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PRL-8-53
Sign in to savePRL-8-53 is a nootropic substituted phenethylamine that has been shown to act as a hypermnesic drug in humans; it was first synthesized by medical chemistry professor Nikolaus Hansl at Creighton University in the 1970s as part of his work on amino ethyl meta benzoic acid esters.
Chemical data
- Formula
- C18H22ClNO2
- Molecular weight
- 319.8 g/mol
- IUPAC name
- methyl 3-[2-[benzyl(methyl)amino]ethyl]benzoate;hydrochloride
- SMILES
- CN(CCC1=CC(=CC=C1)C(=O)OC)CC2=CC=CC=C2.Cl
- InChIKey
- HLBBSWSJLPLPRU-UHFFFAOYSA-N
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 319.133907
Show 3 more facts
- chemical formula
- C₁₈H₂₂ClNO₂
- canonical SMILES
- CN(CCC1=CC=CC(=C1)C(=O)OC)CC2=CC=CC=C2.Cl
- subject has role
- nootropic
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
8 sectionsContents
- Mechanism of action
- Toxicity
- Reasons for discontinuation
- Hansl v. Creighton University
- Patent
- Synonyms
- See also
- References
PRL-8-53 is a nootropic substituted phenethylamine that has been shown to act as a hypermnesic drug in humans; it was first synthesized by medical chemistry professor Nikolaus Hansl at Creighton University in the 1970s as part of his work on amino ethyl meta benzoic acid esters.
==Mechanism of action== The exact mechanism of action of PRL-8-53 remains unknown. Doses up to 200 mg/kg are not observed to have stimulant properties, and a dosage of 20 mg/kg does not potentiate the effects of dextroamphetamine in rats. It displays possible cholinergic properties, and potentiates dopamine while partially inhibiting serotonin. PRL-8-53 reverses the catatonic and ptotic effects of reserpine.
Excerpted from Wikipedia’s “PRL-8-53” article, available under the CC BY-SA 4.0 licence.