Cas no 1286744-59-9 (Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate)

Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate is a heterocyclic ester compound featuring a cyclopropyl-substituted thiazole core. Its structural framework combines the reactivity of the thiazole ring with the steric and electronic influence of the cyclopropyl group, making it a valuable intermediate in organic synthesis and medicinal chemistry. The ester functionality enhances its utility as a precursor for further derivatization, such as hydrolysis or amidation. This compound is particularly useful in the development of pharmacologically active molecules, agrochemicals, and functional materials due to its balanced lipophilicity and stability. Its well-defined reactivity profile allows for precise modifications in synthetic pathways.
Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate structure
1286744-59-9 structure
Product Name:Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate
CAS No:1286744-59-9
MF:C8H9NO2S
MW:183.227560758591
CID:1222675
PubChem ID:53395567
Update Time:2025-06-11

Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate
    • METHYL 2-CYCLOPROPYLTHIAZOLE-4-CARBOXYLATE
    • AKOS006239786
    • SCHEMBL924642
    • SY359402
    • 1286744-59-9
    • METHYL2-CYCLOPROPYLTHIAZOLE-4-CARBOXYLATE
    • DTXSID40694169
    • MFCD18632563
    • MDL: MFCD18632563
    • Inchi: 1S/C8H9NO2S/c1-11-8(10)6-4-12-7(9-6)5-2-3-5/h4-5H,2-3H2,1H3
    • InChI Key: CPLITJZCMPATMH-UHFFFAOYSA-N
    • SMILES: S1C=C(C(=O)OC)N=C1C1CC1

Computed Properties

  • Exact Mass: 183.03539970g/mol
  • Monoisotopic Mass: 183.03539970g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 194
  • 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: 1.7
  • Topological Polar Surface Area: 67.4?2

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Additional information on Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate

Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate (CAS No. 1286744-59-9): An Overview of a Promising Heterocyclic Compound

Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate (CAS No. 1286744-59-9) is a heterocyclic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals and materials science. This compound belongs to the class of thiazoles, which are known for their biological activities and synthetic versatility.

The chemical structure of Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate features a thiazole ring, a five-membered heterocyclic ring containing sulfur and nitrogen atoms, with a cyclopropyl group and a methyl ester moiety attached. The presence of these functional groups imparts distinct chemical properties and reactivity patterns to the molecule, making it an attractive candidate for various synthetic transformations and biological studies.

Recent research has highlighted the potential of thiazoles in the development of novel therapeutic agents. For instance, thiazoles have been shown to exhibit antimicrobial, antifungal, and anticancer activities. The cyclopropyl group in Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate adds an additional layer of complexity and can influence the compound's biological activity by affecting its conformational flexibility and electronic properties.

In the context of drug discovery, Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate has been explored as a lead compound for the development of new drugs targeting various diseases. Its ability to modulate specific biological pathways and interact with key proteins makes it a valuable starting point for medicinal chemistry efforts. For example, studies have shown that thiazole derivatives can inhibit enzymes involved in cancer cell proliferation and inflammation.

The synthetic accessibility of Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate is another factor contributing to its appeal in research and development. Various synthetic routes have been developed to prepare this compound efficiently, including cyclization reactions and coupling strategies. These methods allow for the introduction of diverse functional groups and substituents, enabling the fine-tuning of the compound's properties for specific applications.

In addition to its pharmaceutical applications, Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate has shown promise in materials science. Thiazoles are known for their ability to form stable complexes with metal ions, which can be exploited in the design of functional materials such as catalysts and sensors. The cyclopropyl group can enhance the stability and selectivity of these complexes, making them suitable for advanced technological applications.

The environmental impact of chemicals is an important consideration in their development and use. Studies on the biodegradability and toxicity of thiazole derivatives have indicated that they generally exhibit low environmental persistence and toxicity when properly managed. This makes Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate a more sustainable option compared to some traditional compounds.

In conclusion, Methyl 2-cyclopropyl-1,3-thiazole-4-carboxylate (CAS No. 1286744-59-9) is a versatile heterocyclic compound with significant potential in pharmaceuticals, materials science, and other fields. Its unique chemical structure and favorable properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new applications and insights into its behavior, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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