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  1. World Encyclopedia
  2. Rimiterol
Rimiterol
From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Rimiterol
Clinical data
Pregnancy
category
  • AU: A
ATC code
  • R03AC05 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
Identifiers
IUPAC name
  • 4-{(S)-hydroxy[(2R)-piperidin-2-yl]methyl}benzene-1,2-diol
CAS Number
  • 32953-89-2 ☒N
PubChem CID
  • 36283
ChemSpider
  • 33366 checkY
UNII
  • 26GIW6ZLPH
ChEMBL
  • ChEMBL1097630 ☒N
CompTox Dashboard (EPA)
  • DTXSID70186603 Edit this at Wikidata
ECHA InfoCard100.046.627 Edit this at Wikidata
Chemical and physical data
FormulaC12H17NO3
Molar mass223.272 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O[C@@H](c1ccc(O)c(O)c1)[C@@H]2NCCCC2
InChI
  • InChI=1S/C12H17NO3/c14-10-5-4-8(7-11(10)15)12(16)9-3-1-2-6-13-9/h4-5,7,9,12-16H,1-3,6H2/t9-,12+/m1/s1 checkY
  • Key:IYMMESGOJVNCKV-SKDRFNHKSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Rimiterol (INN/USAN) is a third-generation[1] short-acting[2][3] β2 agonist.

See also

[edit]
  • Substituted phenethylamine
  • Isoprenaline
  • Colterol

References

[edit]
  1. ^ Palma-Carlos AG, Palma-Carlos GS (April 1986). "Beta-2-agonists of third generation". Allergie et Immunologie. 18 (4): 31–2, 35. PMID 2899434.
  2. ^ Lai CK, Twentyman OP, Holgate ST (October 1989). "The effect of an increase in inhaled allergen dose after rimiterol hydrobromide on the occurrence and magnitude of the late asthmatic response and the associated change in nonspecific bronchial responsiveness". The American Review of Respiratory Disease. 140 (4): 917–23. doi:10.1164/ajrccm/140.4.917. PMID 2572192.
  3. ^ Ydreborg SO, Svedmyr N, Thiringer G (April 1977). "Comparison of rimiterol and terbutaline, given by aerosol, in a long-term study". Scandinavian Journal of Respiratory Diseases. 58 (2): 117–24. PMID 16339.
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Drugs for obstructive airway diseases: asthma/COPD (R03)
Adrenergics, inhalants
Short-acting β2 agonists
  • Bitolterol
  • Carbuterol
  • Fenoterol
  • Isoetarine
  • Pirbuterol
  • Procaterol
  • Reproterol
  • Rimiterol
  • Salbutamol (albuterol)#/Levosalbutamol (levalbuterol)
  • Terbutaline
  • Tulobuterol
Long-acting β2 agonists
  • Bambuterol
  • Clenbuterol
  • Formoterol/Arformoterol
  • Salmeterol
Ultra-long-acting β2 agonists
  • Abediterol
  • Carmoterol
  • Indacaterol
  • Olodaterol
  • Vilanterol
Other
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muscarinic antagonist
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Combination products
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  • Theophylline/ephedrine
  • Theophylline/ephedrine/hydroxyzine
  • Theophylline/ephedrine/phenobarbital
  • Umeclidinium bromide/vilanterol
  • #WHO-EM
  • ‡Withdrawn from market
  • Clinical trials:
    • †Phase III
    • §Never to phase III
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Adrenergic receptor modulators
α1
Agonists
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Antagonists
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  • Urapidil
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α2
Agonists
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Antagonists
  • 1-PP
  • Adimolol
  • Amesergide
  • Aptazapine
  • Atipamezole
  • Atypical antipsychotics (e.g., asenapine, brexpiprazole, clozapine, lurasidone, olanzapine, paliperidone, quetiapine, risperidone, zotepine)
  • Azapirones (e.g., buspirone, gepirone, ipsapirone, tandospirone)
  • BRL-44408
  • Buflomedil
  • Cirazoline
  • Efaroxan
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  • Fenmetozole
  • Fipamezole
  • Fluparoxan
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  • Lisuride
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  • Tolazoline
  • Typical antipsychotics (e.g., chlorpromazine, fluphenazine, loxapine, thioridazine)
  • Yohimbine
β
Agonists
  • Abediterol
  • Alifedrine
  • Amibegron
  • Arbutamine
  • Arformoterol
  • Arotinolol
  • BAAM
  • Bambuterol
  • Befunolol
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  • Norepinephrine
  • Orciprenaline
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  • PF-610355
  • Phenylpropanolamine
  • Pirbuterol
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  • Ractopamine
  • Procaterol
  • Reproterol
  • Rimiterol
  • Ritodrine
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  • Salmeterol
  • Solabegron
  • Terbutaline
  • Tretoquinol
  • Tulobuterol
  • Vibegron
  • Vilanterol
  • Xamoterol
  • XP21279
  • Zilpaterol
  • Zinterol
Antagonists
  • Acebutolol
  • Adaprolol
  • Adimolol
  • Afurolol
  • Alprenolol
  • Alprenoxime
  • Amosulalol
  • Ancarolol
  • Arnolol
  • Arotinolol
  • Atenolol
  • Befunolol
  • Betaxolol
  • Bevantolol
  • Bisoprolol
  • Bopindolol
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  • Brefonalol
  • Bucindolol
  • Bucumolol
  • Bufetolol
  • Bufuralol
  • Bunitrolol
  • Bunolol
  • Bupranolol
  • Butaxamine
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  • Butofilolol
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  • Carpindolol
  • Carteolol
  • Carvedilol
  • Celiprolol
  • Cetamolol
  • Cicloprolol
  • Cinamolol
  • Cloranolol
  • Cyanopindolol
  • Dalbraminol
  • Dexpropranolol
  • Diacetolol
  • Dichloroisoprenaline
  • Dihydroalprenolol
  • Dilevalol
  • Diprafenone
  • Draquinolol
  • Ecastolol
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  • Ericolol
  • Ersentilide
  • Esatenolol
  • Esprolol
  • Eugenodilol
  • Exaprolol
  • Falintolol
  • Flestolol
  • Flusoxolol
  • Hydroxycarteolol
  • Hydroxytertatolol
  • ICI-118,551
  • Idropranolol
  • Indenolol
  • Indopanolol
  • Iodocyanopindolol
  • Iprocrolol
  • Isoxaprolol
  • Isamoltane
  • Labetalol
  • Landiolol
  • Levobetaxolol
  • Levobunolol
  • Levomoprolol
  • Medroxalol
  • Mepindolol
  • Metipranolol
  • Metoprolol
  • Moprolol
  • Nadolol
  • Nadoxolol
  • Nebivolol
  • Nifenalol
  • Nipradilol
  • Oxprenolol
  • Pacrinolol
  • Pafenolol
  • Pamatolol
  • Pargolol
  • Penbutolol
  • Pindolol
  • Practolol
  • Primidolol
  • Procinolol
  • Pronethalol
  • Propafenone
  • Propranolol
  • Ridazolol
  • Ronactolol
  • Soquinolol
  • Sotalol
  • Spirendolol
  • SR 59230A
  • Sulfinalol
  • Talinolol
  • Tazolol
  • Tertatolol
  • Tienoxolol
  • Tilisolol
  • Timolol
  • Tiprenolol
  • Tolamolol
  • Toliprolol
  • Xibenolol
  • Xipranolol
  • See also: Receptor/signaling modulators
  • Dopaminergics
  • Serotonergics
  • Monoamine reuptake inhibitors
  • Monoamine releasing agents
  • Monoamine metabolism modulators
  • Monoamine neurotoxins
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Phenethylamines
Phenethylamines
  • Psychedelics: 3,4-DMPEA-NDEPA
  • 25B-NBOMe
  • 25C-NBOMe
  • 25D-NBOMe
  • 25D-NM-NDEAOP
  • 25H-NBOMe
  • 25I-NBOMe
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  • 25O-NBOMe
  • 2C-B
  • 2C-B-AN
  • 2C-B-OH
  • 2C-Bn
  • 2C-Bu
  • 2C-C
  • 2C-CN
  • 2C-CP
  • 2C-D
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  • 2C-E
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  • 2C-F
  • 2C-G
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  • 2C-G-3
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Amphetamines
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  • EDA
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  • 3,4-MDA (tenamfetamine)
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  • MDOH
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  • MMDMA
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  • ODMA
  • SDA (3T-MDA)
  • SDMA (3T-MDMA)
  • SeDMA
  • TAP
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  • Others: 3,4-DCA
  • Amiflamine
  • Cafedrine
  • Deprenyl
    • D-Deprenyl
    • Selegiline (L-deprenyl)
  • DiFMDA
  • 4-Fluorodeprenyl
    • 4-Fluoroselegiline
  • Thiamphenicol
  • UWA-101 (α-cPr-MDMA)
Phentermines
  • Stimulants: Chlorphentermine
  • Cloforex
  • Clortermine
  • Etolorex
  • Mephentermine
  • Pentorex
  • Phentermine
  • Entactogens: MDPH
  • MDMPH
  • Others: Cericlamine
Cathinones
  • Stimulants: 3-FMC
  • 4-MC
  • 4-BMC
  • 4-CMC
  • 4-EMC
  • 4-FMC
  • 4-MEC
  • 4-MeMABP
  • 4-MPD
  • Amfepramone
  • Benzedrone
  • Brephedrone
  • Buphedrone
  • Bupropion
  • Cathinone
  • Dimethylcathinone
  • Ethcathinone
  • Eutylone
  • Hydroxybupropion
  • Methcathinone
  • Methedrone
  • NEB
  • N-Ethylhexedrone
  • N-Ethylpentedrone
  • Pentedrone
  • Pentylone
  • Entactogens: 3,4-DMMC
  • 3-MMC
  • Butylone
  • Ethylone
  • Methylone
  • Methylenedioxycathinone
  • Mephedrone
  • Propylone
Phenylisobutylamines
(and further-extended)
  • Entactogens: 4-CAB
  • 4-MAB
  • Ariadne
  • BDB
  • Butylone
  • EBDB
  • Eutylone
  • MBDB
  • Stimulants: α-Propylphenethylamine
  • Hexapradol
  • Phenylisobutylamine (α-ethylphenethylamine)
Catecholamines
(and close relatives)
  • 6-FNE
  • 6-OHDA
  • α-Me-DA
  • α-Me-TRA
  • Adrenochrome
  • Arbutamine
  • Ciladopa
  • D-DOPA (dextrodopa)
  • Dimetofrine
  • Dipropyldopamine (DPDA)
  • Dobutamine
  • Dopamine
  • Dopexamine
  • Epinephrine (adrenaline)
  • Epinine
  • Etilefrine
  • Ethylnorepinephrine
  • Fenclonine
  • Ibopamine
  • Isoprenaline
  • Isoetarine
  • L-DOPA (levodopa)
  • L-DOPS (droxidopa)
  • L-Phenylalanine
  • L-Tyrosine
  • m-Tyramine
  • Metanephrine
  • Metaraminol
  • Metaterol
  • Metirosine
  • Methyldopa
  • N,N-Dimethyldopamine
  • Nordefrin
    • Levonordefrin
  • Norepinephrine (noradrenaline)
  • Norfenefrine (m-octopamine)
  • Normetanephrine
  • Orciprenaline
  • p-Octopamine
  • p-Tyramine
  • Phenylephrine
  • Synephrine
  • Theodrenaline
Cyclized
phenethylamines
Phenylalkylpyrrolidines
  • α-PBP
  • α-PHP
  • α-PPP
  • α-PVP
  • MDPBP
  • MDPPP
  • MDPV
  • 4-MePBP
  • 4-MePHP
  • 4-MePPP
  • Fluorolintane
  • MOPPP
  • MOPVP
  • MPBP
  • MPEP
  • MPHP
  • MPPP
  • Naphyrone
  • PEP
  • Prolintane
  • Pyrovalerone
2-Benzylpiperidines
(phenidates)
  • 2-Benzylpiperidine
  • 3-Bromomethylphenidate
  • 3-Chloromethylphenidate
  • 3-Methylmethylphenidate
  • 3,4-Dichloro-2-benzylpiperidine
  • 3,4-Dichloroethylphenidate
  • 3,4-Dichloromethylphenidate
  • 4-Bromoethylphenidate
  • 4-Bromomethylphenidate
  • 4-Chloromethylphenidate
  • 4-Fluoroethylphenidate
  • 4-Fluoroisopropylphenidate
  • 4-Fluoromethylphenidate
  • 4-Methyl-2-benzylpiperidine
  • 4-Methylisopropylphenidate
  • 4-Methylmethylphenidate
  • 4-Nitromethylphenidate
  • α-Acetyl-2-benzylpiperidine
  • α-Keto-2-benzylpiperidine
  • CPMBP
  • DMBMPP
  • Desoxypipradrol (2-DPMP)
  • Difemetorex
  • Ethylnaphthidate (HDEP-28)
  • Ethylphenidate
  • Isopropylnaphthidate
  • Isopropylphenidate
  • MDMPH
  • Methylnaphthidate (HDMP-28)
  • Methylphenidate
  • Phacetoperane
  • Pipradrol
  • Propylphenidate
  • Rimiterol
  • Ritalinamide
  • Ritalinic acid
  • SCH-5472
  • Serdexmethylphenidate
Phenylmorpholines
(phenmetrazines)
  • (2R,3R)-Hydroxybupropion
  • 2-(2,5-Dimethoxy-4-bromophenyl)morpholine
  • 2-Fluorophenmetrazine
  • 2-Methylphenmetrazine
  • 2-Phenylmorpholine
  • 2-Phenyl-3,6-dimethylmorpholine
  • 3-Chlorophenmetrazine (PAL-594)
  • 3-Fluorophenetrazine
  • 3-Fluorophenmetrazine (PAL-593)
  • 3-Methoxyphenmetrazine
  • 3-Methylphenmetrazine (PAL-773)
  • 4-Fluorophenmetrazine (PAL-748)
  • 4-Methylphendimetrazine
  • 4-Methylphenmetrazine (PAL-747)
  • 2C-B-morpholine
  • Fenbutrazate
  • Fenmetramide
  • Flumexadol
  • G-130
  • Isophenmetrazine
  • Manifaxine
  • Methylenedioxyphenmetrazine
  • Morazone
  • N-Ethylphenmetrazol
  • Naphthylmetrazine (PAL-704)
  • Naphthylmorpholine (PAL-678)
  • Oxaflozane
  • PDM-35
  • PF-219,061)
  • Phendimetrazine
  • Phenetrazine
  • Phenmetetrazine
  • Phenmetrazine
  • Phenmetrazol
  • Pseudophenmetrazine
  • Radafaxine ((2S,3S)-hydroxybupropion)
Phenyloxazolamines
(aminorexes)
  • 3-Methylaminorex
  • 4-Ethylaminorex (4-EAR)
  • 4'-Fluoroaminorex
  • 4-Methylaminorex (4-MAR)
  • 4,4'-Dimethylaminorex (4,4'-DMAR)
  • 2C-B-aminorex
  • 2F-MAR
  • 4B-MAR
  • 4C-MAR
  • 4F-MAR
  • Aminorex
  • Clominorex
  • Cyclazodone
  • Ephedroxane
  • Fenozolone
  • Fluminorex
  • MDMAR
  • Methylenedioxyaminorex (MDAR)
  • N-Methylcyclazodone
  • N,N-Dimethylaminorex
  • Pemoline
  • Thozalinone
Isoquinolines and
tetrahydroisoquinolines
  • Anhalamine
  • Anhalidine
  • Anhalinine
  • Anhalonidine
  • Anhalonine
  • Anhalotine
  • Arizonine
  • Calycotomine
  • Carnegine (pectenine)
  • Corypalline
  • Debrisoquine
  • Deglucopterocereine
  • Deutetrabenazine
  • Diclofensine
  • DOB-CR
  • DOM-CR
  • Esproquin
  • Gigantine
  • Hedycarine
  • Heliamine
  • Hydrastinine
  • Hydrocotarnine
  • Hydrohydrastinine (MDMTHIQ; MDMA-CR)
  • Isoanhalamine
  • Isoanhalidine
  • Isoanhalonidine
  • Isocorypalline
  • Isopellotine
  • Isosalsoline
  • Lemaireocereine
  • Longimammamine
  • Longimammatine
  • Longimammidine
  • Longimammosine
  • Lophocerine
  • Lophophorine
  • Lophotine
  • MDMA-CR
  • Mescalotam
  • N-Methylanhalinine
  • N-Methylheliamine
  • N-Methylisosalsoline
  • N-Methyl-DOM-CR (Beatrice-CR)
  • N-Methyl-THIQ (METH-CR)
  • Nomifensine
  • Norsalsolinol
  • Nortehaunine
  • Norweberine
  • O-Methylanhalonidine
  • O-Methylpellotine
  • Pachycereine
  • Pellotine
  • Perafensine
  • Peyoglutam
  • Peyophorine
  • Peyotine
  • PMMA-CR
  • Quinisocaine
  • Reticuline
  • Salsolidine
  • Salsoline
  • Salsolinol
  • TDIQ (MDTHIQ, MDA-CR)
  • Tehaunine
  • Tehaunine N-oxide
  • Tepenine
  • Tetrabenazine
  • Tetrahydroisoquinoline (THIQ; AMPH-CR)
  • Tetrahydropapaveroline
  • Tilisolol
  • Tretoquinol
  • Uberine
  • Valbenazine
  • Weberidine
  • Weberine
  • Zelandopam
2-Aminoindanes
  • 2-Aminoindane (2-AI)
  • 5-IAI
  • Aprindine
  • BFAI
  • BFMAI
  • DHAI
  • DOM-AI
  • ETAI
  • Indantadol
  • MDAI
  • MDMAI
  • MEAI (5-MeO-AI)
  • MMAI
  • NM-2-AI
  • PNU-99,194
  • Pyr-AI
  • TAI
2-Aminotetralins
  • 2-Aminotetralin (2-AT)
  • 5-OH-DPAT
  • 6-CAT
  • 7-OH-DPAT
  • 8-OH-DPAT
  • AS-19
  • CHF-1024
  • DOM-AT
  • MDAT
  • MDMAT
  • Nolomirole
  • UH-232
Others / unsorted
  • 1-Aminomethylindanes (e.g., 2CB-Ind, AMMI, bromojimscaline, jimscaline)
  • 2-ADN
  • 2-Benzhydrylpyrrolidine
  • 2C-B-5-hemiFLY-α6 (BNAP)
  • 2C-B-PYR
  • 2CBecca
  • 2CB7
  • 2CJP
  • 2CLisaB
  • 2CLisaH
  • 3-Aminochromans (e.g., CT-5126, 5-MeO-DPAC, robalzotan, ebalzotan)
  • 3-Benzazepines (e.g., fenoldopam, lorcaserin, 7-chlorolorcaserin, SCHEMBL5334361)
  • 3-Benzhydrylmorpholine
  • 3-Phenylpiperidines (e.g., 3-phenylpiperidine, 3-PPP, OSU-6162 (PNU-96391), LPH-5, LPH-48, 2C-B-3PIP, 2C-B-3PIP-NBOMe, 2C-B-3PIP-POMe, Z3517967757 (Z7757))
  • 6-AB
  • AL-1095
  • Aminochromes (e.g., adrenochrome, adrenolutin)
  • Benzocyclobutenes (e.g., 2CBCB-NBOMe, bromotomscaline, S33005, TCB-2, tomscaline)
  • Benzoxepins (e.g., BBOX, IBOX, TFMBOX)
  • Butyltolylquinuclidine
  • Camfetamine
  • Cypenamine (trans-2-phenylcyclopentylamine)
  • Diphenidine
  • Diphenylprolinol
  • Ergolines (e.g., LSD)
  • Fencamfamin
  • GYKI-52895
  • HDMP-29
  • Ivabradine
  • Methoxphenidine
  • Methylmorphenate
  • Milnacipran
  • MT-45
  • 2-Naphthylamine
  • Org 6582
  • Partial ergolines (e.g., NDTDI, RU-27849, DEIMDHPCA, DEMPDHPCA, DEMPDHPCA-2C-D, RU-27251)
  • PF-592,379
  • Phenylcyclopropylamines (e.g., DMCPA, TMT, tranylcypromine)
  • Phenylpiracetams (e.g., phenylpiracetam, MRZ-9547, RGPU-95)
  • Pyridopyrroloquinoxalines (e.g., lumateperone, deulumateperone, IHCH-7079, IHCH-7086, IHCH-7113, ITI-1549)
  • Tolazoline
  • Tricyclics (e.g., AMDA, AMDH, benzoctamine, dizocilpine, SpAMDA)
  • ZC-B
Related compounds
  • 2-Furylethylamine
  • 2-Pyrrolylethylamine
  • 3-Pyrrolylethylamine
  • 3-Pyrrolylpropylamine
  • 2-Tetrahydrofurylethylamine
  • 4-Benzylpiperidine
  • 7-AB
  • Alkylamines (e.g., 1,3-DMBATooltip 1,3-dimethylbutylamine, 1,4-DMAATooltip 1,4-dimethylamylamine, heptaminol, iproheptine, isometheptene, methylhexanamine/1,3-DMAA, octodrine, oenethyl, tuaminoheptane)
  • Benzylamines (e.g., benzylamine, α-methylbenzylamine, MDM1EA, ALPHA, M-ALPHA, pargyline)
  • Benzylpiperazines (e.g., benzylpiperazine, MDBZP, fipexide)
  • Cyclohexylaminopropanes (e.g., propylhexedrine, norpropylhexedrine)
  • Cyclopentylaminopropanes (e.g., isocyclamine, cyclopentamine)
  • Phenoxyethylamines (e.g., 3,4,5-trimethoxyphenoxyethylamine, CT-4719, ORG-37684)
  • Phenylalkenylamines (e.g., phenylbutenamine)
  • Phenylalkynylamines (e.g., phenylbutynamine)
  • Phenylpiperazines (e.g., 1-phenylpiperazine, mCPPTooltip meta-chlorophenylpiperazine, TFMPPTooltip trifluoromethylphenylpiperazine, oMPPTooltip ortho-methylphenylpiperazine, pFPPTooltip para-fluorophenylpiperazine, pMeOPPTooltip para-methoxyphenylpiperazine)
  • Phenylpropylamines (e.g., phenylpropylamine, homo-MDA, homo-MDMA)
  • Thienylaminopropanes (thiopropamines) (e.g., thiopropamine, methiopropamine, thiothinone)
  • Phenylbutylamines (e.g., 4-Phenylbutylamine, 4-Phenylpentan-1-amine)
  • See also: Tryptamines
  • Ergolines and lysergamides
  • Stimulants
  • Entactogens
  • Psychedelics
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