleasant tingling throughout the body, and a sense of awareness. Very little data exists about the pharmacological properties, metabolism, and toxicity of BOB.