Cas no 133170-58-8 (D-Valinamide hydrochloride)

D-Valinamide hydrochloride is a chiral amino acid derivative widely used in pharmaceutical synthesis and biochemical research. Its hydrochloride salt form enhances solubility and stability, making it suitable for peptide synthesis and as a building block in medicinal chemistry. The D-configuration of the valinamide moiety is particularly valuable for studying stereospecific interactions and designing enzyme inhibitors or receptor ligands. This compound exhibits high purity and consistent performance, ensuring reliable results in applications such as asymmetric synthesis and proteomics. Its well-defined structure and compatibility with standard coupling reagents further facilitate its use in solid-phase peptide synthesis (SPPS) and other advanced chemical processes.
D-Valinamide hydrochloride structure
D-Valinamide hydrochloride structure
Product Name:D-Valinamide hydrochloride
CAS No:133170-58-8
MF:C5H12N2O
MW:116.161581039429
MDL:MFCD00270619
CID:820672
PubChem ID:53486046
Update Time:2025-05-21

D-Valinamide hydrochloride Chemical and Physical Properties

Names and Identifiers

    • D-Valinamide hydrochloride
    • (2R)-2-amino-3-methylbutanamide,hydrochloride
    • (2S)-2-Amino-3-methylbutanamide hydrochloride
    • H-D-VAL-NH2 HCL
    • H-D-Val-NH2.HCl
    • H-D-Val-NH2·HCl
    • (R)-2-Amino-3-methylbutanamide hydrochloride
    • D-valinamide HCl salt
    • D-valine amide hydrochloride
    • D-valinimide hydrochloride
    • D-ValNH2.HCl
    • D-VALINAMIDE HCL
    • D-Valinemide Hydrochloride
    • (2R)-2-amino-3-methylbutanamide
    • (R)-2-AMINO-3-METHYLBUTANAMIDE HCL
    • H-D-Val-NH2-HCl
    • (2R)-2-amino-3-methylbutanamide hydrochloride
    • L-ValinamideHydrochloride
    • H-D-VAL-NH2HCL
    • H-D-Val-NH2 hydrochloride
    • XFCNYSGKNAWXFL-PGMHMLKASA-N
    • D-Valinamid
    • D-Valine amide hydrochloride≥ 98% (assay)
    • (2R)-2-amino-3-methylbutanamide;hydrochloride
    • CS-W002589
    • Butanamide, 2-amino-3-methyl-, hydrochloride (1:1), (2R)-
    • AS-70316
    • DTXSID60704855
    • Z1198153018
    • D-Val-NH2.HCl
    • D-Valinamide--hydrogen chloride (1/1)
    • EN300-213882
    • (R)-2-Amino-3-methylbutanamide hydrochloride;
    • AKOS015919718
    • MFCD00270619
    • SCHEMBL2716045
    • 133170-58-8
    • BP-10417
    • D-Valinamide hydrochloride, 97%
    • MDL: MFCD00270619
    • Inchi: 1S/C5H12N2O/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H2,7,8)
    • InChI Key: XDEHMKQLKPZERH-UHFFFAOYSA-N
    • SMILES: CC(C(C(=O)N)N)C

Computed Properties

  • Exact Mass: 152.07200
  • Monoisotopic Mass: 152.0716407g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 90.4
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 69.1

Experimental Properties

  • PSA: 69.11000
  • LogP: 1.65760

D-Valinamide hydrochloride Pricemore >>

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D-Valinamide hydrochloride Production Method

D-Valinamide hydrochloride Related Literature

Additional information on D-Valinamide hydrochloride

D-Valinamide Hydrochloride: Applications and Recent Advancements in Chemical and Pharmaceutical Research

D-Valinamide hydrochloride, a derivative of the essential amino acid valine, has garnered significant attention in the fields of chemical biology and pharmaceutical research due to its versatile applications. The compound, identified by its CAS number 133170-58-8, is a hydrochloride salt form of D-valinamide, which exhibits unique chemical and biological properties. This introduction delves into the compound's structure, synthesis, and emerging applications, particularly in drug development and biomaterials.

The molecular structure of D-Valinamide hydrochloride consists of a valine backbone with an amide functional group and a hydrochloride counterion. This configuration imparts both solubility in aqueous solutions and stability under various pH conditions, making it an attractive candidate for pharmaceutical formulations. The compound's chiral center at the valine moiety allows for stereochemical control, which is crucial in designing enantiomerically pure drugs that exhibit higher efficacy and lower toxicity profiles.

Recent advancements in synthetic chemistry have enabled more efficient and scalable production methods for D-Valinamide hydrochloride. Researchers have employed catalytic asymmetric hydrogenation and enzymatic resolution techniques to achieve high yields of enantiomerically pure D-valinamide derivatives. These methods not only improve cost-effectiveness but also align with green chemistry principles by minimizing waste and reducing energy consumption.

In the realm of pharmaceutical research, D-Valinamide hydrochloride has been explored as a key intermediate in the synthesis of peptide mimetics and protease inhibitors. Peptide mimetics are designed to mimic the biological activity of natural peptides while avoiding their limitations, such as poor oral bioavailability and susceptibility to enzymatic degradation. The amide bond in D-valinamide hydrochloride provides a stable scaffold for designing such molecules, enhancing their pharmacokinetic properties.

One notable application of D-Valinamide hydrochloride is in the development of novel antibiotics. The increasing prevalence of antibiotic-resistant pathogens has spurred research into alternative therapeutic strategies. D-valinamide derivatives have shown promise as inhibitors of bacterial proteases, which are essential for bacterial growth and survival. By targeting these enzymes, D-valinamide-based compounds can disrupt bacterial protein synthesis without affecting human proteases, thereby reducing side effects.

Furthermore, D-Valinamide hydrochloride has been investigated for its potential role in regenerative medicine. Studies have demonstrated that D-valine derivatives can stimulate cell proliferation and differentiation, making them valuable candidates for tissue engineering applications. The compound's ability to modulate cellular signaling pathways suggests its utility in promoting wound healing and tissue repair.

The compound's solubility profile also makes it suitable for formulation as nanocarriers for drug delivery. Nanoparticles functionalized with D-valinamide hydrochloride have been shown to enhance the bioavailability of poorly soluble drugs by improving their dispersion in biological fluids. This approach is particularly relevant for anticancer therapeutics, where targeted delivery can minimize systemic toxicity while maximizing therapeutic efficacy.

Recent clinical trials have highlighted the potential of D-Valinamide hydrochloride as a treatment for neurodegenerative diseases. The compound's ability to cross the blood-brain barrier has been exploited to develop novel therapies for conditions such as Alzheimer's disease and Parkinson's disease. By modulating neural signaling pathways, D-valinamide derivatives may help mitigate cognitive decline and motor dysfunction associated with these disorders.

The growing body of research on D-Valinamide hydrochloride underscores its significance as a versatile building block in chemical biology and pharmaceutical innovation. As synthetic methodologies continue to evolve, the accessibility of enantiomerically pure derivatives will further expand their applications across multiple therapeutic areas. Future studies are likely to explore novel derivatives with enhanced pharmacological properties, paving the way for next-generation treatments.

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