Methyl-DOB

Methyl-DOB, or N-methyl-DOB, also known as 4-bromo-2,5-dimethoxy-N-methylamphetamine, is a lesser-known psychedelic drug.^[1] It is similar in structure to DOB. Methyl-DOB was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), the minimum dosage is listed as 8 mg, and the effects onset begin after 3 hours and last up to 36 hours. Methyl-DOB produces many physical effects, such as mydriasis and muscle tenseness, but few psychoactive effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of Methyl-DOB.

Methyl-DOB

Names
Preferred IUPAC name 1-(4-Bromo-2,5-dimethoxyphenyl)-N-methylpropan-2-amine
Other names N-Methyl-DOB; 4-Bromo-2,5-dimethoxy-N-methylamphetamine
Identifiers
CAS Number	155638-80-5 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL351858 Y
ChemSpider	8261023 Y
PubChem CID	10085486
UNII	WW3LF52S82 Y
CompTox Dashboard (EPA)	DTXSID60435435
InChI InChI=1S/C12H18BrNO2/c1-8(14-2)5-9-6-12(16-4)10(13)7-11(9)15-3/h6-8,14H,5H2,1-4H3 Y Key: GURVSGCCXMIFMQ-UHFFFAOYSA-N Y InChI=1/C12H18BrNO2/c1-8(14-2)5-9-6-12(16-4)10(13)7-11(9)15-3/h6-8,14H,5H2,1-4H3 Key: GURVSGCCXMIFMQ-UHFFFAOYAZ
SMILES Brc1cc(OC)c(cc1OC)CC(NC)C
Properties
Chemical formula	C12H18BrNO2
Molar mass	288.181 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

See also

• DOx (psychedelics)
• N-Methyl-DOI
• IDNNA (N,N-dimethyl-DOI)
• N-Methyl-2C-B
• Beatrice (N-methyl-DOM)
• N-Methyl-DOET
• N-Methyl-TMA-2