BOD (psychedelic)

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	98537-41-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	21106262 ;
PubChem CID	44719486;
UNII	9PXE981731 ;
CompTox Dashboard (EPA)	DTXSID50660350 ;
	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 Key: VTEIFHQUZWABDE-UHFFFAOYSA-N ; 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). verify (what is ?) Infobox references

BOD (4-methyl-2,5,β-trimethoxyphenethylamine) is a lesser-known psychedelic drug of the BOx group. 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. 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. Very little data exists about the pharmacological properties, metabolism, and toxicity of BOD.