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Chemical class of organic compounds
Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; the
Substituted_phenethylamine
Trace amine
the phenethylamine core structure with substituents. The class of substituted phenethylamines includes all substituted amphetamines, and substituted
Phenethylamine
Class of psychoactive drugs
The substituted methylenedioxyphenethylamines (abbreviated as MDxx) represent a diverse chemical class of compounds derived from phenethylamines. This
Substituted methylenedioxyphenethylamine
Substituted_methylenedioxyphenethylamine
Class of chemical compounds
of the phenethylamine family. They are positional isomers of the 4-substituted 2,5-dimethoxyphenethylamines (e.g., 2Cs and DOx) and 4-substituted 3
Ψ-PEA
Class of compounds based upon the β-hydroxyamphetamine structure
β-hydroxyamphetamine with one or more chemical substituents. They are substituted phenethylamines, phenylethanolamines (β-hydroxyphenethylamines), and amphetamines
Substituted β-hydroxyamphetamine
Substituted_β-hydroxyamphetamine
Class of compounds based upon the amphetamine structure
(PTSD). Substituted phenethylamines Substituted β-hydroxyamphetamines Substituted methylenedioxyphenethylamines Substituted cathinones Substituted phenylmorpholines
Substituted_amphetamine
Class of chemical compounds
structure Substituted amphetamines Substituted β-hydroxyamphetamines Substituted methylenedioxyphenethylamines Substituted phenethylamines Substituted phenylmorpholines
Substituted_cathinone
Class of chemical compounds
of the amphetamine (α-methylphenethylamine) homologues, are substituted phenethylamines with one or more methoxy groups. In some cases, one or more of
Substituted methoxyphenethylamine
Substituted_methoxyphenethylamine
Class of chemical compounds
4-Substituted-2,5-dimethoxyamphetamines (DOx) is a chemical class of substituted amphetamine derivatives featuring methoxy groups at the 2- and 5- positions
DOx
Book about phenethylamines
(2002) Substituted phenethylamine (PEA) Substituted amphetamine (AMPH) Substituted methylenedioxyphenethylamine (MDxx) Substituted methoxyphenethylamine
The_Shulgin_Index
Class of chemical compounds
as a substituted mescaline analogue and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic
Scaline
Family of phenethylamine psychedelics
small role. The 2C drugs, also known as 4-substituted 2,5-dimethoxyphenethylamines, are substituted phenethylamines and can be thought of as synthetic analogues
2C_(psychedelics)
1991 book by Alexander Shulgin and Ann Shulgin
One: Psychedelic Phenethylamines and Related Compounds (2011) List of psychedelic literature Substituted phenethylamine (PEA) Substituted methoxyphenethylamine
PiHKAL
Psychedelic drug
or by names such as Nexus or Erox, is a psychedelic drug of the phenethylamine and 2C families. The drug is used as a recreational drug and is usually
2C-B
Chemical compound
PRL-8-53 is a nootropic substituted phenethylamine that has been shown to act as a hypermnesic drug in humans; it was first synthesized by medical chemistry
PRL-8-53
Major metabolite of the psychostimulant drug methylphenidate
Ritalinic acid is a substituted phenethylamine and an inactive major metabolite of the psychostimulant drugs methylphenidate, dexmethylphenidate and ethylphenidate
Ritalinic_acid
Class of chemical compounds
(tranquilizer) Substituted α-alkyltryptamine Substituted amphetamine Substituted cathinone Substituted methylenedioxyphenethylamine Substituted phenethylamine Substituted
Substituted_piperazine
Pharmaceutical compound
by 1985. Substituted phenethylamine α,α-Dideuterophenethylamine Fenproporex (N-(2-cyanoethyl)amphetamine) N-(Ethoxycarbonyl)phenethylamine (CAR-PEA)
N-(2-Cyanoethyl)phenethylamine
N-(2-Cyanoethyl)phenethylamine
Class of chemical compounds
effects. The Simple Plant Isoquinolines (2002) Substituted phenethylamine Substituted 3-benzazepine Substituted β-carboline and harmala alkaloid Iboga-type
Substituted tetrahydroisoquinoline
Substituted_tetrahydroisoquinoline
Chemical compound
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". pubchem
2,5-Dimethoxybenzaldehyde
Class of chemical compounds
Substituted phenethylamine Substituted amphetamine Substituted cathinone Substituted methylenedioxyphenethylamine Substituted benzofuran Substituted 2-aminoindane
Substituted naphthylethylamine
Substituted_naphthylethylamine
Pharmaceutical compound
Substituted phenethylamine α,α-Dideuterotryptamine α,α-Dideuteromescaline HLP005 (likely deuterated 2C-T-36) d2-MDMA N-(2-Cyanoethyl)phenethylamine (CEPEA
Α,α-Dideuterophenethylamine
Family of serotonergic psychedelics
N-benzylphenethylamines, is a family of serotonergic psychedelics. They are substituted phenethylamines and were derived from the 2C family. The most commonly encountered
25-NB
is a phenethylamine that occurs widely in plants and animals, and is metabolized by various enzymes, including monoamine oxidases. Substituted phenethylamines
List of naturally occurring phenethylamines
List_of_naturally_occurring_phenethylamines
Phenethylamine derivative
α-desmethylcathinone, or phenacylamine, is a substituted phenethylamine derivative. It is the phenethylamine homologue of cathinone (β-ketoamphetamine)
2-Aminoacetophenone
Chemical compound
Union Drugs Agency (euda.europa.eu). 6 June 2025. Halpert M. Substituted phenethylamine for treating inflammation and psychological disorders. WO 2022/271982
Benzocyclobutene
Pharmaceutical compound
and tranylcypromine have also been described. Substituted phenethylamine N-(2-Cyanoethyl)phenethylamine (CEPEA) Coutts RT, Baker GB, Nazarali AJ, Rao
N-(Ethoxycarbonyl)phenethylamine
N-(Ethoxycarbonyl)phenethylamine
Chemical compound
acts as a non-selective adrenergic receptor agonist. It is a substituted phenethylamine and catecholamine and is an ester of epinephrine with much greater
Dipivefrine
Antibiotic
Abaucin (RS-102895, MLJS-21001) is a spirocycle containing substituted phenethylamine that has been reported to show useful activity as a narrow-spectrum
Abaucin
Pharmaceutical compound
4-Dimethoxyamphetamine (2,4-DMA), also known as DMA-3, is a psychoactive drug of the phenethylamine and amphetamine families. It is one of the dimethoxyamphetamine (DMA)
2,4-Dimethoxyamphetamine
Pharmaceutical compound
drug of the arylalkylamine family related to the substituted phenethylamines such as β-phenethylamine (PEA) and amphetamine. It is known to have similar
2-Furylethylamine
Medication
transdermal patch forms of selegiline. Chemically, selegiline is a substituted phenethylamine and amphetamine, a derivative of methamphetamine, and the purified
Selegiline
Group of psychoactive drugs
The substituted ethylenedioxyphenethylamines (EDxx) are a small group of psychoactive drugs of the phenethylamine family related to the substituted
Substituted ethylenedioxyphenethylamine
Substituted_ethylenedioxyphenethylamine
Class of chemical compounds
3C (3C-x), also known as 4-substituted 3,5-dimethoxyamphetamines, substituted 3,4,5-trimethoxyamphetamine (3,4,5-TMA or TMA-1) analogues, or 3C-scalines
3C_(psychedelics)
Pharmaceutical compound
2024. It is not a controlled substance in Canada as of 2025. Substituted phenethylamine 25-NB (psychedelics) Benzphetamine 4-EA-NBOMe Clobenzorex 25H-NBOMe
PEA-NBOMe
Pharmaceutical compound
4-norbornyl-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is one of several homologues of 2C-G (3,4-dimethyl-2
2C-G-5
Weight loss medication
as α,α-dimethylphenethylamine or as α-methylamphetamine, is a substituted phenethylamine and amphetamine. It is the derivative of amphetamine in which
Phentermine
Central nervous system stimulant
of metabolic integrity. Methamphetamine belongs to the substituted phenethylamine and substituted amphetamine chemical classes and as a drug acts as a
Methamphetamine
Chemical compound
N,N-Dimethylphenethylamine (N,N-DMPEA) is a substituted phenethylamine that is used as a flavoring agent. It is an alkaloid that was first isolated from
N,N-Dimethylphenethylamine
Pharmaceutical compound
agent (antispasmodic drug) of the phenethylamine family which appears to no longer be marketed. Substituted phenethylamine RU-24213 HS665 Ritodrine Alverine
Demelverine
products with an open tetrahydroisoquinoline structure (see substituted phenethylamines. Phenylethylamine alkaloids occur in many plants, including members
Phenylethylamine_alkaloids
Drug that increases alertness
be classified as a substituted methylenedioxyphenethylamine, a substituted amphetamine and consequently, a substituted phenethylamine.[citation needed]
Stimulant
Chemical compound
Etilefrine is an agonist of the α- and β-adrenergic receptors. It is a substituted phenethylamine and is related to epinephrine, phenylephrine, and norfenefrine
Etilefrine
Pharmaceutical compound
2C-Se-TFM is a designer drug from the substituted phenethylamine family, which produces psychedelic-like effects in animals such as a head twitch response
2C-Se-TFM
Pharmaceutical compound
of 25H-NBOMe, in which the methoxy groups are substituted at the 2- and 4-positions of the phenethylamine moiety. This is an N-benzyl derivative of 2
24H-NBOMe
Class of chemical compounds
cathinone Substituted methylenedioxyphenethylamine Substituted methoxyphenethylamine Substituted naphthylethylamine Substituted phenethylamine Substituted tryptamine
Substituted_benzofuran
Pharmaceutical compound
4-propargylthio-2,5-dimethoxyphenethylamine, is a designer drug from the substituted phenethylamine family, which was first synthesised by Josh Hartsel and colleagues
2C-T-29
Psychedelic drug
5-dimethoxyphenethylamine, is a recreational designer drug from the substituted phenethylamine family, with psychedelic effects. It was first synthesised by
2C-V
Class of psychoactive drugs that produce empathic experiences
psychedelics like 2,5-dimethoxy-4-methylamphetamine), which makes MDMA a substituted phenethylamine (which includes other stimulants like methylphenidate and other
Entactogen
Class of chemical compounds
(AMDA) F (F-1; 5-methoxy-6-APDB) Substituted phenethylamine Substituted amphetamine Substituted benzofuran Substituted methoxyphenethylamine 2C, DOx, 4C
FLY_(psychedelics)
Hallucinogenic class of psychoactive drug
5-HT1A receptor. 2C-B (2,5-dimethoxy-4-bromophenethylamine) is a substituted phenethylamine first synthesized in 1974 by Alexander Shulgin. 2C-B has been
Psychedelic_drug
Pharmaceutical compound
chemical compound of the phenethylamine and 2C families. It is the parent compound of the 2C drugs, which are also known as 4-substituted 2,5-dimethoxyphenethylamines
2C-H
Pharmaceutical compound
scientific literature by Richard Glennon and colleagues in 2000. Substituted phenethylamine Serotonin 5-HT2A receptor antagonist 4-PhPr-2,5-DMA (DOPP or DOPhPr)
4-PhPr-PEA
Pharmaceutical compound
Phenmetrazine Substituted phenylmorpholine 1-Phenylpiperazine Partial ergoline SKF-89145 SKF-89626 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von
3-Phenylpiperidine
Serotonergic psychedelic
(HLP003; CYB003) and deudimethyltryptamine (HLP004; CYB004). Substituted phenethylamine List of investigational hallucinogens and entactogens Deumescaline
HLP005
Adrenergic and dopaminergic cardiac stimulant
activation of α- and β-adrenergic receptors. Chemically, it is a substituted phenethylamine and amphetamine and is closely related to phentermine and methamphetamine
Mephentermine
Pharmaceutical compound
2-trifluoroethoxy)-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. According to Daniel Trachsel, 2C-O-22 produced potential
2C-O-22
Pharmaceutical compound
as 4-iodo-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. 2C-I was first synthesized and
2C-I
agonists at this receptor are either substituted phenethylamine derivatives from the 2C, DOx and 25-NB groups, or substituted tryptamines and related compounds
List of miscellaneous 5-HT2A receptor agonists
List_of_miscellaneous_5-HT2A_receptor_agonists
Pharmaceutical compound
putative serotonergic psychedelic of the phenethylamine and benzoxepin ("BOX") families. It is the cyclized phenethylamine analogue of DOTFM and 2C-TFM in which
TFMBOX
Pharmaceutical compound
4-methyl-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It has an unusually wide and gradual dose range and
2C-D
Class of indoles
Substituted 2-aminoindane Substituted amphetamine Substituted benzofuran Substituted cathinone Substituted methylenedioxyphenethylamine Substituted phenethylamine
Substituted_tryptamine
Pharmaceutical compound
as 4-ethyl-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families. It is taken orally. The drug acts as an agonist of
2C-E
Chemical compound
mesylate (USANTooltip United States Adopted Name). The drug is a substituted phenethylamine derivative and is also known as 3-methylsulfonamidyl-β-hydrox
Amidephrine
Medication mainly used for depression and smoking cessation
belongs to the class of substituted cathinones and more generally that of substituted amphetamines and substituted phenethylamines. Bupropion was invented
Bupropion
Pharmaceutical compound
and only known active phenethylamine psychedelic with a fully substituted phenyl ring. However, the cyclized FLY phenethylamines such as 2C-B-FLY also
DOTMA
Antihypotensive medication
known as 2,5-dimethoxy-β-hydroxy-N-(aminoethanonyl)phenethylamine, is a substituted phenethylamine derivative. Midodrine is an odorless, white, crystalline
Midodrine
Class of chemical compounds
β-oxygenated- and ring-substituted phenethylamines, are a group of psychedelic and other psychoactive drugs of the phenethylamine family. They have either
BOx_(psychedelics)
Pharmaceutical compound
novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)". Neuropharmacology. 99: 546–553. doi:10.1016/j.neuropharm
2C-C
Class of chemical compounds
Labs in the 2010s and 2020s. Substituted ergoline Partial lysergamide Substituted tryptamine Substituted phenethylamine Lizard Labs Jamieson CS, Misa
Lysergamides
Class of chemical compounds
Substituted methoxyphenethylamine, 2C, DOx PiHKAL (Phenethylamines I Have Known and Loved) The Shulgin Index, Volume One: Psychedelic Phenethylamines
4C_(psychedelics)
Sympathomimetic agent
2SR)-α-methyl-β-hydroxyphenethylamine or as (1RS,2SR)-β-hydroxyamphetamine, is a substituted phenethylamine and amphetamine derivative. It is closely related to the cathinones
Phenylpropanolamine
PMID 24574327. In the United Kingdom Misuse of Drugs Act, most ring-substituted phenethylamines are either listed by name or are covered by generic definitions
Legal status of psychedelic drugs in the United Kingdom
Legal_status_of_psychedelic_drugs_in_the_United_Kingdom
Class of chemical compounds
(disambiguation) Seco-LSD Secoergoline Substituted lysergamide Substituted tryptamine Substituted phenethylamine Shulgin AT (1976). "Psychotomimetic Agents"
Partial_lysergamide
Class of chemical compounds with similar pharmacology
distinct mechanism of action of psychostimulant drugs (especially substituted phenethylamines) and actoprotectors. Drugs of both classes can improve resilience
Actoprotector
Medication, stimulant and decongestant
2S)-β-hydroxy-N-methyl-α-methyl-β-phenethylamine or as (1R,2S)-β-hydroxy-N-methylamphetamine, is a substituted phenethylamine and amphetamine derivative. It
Ephedrine
Naturally occurring psychedelic compound
is a naturally occurring psychedelic drug and alkaloid of the phenethylamine and scaline families found in certain cacti like peyote (Lophophora
Mescaline
Class of chemical compounds
Substituted arylalkylamines, also alternatively known in many cases as substituted arylethylamines, are a group of chemical compounds. These compounds
Arylalkylamine
Canadian pharmaceutical company
"Synthesis and Structure-Activity Relationships of 2,5-Dimethoxy-4-Substituted Phenethylamines and the Discovery of CYB210010: A Potent, Orally Bioavailable
Helus_Pharma
Sympathomimetic that was never marketed
β-adrenergic receptor agonist and bronchodilator. The drug is a substituted phenethylamine and amphetamine and is the catecholamine (3,4-dihydroxylated)
Dioxifedrine
drugs List of 2C-* drugs List of DO* drugs List of substituted phenethylamines List of substituted tryptamines List of lysergamides List of cannabinoids
Lists_of_drugs
Pharmaceutical compound
TMA-3 or as α-methylisomescaline, is a putative psychedelic drug of the phenethylamine and amphetamine families. It is one of the possible positional isomers
2,3,4-Trimethoxyamphetamine
Pharmaceutical compound
The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Substituted phenethylamine Dimethylphenethylamine Xylopropamine (3
3,4-Dimethylphenethylamine
Hormone and medication
also known as 3,4,β-trihydroxy-N-methylphenethylamine, is a substituted phenethylamine and catecholamine. It is the N-methylated analogue of norepinephrine
Adrenaline
Pharmaceutical compound
4-difluoromethylthio-2,5-dimethoxyphenethylamine, is a designer drug from the substituted phenethylamine family, which was first synthesised by Josh Hartsel and colleagues
2C-T-35
Type of drugs
the past decade. Phenethylamines can be classified into ring-substituted and non-ring-substituted form. Ring-substituted Phenethylamines include 'D-series'
Synthetic_drug
Irreversible non-selective MAO inhibitor and antidepressant drug
isopropylamine side chain. As a result, it is classified structurally as a substituted phenethylamine and amphetamine, or more specifically as a phenylcyclopropylamine
Tranylcypromine
Index of chemical compounds with the same name
substituted tryptamines) Isotryptamine (2-(1H-indol-1-yl)ethanamine) (and substituted isotryptamines) Phenethylamine (and substituted phenethylamines)
Indolylethylamine
Group of stereoisomers
agent and hence is an indirectly acting sympathomimetic. It is a substituted phenethylamine and amphetamine. Hydroxyamphetamine appeared to remain marketed
4-Hydroxyamphetamine
Chemical compound
5-dimethoxy-4-(trifluoromethylsulfanyl)phenethylamine or 2C-T-TFM as well as CYB210010 or CYB2108, is a psychedelic drug of the phenethylamine and 2C families. The properties
2C-T-36
Dopaminergic medication
is excreted 70–80% in urine. Levodopa is an amino acid and a substituted phenethylamine and catecholamine. Analogues and prodrugs of levodopa include
Levodopa
Pharmaceutical compound
4-cyclopentyl-2,5-dimethoxyphenethylamine, is a designer drug from the substituted phenethylamine family, which was first synthesised by Josh Hartsel and colleagues
2C-CPe
Therapeutic use of norepinephrine
noradrenaline, also known as 3,4,β-trihydroxyphenethylamine, is a substituted phenethylamine and catecholamine. It is the N-demethylated analogue of epinephrine
Norepinephrine_(medication)
Stimulant appetite suppressant drug
of the phenethylamine chemical class. Beregi SL, Duhault J (1977). "Structure-anorectic activity relationships in substituted phenethylamines". Arzneimittel-Forschung
Fludorex
American medicinal chemist
stomach fundus as a predictor of hallucinogenic activity in substituted phenethylamines". Life Sci. 35 (13): 1343–1348. doi:10.1016/0024-3205(84)90390-4
Robert_Oberlender
Organic chemical that functions both as a hormone and a neurotransmitter
presence of a benzene ring with this amine attachment makes it a substituted phenethylamine, a family that includes numerous psychoactive drugs. Like most
Dopamine
psychoactive drugs Substituted amphetamine Substituted cathinone Substituted phenylmorpholine Substituted phenethylamine Substituted tryptamine PiHKAL
List_of_designer_drugs
Pharmaceutical compound
RU-24213 was first described in the scientific literature in 1978. Substituted phenethylamine Rotigotine Demelverine HS665 Ritodrine Daly SA, Waddington JL
RU-24213
Pharmaceutical compound
N-[1-(2-hydroxyphenyl)ethyl]-2,5-dimethoxy-4-cyanophenethylamine, is a substituted phenethylamine and a 2C and 25-NB (NBOH) derivative. It is specifically the derivative
TGF-8027
Chemical compound
(May 2018). "Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs)" (PDF). Neuropharmacology. 134 (Pt A): 141–148.
2C-T-21.5
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SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
Boy/Male
Muslim
Delegate. Substitute.
Boy/Male
Arabic, Australian, Muslim
Substitutes; Persons by whom God Continues the World in Existence
Boy/Male
Arabic
Variant of Na'ib; Delegate; Substitute
Surname or Lastname
English (Lancashire)
English (Lancashire) : habitational name, probably an altered form of Baxenden, a place near Accrington, which is named with an unattested Old English word bæcstÄn ‘bakestone’ (a flat stone on which bread was baked) + denu ‘valley’. Middle English dale was sometimes substituted for Old English denu in northern place names.
Surname or Lastname
English
English : occupational name for a parish priest, Middle English vica(i)re, vikere (Old French vicaire, from Latin vicarius ‘substitute’, ‘deputy’). The word was originally used to denote someone who carried out pastoral duties on behalf of the absentee holder of a benefice. It became a regular word for a parish priest because in practice most benefice holders were absentees.Irish and Scottish : reduced form of McVicker, an Anglicized form of Gaelic Mac áBhiocair (Scottish) or Mac an Bhiocaire (Irish) ‘son of the vicar’.
Boy/Male
Muslim
Delegate. Substitute.
Male
Hebrew
(×Ö²×“×„× Ö¸×™) Because the name of the Hebrew god, Jehovah, is considered too sacred to be spoken, the Jews substitute Adonai, ADONAI means "my Lord."Â
Boy/Male
Australian, Hebrew, Irish
He Supplanted; Substitute
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
SUBSTITUTED PHENETHYLAMINE
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