Cas no 13079-20-4 (2-amino-4-methylpentanamide)

2-Amino-4-methylpentanamide is a specialized organic compound featuring both an amino and an amide functional group, derived from leucine. Its unique structure makes it valuable in peptide synthesis and pharmaceutical research, where it serves as a versatile intermediate. The compound’s branched alkyl chain enhances solubility in organic solvents, facilitating its use in synthetic applications. Its stability under mild conditions and compatibility with standard coupling reagents further underscore its utility in medicinal chemistry. Additionally, the presence of reactive functional groups allows for selective modifications, making it a useful building block for designing bioactive molecules. This compound is typically handled under controlled conditions to ensure purity and performance.
2-amino-4-methylpentanamide structure
2-amino-4-methylpentanamide structure
Product Name:2-amino-4-methylpentanamide
CAS No:13079-20-4
MF:C6H14N2O
MW:130.188161373138
MDL:MFCD08443911
CID:1230340
PubChem ID:114616
Update Time:2025-10-30

2-amino-4-methylpentanamide Chemical and Physical Properties

Names and Identifiers

    • ()-2-amino-4-methylvaleramide
    • Pentanamide, 2-amino-4-methyl-
    • (1)-2-Amino-4-methylvaleramide
    • leucinamide
    • 2-amino-4-methylpentanamide
    • pentanamide, 2-amino-4-methyl-, hydrochloride
    • 13079-20-4
    • NS00014834
    • EN300-862735
    • STL163587
    • CS-0091401
    • H-D-Leu-NH
    • DTXSID70884571
    • leucinamid
    • AKOS000176164
    • ALBB-025646
    • SCHEMBL241527
    • H-Leu-NH HCl
    • 2-Amino-4-methyl-pentanamide
    • DA-12782
    • CHEMBL296425
    • D75125
    • EINECS 235-983-7
    • BBL012271
    • H-Leu-NH
    • (+/-)-2-amino-4-methylvaleramide
    • FORGMRSGVSYZQR-UHFFFAOYSA-N
    • AKOS016051332
    • MDL: MFCD08443911
    • Inchi: 1S/C6H14N2O/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H2,8,9)
    • InChI Key: FORGMRSGVSYZQR-UHFFFAOYSA-N
    • SMILES: O=C(C(CC(C)C)N)N

Computed Properties

  • Exact Mass: 130.11072
  • Monoisotopic Mass: 130.110613074g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 101
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.1
  • Topological Polar Surface Area: 69.1?2

Experimental Properties

  • PSA: 69.11

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Additional information on 2-amino-4-methylpentanamide

Introduction to 2-amino-4-methylpentanamide (CAS No. 13079-20-4)

2-amino-4-methylpentanamide, identified by its Chemical Abstracts Service (CAS) number 13079-20-4, is a significant organic compound with a wide range of applications in the pharmaceutical and chemical industries. This amide derivative, characterized by a branched aliphatic structure, has garnered attention due to its versatile reactivity and potential utility in synthetic chemistry and drug development.

The molecular formula of 2-amino-4-methylpentanamide is C7H14NO, reflecting its composition of seven carbon atoms, fourteen hydrogen atoms, one nitrogen atom, and one oxygen atom. The presence of both an amide group (-CONH2) and a branched alkyl chain (isobutyl group at the 4-position) contributes to its unique chemical properties, making it a valuable intermediate in organic synthesis.

In recent years, 2-amino-4-methylpentanamide has been explored for its role in the synthesis of bioactive molecules. Its structural motif is reminiscent of natural amino acids, which has prompted investigations into its potential as a building block for peptidomimetics and enzyme inhibitors. The amide functionality allows for facile derivatization through reactions such as nucleophilic substitution, condensation, and hydrolysis, enabling the construction of complex molecular architectures.

One of the most compelling aspects of 2-amino-4-methylpentanamide is its utility in medicinal chemistry. Researchers have leveraged its scaffold to develop novel compounds with therapeutic potential. For instance, derivatives of this compound have been investigated for their antimicrobial and anti-inflammatory properties. The branched structure may enhance binding affinity to biological targets by optimizing steric interactions, a key consideration in drug design.

The synthesis of 2-amino-4-methylpentanamide typically involves the reaction of isobutyric acid with ammonia or ammonium hydroxide under controlled conditions. Alternatively, it can be obtained via the catalytic hydrogenation of nitro derivatives or through reductive amination pathways. These synthetic routes highlight the compound's accessibility and scalability, which are critical factors in industrial applications.

Recent advancements in computational chemistry have further illuminated the significance of 2-amino-4-methylpentanamide. Molecular modeling studies suggest that its amide group can engage in hydrogen bonding with biological receptors, a mechanism that underpins many drug-receptor interactions. Additionally, the compound's lipophilicity profile, modulated by the isobutyl side chain, makes it an attractive candidate for oral bioavailability optimization.

In the context of material science, 2-amino-4-methylpentanamide has been utilized as a precursor for functional polymers. Its incorporation into polymer backbones can impart unique properties such as enhanced flexibility or biodegradability. Such materials are increasingly relevant in applications ranging from biomedical devices to sustainable packaging solutions.

The pharmaceutical industry has shown particular interest in 2-amino-4-methylpentanamide due to its potential as a lead compound for drug discovery programs. By modifying its core structure or appending pharmacophores at strategic positions, researchers can generate libraries of compounds for high-throughput screening. This approach has accelerated the identification of novel therapeutic agents targeting various diseases.

The environmental impact of synthesizing and utilizing 2-amino-4-methylpentanamide is another area of growing concern. Efforts are underway to develop greener synthetic methodologies that minimize waste and reduce energy consumption. For example, biocatalytic routes employing engineered enzymes have been explored as alternatives to traditional chemical transformations.

The future prospects for 2-amino-4-methylpentanamide appear promising, with ongoing research uncovering new applications and refining synthetic strategies. As computational tools become more sophisticated and high-throughput screening technologies advance, the compound's role in drug development and material science is expected to expand further.

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