5-APDI

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Indanylaminopropane
Indanylaminopropane.svg
Systematic (IUPAC) name
(±)-1-(2,3-dihydro-1H-inden-5-yl)propan-2-amine
Clinical data
Legal status Uncontrolled (but may be covered under the Federal Analog Act in the United States and under similar bills in other countries)
Routes Oral
Identifiers
CAS number 152624-02-7 YesY
ATC code None
PubChem CID 192600
ChemSpider 167142 YesY
ChEMBL CHEMBL6842 YesY
Synonyms 1-(5-indanyl)-2-aminopropane
Chemical data
Formula C12H17N 
Mol. mass 175.27 g/mol
 YesY (what is this?)  (verify)

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 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]

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References[edit]

  1. ^ a b Casale JF, McKibben TD, Bozenko JS, Hays PA (2005). "Characterization of the "Indanylamphetamines"". Microgram Journal 3 (1–2): 3–10. 
  2. ^ 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. 
  3. ^ 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. 

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