G-5 (drug)

G-5
Clinical data
Other namesG5; Ganesha-5; GANESHA-5; 3C-G-5; 3,4-Norbornyl-2,5-dimethoxyamphetamine; 3,6-Dimethoxy-4-(2-aminopropyl)benzonorbornane; DOG-5
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Onset of actionVery slow[1]
Duration of action16–30 hours[1]
Identifiers
  • 1-(3,6-dimethoxy-4-tricyclo[6.2.1.02,7]undeca-2,4,6-trienyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC16H23NO2
Molar mass261.365 g·mol−1
3D model (JSmol)
  • CC(CC1=CC(=C2C3CCC(C3)C2=C1OC)OC)N
  • InChI=1S/C16H23NO2/c1-9(17)6-12-8-13(18-2)14-10-4-5-11(7-10)15(14)16(12)19-3/h8-11H,4-7,17H2,1-3H3
  • Key:MZFVFTFFHRCTIO-UHFFFAOYSA-N

G-5, also known as 3,4-norbornyl-2,5-dimethoxyamphetamine, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families.[1][2][3] It is one of several homologues of Ganesha (G).[1][2][3]

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists G-5's dose as 14 to 20 mg orally and its duration as 16 to 30 hours.[1][2][3] It is said to have a very slow onset.[1] The effects of G-5 were reported to include an unexpected absence of visual and related sensory activity, excellent mental activity, "absence of the bells and whistles that are expected with a psychedelic in full bloom", mental integration, and little or no body load.[1] According to Shulgin, it was somehow lacking in characteristics that would have made it fully favorable, perhaps the lack of perceptual effects, which resulted in there being little drive to further explore it.[1]

Interactions

Pharmacology

Pharmacodynamics

G-5 is not a monoamine releasing agent of either serotonin or dopamine.[4]

Chemistry

Synthesis

The chemical synthesis of G-5 has been described.[1]

History

G-5 was first described in the literature by Alexander Shulgin and colleagues in 1991.[1][4] Subsequently, it was described in greater detail by Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) that same year.[1]

Society and culture

G-5 is a controlled substance in Canada under phenethylamine blanket-ban language.[5]

See also

References

  1. ^ a b c d e f g h i j k l Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://erowid.org/library/books_online/pihkal/pihkal084.shtml
  2. ^ a b c Jacob P, Shulgin AT (1994). "Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". In Lin GC, Glennon RA (eds.). Hallucinogens: An Update (PDF). National Institute on Drug Abuse Research Monograph Series. Vol. 146. National Institute on Drug Abuse. pp. 74–91. PMID 8742795. Archived from the original on 13 July 2025.
  3. ^ a b c Shulgin 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. Archived from the original on 13 July 2025.
  4. ^ a b McKenna DJ, Guan XM, Shulgin AT (March 1991). "3,4-Methylenedioxyamphetamine (MDA) analogues exhibit differential effects on synaptosomal release of 3H-dopamine and 3H-5-hydroxytryptamine". Pharmacol Biochem Behav. 38 (3): 505–512. doi:10.1016/0091-3057(91)90005-m. PMID 1829838.
  5. ^ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.