2C-D

2C-D

Names
IUPAC name 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminoethane
Other names 2,5-Dimethoxy-4-methyl-phenethylamine 4-Methyl-2,5-dimethoxyphenethylamine LE-25
Identifiers
CAS Number	24333-19-5
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL124049
ChemSpider	119559
PubChem CID	135740
UNII	7J43GY6ONS
CompTox Dashboard (EPA)	DTXSID10179074
InChI InChI=1S/C11H17NO2/c1-8-6-11(14-3)9(4-5-12)7-10(8)13-2/h6-7H,4-5,12H2,1-3H3 Key: UNQQFDCVEMVQHM-UHFFFAOYSA-N InChI=1/C11H17NO2/c1-8-6-11(14-3)9(4-5-12)7-10(8)13-2/h6-7H,4-5,12H2,1-3H3 Key: UNQQFDCVEMVQHM-UHFFFAOYAJ
SMILES O(c1cc(c(OC)cc1CCN)C)C
Properties
Chemical formula	C11H17NO2
Molar mass	195.262 g·mol−1
Melting point	213 to 214 °C (415 to 417 °F; 486 to 487 K) (hydrochloride)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2C-D (2,5-dimethoxy-4-methylphenethylamine or 2C-M) is a psychedelic drug of the 2C family that is sometimes used as an entheogen. It was first synthesized in 1970 by a team from the Texas Research Institute of Mental Sciences,^[1] and its activity was subsequently investigated in humans by Alexander Shulgin. In his book PiHKAL, Shulgin lists the dosage range as being from 20 to 60 mg.^[2]

Not much information is known about the toxicity of 2C-D, as no major studies have been conducted. According to Shulgin, the effects of 2C-D typically last for 4–6 hours.^[2] Shulgin himself referred to this substance as a “pharmacological tofu,” meaning that when mixed with other substances, it can extend or potentiate their effects without coloring the experience too much, in a manner similar to how tofu absorbs the flavors of sauces or spices it is cooked with. Hanscarl Leuner, working in Germany, explored the use of 2C-D under the name LE-25 in psychotherapeutic research.

Drug prohibition laws

China

As of October 2015 2C-D is a controlled substance in China.^[3]

Canada

As of October 31, 2016; 2C-D is a controlled substance (Schedule III) in Canada.^[4]

Denmark

2C-D is added to the list of Schedule B controlled substances.^[5]

Germany

2C-D is an Anlage I controlled drug.

Sweden

Sveriges riksdags health ministry Statens folkhälsoinstitut classified 2C-D as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (Act on the Prohibition of Certain Goods Dangerous to Health) as of Mar 1, 2005, in their regulation SFS 2005:26 listed as "2,5-dimetoxi-4-metylfenetylamin (2C-D)", making it illegal to sell or possess.^[6]

United States

2C-D became a Schedule I Controlled Substance in the United States as of July 9, 2012, with the signing of Food and Drug Administration Safety and Innovation Act.^[7] On a state level, both Oklahoma and Pennsylvania list 2C-D under schedule I.

References