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Pharmaceutical compound
2C-G , or 2C-G-0 , also known as 3,4-dimethyl-2,5-dimethoxyphenethylamine , is a psychedelic phenethylamine of the 2C-series . First synthesized by Alexander Shulgin ,[ 1] it is sometimes used as an entheogen . It has structural and pharmacodynamic properties similar to 2C-D and Ganesha . Like many of the phenethylamines in PiHKAL , 2C-G and its homologs have only been taken by Shulgin and a small test group, making it difficult to ensure completeness when describing effects.
Use and effects
In Shulgin's book PiHKAL , the dosage range is listed as 20 to 35 mg .[ 1] Effects are similar to the related Ganesha , and are extremely long lasting; the duration is 18 to 30 hours. Visual effects are muted or absent, and it is described in PiHKAL as an "insight-enhancer".[ 1] Unlike other members of the 2C-series , 2C-G is nearly as potent as its amphetamine form.
Interactions
Chemistry
2C-G is 3,4-dimethyl-2,5-dimethoxyphenethylamine, with the formula C 12 H 19 N O 2 .
Homologues
Several homologues of 2C-G were also synthesized by Alexander Shulgin . These include 2C-G-3, 2C-G-5 , and 2C-G-N. Some, such as 2C-G-1, 2C-G-2, 2C-G-4, and 2C-G-6 are possible to synthesize in principle but impossible or extraordinarily difficult to do so in practice.
Compound
Details
Structure
2C-G-1
CAS : 2888537-47-9
The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
2C-G-2
CAS : 2888537-48-0
The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
2C-G-3
CAS : 207740-19-0
Dosage : 16–25 mg
Duration : 12–24 hours
Effects : Some visual effects. General euphoria with an underlying sense of paranoia.
2C-G-4
CAS : 952006-59-6
Synthesized but not tested.
2C-G-5
CAS : 207740-20-3
Dosage : 10–16 mg
Duration : 32–48 hours
Effects : Similar to 2C-B for some users. General euphoria (sometimes followed by irritability), often leading to tiredness (likely due to duration).
2C-G-6
CAS : 2888537-49-1
The synthesis of this compound has not been reported, but it is described prophetically in WO2022271982
2C-G-N
CAS : 207740-21-4
Dosage : 20–40 mg
Duration : 20–30 hours
Effects : Stimulation similar to that caused by amphetamines. General sense of unease or unfriendliness for most. 2C-G-N is sometimes called 2C-NPH due to the naphthalene portion of the molecule.
Society and culture
Legal status
Canada
As of October 31, 2016; 2C-G is a controlled substance (Schedule III) in Canada.[ 2]
United Kingdom
2C-G and all other compounds featuring in PiHKAL are Class A drugs in the United Kingdom .
United States
In the United States 2C-G is considered a Schedule 1 controlled substance as a positional isomer of 2C-E and 2,5-Dimethoxy-4-methylamphetamine (DOM).[ 3]
See also
References
External links
No ring subs. 4-Hydroxytryptamines 5-Hydroxytryptamines 5-Methoxytryptamines Other ring subs.
2,N ,N -TMT
4,N ,N -TMT
5-Bromo-DMT
5-Chloro-DMT
5-Fluoro-DMT
5-N ,N -TMT
7,N ,N -TMT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
6-Fluoro-DMT
Bretisilocin (GM-2505; 5-fluoro-MET)
α-Alkyltryptamines
5-Methoxy-α-alkyltryptamines: 5-MeO-AET
α,N ,N -TMT (α-Me-DMT; Alpha-N)
5-MeO-AMT (α,O -DMS; Alpha-O)
α,N ,O -TMS (5-MeO-α,N -DMT)
α,N ,N ,O -TeMS (5-MeO-α,N ,N -TMT)
Others
Ergolines /lysergamides (e.g., LSD )
β-Carbolines and Harmala alkaloids (e.g., harmine , harmaline , 6-methoxyharmalan )
Iboga alkaloids (e.g., 18-MAC , 18-MC , coronaridine , ibogaine , ibogamine , ME-18-MC , noribogaine , tabernanthine , voacangine )
Ibogalogs (e.g., ibogainalog )
O -Methylnordehydrobufotenine
Partial ergolines (e.g., NDTDI , RU-28306 , CT-5252 )
Piperidinylethylindoles (e.g., pip-T )
Pyrrolidinylethylindoles (e.g., pyr-T , 5-MeO-pyr-T )
Pyrrolidinylmethylindoles (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5-MeO-MPMI )
Tetrahydropyridinylindoles (e.g., RU-28253 (5-MeO-THPI) , NEtPhOH-THPI )
Benzofurans (e.g., 5-MeO-DiBF , dimemebfe (5-MeO-BFE) , mebfap )
Benzothiophenes (e.g., 3-APBT )
Indazolethylamines (e.g., AL-38022A , O -methyl-AL-34662 )
Indenylethylamines (e.g., C-DMT )
Isotryptamines (e.g., 6-MeO-isoDMT , Ro60-0175 )
MYCO-005
Quinolinylethylamines (e.g., mefloquine )
Others: 2C-B-AN
2C-DB
2C-G-x (e.g., 2C-G-3 , 2C-G-5 )
β-Keto-2C-B (βk-2C-B)
β-Keto-2C-I (βk-2C-I)
β-Methyl-2C-B (BMB)
(e.g., BOB , BOD , BOH-2C-B )
(e.g., HOT-2 , HOT-7 , HOT-17 )
N -Ethyl-2C-B
(e.g., 2CD-2-ETO , 2CD-5-ETO , 2CE-5-ETO , 2CE-5iPrO , 2CT2-5-ETO , ASR-2001 (2CB-5PrO) )
Others
2-TOET
2-TOM
25B-NAcPip
4-HA
5-TOET
5-TOM
Benzofurans (e.g., 5-APB , 5-APDB , 6-APB , 6-APDB , F , F-2 , F-22 )
Benzothiophenes (e.g., 5-APBT , 6-APBT )
CT-5172
DMAs (e.g., 2,4-DMA , 3,4-DMA )
Fenfluramine
MMA (3-MeO-4-MA)
Norfenfluramine
(e.g., 25D-NM-NDEAOP , DOB-NDEPA , DOI-NDEPA , DOM-NDEPA , DOTFM-NDEPA , M-NDEPA , TMA-2-NDEPA )
PMA (4-MA)
(e.g., TMA-3 , TMA-4 , TMA-5 )
TOMSO
ZDCM-04
1-Aminomethylindanes (e.g., 2CB-Ind , jimscaline )
2-Aminoindanes (e.g., DOM-AI )
3-Benzazepines (e.g., lorcaserin )
3-Phenylpiperidines (e.g., LPH-5 , LPH-48 )
Benzocyclobutenes (e.g., 2CBCB-NBOMe , TCB-2 , tomscaline )
Benzoxepins (e.g., BBOX , IBOX , TFMBOX )
DMBMPP (juncosamine)
Ergolines /lysergamides (e.g., LSD )
Glaucine
Partial ergolines (e.g., NDTDI , DEIMDHPCA , DEMPDHPCA , DEMTMPDHPCA , DEMNDHPCA )
Phenylcyclopropylamines (e.g., DMCPA , TMT )
Phenyloxazolamines (aminorexes ) (e.g., 2C-B-aminorex )
Pyridopyrroloquinoxalines (e.g., IHCH-7113 )
Z3517967757
ZC-B
Others
Arylpiperazines (e.g., 2C-B-PP , 2-NP , mCPP , MK-212 , ORG-12962 , pCPP , pFPP , quipazine , TFMPP )
Dihydrobenzoxazines (e.g., efavirenz )
Phenoxyethylamines (e.g., CT-4719 , ORG-37684 )
Pyridopyrroloquinoxalines (e.g., IHCH-7113 )
Quinazolinylethylamines (e.g., RH-34 )
Natural sources
Tryptamines: Acacia spp. (e.g., Acacia acuminata , Acacia confusa )
Ayahuasca and vinho de Jurema (e.g., Psychotria viridis (chacruna) , Dipolopterys cabrerana (chaliponga, chacruna) , Mimosa tenuiflora (Mimosa hostilis ; jurema) )
Brosimum (e.g., Brosimum acutifolium (takini) )
Hallucinogenic snuffs (e.g., Anadenanthera peregrina (yopo, jopo, cohoba, parica, ebene) , Anadenanthera colubrina (vilca, cebil) )
Incilius alvarius (Bufo alvarius ; Colorado River toad, Sonoran Desert toad; bufo)
Psilocybin-containing mushrooms (magic mushrooms, shrooms) (e.g., Psilocybe cubensis , Psilocybe mexicana (teonanacatl) )
Lysergamides: Achnatherum robustum (sleepy grass)
Epichloë spp.
Ergot (Claviceps ) (e.g., Claviceps purpurea , Claviceps paspali )
Morning glory (Convolvulaceae) seeds (e.g., Ipomoea tricolor (tlitliltzin, badoh negro; Ipomoea violacea ) , Ipomoea corymbosa (coaxihuitl, ololiúqui; Rivea Corymbosa , Turbina Corymbosa ) , Argyreia nervosa (Hawaiian baby woodrose; HBWR) )
Periglandula spp. (e.g., Periglandula ipomoeae , Periglandula clandestina )
Phenethylamines Amphetamines Phentermines Cathinones Phenylisobutylamines (and further-extended) Catecholamines (and close relatives) Cyclized phenethylamines
Phenylalkylpyrrolidines 2-Benzylpiperidines (phenidates ) Phenylmorpholines (phenmetrazines) Phenyloxazolamines (aminorexes) Isoquinolines andtetrahydroisoquinolines 2-Aminoindanes 2-Aminotetralins Others / unsorted
1-Aminomethylindanes (e.g., 2CB-Ind , AMMI , bromojimscaline , jimscaline )
2-ADN
2-Benzhydrylpyrrolidine
2C-B-5-hemiFLY-α6 (BNAP)
2C-B-PYR
2CBecca
2CJP
2CLisaB
2CLisaH
3-Benzazepines (e.g., fenoldopam , lorcaserin , 7-chlorolorcaserin , SCHEMBL5334361 )
3-Benzhydrylmorpholine
3-Phenylpiperidines (e.g., 3-phenylpiperidine , 3-PPP , OSU-6162 (PNU-96391) , LPH-5 , LPH-48 , Z3517967757 (Z7757) )
6-AB
AL-1095
Aminochromes (e.g., adrenochrome , adrenolutin )
Benzocyclobutenes (e.g., 2CBCB-NBOMe , bromotomscaline , S33005 , TCB-2 , tomscaline )
Benzoxepins (e.g., BBOX , IBOX , TFMBOX )
Butyltolylquinuclidine
Camfetamine
Cypenamine (trans -2-phenylcyclopentylamine)
Diphenidine
Diphenylprolinol
DMBMPP
Ergolines (e.g., LSD )
Fencamfamin
GYKI-52895
HDMP-29
Ivabradine
Methoxphenidine
Methylmorphenate
Milnacipran
MT-45
2-Naphthylamine
Org 6582
Partial ergolines (e.g., NDTDI , RU-27849 , DEIMDHPCA , DEMPDHPCA , DEMPDHPCA-2C-D , RU-27251 )
PF-592,379
Phenylcyclopropylamines (e.g., DMCPA , TMT , tranylcypromine )
Phenylpiracetams (e.g., phenylpiracetam , MRZ-9547 , RGPU-95 )
Pyridopyrroloquinoxalines (e.g., lumateperone , deulumateperone , IHCH-7079 , IHCH-7086 , IHCH-7113 , ITI-1549 )
Tetrahydrobenzopyranylamines (e.g., CT-5126 )
Tolazoline
Tricyclics (e.g., AMDA , AMDH , benzoctamine , dizocilpine , SpAMDA )
ZC-B
Related compounds
2-Furylethylamine
2-Pyrrolylethylamine
3-Pyrrolylethylamine
3-Pyrrolylpropylamine
2-Tetrahydrofurylethylamine
4-Benzylpiperidine
7-AB
Alkylamines (e.g., 1,3-DMBA Tooltip 1,3-dimethylbutylamine , 1,4-DMAA Tooltip 1,4-dimethylamylamine , heptaminol , iproheptine , isometheptene , methylhexanamine/1,3-DMAA , octodrine , oenethyl , tuaminoheptane )
Benzylamines (e.g., benzylamine , α-methylbenzylamine , MDM1EA , ALPHA , M-ALPHA , pargyline )
Benzylpiperazines (e.g., benzylpiperazine , MDBZP , fipexide )
Cyclohexylaminopropanes (e.g., propylhexedrine , norpropylhexedrine )
Cyclopentylaminopropanes (e.g., isocyclamine , cyclopentamine )
Phenoxyethylamines (e.g., 3,4,5-trimethoxyphenoxyethylamine , CT-4719 , ORG-37684 )
Phenylalkenylamines (e.g., phenylbutenamine )
Phenylalkynylamines (e.g., phenylbutynamine )
Phenylpiperazines (e.g., 1-phenylpiperazine , mCPP Tooltip meta-chlorophenylpiperazine , TFMPP Tooltip trifluoromethylphenylpiperazine , oMPP Tooltip ortho-methylphenylpiperazine , pFPP Tooltip para-fluorophenylpiperazine , pMeOPP Tooltip para-methoxyphenylpiperazine )
Phenylpropylamines (e.g., phenylpropylamine , homo-MDA , homo-MDMA )
Thienylaminopropanes (thiopropamines) (e.g., thiopropamine , methiopropamine , thiothinone )