Explore 4-Propylthio-2,5-dimethoxyphenethylamine

PiHKAL book II entry 2C-T-7

ChemSpider 21106233
PubChem 24728635
Wikidata Q222010
Erowid 2C-T-7
Erowid Sulfurous Samadhi An Investigation of 2C-T-2 & 2C-T-7
Wikipedia 2C-T-7
Wikipedia, see also 2C (psychedelics)
Blotter 2C-T-7
PsychonautWiki 2C-T-7
swgdrug.org 2,5-Dimethoxy-4-propylthiophenethylamine (2C-T-7)
bluelight.org The Big & Dandy 2C-T-7 Thread

Shulgin Index #27 2C-T-7 · Table 5Page 345Row 26

PiHKAL #7 ALEPH-7 · #35 2C-O-4 · #40 2C-T-2 · #81 FLEA · #88 HOT-7 · #118 MDPR

Phenethylamine: Von der Strucktur zur Funktion 2C-T-7: 8.4 741 · 8.5 (126) 787, 788, 790, 793, 812, 814, 832, 834 · 8.5 808, 822

Halberstadt, AL; Geyer, MA. Multiple receptors contribute to the behavioral effects of indoleamine hallucinogens Neuropharmacology, 1 Sep 2011, 61 (3), 364–381. 817 kB. https://doi.org/10.1016/j.neuropharm.2011.01.017

Meyers-Riggs, B. 2C-T-X substitution size and potency countyourculture, countyourculture: rational exploration of the underground, 1 Apr 2011.

Meyers-Riggs, B. Shulgin’s sulfur symphony—part I countyourculture, countyourculture: rational exploration of the underground, 15 Jan 2011.

Fantegrossi, WE; Harrington, AW; Eckler, JR; Arshad, S; Rabin, RA; Winter, JC; Coop, A; Rice, KC; Woods, JH. Hallucinogen-like actions of 2,5-dimethoxy-4-(n)-propylthiophenethylamine (2C-T-7) in mice and rats Psychopharmacology, 1 Sep 2005, 181 (3), 496–503. 182 kB. https://doi.org/10.1007/s00213-005-0009-4

Theobald, DS. The 2C-series—A new class of designer drugs Ph. D. Thesis, Universität des Saarlandes, Saarbrücken, Germany, 18 Dec 2006. 1.4 MB.

de Boer, D; Bosman, I. A new trend in drugs-of-abuse; the 2C-series of phenethylamine designer drugs Pharm. World Sci., 1 Apr 2004, 26 (2), 110–113. 61 kB. https://doi.org/10.1023/B:PHAR.0000018600.03664.36

EMCDDA. Report on the risk assessment of 2C-I, 2C-T-2 and 2C-T-7, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, . 1.2 MB. #2C-T-7

Takahashi, M; Nagashima, M; Suzuki, J; Seto, T; Yasuda, I; Yoshida, T. Analysis of phenethylamines and tryptamines in designer drugs using gas chromatography-mass spectrometry J. Health Sci., 1 Jan 2008, 54 (1), 89–96. 1.9 MB. https://doi.org/10.1248/jhs.54.89 MS,NMR

Nakanishi, K; Miki, A; Zaitsu, K; Kamata, H; Shima, N; Kamata, T; Katagi, M; Tatsuno, M; Tsuchihashi, H; Suzuki, K. Cross-reactivities of various phenethylamine-type designer drugs to immunoassays for amphetamines, with special attention to the evaluation of the one-step urine drug test Instant-View™, and the Emit® assays for use in drug enforcement Forensic Sci. Int., 10 Apr 2012, 217 (1–3), 174–181. 397 kB. https://doi.org/10.1016/j.forsciint.2011.11.003

McGrane, O; Simmons, J; Jacobsen, E; Skinner, C. Alarming trends in a novel class of designer drugs J. Clinic. Toxicol., 1 Nov 2011, 1 (2), 1000108. 775 kB. https://doi.org/10.4172/2161-0495.1000108

Curtis, BD. The forensic toxicology of 2,5-dimethoxy-4-N-propylthiophenethylamine (2C-T-7) Ph. D. Thesis, University of Oklahoma, Oklahoma City, OK, USA, . 726 kB. #2C-T-7 GC,MS

Stolaroff, MJ. Letters to the Editor [re: 2C-T-2, 2C-T-7] J. Psychoactive Drugs, 1 Jul 1990, 22 (3), 379. 2.0 MB. https://doi.org/10.1080/02791072.1990.10472568

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 MS

Leth-Petersen, S; Bundgaard, C; Hansen, M; Carnerup, MA; Kehler, J; Kristensen, JL. Correlating the metabolic stability of psychedelic 5-HT_2A agonists with anecdotal reports of human oral bioavailability Neurochem. Res., 12 Feb 2014, 39 (10), 2018-2023. 625 kB. https://doi.org/10.1007/s11064-014-1253-y #6a

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 #P11 NMR

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 #P11 NMR

Hardison, C. An amateur qualitative study of 48 2C-T-7 subjective bioassays MAPS Bull., Multidisciplinary Association for Psychedelic Studies, 1 Jul 2000.

Matsumoto, Y; Sugiyama, M; Yasuoka, T; Muroi, H; Okazaki, R; Terauchi, Y; Sasatani, T. Qualitative analysis of 2C-B designer drugs JCCL, 1 Jan 2004, (44), 75–85. 648 kB. #2C-T-7 Japanese, English abstract GC,LC,MS,NMR,IR,UV

Ogino, M; Naiki, T; Orui, H; Kosone, K; Yamazaki, M. Study of method for identifying phenethylamine drugs JCCL, 11 Feb 2011, 50, 63-82. 627 kB. Japanese, English abstract LC,MS,NMR,IR

Luethi, D; Trachsel, D; Hoener, MC; Liechti, ME. Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs) Neuropharmacology, 15 May 2018, 134 (A), 141-148. 478 kB. https://doi.org/10.1016/j.neuropharm.2017.07.012 #2C-T-7

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-T-7

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-T-7 MS

Theobald, DS; Maurer, HH. Identification of monoamine oxidase and cytochrome P450 isoenzymes involved in the deamination of phenethylamine-derived designer drugs (2C-series) Biochem. Pharmacol., 1 Jan 2007, 73 (2), 287–297. 365 kB. https://doi.org/10.1016/j.bcp.2006.09.022 #2C-T-7 MS

Baker, LE. Hallucinogens in drug discrimination In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 201-219. 342 kB. https://doi.org/10.1007/7854_2017_476

Zhang, S; Fan, Y; Shi, Z; Cheng, S. DFT-based QSAR and action mechanism of phenylalkylamine and tryptamine hallucinogens Chin. J. Chem., 1 Apr 2011, 29 (4), 623–630. 166 kB. https://doi.org/10.1002/cjoc.201190132 #37

Nichols, DE. Psychedelics Pharmacol. Rev., 1 Apr 2016, 68 (2), 264-355. 1.9 MB. https://doi.org/10.1124/pr.115.011478 Updated with published correction to Figure 4 (the α-methyl group was missing in the original)

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.

Shulgin, AT; Shulgin, A; Jacob, P. Letters to the Editor [re 2C-T series] J. Psychoactive Drugs, 1 Jan 1991, 23 (1), 95–96. 575 kB. https://doi.org/10.1080/02791072.1991.10472583

Takahashi, M; Nagashima, M; Suzuki, J; Seto, T; Yasuda, I; Yoshida, T. Creation and application of psychoactive designer drugs data library using liquid chromatography with photodiode array spectrophotometry detector and gas chromatography–mass spectrometry Talanta, 15 Feb 2009, 77 (4), 1245–1272. 1.2 MB. https://doi.org/10.1016/j.talanta.2008.07.062 #2C-T-7 GC,LC,MS,UV

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-T-7

Takahashi, M; Miyake, H; Nagashima, M; Seto, T; Miyatake, N; Suzuki, J; Kamimura, H; Yasuda, I. Analysis and synthesis of psychedelic phenethylamines Ann. Rep. Tokyo Metr. Inst. P. H., 1 Jan 2003, 54 51–55. 276 kB. #2CT-7 LC,UV,TLC

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-T-7

Passie, T; Brandt, SD. Self-experiments with psychoactive substances: A historical perspective In New Psychoactive Substances: Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 69-110. 563 kB. https://doi.org/10.1007/164_2018_177 #2C-T-7

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-T-7

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-T-7

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-013

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-T-7

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-T7

Pottie, E; Cannaert, A; Stove, CP. In vitro structure–activity relationship determination of 30 psychedelic new psychoactive substances by means of β-arrestin 2 recruitment to the serotonin 2A receptor Arch. Toxicol., 1 Oct 2020, 94 (10), 3449–3460. 919 kB. https://doi.org/10.1007/s00204-020-02836-w #2C-T-7

Clancy, L; Philp, M; Shimmon, R; Fu, S. Development and validation of a color spot test method for the presumptive detection of 25-NBOMe compounds Drug Test. Anal., 19 Aug 2020, 13 (5), 929-943. 11.3 MB. https://doi.org/10.1002/dta.2905 #2C-T-7 spot

Fenderson5555. Thioethers from PIHKAL, 2-C-T and ALEPH series , 4 Jun 2020. . Fenderson5555 21.3 MB. #2C-T-7

Asanuma, M; Miyazaki, I; Funada, M. The neurotoxicity of psychoactive phenethylamines “2C series” in cultured monoaminergic neuronal cell lines Forensic Toxicol., 1 Jul 2020, 38 (2), 394–408. 5.5 MB. https://doi.org/10.1007/s11419-020-00527-w #2C-T-7

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 #7 NMR

Uchiyama, N; Kawamura, M; Kamakura, H; Kikura-Hanajiri, R; Goda, Y. Analytical data of designated substances (shitei-yakubutsu) controlled by the pharmaceutical affairs law in Japan, Part II: Color test and TLC Yakugaku Zasshi, 1 Jan 2008, 128 (6), 981–987. 406 kB. https://doi.org/10.1248/yakushi.128.981 #2C-T-7 TLC

Doi, K; Miyazawa, M; Fujii, H; Kojima, T. The analysis of the chemical drugs among structural isomer Yakugaku Zasshi, 1 Sep 2006, 126 (9), 815–823. 371 kB. https://doi.org/10.1248/yakushi.126.815 #2C-T-7 GC,LC,MS,NMR,IR,TLC

Philp, M; Shimmon, R; Stojanovska, N; Tahtouh, M; Fu, S. Development and validation of a presumptive colour spot test method for the detection of piperazine analogues in seized illicit materials Anal. Methods, 1 Jan 2013, 5 (20), 5402. 783 kB. https://doi.org/10.1039/c3ay40511g #2,5-Dimethoxy-4-propylthio-pheny MS,NMR,IR,spot

Halberstadt, AL; Luethi, D; Hoener, MC; Trachsel, D; Brandt, SD; Liechti, ME. Use of the head-twitch response to investigate the structure–activity relationships of 4-thio-substituted 2,5-dimethoxyphenylalkylamines Psychopharmacology, 7 Dec 2022, n/a. 1.4 MB. https://doi.org/10.1007/s00213-022-06279-2 #2C-T-7

Stolaroff, MJ; Wells, CW. Preliminary results with new psychoactive agents 2C-T-2 and 2C-T-7 In Yearbook for Ethnomedicine and the Study of Consciousness (Jahrbuch für Ethnomedizin und Bewußtseinsforschung); Rätsch, C; Baker, J, Eds., 1 Jan 1993; Vol. 2, pp 99–117. 185 kB.

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 #64

Fantegrossi, WE; Murnane, KS; Reissig, CJ. The behavioral pharmacology of hallucinogens Biochem. Pharmacol., 1 Jan 2008, 75 (1), 17–33. 359 kB. https://doi.org/10.1016/j.bcp.2007.07.018 #2C-T-7

Trachsel, D. Fluorine in psychedelic phenethylamines Drug Test. Anal., 1 Jul 2012, 4 (7-8), 577-590. 1.0 MB. https://doi.org/10.1002/dta.413 #39

4-Ethylthio-2,5-dimethoxyamphetamine · ALEPH-2

2C-T-4 · 4-Isopropylthio-2,5-dimethoxyphenethylamine

4-Isopropylthio-2,6-dimethoxyphenethylamine · ψ-2C-T-4

3-TASB · 3-Thioasymbescaline

4-TASB · 4-Thioasymbescaline

5-TASB · 5-Thioasymbescaline

TP · Thioproscaline

3-TSB · 3-Thiosymbescaline

4-TSB · 4-Thiosymbescaline

2-Ethoxy-4-ethylthio-5-methoxyphenethylamine · 2CT2-2ETO

2CT2-5ETO · 5-Ethoxy-4-ethylthio-2-methoxyphenethylamine

4C-T · α-Ethyl-2,5-dimethoxy-4-methylthiophenethylamine

2,4,3-2C-T-7 · 3-Propylthio-2,4-dimethoxyphenethylamine

2-Propylthio-3,4-dimethoxyphenethylamine · 3,4,2-2C-T-7

2,3,4-2C-T-7 · 4-Propylthio-2,3-dimethoxyphenethylamine

2,5,3-2C-T-7 · 3-Propylthio-2,5-dimethoxyphenethylamine

3,5,2-2C-T-7 · 3,5-Dimethoxxy-2-propylthiophenethylamine

2,3,5-2C-T-7 · 2,3-Dimethoxxy-5-propylthiophenethylamine

4,5,2-2C-T-7 · 4,5-Dimethoxy-2-propylthiophenethylamine

4-Methylthio-2,5-dimethoxymethamphetamine · N-Me-ALEPH

3,4,5-2C-T-7 · 3,4-Dimethoxy-5-propylthiophenethylamine

2,6,3-2C-T-7 · 2,6-Dimethoxy-3-propylthiophenethylamine

3,6,2-2C-T-7 · 3,6-Dimethoxy-2-propylthiophenethylamine

2,3,6-2C-T-7 · 2,3-Dimethoxy-6-propylthiophenethylamine

2,4-Dimethoxy-6-propylthiophenethylamine · 4,6,2-2C-T-7

4-Ethylthio-2,6-dimethoxyamphetamine · ψ-ALEPH-2

2,6-Dimethoxy-4-propylthioamphetamine · ψ-2C-T-7

4-Methylthiomethyl-2,5-dimethoxyamphetamine · DOMSM · DOMeSM

3-TIP · 4-Isopropoxy-3-methoxy-5-methylthiophenethylamine