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2C-N

2C-N molecule structure2C-N molecule structure
2,5-Dimethoxy-4-nitrophenethylamine
4-Nitro-2,5-dimethoxyphenethylamineOpen in Piru
Psychoactive Class

2C-N is a relatively uncommon, short-acting psychedelic in the substituted phenethylamine and 2C-X families. It was first synthesized by Alexander Shulgin,1 who described it in his 1991 book PiHKAL.1 Its salts range from bright yellow to orange,1 distinguishing it from other 2C substances, whose salts are white.1 Shulgin noted that reports of 2C-N consistently described it as falling a little short of expectations.2

Dosage & Duration

Dosage

Doses are population estimates that vary widely between individuals.

Threshold~100 mg
Light100 mg
Moderate100-125 mg
Strong125-150 mg
Heavy150+ mg

Duration

Onset15-45 minutes
After Effects2-4 hours
Total4-6 hours

Subjective Effects

Subjective Effects not written up yet

Pharmacology

Pharmacodynamics

2C-N acts as a low-potency partial agonist at serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.

Pharmacokinetics

2C-N is metabolized by the monoamine oxidase enzymes MAO-A and MAO-B.

Metabolitesnone documented yet

Interactions

Dangerous

Highest risk

These combinations are considered extremely harmful and should always be avoided. Reactions to these drugs taken in combination are highly unpredictable and have a potential to cause death.

Unsafe

Avoid

There is considerable risk of physical harm when taking these combinations, they should be avoided where possible.

Caution

Use caution

These combinations are not usually physically harmful, but may produce undesirable effects, such as physical discomfort or overstimulation. Extreme use may cause physical health issues. Synergistic effects may be unpredictable. Care should be taken when choosing to use this combination.

2C-T-x compounds5-MeO-xxT tryptaminesAmphetaminesCannabisCocaineDOx compoundsMAOIsMescalineNBOMe compounds
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Tolerance

Tolerance not written up yet

Harm Potential

Toxicity

Lethal Dosage

No lethal-dose or LD50 data were identified. MAOIs may potentiate 2C drugs such as 2C-N and may result in overdose and serious toxicity.

History & Culture

Alexander Shulgin first synthesized 2C-N1 and described it in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).1 The compound had been described in the scientific literature by at least 1991.

Legality

By Country

Illegal3
United States flagUnited StatesIllegal
Canada flagCanadaIllegal
United Kingdom flagUnited KingdomIllegal

References

Source Pages

  1. Bluelight: The Big & Dandy 2C-N Thread
  2. Isomer Design (TiHKAL/PiHKAL)
  3. Isomer Design: 2C-N (PIHKAL entry)
  4. PiHKAL #34: 2C-N
  5. TripSit Factsheet: 2C-N
  6. Wikipedia
  7. Wikipedia: 2C N
  8. Wikipedia: 2C psychedelics

Citations

  1. Identification and characterization of 2,5-dimethoxy-4-nitro-β-phenethylamine (2C-N) – A new member of 2C-series of designer drug. Forensic Science International (2012). https://doi.org/10.1016/j.forsciint.2012.07.006123456
  2. PiHKAL — #34 2C-N. Transform Press; authorized transcription hosted by Erowid (1991). https://erowid.org/library/books_online/pihkal/pihkal034.shtml1
  3. Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs). Neuropharmacology (2015). https://doi.org/10.1016/j.neuropharm.2015.08.0341
  4. Differences in potency and efficacy of a series of phenylisopropylamine/phenylethylamine pairs at 5-HT2A and 5-HT2C receptors. British Journal of Pharmacology (2002). https://doi.org/10.1038/sj.bjp.07047471
  5. Controlled Drugs and Substances Act — current consolidated Schedule III. laws-lois.justice.gc.ca (n.d.). https://www.laws-lois.justice.gc.ca/eng/acts/C-38.8/section-sched95602.html1
  6. Controlled Drugs and Substances Act, section 4 — Possession of substance. laws-lois.justice.gc.ca (n.d.). https://www.laws-lois.justice.gc.ca/eng/acts/C-38.8/section-4.html1
  7. Controlled Drugs and Substances Act, section 5 — Trafficking in substance. laws-lois.justice.gc.ca (n.d.). https://www.laws-lois.justice.gc.ca/eng/acts/C-38.8/section-5.html1
  8. Controlled Drugs and Substances Act, section 6 — Importing and exporting. laws-lois.justice.gc.ca (n.d.). https://www.laws-lois.justice.gc.ca/eng/acts/C-38.8/section-6.html1
  9. Controlled Drugs and Substances Act, section 7 — Production of substance. laws-lois.justice.gc.ca (n.d.). https://www.laws-lois.justice.gc.ca/eng/acts/C-38.8/section-7.html1
  10. Order Amending Schedule III to the Controlled Drugs and Substances Act (2C-phenethylamines), SOR/2016-73. gazette.gc.ca (n.d.). https://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors73-eng.html1

Further Reading

  1. Identification of 5-HT2A receptor signaling pathways associated with psychedelic potential
  2. Martins et al. 2023 - Unraveling the In Vitro Toxicity Profile of Psychedelic 2C Phenethylamines and Their N-Benzylphenethylamine (NBOMe) Analogues
  3. Wagmann et al. 2018 - Interactions of phenethylamine‐derived psychoactive substances of the 2C‐series with human monoamine oxidases
  4. Moya et al. 2007 - Functional Selectivity of Hallucinogenic Phenethylamine and Phenylisopropylamine Derivatives at Human 5-Hydroxytryptamine (5-HT)2A and 5-HT2C Receptors

Article Status

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