G-5 (drug)

Pharmaceutical compound From Wikipedia, the free encyclopedia

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]

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
administrationOral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Quick facts Clinical data, Other names ...
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
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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

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

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

External links

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