PRL-8-53

PRL-8-53

PRL-8-53
Systematic (IUPAC) name
Methyl 3-[2-[benzyl(methyl)amino]ethyl]benzoate
Clinical data
Pregnancy
category
  • US: N (Not classified yet)
Legal status
  • Unscheduled
Routes of
administration
Oral
Identifiers
CAS Registry Number
51352-87-5 (HCl)
ATC code None
PubChem CID:
ChemSpider
Chemical data
Formula C18H21NO2
Molecular mass 283.36 g/mol

PRL-8-53 is a nootropic research chemical derived from benzoic acid and phenylmethylamine (Benzylamine) 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.[1][2]

Nootropic effects

A single study in humans was reported in 1978. The double-blind trial of PRL-8-53 in 47 healthy volunteers measured its effects on a variety of cognitive measures. 5 mg of the drug was administered orally 2–2.5 hours before the study tasks.[1] Overall improvements in recollection differed based on how many words were recalled under placebo, with the poor performers (six or less words) experiencing a 87.5-105% increase in recollection and the high performers (eight or more words) a 7.9-14% increase which failed to reach statistical significance; when controlling for subjects over the age of 30 only, a 108-152% increase was noted..[1] No side effects were reported during the trial.[1]

Mechanism of action

The exact mechanism of action of PRL-8-53 remains unknown. It does not display stimulant properties, and does not potentiate dextroamphetamine. It displays cholinergic properties, and potentiates dopamine while partially inhibiting serotonin. PRL-8-53 reverses the catatonic and ptotic effects of reserpine.[1][3]

Toxicity

PRL-8-53 is relatively non-toxic, with an oral in mice of 860 mg/kg, giving the drug a high therapeutic index. Doses above 8 mg/kg have brief hypotensive effects in the canine. High doses depress motor activity in the rat and mouse, with the ED50 for a 50% reduction in motor activity of mice at 160 mg/kg. PRL-8-53 displays spasmolytic effects.[3]

Synonyms

Methyl 3-(2-(benzylmethylamino)ethyl)benzoate hydrochloride
3-(2-benzylmethylaminoethyl) benzoic acid methyl ester hydrochloride
3-(2-(Methyl(phenylmethyl)amino)ethyl)benzoic acid methyl ester hydrochloride

See also

References

  1. ^ a b c d e
  2. ^ US Patent 3870715 A: Substituted amino ethyl meta benzoic acid esters
  3. ^ a b