4-Bromo-3,5-dimethoxyamphetamine

4-Bromo-3,5-dimethoxyamphetamine (4-Br-3,5-DMA) is a lesser-known psychedelic drug and a substituted amphetamine. It was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 4–10 mg and the duration is listed as 8–12 hours.^[1] It produces analgesia, numbness, and reduction of physical feeling. Very little data exists about its pharmacological properties, metabolism, and toxicity.

4-Bromo-3,5-dimethoxyamphetamine

Names
Preferred IUPAC name 1-(4-Bromo-3,5-dimethoxyphenyl)propan-2-amine
Other names 4-Bromo-3,5-dimethoxyamphetamine 2-(4-Bromo-3,5-dimethoxy-phenyl)-1-methyl-ethylamine 2-(4-Bromo-3,5-dimethoxyphenyl)ethan-1-methyl-amine
Identifiers
CAS Number	32156-34-6 Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL104362 Y
ChemSpider	180279 Y
PubChem CID	208044
UNII	5BN3H3UZ8R Y
CompTox Dashboard (EPA)	DTXSID30276857
InChI InChI=1S/C11H16BrNO2/c1-7(13)4-8-5-9(14-2)11(12)10(6-8)15-3/h5-7H,4,13H2,1-3H3 Y Key: FAVLJTSHWBEOMA-UHFFFAOYSA-N Y InChI=1/C11H16BrNO2/c1-7(13)4-8-5-9(14-2)11(12)10(6-8)15-3/h5-7H,4,13H2,1-3H3 Key: FAVLJTSHWBEOMA-UHFFFAOYAG
SMILES C1=C(C(=C(C=C1CC(C)N)OC)Br)OC Brc1c(OC)cc(cc1OC)CC(N)C
Properties
Chemical formula	C11H16BrNO2
Molar mass	274.158 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

• 3C (psychedelics)
• 3,5-Dimethoxyamphetamine (3,5-DMA)