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Structure via PubChem · Public domain (PubChem)
GYKI 52895
Sign in to saveAlso known as 4-(8,9-Dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine
GYKI-52895 is a drug which is a 2,3-benzodiazepine derivative that also shares the 3,4-methylenedioxyamphetamine pharmacophore. Unlike other similar drugs, GYKI 52895 is a selective dopamine reuptake inhibitor (DRI), which appears to have an atypical mode of action compared to other DRIs. Its DRI activity is shared by numerous addictive drugs including amphetamine and its derivatives (e.g. dextromethamphetamine), cocaine, and methylphenidate and its derivatives (e.g. ethylphenidate). However, dopaminergic drugs are also prone to producing emetic effects such as in the case of apomorphine.
In the Vinony graph
Within Vinony's link graph, GYKI 52895 is referenced by 1,829 other articles, and connects out to (RS)-4-hydroxyamphetamine, 2C-G and phenylethylpyrrolidine.
It is catalogued under topics including 4-Aminophenyl compounds, Abandoned drugs and Benzodiazepines.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C17H17N3O2
- Molecular weight
- 295.34 g/mol
- IUPAC name
- 4-(8-methyl-8,9-dihydro-7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline
- SMILES
- CC1CC2=CC3=C(C=C2C(=NN1)C4=CC=C(C=C4)N)OCO3
- InChIKey
- AQTITSBNGSVQNZ-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 68.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 295.132
Show 3 more facts
- chemical formula
- C₁₇H₁₇N₃O₂
- canonical SMILES
- CC1CC2=CC3=C(C=C2C(=NN1)C4=CC=C(C=C4)N)OCO3
- Commons category
- GYKI 52895
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{Drugbox | Watchedfields = changed | verifiedrevid = 449582997 | IUPAC_name = 4-{13-methyl-4,6-dioxa-11,12-diazatricyclo[7.5.0.03,7]tetradeca-1,3(7),8,10-tetraen-10-yl}aniline | image = GYKI-52895.svg | image_class = skin-invert-image | width = 200px | image2 = GYKI-52895-3d.png | image_class2 = bg-transparent | width2 = 200px
| tradename = | legal_status =
Excerpted from Wikipedia’s “GYKI 52895” article, available under the CC BY-SA 4.0 licence.