5-(2-Aminopropyl)-2,3-dihydro-1H -indene (5-APDI ), also known as indanylaminopropane (IAP ), IAP (psychedelic), 2-API(2-aminopropylindane), indanametamine, and, incorrectly, as indanylamphetamine ,[ 1] is an entactogen and psychedelic drug of the amphetamine family.[ 2] [ 3] It has been sold by online vendors through the Internet and has been encountered as a designer drug since 2003,[ 1] but its popularity and availability has diminished in recent years.
5-APDI acts as a potent and weakly selective serotonin releasing agent (SSRA) with IC50 values of 82 nM, 1,848 nM, and 849 nM for inhibiting the reuptake of serotonin , dopamine , and norepinephrine , respectively.[ 2] [ 3] It fully substitutes for MBDB but not amphetamine in trained animals, though it does produce disruption for the latter at high doses.[ 2]
5-ADPI has been classified as a class B drug under the Misuse of Drugs Act 1971 since 10 June 2014.
See also
References
^ a b Casale JF, McKibben TD, Bozenko JS, Hays PA (2005). "Characterization of the "Indanylamphetamines" " . Microgram Journal 3 (1–2): 3–10.
^ a b c Monte AP, Marona-Lewicka D, Cozzi NV, Nichols DE (November 1993). "Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine". Journal of Medicinal Chemistry 36 (23): 3700–6. doi :10.1021/jm00075a027 . PMID 8246240 .
^ a b Parker MA, Marona-Lewicka D, Kurrasch D, Shulgin AT, Nichols DE (March 1998). "Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA)". Journal of Medicinal Chemistry 41 (6): 1001–5. doi :10.1021/jm9705925 . PMID 9526575 .
External links
Psychedelics
5-HT2A R agonists
1-Me-5-MeO-DiPT
2,N,N-TMT
4,5-DHP-α-MT
4,5-DHP-DMT
4-AcO-DALT
4-AcO-DET
4-AcO-DiPT
4-AcO-DMT
4-AcO-DPT
4-AcO-MiPT
4-HO-5-MeO-DMT
4-HO-DBT
4-HO-DPT
4-HO-MET
4-HO-MPMI
4-HO-MPT
4,N,N-TMT
4-Propionyloxy-DMT
5,6-diBr-DMT
5-AcO-DMT
5-Bromo-DMT
5-Me-MIPT
5-MeO-2,N ,N -TMT
5-MeO-4,N ,N -TMT
5-MeO-α,N,N-TMT
5-MeO-α-ET
5-MeO-α-MT
5-MeO-DALT
5-MeO-DET
5-MeO-DiPT
5-MeO-DMT
5-MeO-DPT
5-MeO-EiPT
5-MeO-MALT
5-MeO-MET
5-MeO-MiPT
5-MeO-MPMI
5-N ,N -TMT
7,N,N-TMT
α-ET
α-MT
α,N,N-TMT
Aeruginascin
Baeocystin
Bufotenin
DALT
DBT
DCPT
DET
DIPT
DMT
DPT
EiPT
Ethocin
Ethocybin
Ibogaine
Iprocin
MET
Miprocin
MiPT
Norbaeocystin
Noribogaine
PiPT
Psilocin
Psilocybin
Voacangine
Others
Dissociatives
NMDAR antagonists
Deliriants
mAChR antagonists
Miscellaneous
Adamantanes
Adenosine antagonists
Alkylamines
Ampakines
Arylcyclohexylamines
Benzazepines
Cholinergics
Convulsants
Eugeroics
Oxazolines
Phenethylamines
1-(4-Methylphenyl)-2-aminobutane
1-Phenyl-2-(piperidin-1-yl)pentan-3-one
1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
2-FA
2-FMA
2-OH-PEA
2-Phenyl-3-aminobutane
2-Phenyl-3-methylaminobutane
2,3-MDA
3-FA
3-Fluoroethamphetamine
3-Fluoromethcathinone
3-Methoxyamphetamine
3-Methylamphetamine
3,4-DMMC
4-BMC
4-CMC
4-Ethylamphetamine
4-FA
4-FMA
4-MA
4-Methylbuphedrone
4-Methylcathinone
4-MMA
4-Methylpentedrone
4-MTA
6-FNE
AL-1095
Alfetamine
a-Ethylphenethylamine
Amfecloral
Amfepentorex
Amfepramone
Amidephrine
2-Amino-1,2-dihydronaphthalene
2-Aminoindane
5-(2-Aminopropyl)indole
2-Aminotetralin
Acridorex
Amphetamine (Dextroamphetamine , Levoamphetamine )
Amphetaminil
Arbutamine
β-Methylphenethylamine
β-Phenylmethamphetamine
Benfluorex
Benzedrone
Benzphetamine
BDB
BOH
3-Benzhydrylmorpholine
BPAP
Buphedrone
Bupropion
Butylone
Camfetamine
Cathine
Cathinone
Chlorphentermine
Cilobamine
Cinnamedrine
Clenbuterol
Clobenzorex
Cloforex
Clortermine
Cypenamine
D -Deprenyl
Denopamine
Dimethoxyamphetamine
Dimethylamphetamine
Dimethylcathinone
Dobutamine
DOPA (Dextrodopa , Levodopa )
Dopamine
Dopexamine
Droxidopa
EBDB
Ephedrine
Epinephrine
Epinine
Etafedrine
Ethcathinone
Ethylnorepinephrine
Ethylone
Etilamfetamine
Etilefrine
Famprofazone
Fencamfamine
Fencamine
Fenethylline
Fenfluramine (Dexfenfluramine , Levofenfluramine )
Fenproporex
Feprosidnine
Flephedrone
Fludorex
Formetorex
Furfenorex
Gepefrine
Hexapradol
HMMA
Hordenine
4-Hydroxyamphetamine
5-Iodo-2-aminoindane
Ibopamine
IMP
Indanylamphetamine
Iofetamine
Isoetarine
Isoethcathinone
Isoprenaline
L -Deprenyl (Selegiline)
Lefetamine
Lisdexamfetamine
Lophophine
MBDB
MDA
MDBU
MDEA
MDMA
MDMPEA
MDOH
MDPR
MDPEA
Mefenorex
Mephedrone
Mephentermine
Metanephrine
Metaraminol
Mesocarb
Methamphetamine (Dextromethamphetamine , Levomethamphetamine )
Methoxamine
Methoxyphenamine
MMA
Methcathinone
Methedrone
Methoxyphenamine
Methylenedioxycathinone
Methylone
Mexedrone
MMDA
MMDMA
MMMA
Morforex
N,alpha-Diethylphenylethylamine
N-Benzyl-1-phenethylamine
N,N-Dimethylphenethylamine
Naphthylamphetamine
Nisoxetine
Norepinephrine
Norfenefrine
Norfenfluramine
Normetanephrine
L -Norpseudoephedrine
Octopamine
Orciprenaline
Ortetamine
Oxifentorex
Oxilofrine
PBA
PCA
PCMA
PHA
Pentorex
Pentedrone
Pentylone
Phenatine
Phenpromethamine
Phentermine
Phenylalanine
Phenylephrine
Phenylpropanolamine
Pholedrine
PIA
PMA
PMEA
PMMA
PPAP
Phthalimidopropiophenone
Prenylamine
Propylamphetamine
Pseudoephedrine
Ropinirole
Salbutamol (Levosalbutamol )
Sibutramine
Synephrine
Theodrenaline
Tiflorex
Tranylcypromine
Tyramine
Tyrosine
Xylopropamine
Zylofuramine
Phenylmorpholines
Piperazines
Piperidines
Pyrrolidines
Racetams
Tropanes
Tryptamines
Others