2-Amino-1,2-dihydronaphthalene

2-Amino-1,2-dihydronapthalene (2-ADN), also known as 2-aminodilin (2-AD), is a stimulant drug.[1] It is a rigid analogue of phenylisobutylamine and substitutes for amphetamine in rat discrimination tests, although at approximately one fourth the potency.[1] It is closely related to 2-aminotetralin (2-amino-1,2,3,4-tetrahydronaphthalene), which also substitutes for amphetamine, and is about two times as potent in comparison.[1]

2-Amino-1,2-dihydronaphthalene
Clinical data
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 1,2-dihydronaphthalen-2-amine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H11N
Molar mass145.205 g·mol−1
3D model (JSmol)
  • c2ccc1c(\C=C/C(N)C1)c2
  • InChI=1S/C10H11N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-6,10H,7,11H2 checkY
  • Key:SHLZSYAMFQNEOF-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

See also

References
  1. Hathaway BA, Nichols DE, Nichols MB, Yim GK (May 1982). "A new, potent, conformationally restricted analogue of amphetamine: 2-amino-1,2-dihydronaphthalene". Journal of Medicinal Chemistry. 25 (5): 535–8. doi:10.1021/jm00347a011. PMID 6123601.
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