Cas no 15920-93-1 ((S)-2-Amino-3-(methylamino)propanoic acid)

(S)-2-Amino-3-(methylamino)propanoic acid is a non-proteinogenic amino acid derivative characterized by its chiral (S)-configuration and a secondary amine functional group. This compound serves as a valuable intermediate in organic synthesis and pharmaceutical research, particularly in the development of peptidomimetics and bioactive molecules. Its structural features, including the methylamino substitution, enhance its utility in modulating peptide conformation and receptor binding properties. The compound is typically supplied in high purity, ensuring reproducibility in research applications. Its stability under standard laboratory conditions and compatibility with common coupling reagents make it a practical choice for synthetic chemistry workflows. Careful handling is advised due to the reactivity of its functional groups.
(S)-2-Amino-3-(methylamino)propanoic acid structure
15920-93-1 structure
Product Name:(S)-2-Amino-3-(methylamino)propanoic acid
CAS No:15920-93-1
MF:C4H10N2O2
MW:118.134400844574
CID:50259
PubChem ID:105089
Update Time:2025-10-29

(S)-2-Amino-3-(methylamino)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • (S)-2-Amino-3-(methylamino)propanoic acid
    • B-METHYLAMINO-L-ALANINE
    • L-SS-(N-METHYLAMINO)ALANINE
    • 2-Amino-3-(methylamino)propanoicAcid,BMAA
    • L-β-(N-methylamino) alanine
    • -Methylamino-L-alanine
    • 3-(N-Methylamino)-L-alanine
    • S(+)-2-Amino-3-(methylamino)propionic acid
    • β-Methylamino-L-alan
    • β-Methylamino-L-alanine
    • (2S)-2-amino-3-(methylamino)propanoic acid
    • AKOS006272382
    • SCHEMBL43839
    • 2-Amino-3-methylamino-propionic acid
    • UJVHVMNGOZXSOZ-VKHMYHEASA-N
    • BMAA
    • 3-Methylamino-L-alanine
    • L-(.BETA.-METHYLAMINO)ALANINE
    • beta-(N-Methylamino)-L-alanine
    • AMY22064
    • PS-12000
    • NS00075477
    • A-(N-methylamino) alanine
    • A3518
    • BMAA (hydrochloride)
    • PROPIONIC ACID, 2-AMINO-3-(METHYLAMINO)-, L-
    • Propionic acid, alpha-amino-beta-methylamino-, L-
    • .BETA.-METHYLAMINO-L-ALANINE
    • (S)-2-Amino-3-(methylamino)-propanoic acid
    • AKOS015854057
    • L-alpha-amino-beta-(methylamino)propanoic acid
    • EX-A1666
    • 108SA6URTV
    • Propionic acid, alpha-amino-beta-methylamino-
    • L-alpha-Amino-beta-(methylamino)propionic acid
    • ?-METHYLAMINO-L-ALANINE DIHYDROCHLORIDE
    • L-Alanine, 3-(methylamino)-
    • L-Bmaa
    • .BETA.-(N-METHYLAMINO)-L-ALANINE
    • DTXSID60166611
    • L-
    • ?-N-Methylamino-L-Ala
    • 15920-93-1
    • 3-(Methylamino)-L-alanine
    • UNII-108SA6URTV
    • MFCD08063270
    • (S)-2-amino-3-(methylamino)propanoicacid
    • CHEMBL11488
    • C08291
    • S(+)-.BETA.-METHYL-.ALPHA.,.BETA.-DIAMINOPROPIONIC ACID
    • CHEBI:73169
    • L-BMAA HCl
    • beta-n-methylaminoalanine
    • Alanine, 3-(methylamino)-
    • L-.ALPHA.-AMINO-.BETA.-(METHYLAMINO)PROPIONIC ACID
    • -N-Methylamino-L-alanine
    • (S)-2-AMINO-3-METHYLAMINOPROPANOIC ACID
    • BETA-N-METHYLAMINO-L-ALA
    • beta-N-Methylamino-L-alanine
    • β-N-methylamino-L-alanine
    • beta-Methylaminoalanine
    • ?-METHYLAMINO-L-ALANINE
    • MDL: MFCD00242696
    • Inchi: 1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)/t3-/m0/s1
    • InChI Key: UJVHVMNGOZXSOZ-VKHMYHEASA-N
    • SMILES: OC([C@H](CNC)N)=O

Computed Properties

  • Exact Mass: 118.07400
  • Monoisotopic Mass: 118.074228
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 3
  • Complexity: 84.1
  • 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
  • Topological Polar Surface Area: 75.4
  • XLogP3: -3.8

Experimental Properties

  • Density: 1.157
  • Boiling Point: 284.2 °C at 760 mmHg
  • Flash Point: 125.7 °C
  • Refractive Index: 1.484
  • Solubility: H2O: solutions may be stored for several days at 4?#x00b0;Csoluble
  • PSA: 75.35000
  • LogP: -0.29110

(S)-2-Amino-3-(methylamino)propanoic acid Security Information

  • WGK Germany:3
  • Safety Instruction: S22
  • Safety Term:S22-24/25
  • HazardClass:IRRITANT
  • Storage Condition:?20°C

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(S)-2-Amino-3-(methylamino)propanoic acid Suppliers

Amadis Chemical Company Limited
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(CAS:15920-93-1)(S)-2-Amino-3-(methylamino)propanoic acid
Order Number:A3518
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:03
Price ($):518.0

(S)-2-Amino-3-(methylamino)propanoic acid Related Literature

Additional information on (S)-2-Amino-3-(methylamino)propanoic acid

Introduction to (S)-2-Amino-3-(methylamino)propanoic Acid (CAS No. 15920-93-1)

(S)-2-Amino-3-(methylamino)propanoic acid, with the chemical formula C?H??NO?, is a significant compound in the field of pharmaceutical chemistry and biochemistry. This enantiomerically pure amino acid derivative has garnered considerable attention due to its unique structural properties and potential applications in drug development. The compound is characterized by its chiral center, which imparts distinct biological activities and makes it a valuable candidate for further research and therapeutic applications.

The CAS number 15920-93-1 provides a unique identifier for this compound, ensuring precise classification and referencing in scientific literature. This specificity is crucial in the context of chemical synthesis, quality control, and regulatory compliance. The molecular structure of (S)-2-Amino-3-(methylamino)propanoic acid consists of a three-carbon backbone with amino groups attached at positions 2 and 3, and a methylamino group at position 3. This configuration contributes to its versatility in forming peptide bonds and participating in various biochemical pathways.

In recent years, the pharmaceutical industry has shown increasing interest in chiral amino acids due to their role in developing enantiomerically pure drugs. These drugs often exhibit improved efficacy and reduced side effects compared to their racemic counterparts. (S)-2-Amino-3-(methylamino)propanoic acid is no exception, as it has been explored in the synthesis of several bioactive molecules. Its chiral purity ensures that the resulting pharmaceutical products maintain high stereochemical integrity, which is critical for their biological activity.

One of the most compelling aspects of (S)-2-Amino-3-(methylamino)propanoic acid is its potential application in the development of protease inhibitors. Proteases are enzymes that play a crucial role in various physiological processes, including protein degradation and signal transduction. Inhibiting specific proteases has been a successful strategy in treating diseases such as cancer, HIV, and hepatitis C. Research indicates that (S)-2-Amino-3-(methylamino)propanoic acid can serve as a key intermediate in synthesizing protease inhibitors with enhanced binding affinity and selectivity.

Furthermore, this compound has been investigated for its role in peptidomimetics, which are synthetic analogs of natural peptides designed to mimic their biological functions but with improved pharmacokinetic properties. The unique structural features of (S)-2-Amino-3-(methylamino)propanoic acid make it an ideal building block for creating peptidomimetic libraries. These libraries can be screened for compounds with potent biological activity, offering a promising approach to drug discovery.

The synthesis of (S)-2-Amino-3-(methylamino)propanoic acid involves sophisticated organic chemistry techniques, including asymmetric synthesis methods such as chiral auxiliary-assisted approaches or biocatalytic methods using enantioselective enzymes. These synthetic strategies ensure high enantiomeric purity, which is essential for pharmaceutical applications. Recent advancements in synthetic methodologies have further refined the production process, making it more efficient and scalable.

In terms of biological activity, studies have demonstrated that (S)-2-Amino-3-(methylamino)propanoic acid exhibits interesting interactions with various biological targets. For instance, it has been shown to modulate the activity of certain enzymes involved in metabolic pathways, potentially leading to therapeutic benefits in conditions such as diabetes and obesity. Additionally, its ability to interact with membrane receptors has been explored, suggesting potential applications in neurological disorders.

The compound's role in drug development extends beyond its direct use as an active pharmaceutical ingredient (API). It serves as a valuable intermediate in the synthesis of more complex molecules with tailored pharmacological properties. This versatility makes it a cornerstone in medicinal chemistry research and development pipelines.

Regulatory agencies such as the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA) have stringent guidelines for the approval of new drugs derived from chiral compounds like (S)-2-Amino-3-(methylamino)propanoic acid. Ensuring compliance with these regulations requires rigorous testing to demonstrate safety and efficacy. The compound's well-documented synthetic pathways and characterized properties facilitate this regulatory process.

Future research directions may explore novel derivatives of (S)-2-Amino-3-(methylamino)propanoic acid to expand its therapeutic applications. By modifying its structural features, scientists can potentially enhance its bioavailability, reduce toxicity, or improve its interaction with biological targets. Collaborative efforts between academia and industry are essential to translate these findings into tangible clinical benefits.

In conclusion, (S)-2-Amino-3-(methylamino)propanoic acid (CAS No. 15920-93-1) is a multifaceted compound with significant potential in pharmaceutical chemistry and biochemistry. Its unique structural properties and biological activities make it a valuable asset in drug development efforts aimed at treating various diseases. As research continues to uncover new applications for this compound, it is poised to play an increasingly important role in the future of medicine.

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Amadis Chemical Company Limited
(CAS:15920-93-1)(S)-2-Amino-3-(methylamino)propanoic acid
A3518
Purity:99%
Quantity:1g
Price ($):518.0
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