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 (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.