2C-H

2C-H

Names
IUPAC name 2-(2,5-Dimethoxyphenyl)ethanamine
Other names 2,5-Dimethoxy-phenethylamine
Identifiers
CAS Number	3600-86-0 (free base) N 3166-74-3 (HCl salt) N
3D model (Jmol)	Interactive image
ChemSpider	69096 Y
ECHA InfoCard	100.153.556
PubChem CID	76632
UNII	9A8XF4GA0X N
InChI InChI=1S/C10H15NO2/c1-12-9-3-4-10(13-2)8(7-9)5-6-11/h3-4,7H,5-6,11H2,1-2H3 Y Key: WNCUVUUEJZEATP-UHFFFAOYSA-N Y InChI=1/C10H15NO2/c1-12-9-3-4-10(13-2)8(7-9)5-6-11/h3-4,7H,5-6,11H2,1-2H3 Key: WNCUVUUEJZEATP-UHFFFAOYAJ
SMILES O(c1ccc(OC)cc1CCN)C
Properties
Chemical formula	C10H15NO2
Molar mass	181.23 g/mol
Melting point	138 to 139 °C (280 to 282 °F; 411 to 412 K) (hydrochloride)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

2C-H, or 2,5-dimethoxyphenethylamine, is a lesser-known substituted phenethylamine of the 2C family.

2C-H was first synthesized in 1932 by Johannes S. Buck.

2C-H is used as a precursor in the synthesis of other substituted phenethylamines. 2C-H has been found in trace amounts by the DEA's south central laboratory in tablets that were suspected of containing MDMA.

There is no record of 2C-H trials in humans, as it would likely be destroyed by monoamine oxidase enzymes before causing any significant psychoactive effects. In the book PiHKAL (Phenethylamines i Have Known And Loved), Alexander Shulgin lists both the dosage and duration of 2C-H effects as unknown. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-H.

It exhibits agonist activity at human trace amine associated receptor 1 expressed in RD-HGA16 CHO-K1 cells coexpressed with Galpha16 protein assessed as internal calcium mobilization. 2C-H was found to be inactive in NCI In Vivo Anticancer Drug Screens for tumor model L1210 Leukemia. It was found to be an active Alpha-1 adrenergic receptor agonist in rabbit ear arteries. It has binding affinity towards 5-HT2C and 5-HT2A receptors in rats. It features competitive antagonist activity at 5-HT serotonin receptor in Sprague-Dawley rat stomachs. It exhibits binding affinity against rat 5-hydroxytryptamine 2C receptors using [3H]mesulergine as a radioligand.

As of October 31, 2016; 2C-H is a controlled substance (Schedule III) in Canada. http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php

As of July 9, 2012, 2C-H is a Schedule I controlled substance in the United States, under the Synthetic Drug Abuse Prevention Act of 2012. 2C-H's DEA Drug Code is 7517.