Explore 4-Propyl-2,5-dimethoxyphenethylamine

PiHKAL book II entry 2C-P

ChemSpider 21106226
PubChem 44350080
Wikidata Q209262
Erowid 2C-P
Wikipedia 2C-P
Wikipedia, see also 2C (psychedelics)
Blotter 2C-P
PsychonautWiki 2C-P
swgdrug.org 2,5-Dimethoxy-4-propylphenethylamine (2C-P)
bluelight.org The Big & Dandy 2C-P Thread Part 2
bluelight.org The Big & Dandy 2C-P Thread Part 1
bluelight.org The Big & Dandy 2C-P Thread Later Scraps
bluelight.org The Big & Dandy 2C-P Thread Early Scraps
bluelight.org 2C-P Effects and Ratings Survey Results

Shulgin Index See #20 2C-D · Table 5Page 343Row 31

Phenethylamine: Von der Strucktur zur Funktion 2C-P: 8.5 (10) 763, 764, 765, 771 · 8.5 808

Blaazer, AR; Smid, P; Kruse, CG. Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT_2A receptors. ChemMedChem, 15 Sep 2008, 3 (9), 1299–1309. 461 kB. https://doi.org/10.1002/cmdc.200800133 #14

Meyers-Riggs, B. The alkylated 2Cs. countyourculture, countyourculture: rational exploration of the underground, 4 Oct 2010.

Wagmann, L; Brandt, SD; Stratford, A; Maurer, HH; Meyer, MR. Interactions of phenethylamine-derived psychoactive substances of the 2C-series with human monoamine oxidases. Drug Test. Anal., 6 Sep 2018, 11 (2), 318-324. 650 kB. https://doi.org/10.1002/dta.2494 #2C-P

Fenderson5555. Mechanisms and named reactions in 2C-P synthesis. , 7 Jan 2011. . Fenderson5555 7.9 MB. Big hug to W. Snow for kindly filling this gap in the collection. Note: Playback in Chrome seems to freeze for me but works fine if downloaded and played locally. Playback in Firefox works for me.

Ger, A; Ger, D. Triple Goddess of the Night. Br. Neurosci. Assoc. Bull., 1 Mar 2011, 63, 28–30. 234 kB. #Selene Dmitri Ger is credited with the discovery of Jelena, also known as 2C-IP.

Meyer, MR; Robert, A; Maurer, HH. Toxicokinetics of novel psychoactive substances: Characterization of N-acetyltransferase (NAT) isoenzymes involved in the phase II metabolism of 2C designer drugs. Toxicol. Lett., 5 Jun 2014, 227 (2), 124–128. 865 kB. https://doi.org/10.1016/j.toxlet.2014.03.010

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. BLOTTER, 1 Aug 2015, 1 (1). 2.6 MB. https://doi.org/10.16889/isomerdesign-1

Chapman, SJ; Avanes, AA. PeakAL: Protons I Have Known and Loved — Fifty Shades of Grey-Market Spectra. Supplementary Data. BLOTTER, 1 Aug 2015, 1 (1). 11.9 MB. https://doi.org/10.16889/isomerdesign-1-supp

Rickli, A; Luethi, D; Reinisch, J; Buchy, D; Hoener, MC; Liechti, ME. Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs). Neuropharmacology, 1 Dec 2015, 99, 546–553. 625 kB. https://doi.org/10.1016/j.neuropharm.2015.08.034 #2C-P

McGonigal, MK; Wilhide, JA; Smith, PB; Elliott, NM; Dorman, FL. Analysis of synthetic phenethylamine street drugs using direct sample analysis coupled to accurate mass time of flight mass spectrometry. Forensic Sci. Int., 1 Jun 2017, 275, 83–89. 2.3 MB. https://doi.org/10.1016/j.forsciint.2017.02.025 #2C-P

Montenarh, D; Hopf, M; Warth, S; Maurer, HH; Schmidt, P; Ewald, AH. A simple extraction and LC-MS/MS approach for the screening and identification of over 100 analytes in eight different matrices: Detection of 130 analytes in eight biosamples using only one LC-MS/MS method. Drug Test. Anal., 1 Mar 2015, 7 (3), 214-240. 593 kB. https://doi.org/10.1002/dta.1657

King, LA. New phenethylamines in Europe. Drug Test. Anal., 1 Jul 2014, 6 (7-8), 808-818. 472 kB. https://doi.org/10.1002/dta.1570

Shulgin, AT. Basic Pharmacology and Effects. In Hallucinogens. A Forensic Drug Handbook; Laing, R; Siegel, JA, Eds., Academic Press, London, 24 Apr 2003; pp 67–137. 6.3 MB.

Jacob, P; Shulgin, AT. Structure-activity relationships of the classic hallucinogens and their analogs. In Hallucinogens: An update. NIDA Research Monograph 146; Lin, GC; Glennon, RA, Eds., U.S. Department of Health and Human Services, National Institute of Health, U.S. Government Printing Office, Washington, DC, 1 Jan 1994; pp 74–91. 51 kB.

Maurer, HH. Chemistry, pharmacology, and metabolism of emerging drugs of abuse. Ther. Drug Monit., 1 Oct 2010, 32 (5), 544–549. 142 kB. https://doi.org/10.1097/FTD.0b013e3181eea318 #2C-P

EMCDDA. New drugs in Europe, 2005, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2006. 1.2 MB. #2C-P

Zamberlan, F; Sanz, C; Vivot, RM; Pallavicini, C; Erowid, F; Erowid, E; Tagliazucchi, E. The varieties of the psychedelic experience: A preliminary study of the association between the reported subjective effects and the binding affinity profiles of substituted phenethylamines and tryptamines. Front. Integr. Neurosci., 8 Nov 2018, 12 (54). 5.0 MB. https://doi.org/10.3389/fnint.2018.00054 #2C-P

Luethi, D; Liechti, ME. Monoamine transporter and receptor interaction profiles in vitro predict reported human doses of novel psychoactive stimulants and psychedelics. Int. J. Neuropsychoph., 1 Oct 2018, 21 (10), 926–931. 254 kB. https://doi.org/10.1093/ijnp/pyy047 #S2 Phenethylamines 2C-P

Wink, CSD; Meyer, MR; Braun, T; Turcant, A; Maurer, HH. Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MS n , and LC-high-resolution-MS n. Anal. Bioanal. Chem., 1 Jan 2015, 407 (3), 831–843. 1.8 MB. https://doi.org/10.1007/s00216-014-8083-2 #2C-P GC,LC,MS

Bork, W; Dahlenburg, R; Gimbel, M; Jacobsen-Bauer, A; Zörntlein, S. Herleitung Von Grenzwerten Der „nicht Geringen Menge“ Im Sinne Des Btmg. Toxichem Krimtech, 1 Jan 2019, 86 (1), 5–91. 4.4 MB. #HP-011

Sexton, JD; Nichols, CD; Hendricks, PS. Population survey data informing the therapeutic potential of classic and novel phenethylamine, tryptamine, and lysergamide psychedelics. Front. Psychiatry, 11 Feb 2020, 10 (896). 529 kB. https://doi.org/10.3389/fpsyt.2019.00896 #2C-P

Palamar, JJ; Acosta, P. A qualitative descriptive analysis of effects of psychedelic phenethylamines and tryptamines. Hum. Psychopharmacol. Clin. Exp., 1 Jan 2020, 35 (1), e2719. 764 kB. https://doi.org/10.1002/hup.2719 #2C-P

Araneda, JF; Baumgarte, M; Lange, M; Maier, AFG; Riegel, SD. Identification of seven psychedelic 2,5‐dimethoxyphenylethylamine‐based designer drugs via benchtop ¹H nuclear magnetic resonance spectroscopy. Magn. Reson. Chem., 23 Aug 2021, n/a. 1.2 MB. https://doi.org/10.1002/mrc.5205 #5 NMR

Clare, BW. The frontier orbital phase angles: Novel QSAR descriptors for benzene derivatives, applied to phenylalkylamine hallucinogens. J. Med. Chem., 24 Sep 1998, 41 (20), 3845–3856. 239 kB. https://doi.org/10.1021/jm980144c #60

Bovens, M; Schläpfer, M. A survey of recent seizures and an attempt to a more effective handling from a Swiss perspective. Toxichem Krimtech, 1 Apr 2011, 78 (SI), 167–175. 708 kB. #3

4C-D · 4C-DOM · ARIADNE · BL-3912 · α-Et-2C-D

2,5-Dimethoxy-4,N-dimethylamphetamine · N-Me-DOM · N-Methyl-DOM · BEATRICE

4-Ethyl-2,5-dimethoxyamphetamine · DOE · DOET · HECATE

2,5-Dimethoxy-3,4-dimethylamphetamine · G · GANESHA

5-Ethoxy-2-methoxy-4-methylamphetamine · DOM-5ETO · IRIS

3,6-Dimethoxy-2,4-dimethylamphetamine · 6-Me-DOM · JUNO

2,5-Dimethoxy-N,N,4-trimethylphenethylamine · N,N-Me-2C-D

2,5-Diethoxy-4-methylphenethylamine · 2C-D-2,5-DiEtO · 2CD-25DIETO

2CE-5ETO · 5-Ethoxy-4-ethyl-2-methoxyphenethylamine

2,5-DNNA · 2,5-Dimethoxy-N,N-dimethylamphetamine · N,N-Me-2,5-DMA

2,6-DNNA · 2,6-Dimethoxy-N,N-dimethylamphetamine · N,N-Me-2,6-DMA

3,5-DNNA · 3,5-Dimethoxy-N,N-dimethylamphetamine · N,N-Me-3,5-DMA

BL-4041A · CHARMIAN · α-Me-DOM

threo-α,β-Dimethyl-2,5-dimethoxy-4-methylphenethylamine · DAPHNE

erythro-α,β-Dimethyl-2,5-dimethoxy-4-methylphenethylamine · ELVIRA

2-Ethoxy-5-methoxy-4-methylamphetamine · DOM-2ETO · FLORENCE

2,4-DNNA · 2,4-Dimethoxy-N,N-dimethylamphetamine

2155

2,5-Dimethoxy-N-propylphenethylamine · 25H-NPro

2C-IP · 4-Isopropyl-2,5-dimethoxyphenethylamine

4,2,6-DOET · ψ-DOET

4-Butoxynorephedrine · β-Hydroxy-4-butoxyamphetamine

homo-N,N-Me-2,5-DMPEA

homo-DOM

N-Isopropyl-β,3-dimethoxyphenethylamine · BO3MIP

β-HO-N-Pr-PMA · β-Hydroxy-N-propyl-4-methoxyamphetamine

4C-2,3-DMPEA · α-Ethyl-2,3-dimethoxyphenethylamine

N,N-Dimethyl-2-ethoxy-3-methoxyphenethylamine · N,N-Me-2,3-EMPEA

N,N-Dimethyl-3,4-dimethoxyamphetamine · N,N-Me-DMA

6622

N,N-Dimethyl-3-ethoxy-4-methoxyphenethylamine · N,N-Me-3,4-EMPEA

N,N-Dimethyl-4-ethoxy-3-methoxyamphetamine · N,N-Me-4,3-EMPEA

N-Me-DEPEA · N-Methyl-3,4-diethoxyphenethylamine

3,4-Diethoxyamphetamine · DEA

β,N,N-Me-2,5-DMPEA · β,N,N-Trimethyl-2,5-dimethoxyphenethylamine

4,2,3-DOET · 4-Ethyl-2,3-dimethoxyamphetamine

3,2,4-DOET · 3-Ethyl-2,4-dimethoxyamphetamine

2,3,4-DOET · 2-Ethyl-3,4-dimethoxyamphetamine

2,3-Dimethoxy-5-ethylamphetamine · 5,2,3-DOET

3,2,5-DOET · 3-Ethyl-2,5-dimethoxyamphetamine

2,3,5-DOET · 2-Ethyl-3,5-dimethoxyamphetamine

5,2,4-DOET · 5-Ethyl-2,4-dimethoxyphenethylamine

β,β,4-Trimethyl-2,5-dimethoxyphenethylamine · β,β-Me-2C-D

β,4-Dimethyl-2,5-dimethoxyamphetamine · β-Me-DOM

2,4,5-DOET · 2-Ethyl-4,5-dimethoxyamphetamine

4,3,5-DOET · 4-Ethyl-3,5-dimethoxyamphetamine

3,4,5-DOET · 3-Ethyl-4,5-dimethoxyamphetamine

6,2,3-DOET · 6-Ethyl-2,3-dimethoxyamphetamine

3,2,6-DOET · 3-Ethyl-2,6-dimethoxyamphetamine

2,3,6-DOET · 2-Ethyl-3,6-dimethoxyamphetamine

2,4,6-DOET · 2-Ethyl-4,6-dimethoxyamphetamine

2-Ethoxy-6-methoxy-4-methylamphetamine · 4-Me-2,6-MEA

2,4-Diethoxy-6-methylphenethylamine · 6-Me-2,4-DEPEA

2C-G-21 · 3-Ethyl-2,5-dimethoxy-4-methylphenethylamine

2C-G-12 · 4-Ethyl-2,5-dimethoxy-3-methylphenethylamine

2,5-Dimethoxy-3,4,6-trimethylphenethylamine · 3,4,6-Me-2,5-DMPEA

4-Isopropoxy-3-methoxyamphetamine · IPOMA

3-Methoxy-4-propoxyamphetamine · POMA

N-Isopropyl-2,3-dihydroxyphenethylamine · N-iPr-2,3-HPEA

3-EtO-2-PPEA · 3-Ethoxy-2-propoxyphenethylamine

3-MeO-2-BPEA · 3-Methoxy-2-butoxyphenethylamine

4-Isopropyl-2,6-dimethoxyphenethylamine · ψ-2C-IP

3,5-Dimethoxy-4-propylphenethylamine · DPR

4-Isopropyl-3,5-dimethoxyphenethylamine · DIP

2,5-Dimethoxy-3,6-dimethylamphetamine · 2,5-MeO-3,6-DMeA

PhenMetEtrazine precursor

ψ-4C-D