Cas no 32272-52-9 (2-methyl-4-(propan-2-yl)-1,3-thiazole)

2-Methyl-4-(propan-2-yl)-1,3-thiazole is a heterocyclic organic compound featuring a thiazole core substituted with a methyl group at the 2-position and an isopropyl group at the 4-position. This structure imparts notable stability and reactivity, making it a valuable intermediate in organic synthesis, particularly in the development of agrochemicals, pharmaceuticals, and specialty chemicals. Its thiazole moiety contributes to its utility in constructing biologically active molecules, while the isopropyl group enhances lipophilicity, influencing solubility and binding properties. The compound’s well-defined molecular framework allows for precise modifications, supporting its use in research and industrial applications requiring tailored heterocyclic scaffolds.
2-methyl-4-(propan-2-yl)-1,3-thiazole structure
32272-52-9 structure
Product Name:2-methyl-4-(propan-2-yl)-1,3-thiazole
CAS No:32272-52-9
MF:C7H11NS
MW:141.23394036293
CID:1450974
PubChem ID:520569
Update Time:2025-06-11

2-methyl-4-(propan-2-yl)-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • Thiazole, 2-methyl-4-(1-methylethyl)-
    • 4-isopropyl-2-methylthiazole
    • 2-methyl-4-(propan-2-yl)-1,3-thiazole
    • AKOS006282511
    • 4-Isopropyl-2-methyl-Thiazole
    • Thiazole, 4-isopropyl-2-methyl-
    • 4-(1-Methylethyl)-2-methylthiazole
    • 32272-52-9
    • 2-methyl-4-propan-2-yl-1,3-thiazole
    • 2-Methyl-4-(1-methylethyl)thiazole, 9CI
    • SCHEMBL179318
    • 2-Methyl-4-(1-methylethyl)thiazole
    • DA-20634
    • Z1152201834
    • 4-Isopropyl-2-methyl-1,3-thiazole
    • CS-0057980
    • EN300-1659555
    • 2-Methyl-4-(1-methylethyl)-Thiazole
    • Inchi: 1S/C7H11NS/c1-5(2)7-4-9-6(3)8-7/h4-5H,1-3H3
    • InChI Key: SRTOJEUVLKLAGK-UHFFFAOYSA-N
    • SMILES: CC(C1N=C(C)SC=1)C

Computed Properties

  • Exact Mass: 141.06133
  • Monoisotopic Mass: 141.061
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 92.9
  • 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: 2.5
  • Topological Polar Surface Area: 41.1?2

Experimental Properties

  • PSA: 12.89

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Additional information on 2-methyl-4-(propan-2-yl)-1,3-thiazole

Professional Introduction to 2-methyl-4-(propan-2-yl)-1,3-thiazole (CAS No. 32272-52-9)

2-methyl-4-(propan-2-yl)-1,3-thiazole, identified by its Chemical Abstracts Service (CAS) number 32272-52-9, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the thiazole class, a heterocyclic structure characterized by a sulfur atom and a nitrogen atom in its five-membered ring. The presence of alkyl substituents at the 2nd and 4th positions, specifically a methyl group and an isopropyl group, enhances its chemical reactivity and functional versatility, making it a valuable intermediate in the synthesis of more complex molecules.

The thiazole core is a pharmacophore found in numerous bioactive natural products and synthetic drugs, contributing to its broad utility in medicinal chemistry. Its unique electronic properties stem from the conjugation between the sulfur and nitrogen atoms, which allows for diverse interactions with biological targets. Recent advancements in computational chemistry have enabled more precise modeling of 2-methyl-4-(propan-2-yl)-1,3-thiazole, revealing potential applications in drug design and development.

In recent years, researchers have explored the pharmacological properties of derivatives of 1,3-thiazole, including 2-methyl-4-(propan-2-yl)-1,3-thiazole. Studies have demonstrated that modifications to the thiazole ring can modulate its biological activity, leading to compounds with antimicrobial, anti-inflammatory, and anticancer effects. For instance, derivatives of this scaffold have been investigated for their ability to inhibit enzymes involved in cancer cell proliferation and metabolic pathways relevant to neurodegenerative diseases.

The synthesis of 2-methyl-4-(propan-2-yl)-1,3-thiazole typically involves multi-step organic reactions, often starting from commercially available precursors such as thioamides or ketones. The introduction of the isopropyl group at the 4th position requires careful control of reaction conditions to ensure high yield and purity. Advances in catalytic methods have improved the efficiency of these synthetic routes, making large-scale production more feasible for research and industrial applications.

One of the most compelling aspects of 2-methyl-4-(propan-2-yl)-1,3-thiazole is its role as a building block in medicinal chemistry. Its structural features allow for facile functionalization at multiple sites, enabling the creation of libraries of derivatives with tailored biological activities. High-throughput screening techniques combined with machine learning models have accelerated the discovery process by predicting potential hits based on structural similarities to known active compounds.

Recent studies have highlighted the importance of thiazole derivatives in addressing emerging therapeutic challenges. For example, modifications to the methyl and isopropyl substituents have been optimized to enhance binding affinity to target proteins. This has led to the identification of novel compounds with improved pharmacokinetic profiles and reduced toxicity compared to earlier analogs.

The chemical stability of 2-methyl-4-(propan-2-yl)-1,3-thiazole under various conditions has also been thoroughly investigated. Researchers have found that protective groups can be employed during synthetic transformations to prevent unwanted side reactions while maintaining functional integrity. This has opened up new possibilities for incorporating thiazole-based motifs into more complex drug candidates without compromising their efficacy.

In conclusion, 2-methyl-4-(propan-2-yl)-1,3-thiazole (CAS No. 32272-52-9) represents a promising scaffold for pharmaceutical innovation. Its unique structural features combined with recent advances in synthetic methodologies make it an attractive candidate for further exploration in drug discovery programs. As our understanding of biological pathways continues to expand, thiazole derivatives like this compound will play an increasingly important role in developing treatments for a wide range of diseases.

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