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2C-G-5

From Wikipedia, the free encyclopedia

Pharmaceutical compound
2C-G-5
Clinical data
Other names3,4-Norbornyl-2,5-DMPEA; 3,4-Norbornyl-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-3,4-norbornylphenethylamine; 3,6-Dimethoxy-4-(2-aminoethyl)benzonorbornane
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
Onset of action1–2 hours[1]
Duration of action32–48 hours[1]
Identifiers
  • 2-(3,6-dimethoxy-4-tricyclo[6.2.1.02,7]undeca-2,4,6-trienyl)ethanamine
CAS Number
PubChemCID
ChemSpider
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC15H21NO2
Molar mass247.338 g·mol−1
3D model (JSmol)
  • COC1=C2C3CCC(C3)C2=C(C(=C1)CCN)OC
  • InChI=1S/C15H21NO2/c1-17-12-8-11(5-6-16)15(18-2)14-10-4-3-9(7-10)13(12)14/h8-10H,3-7,16H2,1-2H3
  • Key:ASPWVWSIJQTXDB-UHFFFAOYSA-N

2C-G-5, also known as3,4-norbornyl-2,5-dimethoxyphenethylamine, is apsychedelic drug of thephenethylamine and2C families.[1][2][3][4] It is one of severalhomologues of2C-G (3,4-dimethyl-2,5-dimethoxyphenethylamine).[1][2][3][4] The drug is takenorally.[1][2][3]

Use and effects

[edit]

In his bookPiHKAL (Phenethylamines I Have Known and Loved) and other publications,Alexander Shulgin lists 2C-G-5's dose as 10 to 16 mgorally and itsduration as 32 to 48 hours.[1][2][3] The drug'sonset is 1 to 2 hours and its time to peak is 2.5 to 3 hours.[1] 2C-G-5 is reported to producepsychedelic effects includingvisuals, clear and cosmic thinking, and2C-B-like enhancederoticism, among others.[1] It is among the mostpotent of the 2C psychedelics.[1][2][3] However, its duration is described as too long, interfering withsleep and resulting in subsequent-day consequences liketiredness andsleepiness.[1] 2C-G-5 was also the longest-lasting drug included inPiHKAL based on its specified duration.[1]

Interactions

[edit]
See also:Psychedelic drug § Interactions, andTrip killer § Serotonergic psychedelic antidotes

Chemistry

[edit]

Synthesis

[edit]

Thechemical synthesis of 2C-G-5 has been described.[1]

Analogues

[edit]

Analogues of 2C-G-5 include other compounds of the2C-G andGanesha series, among others.[1]

History

[edit]

2C-G-5 was first described in the literature byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[1][2][3][4]

See also

[edit]

References

[edit]
  1. ^abcdefghijklmnoShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628."2C-G-5".
  2. ^abcdefJacob P, Shulgin AT (1994)."Structure-activity relationships of the classic hallucinogens and their analogs"(PDF).NIDA Research Monograph.146:74–91.PMID 8742795. Archived fromthe original(PDF) on August 5, 2023.
  3. ^abcdefShulgin AT (2003)."Basic Pharmacology and Effects". In Laing RR (ed.).Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137.ISBN 978-0-12-433951-4. Retrieved1 February 2025.
  4. ^abcShulgin A, Manning T, Daley P (2011).The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley:Transform Press.ISBN 978-0-9630096-3-0.

External links

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