2C-G
 
 
  
Names
  
Preferred IUPAC name 
2-(2,5-Dimethoxy-3,4-dimethylphenyl)ethan-1-amine
 
Identifiers
  
 
  
 
  
ChEMBL 
  
ChemSpider 
  
 
  
UNII 
  
 
  
InChI=1S/C12H19NO2/c1-8-9(2)12(15-4)10(5-6-13)7-11(8)14-3/h7H,5-6,13H2,1-4H3
 Y  Key: NFOHGLKGLZIHJQ-UHFFFAOYSA-N
 Y  InChI=1/C12H19NO2/c1-8-9(2)12(15-4)10(5-6-13)7-11(8)14-3/h7H,5-6,13H2,1-4H3
Key: NFOHGLKGLZIHJQ-UHFFFAOYAX
 
 
  
Properties
  
 
C 12 H 19 N O 2 
 
Molar mass 
−1   
 
Except where otherwise noted, data are given for materials in their 
standard state  (at 25 °C [77 °F], 100 kPa).
Infobox references
 
2C-G  is a psychedelic  phenethylamine  of the 2C-series . First synthesized  by Alexander Shulgin ,[ 1] entheogen . It has structural and pharmacodynamic properties similar to 2C-D  and Ganesha . Like many of the phenethylamines in PiHKAL homologs  have only been taken by Shulgin and a small test group, making it difficult to ensure completeness when describing effects.
Chemistry 
2C-G is 3,4-dimethyl-2,5-dimethoxyphenethylamine, with the formula C 12 H 19 N O 2 
Dosage and effects 
In Shulgin's book PiHKAL , the dosage range is listed as 20 to 35 mg .[ 1] Ganesha , and are extremely long lasting; the duration is 18–30 hours. Visual effects are muted or absent, and it is described in PiHKAL  as an "insight-enhancer".[ 1] 2C-series , 2C-G is nearly as potent as its amphetamine  form.
Homologs 
Several homologs  of 2C-G were also synthesized by 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.
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-1 
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-2 
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-3 
2C-G-4
 
CAS : 952006-59-6 Synthesized but not tested.
2C -G-4 
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-5 
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-6 
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.
2C -G-N  
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  alkaloidsharmine , harmaline , 6-methoxyharmalan )Iboga  alkaloids18-MAC , 18-MC , coronaridine , ibogaine , ibogamine , ME-18-MC , noribogaine , tabernanthine , voacangine )Ibogalogs  (e.g., ibogainalog )O -MethylnordehydrobufoteninePartial 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 ) 
Benzofurans  (e.g., 5-MeO-DiBF , dimemebfe (5-MeO-BFE) , mebfap )Benzothiophenes  (e.g., 3-APBT )Indazolethylamines  (e.g., AL-38022A , O -methyl-AL-34662Indenylethylamines  (e.g., C-DMT )Isotryptamines  (e.g., 6-MeO-isoDMT , Ro60-0175 )MYCO-005 Quinolinylethylamines  (e.g., mefloquine ) 
Others:  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) BOB , BOD , BOH-2C-B )HOT-2 , HOT-7 , HOT-17 )N -Ethyl-2C-B2CD-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 25D-NM-NDEAOP , DOB-NDEPA , DOI-NDEPA , DOM-NDEPA, DOTFM-NDEPA , M-NDEPA, TMA-2-NDEPA)PMA (4-MA) TMA-3 , TMA-4 , TMA-5 )TOMSO ZDCM-04  
1-Aminomethylindanes  (e.g., 2CB-Ind , jimscaline )2-Aminoindanes  (e.g., DOM-AI )3-Phenylpiperidines  (e.g., LPH-5 , LPH-48 )Benzazepines  (e.g., lorcaserin )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.Acacia acuminata Acacia confusa Ayahuasca  and vinho de Jurema  (e.g., Psychotria viridis  (chacruna)Dipolopterys cabrerana  (chaliponga, chacruna)Mimosa tenuiflora  (Mimosa hostilis ; jurema)Brosimum 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.Periglandula ipomoeae Periglandula clandestina  
See also:  HallucinogensEntactogens Tryptamines Phenethylamines Ergolines and lysergamides Serotonin receptor modulators  
Phenethylamines Amphetamines Phentermines Cathinones Phenylisobutylamines (and further-extended) Catecholamines (and close relatives) Cyclized 
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-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 )Benzazepines  (e.g., fenoldopam , lorcaserin , SCHEMBL5334361 )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 ) 
See also:  TryptaminesErgolines and lysergamides Stimulants Entactogens Psychedelics