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Pharmaceutical compound
2C-I, also known as 4-iodo-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. 2C-I was first
2C-I
Psychedelic drug
(α-methyl-2C-B) DOM (α-methyl-2C-D) 4C-B (α-ethyl-2C-B) β-Methyl-2C-B (BMB) BOH-2C-B (BOHB; β-hydroxy-2C-B) BOB (β-methoxy-2C-B) βk-2C-B (β-keto-2C-B) 2C-DB
2C-B
Family of phenethylamine psychedelics
activation. Among these include 2C-I, 2C-B, 2C-H, and 2C-iBu. Others, such as 2C-B-Fly and 2C-T-33, were less effective. 2C-iBu has shown a greater separation
2C_(psychedelics)
Synthetic hallucinogen
25I-NBOMe, also known as 2C-I-NBOMe, Cimbi-5, and shortened to "25I", is a psychedelic drug of the phenethylamine, 2C, and NBOMe (25-NB) families. Since
25I-NBOMe
Pharmaceutical compound
chemical synthesis of 2C-P has been described. Analogues of 2C-P include 2C-D, 2C-E, 2C-Bu, 2C-iP, 2C-iBu, DOPR, and 4C-P, among others. 2C-P was first described
2C-P
Pharmaceutical compound
5-HT2A receptor. 2C-E was first synthesized by Alexander Shulgin in 1977 and was documented in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved)
2C-E
Pharmaceutical compound
2C-iBu, or 2C-IB, also known as 4-isobutyl-2,5-dimethoxyphenethylamine or by its developmental code name ELE-02, is a serotonin 5-HT2A receptor agonist
2C-iBu
Naturally occurring psychedelic compound
most important phenethylamine compounds together with mescaline, 2C-E, 2C-T-7, and 2C-T-2. Bryan Wynter produced Mars Ascends after trying the substance
Mescaline
Pharmaceutical compound
2C-I-FLY is a psychedelic drug of the phenethylamine, 2C, and FLY families. It is the FLY (benzodifuran) derivative of 2C-I and an analogue of 2C-B-FLY
2C-I-FLY
Pharmaceutical compound
2C-D has been described. Analogues of 2C-D include 2C-B, 2C-E, 2C-P, other 2Cs, DOM (α-methyl-2C-D), Ariadne (4C-D; α-ethyl-2C-D), 5C-D (α-propyl-2C-D)
2C-D
Chemical compound
2C-iP shows affinity for the serotonin 5-HT2 receptors, including for the serotonin 5-HT2A receptor. Analogues of 2C-iP include 2C-P, 2C-cP, 2C-iBu
2C-iP
Psychedelic drug
N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)" (PDF). Neuropharmacology. 99: 546–553. doi:10.1016/j.neuropharm.2015
Dimethyltryptamine
Pharmaceutical compound
βk-2C-I, or bk-2C-I, also known as β-keto-4-iodo-2,5-dimethoxyphenethylamine or as β-keto-2C-I, is a psychedelic drug of the phenethylamine and 2C families
Βk-2C-I
Psychoactive drug, often called ecstasy
LSD, psilocybin mushrooms, 2C-B, and ketamine. The combination with LSD is called "candy-flipping". The combination with 2C-B is called "nexus flipping"
MDMA
Pharmaceutical compound
These drugs include 2C-B, 2C-C, 2C-D, 2C-E, and 2C-I, among others. The N-methyl derivative of 2C-H, N-methyl-2C-H, has reduced activational potency
2C-H
Pharmaceutical compound
2C-G, or 2C-G-0, also known as 3,4-dimethyl-2,5-dimethoxyphenethylamine or as 3-methyl-2C-D, is a psychedelic phenethylamine of the 2C family. First synthesized
2C-G
South American psychoactive decoction
cases, non-religious adaptations, and the development of ayahuasca analogues (i.e., variants) using local or synthetic ingredients. While DMT is internationally
Ayahuasca
Psychedelic phenthylamine drug
(Phenethylamines I Have Known and Loved). In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 2C-T-7's dose
2C-T-7
Pharmaceutical compound
2C-C, also known as 4-chloro-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. 2C-C was first
2C-C
Psychedelic drug
2C-TFM, also known as 4-trifluoromethyl-2,5-dimethoxyphenethylamine or as 2C-CF3, is a serotonin 5-HT2 receptor agonist and psychedelic drug of the phenethylamine
2C-TFM
Pharmaceutical compound
2C-G-5, also known as 3,4-norbornyl-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is one of several homologues
2C-G-5
Chemical compound
This profile of effects has been described as being analogous to the case of 2C-B. In addition to its use on its own, 4-HO-MET, along with the related tryptamine
4-HO-MET
Pharmaceutical compound
2C-T-2, also known as 4-ethylthio-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. The drug
2C-T-2
Species of plant
Internationally, mescaline, dimethyltryptamine (DMT), and psilocin, are Schedule I drugs under the Convention on Psychotropic Substances. The Commentary on the
Mimosa_tenuiflora
Pharmaceutical compound
compound of the 2C-T series of psychedelic phenethylamines, with derivatives such as 2C-T-2, 2C-T-4, 2C-T-7, and 2C-T-21, among many others. 2C-T was first
2C-T
Chemical compound
5-dimethoxyphenethylamine, also known as 2C-H. 2C-H is used to produce many other substituted phenethylamines such as 2C-B, 2C-I and 2C-C. "2,5-Dimethoxybenzaldehyde"
2,5-Dimethoxybenzaldehyde
Psychedelic drug
(PDF) on October 17, 2012. Retrieved August 20, 2009. Erowid. "25I-NBOMe (2C-I-NBOMe) Fatalities / Deaths". Erowid. Archived from the original on March
LSD
Psychoactive substance that induces spiritual experiences
2004; Sobiecki 2002, 2008, 2012). Among the amaXhosa, the artificial drug 2C-B is used as entheogen by traditional healers or amagqirha over their traditional
Entheogen
Genus of plants
Tomscaline 2C-x 2C-B 2CB-2OCD3 2CB-5OCD3 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-H 2C-I 2C-iBu 2C-iP 2C-N 2C-P 2C-Se 2C-Se-TFM 2C-tBu 2C-TFE 2C-TFM 2C-YN
Acacia
Antidepressant medication
characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors". Naunyn-Schmiedeberg's Arch. Pharmacol. 370 (2): 114–23. doi:10
Trazodone
Class of chemical compounds
1995. 2C-B-FLY 2C-B-ButterFLY (2C-B-MOTH) 2C-B-DragonFLY (2C-B-DFLY) 2C-B-5-hemiFLY 2C-C-FLY 2C-I-FLY 2C-DFLY (2C-H-DragonFLY; 2C-H-DFLY) 2C-D-FLY 2C-E-FLY
FLY_(psychedelics)
Psychedelic drug
Chemistry at UW-La Crosse. 2C-B-FLY was not included nor mentioned in Alexander Shulgin's 1991 book PiHKAL (Phenethylamines I Have Known and Loved). In
2C-B-FLY
Perennial flowering plant in the coffee family Rubiaceae
side of this scar there is a dense, usually furry line of fine trichomes (i.e., plant hairs) usually 0.5–1 mm (0.020–0.039 in) long that are reddish brown
Psychotria_viridis
1991 book by Alexander Shulgin and Ann Shulgin
Stolaroff conducted SEs with newly synthesized psychedelics 2C-B, 2C-E, 2C-T-2, 2C-T-7, 2C-T4, 2C-T-21, and MEM but also MDMA. Besides Shulgin, Stolaroff
PiHKAL
Medication mainly used for depression and smoking cessation
Press. p. 402. ISBN 978-0-85369-982-8. Patel K, Allen S, Haque MN, Angelescu I, Baumeister D, Tracy DK (April 2016). "Bupropion: a systematic review and
Bupropion
Chemical compound found in some species of mushrooms
been outlawed in most countries, and psilocybin is classified as a Schedule I controlled substance in the 1971 United Nations Convention on Psychotropic
Psilocybin
Chemical compound
βk-2C-B, or bk-2C-B, also known as 4-bromo-2,5-dimethoxy-β-ketophenethylamine or as β-keto-2C-B, is a psychedelic drug of the phenethylamine and 2C family
Βk-2C-B
Common name for more than 1,000 species of flowering plants in the family Convolvulaceae
nervosa I. adenioides I. amnicola I. aquatica I. argillicola I. asarifolia I. batatoides I. cicatricosa I corymbosa I. gracilis I. graminea I. hildebrandtii
Morning_glory
Mushrooms containing psychoactive indole alkaloids
Internationally, mescaline, dimethyltryptamine (DMT), and psilocin, are Schedule I drugs under the Convention on Psychotropic Substances. The Commentary on the
Psilocybin_mushroom
Hallucinogenic class of psychoactive drug
the 2C drugs like 2C-B, 2C-E, and 2C-I, the DOx drugs like DOM, DOB, DOI, certain MDxx drugs like MDA and MDMA (weak psychedelics), FLY drugs like 2C-B-FLY
Psychedelic_drug
Species of fungus
azure tones. The mycelium surrounding the stipe base is densely rhizomorphic (i.e., root-like), silky white, tenaciously holding the wood-chips together.
Psilocybe_azurescens
Genus of fungi
'bald' and κύβη (kúbe) 'head' / 'swelling', giving the meaning "bare-headed" (i.e. bald) referring to the mushroom's detachable pellicle (loose skin over
Psilocybe
Muscle relaxant medication
43 nM), adrenergic α-1A (5.6 and 34 nM), α-2B (Ki = 21 and 150 nM) and α-2C (Ki = 21 and 48 nM,); H1 (1.3 and 5.6 nM); and M1 (7.9 and 30 nM). Like CBP
Cyclobenzaprine
Antidepressant medication
1007/bf03161207. PMC 3550116. PMID 19031375. Nikolaou P, Dona A, Papoutsis I, Spiliopoulou C, Maravelias C (2009). "Death Due to Mirtazapine Overdose"
Mirtazapine
Chemical compound
2C-YN, also known as 4-ethynyl-2,5-dimethoxyphenethylamine, is an analogue of phenethylamine that can be synthesized from 2C-I. Daniel Trachsel lists 2C-YN
2C-YN
Pharmaceutical compound
N-Methyl-2C-I, also known as 25I-NMe or as N-methyl-4-iodo-2,5-dimethoxyphenethylamine, is a serotonin receptor modulator of the phenethylamine and 2C families
N-Methyl-2C-I
Species of fungus native to Europe
Psilocybin and psilocin are listed as Class A (United Kingdom) or Schedule I (US) drugs under the United Nations 1971 Convention on Psychotropic Substances
Psilocybe_semilanceata
2C-B 2CB-2OCD3 2CB-5OCD3 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-H 2C-I 2C-iBu 2C-iP 2C-N 2C-P 2C-Se 2C-Se-TFM 2C-tBu 2C-TFE 2C-TFM 2C-YN 2C-V
List_of_psychedelic_drugs
Species of fungus
suffered any ill effects. Psilocybin and psilocin are listed as Schedule I drugs under the United Nations 1971 Convention on Psychotropic Substances
Psilocybe_cubensis
Psychedelic drug
and also known as the Sonoran Desert toad). In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin lists 5-MeO-DMT's dose as 6 to 20 mg
5-MeO-DMT
Chemical compound
of 2C-F has been described. Analogues of 2C-F include 2C-B, 2C-I, 2C-C, DOF, and 25F-NBOMe, among others. 2C-F was first described in the literature by
2C-F
Pharmaceutical compound
2C-DB, also known as 2,5-dimethoxy-4,6-dibromophenethylamine or as 6-bromo-2C-B, is a psychedelic drug of the phenethylamine and 2C families related to
2C-DB
Species of amphibian
May–September, due to greater rainfalls (needed for breeding purposes). The age of I. alvarius individuals in a population at Adobe Dam in Maricopa County, Arizona
Colorado_River_toad
Species of psychoactive cactus
(1990), the classification of peyote as a Schedule I controlled substance, see 21 U.S.C. § 812(c), Schedule I(c)(12), does not apply to the importation, possession
Peyote
Species of fungus
Ten Speed Press. ISBN 978-1-58008-579-3. "Wavy Cap (Psilocybe cyanescens)". iNaturalist NZ. August 2020. Retrieved 2021-02-21. Asef Shayan MR. (2010). قارچهای
Psilocybe_cyanescens
1997 book by Alexander Shulgin and Ann Shulgin
Stolaroff conducted SEs with newly synthesized psychedelics 2C-B, 2C-E, 2C-T-2, 2C-T-7, 2C-T4, 2C-T-21, and MEM but also MDMA. Besides Shulgin, Stolaroff
TiHKAL
Entactogen, stimulant, and psychedelic drug of the amphetamine family
dose range of MDA given in Alexander Shulgin's book PiHKAL (Phenethylamines I Have Known and Loved) and other sources is 80 to 160 mg. A wider recreational
3,4-Methylenedioxyamphetamine
Pharmaceutical compound
PiHKAL (Phenethylamines I Have Known and Loved). In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists 2C-T-17's dose as 60 to
2C-T-17
Psychedelic drug
(October 2005). "SAR of psilocybin analogs: discovery of a selective 5-HT 2C agonist". Bioorganic & Medicinal Chemistry Letters. 15 (20): 4555–4559. doi:10
Psilocin
Psychedelic drug found in toads, mushrooms and plants
activity and a revised ternary complex mechanism at serotonin 5-HT(2A) and 5-HT(2C) receptors". Synapse. 35 (2): 144–150. doi:10.1002/(SICI)1098-2396(200002
Bufotenin
Pharmaceutical compound
other notable 2C psychedelics including 2C-B, 2C-D, 2C-T, 2C-P, and 2C-T-7. The chemical synthesis of 2C-CN has been described. 2C-CN is the 2C parent compound
2C-CN
Psychoactive drug
Burkhart JP, Burkholder TM, et al. Aminoalkylbenzofurans as serotonin (5-HT(2c)) agonists. 7045545 (US patent). Published 2000-01-19, issued 2006-16-03.
6-APB
Chemical compound
25I-NBF (2C-I-NBF, NBF-2C-I, Cimbi-21) is a derivative of the phenethylamine hallucinogen 2C-I, which acts as a highly potent partial agonist for the
25I-NBF
Subtype of serotonin receptor
with 2C-I, DOIB, 2C-B, 4-HO-DiPT, DOI, 2,5-DMA, DOET, DOM, psilocin, and 2C-H being highly potent and fully efficacious anti-inflammatories; TMA-2, 2C-B-Fly
5-HT2A_receptor
Species of fungus
Universität Wien - 1946 - (University of Vienna) Correia T, Grammel N, Ortel I, Keller U, Tudzynski P (2001). "Molecular cloning and analysis of the ergopeptine
Claviceps_purpurea
Drug class
reduced psychedelic potential but retained anti-inflammatory effects, such as 2C-iBu (ELE-02), are being studied to treat inflammatory disorders. Many serotonin
Serotonin 5-HT2A receptor agonist
Serotonin_5-HT2A_receptor_agonist
Chemical compound
Lophophine, also known as 2C-MMDA-1, 5-methoxy-MDPEA, or 3-methoxy-4,5-methylenedioxyphenethylamine (MMDPEA or MMDPEA-1), is a psychedelic drug of the
Lophophine
Pharmaceutical compound
including of the serotonin 5-HT2A receptor. Analogues of DOM include mescaline, 2C-D, DOET, DOB, DOI, and Ariadne (4C-D), among others. DOM was first synthesized
2,5-Dimethoxy-4-methylamphetamine
2,5-Dimethoxy-4-methylamphetamine
Fungi of the genus Claviceps
This enzyme catalyzes reduction of the C8=C9 double-bond in chanoclavine I, but EasA isoforms differ in whether they subsequently catalyze reoxidation
Ergot
Pharmaceutical drug
of Defense and a pharmaceutical company. WRAIR transferred all its phase I and phase II clinical trial data to Hoffman-LaRoche and Smith Kline. FDA approval
Mefloquine
Pharmaceutical compound
2C-Se, also known as 4-methylseleno-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It was originally named
2C-Se
Class of chemical compounds
mescaline (3,4,5-trimethoxyphenethylamine). Other related compounds include the 2C (4-substituted 2,5-dimethoxyphenethylamine) and DOx (4-substituted 2,5-dimethoxyamphetamine)
Scaline
Trace amine
activity and a revised ternary complex mechanism at serotonin 5-HT(2A) and 5-HT(2C) receptors". Synapse. 35 (2): 144–150. doi:10.1002/(SICI)1098-2396(200002
Tryptamine
Pharmaceutical compound
2C-N, also known as 4-nitro-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. 2C-N was first
2C-N
Pharmaceutical compound
Other related compounds in the 2C-Se and 2C-Te series include 2C-O and 2C-T. In his 1991 book PiHKAL (Phenethylamines I Have Known and Loved), Alexander
2C-Te
Pharmaceutical compound
orally. 2C-EF was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved. While 2C-EF was
2C-EF
Pharmaceutical compound
of the psychedelic drugs 2C-I and DOI, with 2C-I having no substitution at the α carbon, DOI having an α-methyl group, and 4C-I having an α-ethyl group
4C-I
Mescaline-containing cactus
S2CID 252548055. Bohn, Arne; Kiggen, Michiel H. H.; Uthaug, Malin V.; van Oorsouw, Kim I. M.; Ramaekers, Johannes G.; van Schie, Hein T. (2022-12-05). "Altered States
Echinopsis_pachanoi
Atypical antipsychotic medication
to 12 weeks of treatment for moderate to severe manic episodes in bipolar I disorder in young people aged 13 and older. Aripiprazole in doses of 2.5 mg
Aripiprazole
Psychedelic drug
narcotic carries the same penalties of intent. In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin lists the same dose range of 10 to
4-AcO-DMT
Pharmaceutical compound
positional isomer of 2C-T-4 (4-isopropylthio-2,5-dimethoxyphenethylamine). According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and
Ψ-2C-T-4
Chemical compound
receptors, including of the serotonin 5-HT2A receptor. Analogues of DOB include 2C-B, DOM, DOI, and Bromo-DragonFLY (DOB-DFLY), among others. DOB was first synthesized
2,5-Dimethoxy-4-bromoamphetamine
2,5-Dimethoxy-4-bromoamphetamine
Monoamine neurotransmitter
receptors, including the serotonin 5-HT1 (1A, 1B, 1D, 1E, 1F), 5-HT2 (2A, 2B, 2C), 5-HT3, 5-HT4, 5-HT5 (5A, 5B), 5-HT6, and 5-HT7 receptors. Except for the
Serotonin
Chemical compound
effects having not yet been explored. Analogues of 2C-CP include 2C-CPE, 2C-IP, 2C-P, 2C-T-15, 2C-V, and 2C-YN, among others. The drug is a controlled substance
2C-CP
Pharmaceutical compound
2C-5-TOET, also known as 2-methoxy-4-ethyl-5-methylthiophenethylamine or as 5-thio-2C-E, is a chemical compound and possible psychedelic drug of the phenethylamine
2C-5-TOET
Pharmaceutical compound
and have been characterized. 2C-Bu has several notable skeletal isomers, including 2C-iBu, 2C-tBu, and 2C-sBu. 2C-iBu and 2C-tBu are both active and produce
2C-Bu
Medication to prevent nausea and vomiting
(11): 2517–24. Bibcode:1996JCliI..97.2517S. doi:10.1172/JCI118699. PMC 507337. PMID 8647944. Kwan C, Bédard D, Frouni I, Gaudette F, Beaudry F, Hamadjida
Ondansetron
Species of cactus
Review. 12 (2): 59. I recently had the cool experience of going to the Mind States IV conference, and I was very interested when I heard Sasha Shulgin's
Pachycereus_pringlei
Serotonergic drug
4-Methylenedioxy-1-benzylpiperazine (MDBZP) 4-Bromo-2,5-dimethoxy-1-benzylpiperazine (2C-B-BZP) 4-Fluorophenylpiperazine (pFPP) 4-Methoxyphenylpiperazine (MeOPP) Some
Meta-Chlorophenylpiperazine
Pharmaceutical compound
or as N-hydroxy-2C-T-2, is a psychedelic drug of the phenethylamine, 2C, and HOT-x families. It is the N-hydroxy derivative of 2C-T-2. The drug is taken
HOT-2
Beta blocker drug
"Polymorphism of human cytochrome P450 2D6 and its clinical significance: Part I". Clinical Pharmacokinetics. 48 (11): 689–723. doi:10.2165/11318030-000000000-00000
Propranolol
Colourless non-flammable greenhouse gas
Retrieved 2 February 2008. IPCC. 2013. Climate change: the physical basis (WG I, full report). p. 512. Thompson RL, Lassaletta L, Patra PK, Wilson C, Wells
Nitrous_oxide
Pharmaceutical compound
2C-B-OH, also known as 4-bromo-2,5-dimethoxy-N-hydroxyphenethylamine or as N-hydroxy-2C-B, is a chemical compound of the phenethylamine and 2C families
2C-B-OH
Chemical compound
2C-B-aminorex (2C-B-AR) is a recreational designer drug with psychedelic and/or stimulant effects. It is a substituted aminorex derivative which was first
2C-B-aminorex
Phytocannabinoid discovered in 1940
I". The Biochemical Journal. 33 (1): 123–127. doi:10.1042/bj0330123. PMC 1264344. PMID 16746878. Mechoulam R, Shvo Y (December 1963). "Hashish. I. The
Cannabidiol
Pharmaceutical compound
2C families. In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists 2C-T-15's dose as greater than 30 mg orally and its
2C-T-15
Group of psychedelic drugs
5-dimethoxy-N-hydroxyphenethylamines or hydroxylated 2C-T derivatives, are a group of psychedelic drugs of the phenethylamine and 2C families. They have a hydroxy group
HOT-x
Class of chemical compounds
1991 book PiHKAL (Phenethylamines I Have Known and Loved). Additional BOx drugs like BOH-2C-B (BOHB; β-hydroxy-2C-B) and 3C-BOH (β-methoxy-MDA; BOMDA)
BOx_(psychedelics)
Psychoactive drug
and 4C families. It is a close analogue of the psychedelic drugs 2C-D and DOM, with 2C-D having no substitution at the α carbon, DOM having an α-methyl
Ariadne_(drug)
Group of psychedelic drugs
is a family of phenethylamine psychedelic drugs. They are analogues of the 2C drugs (4-substituted 2,5-dimethoxyphenethylamines) in which one or both of
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