186452-09-5

Basic information

• Product Name: (S)-3-(Pyridine-3-yl)propyl-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate
• Synonyms: (S)-3-(Pyridine-3-yl)propyl-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate;1-(3,3-Dimethyl-1,2-dioxopentyl)-L-proline 3-(3-pyridinyl)propyl Ester
• CAS NO: 186452-09-5
• Molecular Formula: C20H28N2O4
• Molecular Weight: 360.45
• Mol File: 186452-09-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 501.5 °C at 760 mmHg
• Flash Point: 257.1 °C
• Appearance: /
• Density: 1.143 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 5.37±0.10(Predicted)
• CAS DataBase Reference: (S)-3-(Pyridine-3-yl)propyl-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-(Pyridine-3-yl)propyl-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate(186452-09-5)
• EPA Substance Registry System: (S)-3-(Pyridine-3-yl)propyl-1-(3,3-dimethyl-2-oxo-pentanoyl)pyrrolidine-2-carboxylate(186452-09-5)

Safety Data

• Hazardous Substances Data: 186452-09-5(Hazardous Substances Data)

Usage

Uses

GPI 1046 shows some effect on neuron survival and regeneration in studies.

Upstream product

• 1233885-04-5 C₁₄H₂₃NO₄ 
• 2859-67-8 3-(3-pyridyl)propan-1-ol 
• 186268-78-0 (2S)-1-(1,2-dioxo-3 3-dimethylpentyl)-2-pyrrolidinecarboxylic acid 

Relevant articles and documents

Evaluation of synthetic FK506 analogues as ligands for the FK506-binding proteins 51 and 52

The FK506-binding proteins (FKBP) 51 and 52 are cochaperones that modulate the signal transduction of steroid hormone receptors. Both proteins have been implicated in prostate cancer. Furthermore, single nucleotide polymorphisms in the gene encoding FKBP51 have been associated with a variety of psychiatric disorders. Rapamycin and FK506 are two macrocyclic natural products that bind to these proteins indiscriminately but with nanomolar affinity. We here report the cocrystal structure of FKBP51 with a simplified α-ketoamide analogue derived from FK506 and the first structure-activity relationship analysis for FKBP51 and FKBP52 based on this compound. In particular, the tert-pentyl group of this ligand was systematically replaced by a cyclohexyl ring system, which more closely resembles the pyranose ring in the high-affinity ligands rapamycin and FK506. The interaction with FKBPs was found to be surprisingly tolerant to the stereochemistry of the attached cyclohexyl substituents. The molecular basis for this tolerance was elucidated by X-ray cocrystallography.

Rotamase enzyme activity inhibitors

This invention relates to methods of using neurotrophic compounds having an affinity for FKBP-type immunophilins to stimulate or promote neuronal growth or regeneration and to prevent neuronal degeneration.

Pyrrolidine derivatives for vision and memory disorders

This invention relates to pharmaceutical compositions and methods for treating a vision disorder, improving vision, treating memory impairment, or enhancing memory performance using pyrrolidine derivatives.