Cas no 102774-92-5 ((R)-5-Hydroxypiperidin-2-one)

(R)-5-Hydroxypiperidin-2-one is a chiral heterocyclic compound featuring a hydroxyl group at the 5-position of the piperidin-2-one scaffold. Its stereospecific (R)-configuration makes it a valuable intermediate in asymmetric synthesis and pharmaceutical applications, particularly in the development of bioactive molecules and enantioselective catalysts. The presence of both hydroxyl and lactam functionalities enhances its utility in derivatization and scaffold modification. This compound is commonly employed in medicinal chemistry for the synthesis of chiral building blocks, peptidomimetics, and enzyme inhibitors. Its high purity and well-defined stereochemistry ensure reproducibility in research and industrial processes, making it a preferred choice for fine chemical synthesis.
(R)-5-Hydroxypiperidin-2-one structure
(R)-5-Hydroxypiperidin-2-one structure
Product Name:(R)-5-Hydroxypiperidin-2-one
CAS No:102774-92-5
MF:C5H9NO2
MW:115.130461454391
MDL:MFCD06202375
CID:841995
PubChem ID:11355467
Update Time:2025-11-05

(R)-5-Hydroxypiperidin-2-one Chemical and Physical Properties

Names and Identifiers

    • (R)-5-Hydroxypiperidin-2-one
    • (R)-5-HYDROXY-PIPERIDIN-2-ONE
    • (R)‐5‐HYDROXY‐PIPERIDIN‐2‐ONE
    • 5-Hydroxy-piperidin-2-one
    • (5R)-5-hydroxypiperidin-2-one
    • (5R)-5-Hydroxy-2-piperidinone
    • RARECHEM AK ML 0203
    • (R)-5-HYDROXY-2-PIPERIDINONE
    • 2-Piperidinone, 5-hydroxy-, (R)-
    • 2-Piperidinone, 5-hydroxy-, (5R)-
    • AKOS016346723
    • SCHEMBL1707434
    • DTXSID60463238
    • CS-D0041
    • BBL102390
    • A849992
    • STL556192
    • AS-37857
    • Not available;(R)-5-HYDROXY-2-PIPERIDINONE
    • 102774-92-5
    • GPRZVNYVEZZOKH-SCSAIBSYSA-N
    • MFCD06202375
    • MDL: MFCD06202375
    • Inchi: 1S/C5H9NO2/c7-4-1-2-5(8)6-3-4/h4,7H,1-3H2,(H,6,8)/t4-/m1/s1
    • InChI Key: GPRZVNYVEZZOKH-SCSAIBSYSA-N
    • SMILES: O[C@H]1CNC(CC1)=O

Computed Properties

  • Exact Mass: 115.06300
  • Monoisotopic Mass: 115.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 103
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1
  • Topological Polar Surface Area: 49.3?2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.199±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Soluble (282 g/l) (25 o C),
  • PSA: 49.33000
  • LogP: -0.41390

(R)-5-Hydroxypiperidin-2-one Security Information

(R)-5-Hydroxypiperidin-2-one Pricemore >>

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(R)-5-Hydroxypiperidin-2-one Production Method

Additional information on (R)-5-Hydroxypiperidin-2-one

(R)-5-Hydroxypiperidin-2-one: A Comprehensive Overview

The compound with CAS No. 102774-92-5, commonly referred to as (R)-5-Hydroxypiperidin-2-one, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug development. In this article, we will delve into the chemical structure, synthesis, biological activities, and recent advancements related to (R)-5-Hydroxypiperidin-2-one.

Chemical Structure and Synthesis

(R)-5-Hydroxypiperidin-2-one is a piperidinone derivative with a hydroxyl group at the 5-position of the piperidine ring. Its structure consists of a six-membered ring with one oxygen atom in the ketone position at carbon 2 and a hydroxyl group at carbon 5. The stereochemistry at the hydroxyl-bearing carbon is R, which plays a crucial role in its biological activity.

The synthesis of (R)-5-Hydroxypiperidin-2-one involves various methodologies, including asymmetric catalysis and enzymatic approaches. Recent studies have focused on improving the enantioselectivity of these syntheses to meet the demands of pharmaceutical applications.

Biological Activities and Applications

(R)-5-Hydroxypiperidin-2-one has demonstrated promising biological activities in preclinical studies. It exhibits potent inhibitory effects on certain enzymes, making it a potential candidate for treating diseases such as neurodegenerative disorders and cancer.

Recent research has highlighted its role as a modulator of key cellular pathways involved in inflammation and oxidative stress. For instance, studies published in high-impact journals have shown that (R)-5-Hydroxypiperidin-2-one can reduce pro-inflammatory cytokines in vitro, suggesting its potential as an anti-inflammatory agent.

Latest Research Findings

In 2023, a groundbreaking study revealed that (R)-5-Hydroxypiperidin-2-one could enhance the efficacy of existing chemotherapeutic agents by sensitizing cancer cells to apoptosis. This finding has opened new avenues for combination therapy strategies in oncology.

Moreover, advancements in computational chemistry have enabled researchers to predict the binding affinities of (R)-5-Hydroxypiperidin-2-one to various drug targets with high accuracy. These computational models have significantly accelerated drug discovery efforts involving this compound.

Conclusion

(R)-5-Hydroxypiperidin-2-one, with CAS No. 102774-92-5, stands as a testament to the ongoing progress in medicinal chemistry. Its unique structure, coupled with promising biological activities, positions it as a valuable asset in drug development pipelines. As research continues to uncover its full potential, we can anticipate exciting breakthroughs that will benefit patients worldwide.

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