Cas no 1257854-97-9 ((R)-2-(Morpholin-2-yl)acetic acid)

(R)-2-(Morpholin-2-yl)acetic acid structure
1257854-97-9 structure
Product Name:(R)-2-(Morpholin-2-yl)acetic acid
CAS No:1257854-97-9
MF:C6H11NO3
MW:145.156441926956
MDL:MFCD16660207
CID:821543
PubChem ID:1514133
Update Time:2025-11-02

(R)-2-(Morpholin-2-yl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-(Morpholin-2-yl)acetic acid
    • (R)-2-Morpholineacetic acid
    • (R)-2-Morpholineacetic acid HCl
    • 2-[(2R)-morpholin-2-yl]acetic acid
    • 2-Morpholineacetic acid, (2R)-
    • 1257854-97-9
    • AKOS016002252
    • DB-023174
    • (R)-2-(Morpholin-2-yl)aceticacid
    • CS-0094359
    • (2R)-MORPHOLIN-2-YLACETIC ACID
    • DTXSID00363788
    • AS-60240
    • MDL: MFCD16660207
    • Inchi: 1S/C6H11NO3/c8-6(9)3-5-4-7-1-2-10-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1
    • InChI Key: TWCXRVFSIAWFMA-RXMQYKEDSA-N
    • SMILES: O1CCNC[C@H]1CC(=O)O

Computed Properties

  • Exact Mass: 145.07389321g/mol
  • Monoisotopic Mass: 145.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 126
  • 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: -3.3
  • Topological Polar Surface Area: 58.6?2

Experimental Properties

  • Density: 1.154
  • Boiling Point: 315 oC
  • Flash Point: 144 oC

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Additional information on (R)-2-(Morpholin-2-yl)acetic acid

Introduction to (R)-2-(Morpholin-2-yl)acetic Acid (CAS No. 1257854-97-9)

(R)-2-(Morpholin-2-yl)acetic acid, identified by its Chemical Abstracts Service (CAS) number 1257854-97-9, is a significant compound in the realm of pharmaceutical chemistry and biochemistry. This chiral compound, belonging to the class of morpholine derivatives, has garnered considerable attention due to its versatile applications in drug development and molecular research.

The< strong>structure of (R)-2-(Morpholin-2-yl)acetic acid features a central morpholine ring linked to an acetic acid moiety, with the (R) configuration indicating a specific spatial arrangement of atoms. This stereochemistry is crucial for its biological activity, making it a valuable intermediate in the synthesis of enantiomerically pure pharmaceuticals. The morpholine group, known for its ability to enhance solubility and bioavailability, further contributes to the compound's pharmacological potential.

In recent years, the< strong>pharmaceutical industry has seen a surge in the demand for chiral compounds like (R)-2-(Morpholin-2-yl)acetic acid. This demand is driven by the increasing understanding of enantioselective pharmacology, where the biological activity of a drug can vary significantly depending on its stereochemical configuration. The compound's role as a building block in the synthesis of active pharmaceutical ingredients (APIs) has made it indispensable in modern drug discovery.

One of the most compelling applications of (R)-2-(Morpholin-2-yl)acetic acid is in the development of< strong>central nervous system (CNS) drugs. The morpholine moiety's ability to cross the blood-brain barrier has opened new avenues for treating neurological disorders. Recent studies have highlighted its potential in the synthesis of novel antipsychotics and antidepressants, where its chiral properties play a pivotal role in determining efficacy and minimizing side effects.

The< strong>biological activity of (R)-2-(Morpholin-2-yl)acetic acid has also been explored in the context of anti-inflammatory and analgesic agents. Research indicates that derivatives of this compound exhibit significant inhibitory effects on key inflammatory enzymes such as COX-2 and LOX. These findings have prompted further investigation into its potential as a lead compound for developing next-generation anti-inflammatory drugs.

In addition to its pharmaceutical applications, (R)-2-(Morpholin-2-yl)acetic acid has found utility in< strong>chemical research. Its unique structural features make it a valuable tool for studying enzyme mechanisms and developing novel catalysts. The compound's ability to act as a ligand in transition metal catalysis has been particularly noteworthy, with several recent publications demonstrating its effectiveness in facilitating various organic transformations.

The< strong>synthesis of (R)-2-(Morpholin-2-yl)acetic acid presents both challenges and opportunities for synthetic chemists. Traditional methods often involve multi-step processes that require careful optimization to achieve high enantiomeric purity. However, advancements in asymmetric synthesis have made it possible to produce this compound with greater efficiency and scalability. These advancements are crucial for meeting the growing demand from the pharmaceutical industry.

The< strong>regulatory landscape surrounding (R)-2-(Morpholin-2-yl)acetic acid is another important consideration. As a key intermediate in drug development, it falls under stringent regulatory scrutiny to ensure safety and efficacy. Compliance with Good Manufacturing Practices (GMP) and other regulatory guidelines is essential for manufacturers handling this compound. This regulatory framework not only ensures the quality of the final product but also fosters innovation by providing a clear pathway for new drug approvals.

In conclusion, (R)-2-(Morpholin-2-yl)acetic acid (CAS No. 1257854-97-9) is a multifaceted compound with significant implications in pharmaceutical chemistry and biochemistry. Its unique structural features and biological activity make it a valuable asset in drug development, particularly in the treatment of CNS disorders and inflammation. As research continues to uncover new applications and synthetic methodologies, this compound is poised to remain at the forefront of medicinal chemistry innovation.

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