Jump to content

2-Amino-1,2-dihydronaphthalene

From Wikipedia, the free encyclopedia
2-Amino-1,2-dihydronaphthalene
Clinical data
Other names2-ADN; ADN
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)

2-Amino-1,2-dihydronapthalene (2-ADN or ADN) is a stimulant drug.[1][2] It is a rigid analogue of phenylisobutylamine and substitutes for amphetamine in rat drug discrimination tests, although at approximately one-fourth the potency.[1][2]

The drug is closely related to 2-aminotetralin (2-AT; 2-amino-1,2,3,4-tetrahydronaphthalene), which also substitutes for amphetamine, and is about twice as potent as 2-AT in substituting for amphetamine.[1][2] Other homologous and rigid analogues of amphetamine besides 2-ADN and 2-AT include 2-aminoindane (2-AI), 1-naphthylaminopropane (1-NAP), 2-naphthylaminopropane (2-NAP), 1-phenylpiperazine (1-PP), 6-ABTooltip 6-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene, and 7-ABTooltip 7-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene.[3][2]

See also

[edit]

References

[edit]
  1. ^ a b c 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): 535–538. doi:10.1021/jm00347a011. PMID 6123601.
  2. ^ a b c d Oberlender R, Nichols DE (March 1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties". Pharmacology, Biochemistry, and Behavior. 38 (3): 581–586. doi:10.1016/0091-3057(91)90017-V. PMID 2068194. S2CID 19069907.
  3. ^ Glennon RA, Young R, Hauck AE, McKenney JD (December 1984). "Structure-activity studies on amphetamine analogs using drug discrimination methodology". Pharmacol Biochem Behav. 21 (6): 895–901. doi:10.1016/s0091-3057(84)80071-4. PMID 6522418.
pFad - Phonifier reborn

Pfad - The Proxy pFad of © 2024 Garber Painting. All rights reserved.

Note: This service is not intended for secure transactions such as banking, social media, email, or purchasing. Use at your own risk. We assume no liability whatsoever for broken pages.


Alternative Proxies:

Alternative Proxy

pFad Proxy

pFad v3 Proxy

pFad v4 Proxy