53581-53-6

Basic information

• Product Name: (+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE
• Synonyms: (+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE;[+/-]-DOB HYDROBROMIDE;4-bromo-2,5-dimethoxy-alpha-methyl-,hydrobromide,dl-phenethylamin;dl-2,5-dimethoxy-4-bromoamphetaminehydrobromide;dl-4-bromo-2,5-dimethoxy-alpha-methylphenethylaminehydrobromide;dl-4-bromo-2,5-dimethoxyamphetaminehydrobromide;dob;(+-)-2,5-dimethoxy-4-bromoamphetamine*hydrobromid
• CAS NO: 53581-53-6
• Molecular Formula: BrH*C₁₁H₁₆BrNO₂
• Molecular Weight: 355.07
• Mol File: 53581-53-6.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 340.8°C at 760 mmHg
• Flash Point: 159.9°C
• Appearance: /
• Vapor Pressure: 8.37E-05mmHg at 25°C
• CAS DataBase Reference: (+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE(53581-53-6)
• EPA Substance Registry System: (+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE(53581-53-6)

Safety Data

• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 28-36/37-45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: SH0300000
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 53581-53-6(Hazardous Substances Data)

Usage

General Description

(+/-)-2,5-DIMETHOXY-4-BROMO-AMPHETAMINE HYDROBROMIDE, also known as DOB, is a synthetic psychedelic compound that belongs to the phenethylamine and amphetamine chemical classes. It is known for its potent stimulant and hallucinogenic effects, similar to other amphetamine-derived drugs. DOB is a potent agonist for the serotonin 5-HT2A receptor, which is responsible for its hallucinogenic properties. It is also a partial agonist for the dopamine D1 and D2 receptors, contributing to its stimulant effects. Due to its psychoactive properties, DOB is classified as a Schedule I controlled substance and is regulated in many countries. Accurate dosing is critical when using DOB as it has a narrow therapeutic window and can produce intense and potentially dangerous effects at higher doses.

InChI:InChI=1/C11H16BrNO2.BrH/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2;/h5-7H,4,13H2,1-3H3;1H

Synthetic route

benzoyl chloride (98-88-4) + (+/-)-1-(2,5-dimethoxy-4-bromophenyl)propan-2-amine hydrobromide (53581-53-6) → N-benzoyl-1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane

Conditions	Yield
With triethylamine In chloroform Ambient temperature;	63%

(+/-)-1-(2,5-dimethoxy-4-bromophenyl)propan-2-amine hydrobromide (53581-53-6) → Benzyl-[2-(4-bromo-2,5-dimethoxy-phenyl)-1-methyl-ethyl]-amine

Conditions	Yield
Multi-step reaction with 2 steps 1: 63 percent / Et3N / CHCl3 / Ambient temperature 2: 65 percent / BH3 / tetrahydrofuran / Heating View Scheme