2C-D

2C-D
Names
	Preferred IUPAC name 2-(2,5-Dimethoxy-4-methylphenyl)ethan-1-amine
	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)
Pharmacology
Legal status	BR: Class F2 (Prohibited psychotropics); CA: Schedule III; DE: Anlage I (Authorized scientific use only); US: Schedule I;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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, 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. Lower doses of 10 mg or less have been explored for microdosing.

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. 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.

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