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Dear reader: PiHKAL • info, now well into its 2nd decade, is having a mid-life crisis. It has become surly, uncooperative and stubborn despite all my threats, shouting, and jumping about. Teenagers!

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25G-NBOMe; 2,5-Dimethoxy-N-(2-methoxybenzyl)-3,4-dimethylphenethylamine
5545
Variant: N R3 isomers all
Analogues: 1 1 4 6

IUPAC: 2-(2,5-Dimethoxy-3,4-dimethylphenyl)-N-(2-methoxybenzyl)ethan-1-amine

Formula: C20H27NO3 Molecular weight: 329.43328 g/mol InChI Key: VDAUMFACIMNTDA-UHFFFAOYSA-N

InChI=1S/C20H27NO3/c1-14-15(2)20(24-5)16(12-19(14)23-4)10-11-21-13-17-8-6-7-9-18(17)22-3/h6-9,12,21H,10-11,13H2,1-5H3

Blotter: 25G-NBOMe

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Aug 2015. 2608 kB. http://dx.doi.org/10.16889/isomerdesign-1 Open access DOI

Anon. Personal communication of unpublished research. 1 Dec 2011.

One N analogue:
27
Analogue 1: Removing 2-Methoxybenzyl at N

2C-G
3,4-Dimethyl-2,5-dimethoxyphenethylamine
2,5-Dimethoxy-3,4-dimethylphenethylamine

IUPAC: 2-(2,5-Dimethoxy-3,4-dimethylphenyl)ethan-1-amine

Formula: C12H19NO2 Molecular weight: 209.28476 g/mol InChI Key: NFOHGLKGLZIHJQ-UHFFFAOYSA-N

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

PubChem: 22238091; ChemSpider: 21106224; Wikipedia: 2C-G

Shulgin Index: See #114 TeMPEA; Table: 6 Page: 354 Row: 11

See also PiHKAL: #30 2C-G-5 #49 2C-T-21 #82 G-3 #85 GANESHA

Zuba, D; Sekuła, K. Identification and characterization of 2,5-dimethoxy-3,4-dimethyl-β-phenethylamine (2C-G)—A new designer drug. Drug Test. Anal., 1 Jul 2013, 5 (7), 549–559. 1611 kB. http://dx.doi.org/10.1002/dta.1396

One R3 analogue:
342
Analogue 1: Removing Methyl at R3

25D-NBOMe
NBOMe-2CD
N-(2-Methoxybenzyl)-2,5-dimethoxy-4-methylphenethylamine
2,5-Dimethoxy-N-(2-methoxybenzyl)-4-methylphenethylamine

IUPAC: 2-(2,5-Dimethoxy-4-methylphenyl)-N-(2-methoxybenzyl)ethan-1-amine

Formula: C19H25NO3 Molecular weight: 315.4067 g/mol InChI Key: UTVHBNXCFSATDB-UHFFFAOYSA-N

InChI=1S/C19H25NO3/c1-14-11-19(23-4)15(12-18(14)22-3)9-10-20-13-16-7-5-6-8-17(16)21-2/h5-8,11-12,20H,9-10,13H2,1-4H3

Drugs Forum: 25D-NBOMe; Blotter: 25D-NBOMe; PsychonautWiki: 25D-NBOMe

Hansen, M. Design and synthesis of selective serotonin receptor agonists for positron emission tomography imaging of the brain. Ph. D. Thesis, University of Copenhagen, 16 Dec 2012. 7921 kB.

Casale, JF; Hays, PA. Characterization of eleven 2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) derivatives and differentiation from their 3- and 4-methoxybenzyl analogues—Part I. Microgram J., 1 Jan 2012, 9 (2), 84–109. 4601 kB.

Leth-Petersen, S; Bundgaard, C; Hansen, M; Carnerup, MA; Kehler, J; Kristensen, JL. Correlating the metabolic stability of psychedelic 5-HT2A agonists with anecdotal reports of human oral bioavailability. Neurochem. Res., 625 kB. http://dx.doi.org/10.1007/s11064-014-1253-y

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Aug 2015. 2608 kB. http://dx.doi.org/10.16889/isomerdesign-1 Open access DOI

Four isomers:
5543
Isomer 1

25E-NBOMe
NBOMe-2CE
4-Ethyl-2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine

IUPAC: 2-(4-Ethyl-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethan-1-amine

Formula: C20H27NO3 Molecular weight: 329.43328 g/mol InChI Key: PXDVGFGXPVCNAB-UHFFFAOYSA-N

InChI=1S/C20H27NO3/c1-5-15-12-20(24-4)16(13-19(15)23-3)10-11-21-14-17-8-6-7-9-18(17)22-2/h6-9,12-13,21H,5,10-11,14H2,1-4H3

Blotter: 25E-NBOMe

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Aug 2015. 2608 kB. http://dx.doi.org/10.16889/isomerdesign-1 Open access DOI

Anon. Personal communication of unpublished research. 1 Dec 2011.

Casale, JF; Hays, PA. Characterization of eleven 2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) derivatives and differentiation from their 3- and 4-methoxybenzyl analogues—Part I. Microgram J., 1 Jan 2012, 9 (2), 84–109. 4601 kB.

Hansen, M. Design and synthesis of selective serotonin receptor agonists for positron emission tomography imaging of the brain. Ph. D. Thesis, University of Copenhagen, 16 Dec 2012. 7921 kB.

1256
Isomer 2

25P-NBOH
NBOH-2CP

IUPAC: 2-({[2-(2,5-Dimethoxy-4-propylphenyl)ethyl]amino}methyl)phenol

Formula: C20H27NO3 Molecular weight: 329.43328 g/mol InChI Key: YBAIVNZQVDWOBX-UHFFFAOYSA-N

InChI=1S/C20H27NO3/c1-4-7-15-12-20(24-3)16(13-19(15)23-2)10-11-21-14-17-8-5-6-9-18(17)22/h5-6,8-9,12-13,21-22H,4,7,10-11,14H2,1-3H3

Hansen, M. Design and synthesis of selective serotonin receptor agonists for positron emission tomography imaging of the brain. Ph. D. Thesis, University of Copenhagen, 16 Dec 2012. 7921 kB.

2587
Isomer 3

25E-NB3OMe

IUPAC: 2-(4-Ethyl-2,5-dimethoxyphenyl)-N-(3-methoxybenzyl)ethan-1-amine

Formula: C20H27NO3 Molecular weight: 329.43328 g/mol InChI Key: USYKPHQVALCWSL-UHFFFAOYSA-N

InChI=1S/C20H27NO3/c1-5-16-12-20(24-4)17(13-19(16)23-3)9-10-21-14-15-7-6-8-18(11-15)22-2/h6-8,11-13,21H,5,9-10,14H2,1-4H3

Casale, JF; Hays, PA. Characterization of eleven 2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) derivatives and differentiation from their 3- and 4-methoxybenzyl analogues—Part I. Microgram J., 1 Jan 2012, 9 (2), 84–109. 4601 kB.

2588
Isomer 4

25E-NB4OMe

IUPAC: 2-(4-Ethyl-2,5-dimethoxyphenyl)-N-(4-methoxybenzyl)ethan-1-amine

Formula: C20H27NO3 Molecular weight: 329.43328 g/mol InChI Key: TUNZOJVBTKNNFP-UHFFFAOYSA-N

InChI=1S/C20H27NO3/c1-5-16-12-20(24-4)17(13-19(16)23-3)10-11-21-14-15-6-8-18(22-2)9-7-15/h6-9,12-13,21H,5,10-11,14H2,1-4H3

Casale, JF; Hays, PA. Characterization of eleven 2,5-dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) derivatives and differentiation from their 3- and 4-methoxybenzyl analogues—Part I. Microgram J., 1 Jan 2012, 9 (2), 84–109. 4601 kB.

Show all six analogues and isomers Show only the one N analogues Show only the one R3 analogues
27 May 2016 · Creative Commons BY-NC-SA ·