Cas no 206358-12-5 (Butanamide, 2-hydroxy-,(2R)-)

Butanamide, 2-hydroxy-, (2R)-, is a chiral hydroxyamide derivative with potential applications in pharmaceutical synthesis and asymmetric catalysis. The (2R)-configuration confers stereoselectivity, making it valuable for enantioselective reactions and chiral intermediate production. Its hydroxyl and amide functional groups enhance reactivity in peptide coupling, esterification, and other transformations. The compound’s defined stereochemistry ensures high purity and consistency in research and industrial processes. Its structural features also suggest utility in designing bioactive molecules or ligands for metal-catalyzed reactions. Suitable for controlled environments, it should be handled with standard safety precautions for amide-containing compounds.
Butanamide, 2-hydroxy-,(2R)- structure
Butanamide, 2-hydroxy-,(2R)- structure
Product Name:Butanamide, 2-hydroxy-,(2R)-
CAS No:206358-12-5
MF:C4H9NO2
MW:103.119761228561
CID:241652
PubChem ID:10898665
Update Time:2025-11-06

Butanamide, 2-hydroxy-,(2R)- Chemical and Physical Properties

Names and Identifiers

    • Butanamide, 2-hydroxy-,(2R)-
    • Butanamide,2-hydroxy-, (R)-
    • (R)-2-hydroxybutanamide
    • (R)-2-hydroxybutyramide
    • UUXHICUVBOTXQS-GSVOUGTGSA-N
    • SCHEMBL2325910
    • Butanamide, 2-hydroxy-, (2R)-
    • 206358-12-5
    • AKOS006341518
    • Inchi: 1S/C4H9NO2/c1-2-3(6)4(5)7/h3,6H,2H2,1H3,(H2,5,7)/t3-/m1/s1
    • InChI Key: UUXHICUVBOTXQS-GSVOUGTGSA-N
    • SMILES: O[C@@H](C(N)=O)CC

Computed Properties

  • Exact Mass: 103.06300
  • Monoisotopic Mass: 103.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 2
  • Complexity: 72.1
  • 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: -0.6
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 270.9±23.0 °C at 760 mmHg
  • Flash Point: 169.9±24.8 °C
  • PSA: 63.32000
  • LogP: -0.05710

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB562716-250mg
2-Hydroxybutanamide; .
206358-12-5
250mg
€345.60 2024-08-02
abcr
AB562716-1g
2-Hydroxybutanamide; .
206358-12-5
1g
€1071.20 2024-08-02

Butanamide, 2-hydroxy-,(2R)- Suppliers

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(CAS:206358-12-5)Butanamide, 2-hydroxy-,(2R)-
Order Number:A1229172
Stock Status:in Stock
Quantity:250mg/1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 21:29
Price ($):205/635

Butanamide, 2-hydroxy-,(2R)- Related Literature

Additional information on Butanamide, 2-hydroxy-,(2R)-

Butanamide, 2-hydroxy-,(2R)- (CAS No. 206358-12-5): A Comprehensive Overview

Butanamide, 2-hydroxy-,(2R)- (CAS No. 206358-12-5) is a chiral compound that has garnered significant attention in the fields of organic chemistry, pharmaceuticals, and materials science. This compound, also known as (R)-2-Hydroxybutanamide, is a derivative of butanamide with a hydroxyl group attached to the second carbon atom in the R configuration. Its unique stereochemistry and functional groups make it a valuable intermediate in the synthesis of various bioactive molecules and pharmaceuticals.

The (R)-configuration of this compound is particularly important due to its potential biological activity and selectivity. Chiral compounds like Butanamide, 2-hydroxy-,(2R)- are crucial in the development of enantiomerically pure drugs, which can exhibit different pharmacological properties compared to their racemic mixtures. This has significant implications for drug efficacy and safety, as one enantiomer may be more active or less toxic than the other.

Recent research has highlighted the importance of Butanamide, 2-hydroxy-,(2R)- in the synthesis of prodrugs and targeted drug delivery systems. Prodrugs are inactive derivatives that are converted into active drugs within the body, often improving drug solubility, stability, and bioavailability. The hydroxyl group in (R)-2-Hydroxybutanamide can be readily modified to create prodrugs that are more stable and have enhanced pharmacokinetic properties.

In addition to its applications in pharmaceuticals, Butanamide, 2-hydroxy-,(2R)- has been explored for its potential in materials science. The presence of both amide and hydroxyl functional groups makes it a versatile building block for the synthesis of polymers and other advanced materials. These materials can be used in various applications, including drug delivery systems, tissue engineering scaffolds, and biodegradable plastics.

The synthesis of Butanamide, 2-hydroxy-,(2R)- typically involves chiral catalysis or resolution techniques to achieve high enantiomeric purity. Chiral catalysts such as metal complexes with chiral ligands or enzymes can be used to selectively produce the desired enantiomer. Alternatively, resolution methods using chiral resolving agents can also be employed to separate racemic mixtures into their individual enantiomers.

One notable application of Butanamide, 2-hydroxy-,(2R)- is in the development of anti-inflammatory drugs. Inflammation is a complex biological response involving various mediators and signaling pathways. Compounds with anti-inflammatory properties can help alleviate symptoms associated with inflammatory diseases such as arthritis and asthma. Recent studies have shown that derivatives of (R)-2-Hydroxybutanamide can inhibit key enzymes involved in the inflammatory response, making them promising candidates for therapeutic intervention.

The safety profile of Butanamide, 2-hydroxy-,(2R)- is another critical aspect that has been extensively studied. Toxicological evaluations have demonstrated that this compound exhibits low toxicity at relevant concentrations, making it suitable for use in pharmaceutical formulations. However, as with any chemical compound, proper handling and storage practices should be followed to ensure safety.

In conclusion, Butanamide, 2-hydroxy-,(2R)- (CAS No. 206358-12-5) is a versatile chiral compound with significant potential in various scientific and industrial applications. Its unique stereochemistry and functional groups make it an important intermediate in the synthesis of bioactive molecules and advanced materials. Ongoing research continues to uncover new applications and improve our understanding of its properties and behavior.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:206358-12-5)Butanamide, 2-hydroxy-,(2R)-
A1229172
Purity:99%/99%
Quantity:250mg/1g
Price ($):205/635
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