Cas no 925704-45-6 ((+)-α-Methyl-β-alanine Hydrochloride)

(+)-α-Methyl-β-alanine Hydrochloride is a chiral derivative of β-alanine, characterized by the introduction of a methyl group at the α-position and a hydrochloride salt form for enhanced stability. This compound is primarily utilized in pharmaceutical and biochemical research, where its stereospecificity is critical for studying enzyme interactions, peptide synthesis, and metabolic pathways. The hydrochloride salt improves solubility in aqueous solutions, facilitating experimental handling. Its high purity and defined stereochemistry make it valuable for applications requiring precise molecular recognition, such as drug development and asymmetric synthesis. The compound’s structural modification also offers insights into the role of steric effects in biological systems.
(+)-α-Methyl-β-alanine Hydrochloride structure
925704-45-6 structure
Product Name:(+)-α-Methyl-β-alanine Hydrochloride
CAS No:925704-45-6
MF:C4H10ClNO2
MW:139.580700397491
MDL:MFCD12198195
CID:1035557
PubChem ID:56971765
Update Time:2025-08-03

(+)-α-Methyl-β-alanine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-3-Amino-2-methylpropanoic acid hydrochloride
    • (S)-3-Amino-2-methylpropanoic acid-HCl
    • (2S)-3-amino-2-methylpropanoic acid,hydrochloride
    • (S)-3-AMINO-2-METHYLPROPANOICACID-HCL
    • CS-0059829
    • F15242
    • EN300-7422058
    • (2S)-3-amino-2-methylpropanoic acid;hydrochloride
    • DTXSID70719293
    • AKOS016843965
    • (s)-3-amino-2-methylpropanoic acid hcl
    • AS-47681
    • (+)-alpha-Methyl-beta-alanine Hydrochloride
    • (S)-beta2-homoalanine HCl salt
    • (2S)-3-Amino-2-methylpropanoic acid--hydrogen chloride (1/1)
    • 925704-45-6
    • MFCD12198195
    • (S)-3-Amino-2-methylpropanoicacidhydrochloride
    • (2S)-3-amino-2-methylpropanoic acid hydrochloride
    • 3-Amino-2-methyl-propanoic acid hydrochloride
    • DS-019318
    • (+)-α-Methyl-β-alanine Hydrochloride
    • MDL: MFCD12198195
    • Inchi: 1S/C4H9NO2.ClH/c1-3(2-5)4(6)7;/h3H,2,5H2,1H3,(H,6,7);1H/t3-;/m0./s1
    • InChI Key: CGGBOMJVYQTWRN-DFWYDOINSA-N
    • SMILES: [C@H](C)(CN)C(=O)O.Cl

Computed Properties

  • Exact Mass: 139.04000
  • Monoisotopic Mass: 139.0400063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2
  • Complexity: 72.1
  • 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: 63.3?2

Experimental Properties

  • PSA: 63.32000
  • LogP: 1.16810

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(+)-α-Methyl-β-alanine Hydrochloride Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Acetic acid ,  Hydrochloric acid Solvents: Water ;  3 h, rt → reflux
Reference
Preparation of hydroxyethylamino sulfonamides useful as retroviral protease inhibitors.
, United States, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: NADPH
1.2 Reagents: Hydrogen ,  Nickel
1.3 Reagents: Hydrochloric acid ;  heated
Reference
Asymmetric bioreductions of β-nitro acrylates as a route to chiral β2-amino acids
Swiderska, Magdalena A.; Stewart, Jon D., Organic Letters, 2006, 8(26), 6131-6133

(+)-α-Methyl-β-alanine Hydrochloride Raw materials

(+)-α-Methyl-β-alanine Hydrochloride Preparation Products

Additional information on (+)-α-Methyl-β-alanine Hydrochloride

Introduction to (+)-α-Methyl-β-alanine Hydrochloride (CAS No. 925704-45-6)

The compound (+)-α-Methyl-β-alanine Hydrochloride (CAS No. 925704-45-6) is a fascinating molecule with significant implications in the fields of neuroscience, pharmacology, and organic chemistry. This compound, often referred to as Methyldisulfide β-alanine hydrochloride, has garnered attention due to its unique chemical structure and potential applications in drug development.

(+)-α-Methyl-β-alanine Hydrochloride is a derivative of β-alanine, a naturally occurring amino acid known for its role in the synthesis of pantothenic acid and its involvement in various physiological processes. The addition of a methyl group at the α-position introduces new chemical properties, making this compound a valuable subject for research. Recent studies have explored its role in modulating neurotransmitter systems, particularly in the context of neurological disorders such as epilepsy and Parkinson's disease.

One of the most promising aspects of (+)-α-Methyl-β-alanine Hydrochloride is its ability to act as a precursor to gamma-amino butyric acid (GABA), a key inhibitory neurotransmitter in the central nervous system. This property has led researchers to investigate its potential as a therapeutic agent for conditions characterized by hyperexcitability, such as anxiety and seizures. Preclinical studies have demonstrated that this compound can enhance GABAergic transmission, thereby reducing neuronal excitability and offering neuroprotective effects.

Furthermore, Methyldisulfide β-alanine hydrochloride has shown potential in the development of novel antiepileptic drugs. Its ability to modulate ion channels and influence synaptic plasticity makes it a candidate for targeting specific neuronal pathways involved in epileptogenesis. Recent advancements in computational chemistry have allowed researchers to model the interactions of this compound with various ion channels, providing deeper insights into its mechanism of action.

In addition to its neurological applications, (+)-α-Methyl-β-alanine Hydrochloride has also been studied for its role in metabolic regulation. Emerging research suggests that this compound may influence energy metabolism by interacting with enzymes involved in mitochondrial function and oxidative phosphorylation. This opens up possibilities for its use in treating metabolic disorders such as obesity and type 2 diabetes.

The synthesis of Methyldisulfide β-alanine hydrochloride involves a multi-step process that combines principles from organic chemistry and chemical engineering. Researchers have optimized synthetic routes to improve yield and purity, ensuring that this compound is available for large-scale studies and potential clinical trials.

From an analytical standpoint, (+)-α-Methyl-β-alanine Hydrochloride has been characterized using advanced spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. These analyses have confirmed its molecular structure and provided insights into its stereochemical properties, which are critical for understanding its biological activity.

Looking ahead, the continued exploration of Methyldisulfide β-alanine hydrochloride holds great promise for advancing our understanding of neurological and metabolic processes. Its unique chemical properties and potential therapeutic applications make it a focal point for interdisciplinary research efforts.

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