2-Bromo-4,5-methylenedioxyamphetamine

2-Bromo-4,5-methylenedioxyamphetamine (6-Bromo-MDA) is a lesser-known psychedelic drug and a substituted amphetamine. It was first synthesized by Alexander Shulgin. In his book PiHKAL, the dose is listed as 350 mg and the duration unknown.[1] It produces stimulant effects but with no psychedelic or empathogenic action.[1] Very little data exists about its pharmacological properties, metabolism, and toxicity.

2-Bromo-4,5-methylenedioxyamphetamine

Names
IUPAC name 2-(6-Bromobenzo[1,3]dioxol-5-yl)-1-methylethylamine
Other names 2-Bromo-4,5-methylenedioxyamphetamine 2-(2-Bromo-4,5-methylenedioxyphenyl)ethan-1-methyl-amine
Identifiers
CAS Number	151920-03-5^N
3D model (JSmol)	Interactive image Interactive image
ChemSpider	23552998^Y
PubChem CID	44719492
CompTox Dashboard (EPA)	DTXSID90660354
InChI InChI=1S/C10H12BrNO2/c1-6(12)2-7-3-9-10(4-8(7)11)14-5-13-9/h3-4,6H,2,5,12H2,1H3^Y Key: PHCFFGXVMHXBGD-UHFFFAOYSA-N^Y InChI=1/C10H12BrNO2/c1-6(12)2-7-3-9-10(4-8(7)11)14-5-13-9/h3-4,6H,2,5,12H2,1H3 Key: PHCFFGXVMHXBGD-UHFFFAOYAH
SMILES Brc1cc2c(OCO2)cc1CC(C)N CC(Cc1cc2c(cc1Br)OCO2)N
Properties
Chemical formula	C11H17BrNO2
Molar mass	275.166 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

See also

• 2-Bromomescaline
• 6-Chloro-MDMA
• Phenethylamine
• Psychedelics, dissociatives and deliriants

References

1. 2-Bromo-4,5-methylenedioxyamphetamine entry in PiHKAL