2,5-Dimethoxyphenethylamine hydrochloride Chemical Properties

Melting point:

139 °C

solubility 

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 20 mg/ml; PBS (pH 7.2): 10 mg/ml

form 

A crystalline solid

InChI

InChI=1S/C10H15NO2.ClH/c1-12-9-3-4-10(13-2)8(7-9)5-6-11;/h3-4,7H,5-6,11H2,1-2H3;1H

InChIKey

PJMQBIMLDBAWRK-UHFFFAOYSA-N

SMILES

C1(CCN)=C(OC)C=CC(OC)=C1.[H+].[Cl-]

CAS DataBase Reference

3166-74-3(CAS DataBase Reference)

2,5-Dimethoxyphenethylamine hydrochloride Usage And Synthesis

Description

A series of 2,5-phenethylamines, collectively referred to as 2Cs, have psychoactive effects. The most effective 2C compounds are 2,5-dimethoxy-4-substituted phenethylamines; many are scheduled as illegal substances. 2C-H is described formally as 2,5-dimethoxyphenethylamine. Unlike the 4-substituted 2-C forms, it has little effect on serotonin receptors, activating the 5-HT_2C receptor to 20% that induced by serotonin (pEC₅₀ = 5.93). This product is intended for research and forensic applications.

Uses

A series of 2,5-phenethylamines, collectively referred to as 2Cs, have psychoactive effects. The most effective 2C compounds are 2,5-dimethoxy-4-substituted phenethylamines; many are scheduled as ille gal substances. This product is intended for research and forensic applications.

Synthesis

2,5-dimethoxybenzaldehyde 3.32 g (0.02 mol), ammonium acetate 0.5 g and 4 mL of nitromethane were put into a reaction flask together, heated to 85 C with stirring, kept warm for 30 min, poured the reaction product into cold water while it was still hot, cooled, and yellow crystals were precipitated, filtered, and washed with 70% of ethanol to obtain 2,5-dimethoxy--nitroaniline 3.7 g (Yield 90%). 2,5-dimethoxy--nitrostyrene 4.18g added to 250mL three-necked flask, add 95% ethanol 20mL, stirring, heated to 40 , add concentrated hydrochloric acid 35mL, water 40mL; at 65 in batches to add 25g of zinc powder, adding a small amount of zinc powder after adding a small amount of metal mercury, keep the temperature between 65 ~ 70 ; add zinc powder than, reduce the temperature to 50 to join the Hydrochloric acid 10mL, maintain 50 ~ 55 3h; cooling, add sodium carbonate pH8 ~ 9, extracted with n-butanol, extract distillation under reduced pressure to remove n-butanol, the reaction into a dark brown slurry, weighing 6.5g. into the salt: to the slurry reactant to add methanol hydrochloric acid solution, evaporate most of the methanol, cooling precipitation, get light brown crystals of 2,5-dimethoxy--nitrophenethylene, 2.52g (yield 60%).

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