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162203-65-8

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162203-65-8 Structure

162203-65-8 Structure
IdentificationBack Directory
[Name]

(2S)-N-benzyl-2-[(2S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl]pyrrolidine-1-carboxamide
[CAS]

162203-65-8
[Synonyms]

JTP 4819
(S)-N-Benzyl-2-((S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carboxamide
(2S)-N-benzyl-2-[(2S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl]pyrrolidine-1-carboxamide
1-Pyrrolidinecarboxamide, 2-[[(2S)-2-(hydroxyacetyl)-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-, (2S)-
[Molecular Formula]

C19H25N3O4
[MOL File]

162203-65-8.mol
[Molecular Weight]

359.42
Chemical PropertiesBack Directory
[Boiling point ]

673.5±55.0 °C(Predicted)
[density ]

1.300±0.06 g/cm3(Predicted)
[pka]

12.91±0.10(Predicted)
Hazard InformationBack Directory
[Uses]

JTP-4819 is a potent and specific inhibitor of prolyl endopeptidase (PREP) with IC50s of 0.83 nM (in rat brain supernatant) and 5.43 nM (in Flavobacterium meningosepticum). JTP-4819 has blood-brain penetration, also improves the retention time of amnesia rats induced by Scopolamine (HY-N2096)[1][2].
[in vivo]

JTP-4819 (1 and 3 mg/kg 1 hr before acquisition or at 3 and 10 mg/kg 1 hr before; p.o.) significantly prolonged the retention time in the one-trial passive avoidance test in rats with Scopolamine (HY-N2096)-induced amnesia[1].
JTP-4819 (1 mg/kg and 3 mg/kg; p.o.; single dose) causes a significant increase in ACh release in the frontal cortex and hippocampus of young rats, as well as in both brain regions of aged rats at higher dose[1].
JTP-4819 combinded with substance P, arginine-vasopressin or thyrotropin-releasing hormone, improves the retention time of rats with scopolamine-induced amnesia[1].

Brain pharmacokinetics in rats[2]

AUC0-300 min (μg·min)Cmax (μM)Brain/blood ratiot1/2β (min)
Unblound concentrations
Blood194716.784
Cortex2061.780.1377
Hippocampus1281.050.09105
Striatum1781.260.10128
Total tissue concentrations
Plasma423078.6130
Brain1451.470.034120
[References]

[1] Toide K, et al. JTP-4819: a novel prolyl endopeptidase inhibitor with potential as a cognitive enhancer. J Pharmacol Exp Ther. 1995 Sep;274(3):1370-8. PMID:7562510
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