psi-DOM

Information about psi-DOM

Ψ-DOM, or 2,6-dimethoxy-4-methylamphetamine, is a hallucinogenic drug and a structural isomer of the better-known hallucinogen DOM. Ψ-DOM was first reported by Alexander Shulgin in his book PIHKAL.

Ψ-DOM has similar effects to DOM, but is only around 1/3 - 1/2 the potency, with an active dose reported to be between 15-25 milligrams. The effects of Ψ-DOM last for around 6-8 hours.

The activity of Ψ-DOM (and Ψ-2C-T-4) demonstrates that the two methoxy groups on the psychedelic phenethylamines are not strictly limited to the 2,5 positions on the phenyl ring. Indeed any of the 2Cx or DOx series of drugs could alternatively be made as the 2,6 isomer and would still be expected to show similar activity, although slightly less potent. In theory this would vastly expand the range of different hallucinogens that could be derived from this family of drugs. The 2,6 isomer of another similar drug 2C-D-FLY (see 2C-B-FLY) has also been made by David E. Nichols and found to be active,[1] this might by extension be referred to as Ψ-2C-D-FLY.

References

1. ^ Chambers JJ, Kurrasch-Orbaugh DM, Nichols DE. Translocation of the 5-Alkoxy Substituent of 2,5-Dialkoxyarylalkylamines to the 6-Position: Effects on 5-HT2A/2C Receptor Affinity. Bioorganic & Medicinal Chemistry Letters (2002); (12):1997–1999


Ψ-DOM Entry in PIHKAL

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Psychedelic phenethylamines
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Drugs from PiHKAL
AEM AL Aleph Aleph-2 Aleph-4 Aleph-6 Aleph-7 Ariadne Asymbescaline Buscaline Beatrice Bis-TOM BOB BOD BOH BOHD BOM 4-Bromo-3,5-dimethoxyamphetamine 2-Bromo-4,5-methylenedioxyamphetamine 2C-B 3C-BZ 2C-C 2C-D 2C-E 3C-E 2C-F 2C-G 2C-G-3 2C-G-4 2C-G-5 2C-G-N 2C-H 2C-I 2C-N 2C-O 2C-O-4 2C-P CPM 2C-SE 2C-T 2C-T-2 2C-T-4 psi-2C-T-4 2C-T-7 2C-T-8 2C-T-9 2C-T-13 2C-T-15 2C-T-17 2C-T-21 4-D beta-D DESOXY 2,4-DMA 2,5-DMA 3,4-DMA DMCPA DME DMMDA DMMDA-2 DMPEA DOAM DOB DOBU DOC DOEF DOET DOI DOM psi-DOM DON DOPR Escaline EEE EEM EME EMM Ethyl-J/EBDB Ethyl-K F-2 F-22 Flea 3C-G-3 3C-G-4 3C-G-5 3C-G-N Ganesha HOT-2 HOT-7 HOT-17 IDNNA Isomescaline Isoproscaline Iris J/BDB Lophophine Mescaline 4-MA Madam-6 Methallylescaline MDA MDAL MDBU MDBZ MDCPM MDDM MDE MDHOET MDIP MDMA MDMC/EDMA MDMEO MDMEOET MDMP MDOH MDPEA MDPH MDPL MDPR Metaescaline MEDA MEE MEM MEPEA Meta-DOB Meta-DOT Methyl-DMA Methyl-DOB Methyl-J/MBDB Methyl-K Methyl-MA Methyl-MMDA-2 MMDA MMDA-2 MMDA-3a MMDA-3b MME Metaproscaline MPM Ortho-DOT Proscaline Phenescaline Phenethylamine Propynyl Symbescaline 2,3,4,5-Tetramethoxyamphetamine 3-TASB 4-TASB 5-TASB Thiobuscaline 3-TE • 4-TE • 3-TIM • 4-TIM • 5-TIM • 3-TM 4-TM TMA TMA-2 TMA-3 TMA-4 TMA-5 TMA-6 3-TME 4-TME 5-TME 2T-MMDA-3a 4T-MMDA-2 2-TOET 5-TOET 2-TOM 5-TOM TOMSO Thioproscaline Trisescaline 3-TSB 4-TSB 3-T-Trisescaline 4-T-Trisescaline
hallucinogens can be divided into three broad categories: psychedelics, dissociatives, and deliriants. These classes of psychoactive drugs have in common that they can cause subjective changes in perception, thought, emotion and consciousness.
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A psychoactive drug or psychotropic substance is a chemical substance that acts primarily upon the central nervous system where it alters brain function, resulting in temporary changes in perception, mood, consciousness and behavior.
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In chemistry, isomers are molecules with the same chemical formula and often with the same kinds of chemical bonds between atoms, but in which the atoms are arranged differently (analogous to a chemical anagram).
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DOM (or STP, allegedly standing for Serenity, Tranquillity and Peace, but based on the name of STP (motor oil company) and thus named by Owsley Stanley) is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds,
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Alexander "Sasha" Shulgin (born June 17, 1925 in Berkeley, California) is an American pharmacologist, chemist and drug developer of Russian descent.

Shulgin is credited with the popularizing of MDMA in the late 1970s and early 1980s, especially for psychopharmaceutical use
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PiHKAL: A Chemical Love Story

Cover of PiHKAL, 1st ed.
Author Alexander and Ann Shulgin
Country United States
Subject(s) Pharmacology, Autobiography, Psychoactive drugs
Publisher Transform Press
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2C-T-4 or 2,5-dimethoxy-4-(i)-propylthiophenethylamine is a psychedelic phenethylamine of the 2C family. It was presumably first synthesized by Alexander Shulgin, sometimes used as an entheogen.
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2C-B-FLY is a psychedelic phenethylamine of the 2C family. It was first synthesized by Aaron P. Monte, and sometimes used as an entheogen.

Chemistry

2C-B-FLY is 8-bromo-2,3,6,7-benzo-dihydro-difuran-ethylamine.
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David E. Nichols (born December 23, 1944) is an American pharmacologist and medicinal chemist.

A professor at Purdue University, Nichols has worked in the field of psychoactive drugs since 1969.
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Psychedelic drugs are psychoactive drugs whose primary action is to alter the thought processes of the brain. The term is derived from Greek ψυχή (psyche, "mind") and δηλείν (delein
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Phenethylamine, or β-Phenylethylamine, is an alkaloid and monoamine. In the human brain, it is believed to function as a neuromodulator or neurotransmitter (trace amine).
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Aleph, or 2,5-dimethoxy-4-methylthioamphetamine, is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds, which can be used as an entheogen. It was first synthesized by Alexander Shulgin.
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2C-B, or 4-bromo-2,5-dimethoxyphenethylamine (sometimes referred to as 4-Bromo-2,5-dimethoxybenzeneethanamine) is a psychedelic drug of the 2C family, an entactogen. It was first synthesized by Alexander Shulgin in 1974.
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2C-B-FLY is a psychedelic phenethylamine of the 2C family. It was first synthesized by Aaron P. Monte, and sometimes used as an entheogen.

Chemistry

2C-B-FLY is 8-bromo-2,3,6,7-benzo-dihydro-difuran-ethylamine.
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2C-C is a psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen. The full name of the chemical is 4-chloro-2,5-dimethoxyphenethylamine.
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2C-D is a psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen. The full name of the chemical is 2,5-dimethoxy-4-methyl-phenethylamine.
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2C-E (2,5-dimethoxy-4-ethylphenethylamine) is a psychedelic drug and phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.

It is commonly active in the 10-20 mg range, taken orally, and highly dose-sensitive.
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2C-F, or 4-fluoro-2,5-dimethoxyphenethylamine, is a lesser-known psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin. In his book PIHKAL (Phenethylamines I Have Known and Loved), the minimum dosage is listed as 250 mg.
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2C-G is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen. It has structural and pharmacodynamic properties similar to 2C-D and Ganesha.
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2C-I is a psychedelic drug and phenethylamine of the 2C family. It was developed and popularized by Alexander Shulgin. Its full chemical name is 2,5-dimethoxy-4-iodophenethylamine. It was described in Shulgin’s book PiHKAL.
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2C-N, or 2,5-Dimethoxy-4-nitrophenethylamine, is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.

Chemistry

The full name of the chemical is 2-(2,5-dimethoxy-4-nitrophenyl)ethanamine.
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2C-O (or 2,4,5-trimethoxyphenethylamine) is a phenethylamine of the 2C family. It is also a positional isomer of mescaline and was first synthesized by Jansen in 1931. This chemical is also called 2,4,5-TMPEA. It has structurally similar to the drugs mescaline and 2C-D.
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2C-O-4 (or 4-(i)-propoxy-2,5-dimethoxyphenethylamine) is a phenethylamine of the 2C family. It is also a positional isomer of isoproscaline and was probably first synthesized by Alexander Shulgin. It produces hallucinogenic, psychedelic, and entheogenic effects.
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2C-P is an entheogenic phenethylamine and 2C compound first synthesized by Alexander Shulgin.

Chemistry

2C-P is 2,5-dimethoxy-4-(n)-propylphenethylamine. The full name of the chemical is 2-(2,5-dimethoxy-4-propylphenyl)ethanamine.
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2C-T (or 4-methylthio-2,5-DMPEA) is a psychedelic and hallucinogenic drug of the 2C family. It is used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs mescaline and 2C-T-2.
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2C-T-2, or 2,5-dimethoxy-4-ethylthiophenethylamine, is a psychedelic and entheogenic phenethylamine of the 2C family. It was first synthesized in 1981 by Alexander Shulgin.
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2C-T-4 or 2,5-dimethoxy-4-(i)-propylthiophenethylamine is a psychedelic phenethylamine of the 2C family. It was presumably first synthesized by Alexander Shulgin, sometimes used as an entheogen.
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2C-T-7 is a hallucinogenic phenethylamine of the 2C family. In his book PIHKAL (Phenethylamines I Have Known and Loved), Shulgin lists the dosage range as 10 to 30 mg.
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2C-T-8 is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.

Chemistry

The full name of the chemical is 2,5-dimethoxy-4-cyclopropylmethylthiophenethylamine.
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2C-T-9 is a psychedelic phenethylamine of the 2C family. It was first synthesized by Alexander Shulgin, sometimes used as an entheogen.

Chemistry

2C-T-9 is 2,5-dimethoxy-4-(n)-butylthiophenethylamine.
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