2C-N

Names
Preferred IUPAC name 2-(2,5-Dimethoxy-4-nitrophenyl)ethan-1-amine
Other names 2-(2,5-Dimethoxy-4-nitrophenyl)ethanamine 2,5-Dimethoxy-4-nitrophenethylamine
Identifiers
CAS Number	261789-00-8 Y
3D model (JSmol)	Interactive image
ChemSpider	8212202 Y
PubChemCID	10036637
UNII	BB2B23B11H Y
CompTox Dashboard(EPA)	DTXSID80180798
InChI InChI=1S/C10H14N2O4/c1-15-9-6-8(12(13)14)10(16-2)5-7(9)3-4-11/h5-6H,3-4,11H2,1-2H3 Y Key: ZMUSDZGRRJGRAO-UHFFFAOYSA-N Y InChI=1/C10H14N2O4/c1-15-9-6-8(12(13)14)10(16-2)5-7(9)3-4-11/h5-6H,3-4,11H2,1-2H3 Key: ZMUSDZGRRJGRAO-UHFFFAOYAU
SMILES [O-][N+](=O)c1cc(OC)c(cc1OC)CCN
Properties
Chemical formula	C10H14N2O4
Molar mass	226.23 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

2C-N (2,5-dimethoxy-4-nitrophenethylamine) is apsychedelicphenethylamine of the2C family. It was first synthesized byAlexander Shulgin.^[1]

The full name of the chemical is 2-(2,5-dimethoxy-4-nitrophenyl)ethanamine.

Salts of 2C-N have a bright yellow to orange color due to the presence of thenitro group,^{[citation needed]} unlike all other members of the 2C family in which the salts are white.

2C-N is synthesized by the mixed acid nitration of2C-H usingsulfuric acid andnitric acid.^[1]

In his bookPiHKAL, Shulgin lists the dosage range as 100-150mg.^[1] 2C-N is generally taken orally, and effects typically last 4 to 6 hours.^[1]

Shulgin accounts his experiences after ingesting 2C-N:^[1]

(with 120 mg) This came on very fast--I was aware of it within a half hour, and it got as far as it would go by an hour. There are similarities to MDMA, but missing is the benign anti-stress component. I am light-headed, and there just might be a little eye wiggling. And then it dropped right off to nothing within a couple of hours.

(with 150 mg) There may have been some visual changes, I'm not sure. But the talking was extremely easy. If there were no other things to use, this would be excellent, but there are other compounds available. This doesn't have too high a priority.

(with 150 mg) Am I enjoying it? Not exactly, but I am in a good mood. There is not the light-filled energy that some other materials can provide. By six hours, pretty much baseline. Strange material, but okay. Final score: body +3, mind +2, barely.

2C-N is a low-potencypartial agonist of theserotonin5-HT_2A,5-HT_2B, and5-HT_2C receptors.^[2][3][4]

As of October 31, 2016, 2C-N is a controlled substance (Schedule III) in Canada.^[5]

In the United States, 2C-N is a Schedule 1 controlled substance.^[6]

2C-N and most (possibly all) other compounds featured in PiHKAL are illegal drugs in the United Kingdom.

• 2C (psychedelics)
• Phenethylamine
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• 2C (psychedelics)
• 5-HT2A agonists
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• 5-HT2C agonists
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• Psychedelic phenethylamines

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