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162203-65-8 | 1-Pyrrolidinecarboxamide, 2-[[(2S)-2-(hydroxyacetyl)-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-, (2S)-
CAS No: 162203-65-8 Catalog No: AG001SVL MDL No:
Product Description
Catalog Number:
AG001SVL
Chemical Name:
1-Pyrrolidinecarboxamide, 2-[[(2S)-2-(hydroxyacetyl)-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-, (2S)-
CAS Number:
162203-65-8
Molecular Formula:
C19H25N3O4
Molecular Weight:
359.4195
IUPAC Name:
(2S)-N-benzyl-2-[(2S)-2-(2-hydroxyacetyl)pyrrolidine-1-carbonyl]pyrrolidine-1-carboxamide
InChI:
InChI=1S/C19H25N3O4/c23-13-17(24)15-8-4-10-21(15)18(25)16-9-5-11-22(16)19(26)20-12-14-6-2-1-3-7-14/h1-3,6-7,15-16,23H,4-5,8-13H2,(H,20,26)/t15-,16-/m0/s1
InChI Key:
ICULFJDHZQTNRB-HOTGVXAUSA-N
SMILES:
OCC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)NCc1ccccc1
UNII:
ASG803L8RD
Properties
Complexity:
533
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
2
Defined Bond Stereocenter Count:
0
Exact Mass:
359.185g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
359.426g/mol
Monoisotopic Mass:
359.185g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
90A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7
Literature
| Title | Journal |
|---|---|
| The effect of prolyl oligopeptidase inhibition on extracellular acetylcholine and dopamine levels in the rat striatum. | Neurochemistry international 20120201 |
| Brain pharmacokinetics of two prolyl oligopeptidase inhibitors, JTP-4819 and KYP-2047, in the rat. | Basic & clinical pharmacology & toxicology 20111201 |
| Prolyl endopeptidase is involved in cellular signalling in human neuroblastoma SH-SY5Y cells. | Neuro-Signals 20110101 |
| Inhibitors of prolyl oligopeptidases for the therapy of human diseases: defining diseases and inhibitors. | Journal of medicinal chemistry 20100513 |
| Beneficial effect of prolyl oligopeptidase inhibition on spatial memory in young but not in old scopolamine-treated rats. | Basic & clinical pharmacology & toxicology 20070201 |
| A prolyl oligopeptidase inhibitor, Z-Pro-Prolinal, inhibits glyceraldehyde-3-phosphate dehydrogenase translocation and production of reactive oxygen species in CV1-P cells exposed to 6-hydroxydopamine. | Toxicology in vitro : an international journal published in association with BIBRA 20061201 |
| Synthesis and characterization of the novel fluorescent prolyl oligopeptidase inhibitor 4-fluoresceinthiocarbamoyl-6-aminocaproyl-L-prolyl-2(S)-(hydroxyacetyl)pyrrolidine. | Journal of medicinal chemistry 20051117 |
| Dicarboxylic acid azacycle l-prolyl-pyrrolidine amides as prolyl oligopeptidase inhibitors and three-dimensional quantitative structure-activity relationship of the enzyme-inhibitor interactions. | Journal of medicinal chemistry 20050728 |
| A cyclopent-2-enecarbonyl group mimics proline at the P2 position of prolyl oligopeptidase inhibitors. | Journal of medicinal chemistry 20041104 |
| Substrate-dependent, non-hyperbolic kinetics of pig brain prolyl oligopeptidase and its tight binding inhibition by JTP-4819. | Biochemical pharmacology 20020801 |
| New prolyl endopeptidase inhibitors: in vitro and in vivo activities of azabicyclo[2.2.2]octane, azabicyclo[2.2.1]heptane, and perhydroindole derivatives. | Journal of medicinal chemistry 19960607 |
| JTP-4819: a novel prolyl endopeptidase inhibitor with potential as a cognitive enhancer. | The Journal of pharmacology and experimental therapeutics 19950901 |
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