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adafenoxate

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EntityQ4678359· pop 10· linked from 563 articles

adafenoxate

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Adafenoxate 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

Wikidata facts

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
Sources (3)

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Encyclopedic overview

2 sections
Contents
  • 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.

Gallery (2)

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