View source for 2C-N

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{| border="1" cellpadding="2" cellspacing="0" align="right" style="margin-left:1em"
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! colspan="2" bgcolor="#cccccc" | 2C-N
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| [[IUPAC nomenclature|Chemical name]]
| 2,5-Dimethoxy-4-nitrophenethylamine
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| [[Chemical formula]]
| C<sub>9</sub>H<sub>14</sub>N<sub>2</sub>O<sub>4</sub>
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| [[Molecular mass]] || 226.229
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| [[Simplified molecular input line entry specification|SMILES]]
| NCCc1cc(OC)c(N(=O)=O)cc1OC
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| colspan = "2" align = "center" | [[image:2C-N.png]]
<br>[[Image:2C-N_animation.gif]]
|}

'''2C-N''', or 2,5-Dimethoxy-4-nitrophenethylamine, is a [[psychedelic]] [[phenethylamine]] of the [[2C's|2C family]].  It was first synthesized by [[Alexander Shulgin]], sometimes used as an [[entheogen]].

==Chemistry==
The full name of the chemical is 2-(2,5-di[[methoxy]]-4-[[nitro]][[phenyl]])ethanamine.

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

==Dosage==

In his book ''[[PiHKAL]]'' ([[Phenethylamine]]s I Have Known and Loved), Shulgin lists the dosage range as 100-150 [[milligram|mg]].  2C-N is generally taken orally, and effects typically last 4 to 6 hours.<ref>{{CitePiHKAL}}</ref>

==Dangers==

There have been no reported deaths or hospitalizations from 2C-N, but its safety profile is unknown.

==Law==

2C-N is unscheduled and uncontrolled in the United States, but possession and sales of 2C-N may potentially be prosecuted under the [[Federal Analog Act]] because of its structural similarities to [[2C-T-7]] or [[2C-B]].  The legality of 2C-N is under scrutiny as of July 2004, due to [[Operation Web Tryp]].

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

==Reference==
{{reflist}}

== See also ==

* [[Phenethylamine]]
* [[2C (psychedelics)]]
* [[Psychedelics, dissociatives and deliriants]]

==External links==

* [http://www.erowid.org/library/books_online/pihkal/pihkal034.shtml 2C-N Entry in ''PiHKAL'']

==Categorization==
{{Hallucinogenic phenethylamines}}
{{PiHKAL}}
[[Category:Psychedelic phenethylamines]]

{{hallucinogen-stub}}
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