Cas no 1221498-82-3 (N-Me-D-Leu-OH·HCl)

N-Me-D-Leu-OH·HCl is a chiral amino acid derivative featuring N-methylation and a D-configuration at the α-carbon, commonly used in peptide synthesis and pharmaceutical research. The hydrochloride salt enhances solubility and stability, making it suitable for solid-phase peptide synthesis (SPPS) and other applications requiring precise stereochemical control. Its N-methylation reduces hydrogen bonding, improving peptide bioavailability and metabolic stability. The D-configuration offers resistance to enzymatic degradation, valuable in designing bioactive peptides. This compound is characterized by high purity and consistent performance, meeting stringent requirements for research and industrial use. Its versatility makes it a valuable building block in medicinal chemistry and peptide engineering.
N-Me-D-Leu-OH·HCl structure
N-Me-D-Leu-OH·HCl structure
Product Name:N-Me-D-Leu-OH·HCl
CAS No:1221498-82-3
MF:C7H16ClNO2
MW:181.660441398621
MDL:MFCD06809902
CID:1213721
PubChem ID:45933829
Update Time:2025-11-01

N-Me-D-Leu-OH·HCl Chemical and Physical Properties

Names and Identifiers

    • N-Methyl-D-leucine hydrochloride (1:1)
    • N-ME-D-LEU-OH·HCL
    • N-Methyl-D-leucine hydrochloride (Me-D-Leu-OH.HCl)
    • METHYL-D-LEUCINE HCL
    • N-Me-D-Leu-OH.HCl
    • (R)-4-Methyl-2-(methylamino)pentanoic acid hydrochloride
    • (2R)-4-methyl-2-(methylamino)pentanoic acid;hydrochloride
    • SCHEMBL20166185
    • AT23631
    • (2R)-4-Methyl-2-(methylamino)pentanoic acid HCl
    • D-Leucine, N-methyl-, hydrochloride (1:1)
    • N-Methyl-L-leucine hydrochloride
    • MFCD06809902
    • N-METHYLLEUCINE HYDROCHLORIDE
    • 1221498-82-3
    • N-Me-D-Leu-OH·HCl
    • MDL: MFCD06809902
    • Inchi: 1S/C7H15NO2.ClH/c1-5(2)4-6(8-3)7(9)10;/h5-6,8H,4H2,1-3H3,(H,9,10);1H/t6-;/m1./s1
    • InChI Key: QYFWCUVWMMTENJ-FYZOBXCZSA-N
    • SMILES: Cl.OC([C@@H](CC(C)C)NC)=O

Computed Properties

  • Exact Mass: 181.087
  • Monoisotopic Mass: 181.087
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 112
  • 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: 49.3A^2

N-Me-D-Leu-OH·HCl Pricemore >>

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Additional information on N-Me-D-Leu-OH·HCl

Introduction to N-Me-D-Leu-OH·HCl (CAS No: 1221498-82-3)

N-Me-D-Leu-OH·HCl, with the chemical name N-methyl-D-leucine hydrochloride, is a compound of significant interest in the field of pharmaceutical chemistry and biochemistry. This compound, identified by its CAS number 1221498-82-3, has garnered attention due to its unique structural properties and potential applications in drug development and metabolic research. The presence of the hydrochloride salt form indicates its solubility in aqueous solutions, making it a valuable candidate for various biochemical assays and therapeutic formulations.

The structural composition of N-Me-D-Leu-OH·HCl includes a methyl group attached to the α-carbon of D-leucine, which is an enantiomer of the more commonly studied L-leucine. This configuration imparts distinct physicochemical properties that can influence its interactions with biological targets. The hydrochloride form (·HCl) further enhances its stability and bioavailability, making it an attractive moiety for pharmaceutical applications.

In recent years, there has been growing interest in the development of enantiopure compounds for targeted therapeutic interventions. N-Me-D-Leu-OH·HCl fits into this category, as its specific stereochemistry may confer unique pharmacological effects compared to its L-enantiomer. Research has begun to explore its potential role in modulating enzyme activities and receptor interactions, particularly in contexts where chirality plays a critical role in biological function.

One of the most compelling areas of research involving N-Me-D-Leu-OH·HCl is its potential application in peptidomimetics and protease inhibition. Peptidomimetics are synthetic analogs of natural peptides designed to mimic their biological activity while avoiding issues such as rapid degradation or immunogenicity. The modified side chain introduced by the methyl group in N-Me-D-Leu-OH·HCl can serve as a key structural element in designing peptidomimetics that exhibit enhanced binding affinity and selectivity towards specific proteases.

Recent studies have highlighted the importance of enantiopure compounds in oncology research. N-Me-D-Leu-OH·HCl has been investigated for its potential as a precursor or intermediate in the synthesis of novel anticancer agents. The unique stereochemistry of this compound may enable the development of drugs that selectively target cancer cells while minimizing side effects on healthy tissues. Preliminary computational studies suggest that the methyl group can influence the binding kinetics and thermodynamics when interacting with protein targets, potentially leading to more effective therapeutic outcomes.

The hydrochloride salt form (·HCl) of N-Me-D-Leu-OH·HCl also offers practical advantages in formulation development. Its solubility in water allows for easy incorporation into various pharmaceutical formulations, including injectables and oral suspensions. This property is particularly valuable for drugs that require precise dosing and rapid absorption into systemic circulation. Additionally, the stability provided by the hydrochloride salt ensures that the compound remains viable during storage and transportation, reducing concerns about degradation or loss of potency.

Another area where N-Me-D-Leu-OH·HCl shows promise is in metabolic research. Enantiopure compounds are essential tools for studying metabolic pathways and enzyme kinetics, as they allow researchers to differentiate between different stereoisomers that may exhibit distinct metabolic fates. The unique structure of N-Me-D-Leu-OH·HCl can serve as a probe to understand how modifications at specific positions within an amino acid sequence influence metabolic processing and cellular responses.

In conclusion, N-Me-D-Leu-OH·HCl (CAS No: 1221498-82-3) is a multifaceted compound with significant potential in pharmaceutical research and development. Its unique stereochemistry, solubility characteristics, and stability make it a valuable tool for designing peptidomimetics, developing anticancer agents, and investigating metabolic pathways. As research continues to uncover new applications for enantiopure compounds, N-Me-D-Leu-OH·HCl is poised to play a crucial role in advancing our understanding of biological processes and improving therapeutic strategies.

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