Structure via PubChem · Public domain (PubChem)
adafenoxate
Sign in to saveAdafenoxate is a compound related to centrophenoxine, that has been found to act as a nootropic in rats.
Chemical data
- Formula
- C20H26ClNO3
- Molecular weight
- 363.9 g/mol
- IUPAC name
- 2-(1-adamantylamino)ethyl 2-(4-chlorophenoxy)acetate
- SMILES
- C1C2CC3CC1CC(C2)(C3)NCCOC(=O)COC4=CC=C(C=C4)Cl
- InChIKey
- PLSMXIQMWYSHIV-UHFFFAOYSA-N
- XLogP
- 4.7
- Polar surface area
- 47.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
16 papers- Adafenoxate abolishes the amnesia induced by neonatal 6-hydroxydopamine treatment in rats.Methods and findings in experimental and clinical pharmacology · 1993
- Changes in brain biogenic monoamines induced by the nootropic drugs adafenoxate and meclofenoxate and by citicholine (experiments on rats).General pharmacology · 1990
- Comparative studies on the effects of the nootropic drug adafenoxate and of the cerebral vasodilator flunarizine on arterial smooth muscles.Acta physiologica et pharmacologica Bulgarica · 1988
- Effect of adafenoxate on different rat brain structures monoamine oxidase activity in vitro.Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology · 1989
- Comparative studies on the effects of the nootropic drugs adafenoxate, meclofenoxate and piracetam, and of citicholine on scopolamine-impaired memory, exploratory behavior and physical capabilities (experiments on rats and mice).Acta physiologica et pharmacologica Bulgarica · 1988
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 363.16
Show 4 more facts
- chemical formula
- C₂₀H₂₆ClNO₃
- canonical SMILES
- C1C2CC3CC1CC(C2)(C3)NCCOC(=O)COC4=CC=C(C=C4)Cl
- subject has role
- nootropic
- Commons category
- Adafenoxate
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Adafenoxate is a compound related to centrophenoxine, that has been found to act as a nootropic in rats.
==Synthesis== Adafenoxate can be prepared starting with 4-chlorophenoxyacetic acid (pCPA) by converting it to its acid chloride to give 4-chlorophenoxyacetyl chloride (1). Esterification with 2-(1-adamantylamino)ethanol (2) gives adafenoxate (3).
Excerpted from Wikipedia’s “adafenoxate” article, available under the CC BY-SA 4.0 licence.