2C-N

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 ;
3D model (JSmol)	Interactive image;
ChemSpider	8212202 ;
PubChem CID	10036637;
UNII	BB2B23B11H ;
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 Key: ZMUSDZGRRJGRAO-UHFFFAOYSA-N ; 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 their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2C-N (2,5-dimethoxy-4-nitrophenethylamine) is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin.^[1]

Chemistry

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

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

Synthesis

2C-N is synthesized by the mixed acid nitration of 2C-H using sulfuric acid and nitric acid.^[1]

Dosage

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

Effects

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.

Legal status

Canada

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

United States

In the United States, 2C-N is a Schedule 1 controlled substance.^[3]

United Kingdom

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

References

^ ^a ^b ^c ^d ^e Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 2C-N Entry in PiHKAL
^ "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.
^ "Lists of: Scheduling Actions, Controlled Substances, Regulated Chemicals" (PDF). Diversion Control Division. Drug Enforcement Administration. April 2022.

[PiHKAL-1] Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 2C-N Entry in PiHKAL

[2] "Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". 4 May 2016.

[3] "Lists of: Scheduling Actions, Controlled Substances, Regulated Chemicals" (PDF). Diversion Control Division. Drug Enforcement Administration. April 2022.

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