Cas no 1187436-94-7 (2-amino-4-methyl-1,3-oxazole-5-carboxylic acid)

2-Amino-4-methyl-1,3-oxazole-5-carboxylic acid is a heterocyclic compound featuring an oxazole core substituted with an amino group at the 2-position and a methyl group at the 4-position, along with a carboxylic acid functionality at the 5-position. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and functional materials. Its oxazole ring contributes to stability and reactivity, while the carboxylic acid group allows for further derivatization. The compound is valued for its potential in medicinal chemistry, serving as a scaffold for bioactive molecules. High purity and consistent quality are critical for its effective use in research and industrial applications.
2-amino-4-methyl-1,3-oxazole-5-carboxylic acid structure
1187436-94-7 structure
Product Name:2-amino-4-methyl-1,3-oxazole-5-carboxylic acid
CAS No:1187436-94-7
MF:C5H6N2O3
MW:142.1127409935
CID:5186818
PubChem ID:53406054
Update Time:2025-11-02

2-amino-4-methyl-1,3-oxazole-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-amino-4-methyloxazole-5-carboxylic acid
    • 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid
    • Inchi: 1S/C5H6N2O3/c1-2-3(4(8)9)10-5(6)7-2/h1H3,(H2,6,7)(H,8,9)
    • InChI Key: MMXUFAYDWABUCA-UHFFFAOYSA-N
    • SMILES: O1C(N)=NC(C)=C1C(=O)O

Computed Properties

  • Exact Mass: 142.03784206g/mol
  • Monoisotopic Mass: 142.03784206g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 150
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.3
  • Topological Polar Surface Area: 89.4

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Additional information on 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid

Comprehensive Guide to 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid (CAS No. 1187436-94-7): Properties, Applications, and Market Insights

2-amino-4-methyl-1,3-oxazole-5-carboxylic acid (CAS No. 1187436-94-7) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This oxazole derivative features a unique molecular structure combining an amino group, methyl substitution, and carboxylic acid functionality, making it a valuable building block in modern synthetic chemistry. As researchers increasingly focus on nitrogen-containing heterocycles for drug discovery, compounds like 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid have become crucial intermediates in developing novel therapeutic agents.

The compound's molecular formula C5H6N2O3 reveals its moderate molecular weight (142.11 g/mol) and balanced polarity, which contributes to its solubility in polar organic solvents while maintaining sufficient lipophilicity for biological applications. Recent studies highlight the growing importance of functionalized oxazoles in medicinal chemistry, particularly as scaffolds for kinase inhibitors and antimicrobial agents. The presence of both amino and carboxylic acid groups in 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid allows for diverse chemical modifications, enabling researchers to create targeted molecular libraries for high-throughput screening.

In pharmaceutical applications, 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid serves as a key precursor for developing potential treatments in emerging therapeutic areas. Current research trends show particular interest in its derivatives for addressing antimicrobial resistance (AMR), a critical global health challenge. The compound's structural features make it suitable for creating novel antibiotics that may circumvent existing resistance mechanisms. Additionally, its potential application in cancer drug discovery aligns with the growing demand for targeted therapies, as the oxazole core can interact with various biological targets through hydrogen bonding and π-π stacking interactions.

The agrochemical sector has also recognized the value of 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid derivatives. With increasing emphasis on sustainable agriculture and reduced environmental impact, researchers are exploring this compound as a building block for next-generation crop protection agents. Its structural versatility allows for the development of selective pesticides with improved biodegradability profiles. Recent patent literature indicates growing interest in oxazole-based compounds for controlling fungal pathogens while minimizing effects on beneficial organisms.

From a synthetic chemistry perspective, 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid offers multiple advantages. The compound's stability under various reaction conditions makes it suitable for diverse synthetic transformations. Current methodologies focus on optimizing its production through green chemistry approaches, addressing the pharmaceutical industry's demand for sustainable synthetic routes. Researchers are particularly interested in developing catalytic processes that minimize waste and energy consumption while maintaining high yields of this valuable intermediate.

The global market for specialty chemical intermediates like 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid has shown steady growth, driven by increasing R&D investment in life sciences. Market analysts project particular demand growth in the Asia-Pacific region, where pharmaceutical innovation is accelerating. Quality standards for this compound typically require high purity (>98%) with rigorous control of impurities, reflecting its use in sensitive applications. Current pricing trends indicate stable availability, though specialized suppliers may offer custom quantities and purity grades to meet specific research needs.

Storage and handling of 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid follow standard laboratory practices for organic compounds. The material is typically stable at room temperature when protected from moisture and light. Researchers should consult the specific safety data sheet for detailed handling instructions, though general precautions include using appropriate personal protective equipment and working in well-ventilated areas. The compound's compatibility with common laboratory materials and its relatively benign environmental profile contribute to its widespread research utility.

Future research directions for 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid are likely to focus on expanding its applications in bioconjugation chemistry and materials science. The compound's bifunctional nature makes it attractive for creating hybrid molecules and smart materials. Emerging areas of interest include its potential use in developing fluorescent probes for biological imaging and as a component in biodegradable polymers. As synthetic methodologies advance, researchers anticipate discovering new reactivity patterns that could unlock additional applications for this versatile heterocyclic building block.

For researchers seeking high-quality 2-amino-4-methyl-1,3-oxazole-5-carboxylic acid, several specialized chemical suppliers offer this compound with comprehensive analytical documentation. The CAS No. 1187436-94-7 serves as the definitive identifier for procurement purposes. Current best practices recommend verifying the compound's purity through appropriate analytical techniques (HPLC, NMR) before use in sensitive applications. With proper handling and storage, this compound represents a valuable tool for advancing research in medicinal chemistry, agrochemical development, and materials science.

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