Cas no 1558276-80-4 (2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid)

2-Chloro-4-methyl-1,3-oxazole-5-carboxylic acid is a heterocyclic carboxylic acid derivative featuring a chloro-substituted oxazole core. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive chloro and carboxylic acid functional groups enable selective modifications, facilitating the construction of more complex molecular architectures. The methyl substituent enhances stability while maintaining reactivity. The oxazole scaffold is of interest due to its presence in bioactive molecules, making this compound valuable for medicinal chemistry research. High purity and well-defined structure ensure consistent performance in synthetic applications. Suitable for use under controlled laboratory conditions.
2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid structure
1558276-80-4 structure
Product Name:2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid
CAS No:1558276-80-4
MF:C5H4ClNO3
MW:161.543160438538
MDL:MFCD16990099
CID:4727439
PubChem ID:53430536
Update Time:2025-10-30

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

Names and Identifiers

    • 2-Chloro-4-methyloxazole-5-carboxylic acid
    • FCH2423872
    • AX8260262
    • 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid
    • 1558276-80-4
    • 2-Chloro-4-methyloxazole-5-carboxylicacid
    • SCHEMBL11173035
    • MDL: MFCD16990099
    • Inchi: 1S/C5H4ClNO3/c1-2-3(4(8)9)10-5(6)7-2/h1H3,(H,8,9)
    • InChI Key: LFGXHGXZRAIDDB-UHFFFAOYSA-N
    • SMILES: ClC1=NC(C)=C(C(=O)O)O1

Computed Properties

  • Exact Mass: 160.9879707g/mol
  • Monoisotopic Mass: 160.9879707g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 152
  • 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
  • Topological Polar Surface Area: 63.3
  • XLogP3: 1.6

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

Introduction to 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid (CAS No. 1558276-80-4)

2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid, identified by the Chemical Abstracts Service Number (CAS No.) 1558276-80-4, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the oxazole family, characterized by a five-membered ring containing one oxygen atom and two carbon atoms, with substituents that can modify its chemical properties and biological activities. The presence of a chloro group at the 2-position and a methyl group at the 4-position, along with a carboxylic acid functional group at the 5-position, imparts unique reactivity and potential applications in synthetic chemistry and drug development.

The structure of 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid makes it a versatile intermediate in organic synthesis. The chloro substituent can participate in nucleophilic substitution reactions, allowing for further functionalization of the molecule. This property is particularly valuable in the construction of more complex scaffolds used in drug design. Additionally, the carboxylic acid moiety can engage in various chemical transformations, such as esterification, amidation, or coupling reactions, making it a valuable building block for peptidomimetics and other bioactive molecules.

In recent years, there has been growing interest in oxazole derivatives due to their broad spectrum of biological activities. Oxazole compounds have been reported to exhibit antimicrobial, anti-inflammatory, antiviral, and anticancer properties. The specific arrangement of substituents in 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid may contribute to its unique pharmacological profile. For instance, the electron-withdrawing nature of the chloro group can enhance the reactivity of the ring system, while the methyl group can influence electronic distribution and steric interactions with biological targets.

One of the most compelling aspects of 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid is its potential as a precursor in the synthesis of novel therapeutic agents. Researchers have explored its utility in generating derivatives with enhanced binding affinity and selectivity for specific biological receptors. For example, modifications at the 3-position of the oxazole ring have been investigated to improve metabolic stability and oral bioavailability. Such structural optimizations are crucial for developing drugs that can effectively interact with biological systems while minimizing off-target effects.

Recent studies have highlighted the role of heterocyclic compounds like oxazoles in addressing unmet medical needs. The structural diversity of these molecules allows for tailored interactions with biological targets, making them attractive candidates for drug discovery. 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid, with its well-defined functional groups, offers a platform for exploring new chemical space. By leveraging computational methods such as molecular docking and virtual screening, researchers can identify promising derivatives for further experimental validation.

The pharmaceutical industry has increasingly recognized the importance of high-quality intermediates in drug development pipelines. Chemical intermediates like 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid play a critical role in ensuring efficient and scalable synthesis of active pharmaceutical ingredients (APIs). The ability to produce these intermediates with high purity and yield is essential for meeting regulatory requirements and commercial demands. Advances in synthetic methodologies have enabled more streamlined production processes, reducing costs and improving accessibility for research institutions and pharmaceutical companies.

From a medicinal chemistry perspective, 2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid exemplifies how structural features can be rationally designed to modulate biological activity. The interplay between electronic effects and steric hindrance imposed by substituents like chloro and methyl groups can fine-tune interactions with enzymes or receptors. This principle is fundamental to structure-based drug design (SBDD), where computational models guide the optimization of lead compounds based on their predicted binding modes.

In conclusion,2-chloro-4-methyl-1,3-oxazole-5-carboxylic acid (CAS No. 1558276-80-4) represents a significant asset in pharmaceutical research due to its versatile reactivity and potential applications in drug development. Its unique structural features make it an excellent candidate for generating novel bioactive molecules with therapeutic relevance. As research continues to uncover new applications for oxazole derivatives,this compound is likely to remain at the forefront of medicinal chemistry innovation.

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