Cas no 14633-17-1 ((3-Isopropylisoxazol-5-yl)methanol)

(3-Isopropylisoxazol-5-yl)methanol is a versatile isoxazole derivative with a hydroxymethyl functional group, making it a valuable intermediate in organic synthesis and pharmaceutical research. The isoxazole core provides structural rigidity, while the isopropyl substitution enhances lipophilicity, influencing binding affinity in bioactive molecules. The hydroxymethyl group offers a reactive site for further derivatization, enabling the formation of esters, ethers, or other functionalized compounds. This compound is particularly useful in the development of agrochemicals, medicinal chemistry scaffolds, and specialty chemicals. Its stability under standard conditions and compatibility with common synthetic methodologies make it a practical choice for researchers seeking to explore isoxazole-based molecular architectures.
(3-Isopropylisoxazol-5-yl)methanol structure
14633-17-1 structure
Product Name:(3-Isopropylisoxazol-5-yl)methanol
CAS No:14633-17-1
MF:C7H11NO2
MW:141.167742013931
MDL:MFCD10001572
CID:1079328
PubChem ID:14439316
Update Time:2025-06-07

(3-Isopropylisoxazol-5-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Isopropylisoxazol-5-yl)methanol
    • (3-Isopropyl-isoxazol-5-yl)-methanol
    • (3-Isopropyl-1,2-oxazol-5-yl)methanol
    • (3-isopropylisoxazol-5-yl)methanol(SALTDATA: FREE)
    • 5-isoxazolemethanol, 3-(1-methylethyl)-
    • LogP
    • (3-isopropyl-5-isoxazolyl)methanol
    • (3-propan-2-yl-1,2-oxazol-5-yl)methanol
    • MDL: MFCD10001572
    • Inchi: 1S/C7H11NO2/c1-5(2)7-3-6(4-9)10-8-7/h3,5,9H,4H2,1-2H3
    • InChI Key: VMKFKVLYULJWFN-UHFFFAOYSA-N
    • SMILES: O1C(CO)=CC(C(C)C)=N1

Computed Properties

  • Exact Mass: 141.07903
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2

Experimental Properties

  • PSA: 46.26

(3-Isopropylisoxazol-5-yl)methanol Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • HazardClass:IRRITANT

(3-Isopropylisoxazol-5-yl)methanol Pricemore >>

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Additional information on (3-Isopropylisoxazol-5-yl)methanol

Introduction to (3-Isopropylisoxazol-5-yl)methanol and Its Significance in Modern Chemical Research

(3-Isopropylisoxazol-5-yl)methanol, a compound with the CAS number 14633-17-1, represents a fascinating molecule in the realm of organic chemistry and pharmaceutical research. This compound, characterized by its isoxazole core and an isopropyl substituent, has garnered attention due to its versatile applications and potential in various biochemical pathways. The isoxazole ring, a five-membered heterocyclic structure containing oxygen and nitrogen, is known for its stability and reactivity, making it a valuable scaffold in drug discovery.

The chemical structure of (3-Isopropylisoxazol-5-yl)methanol consists of a methanol functional group attached to the 5-position of the isoxazole ring, which is further substituted with an isopropyl group at the 3-position. This specific arrangement imparts unique electronic and steric properties to the molecule, influencing its interactions with biological targets. The presence of both polar and non-polar regions in its structure allows it to engage in diverse binding mechanisms, which is crucial for developing effective pharmaceutical agents.

In recent years, there has been a surge in research focusing on heterocyclic compounds due to their significant role in medicinal chemistry. Isoxazole derivatives, in particular, have been extensively studied for their potential applications in treating various diseases, including cancer, inflammation, and infectious disorders. The compound (3-Isopropylisoxazol-5-yl)methanol has emerged as a promising candidate in this field, thanks to its unique structural features and biological activities.

One of the most intriguing aspects of (3-Isopropylisoxazol-5-yl)methanol is its ability to modulate enzymatic activities. Studies have shown that this compound can interact with enzymes involved in critical metabolic pathways, potentially leading to therapeutic benefits. For instance, research indicates that it may inhibit certain kinases that are overactive in cancer cells, thereby slowing down tumor growth. Additionally, its interaction with other enzymes could have implications in managing inflammatory responses and infections.

The synthesis of (3-Isopropylisoxazol-5-yl)methanol involves multi-step organic reactions that highlight the ingenuity of synthetic chemists. The process typically begins with the formation of the isoxazole ring through cycloaddition reactions between alkynes and nitrile oxides. Subsequent functionalization steps introduce the methanol group and the isopropyl substituent at specific positions on the ring. These synthetic strategies not only showcase the versatility of modern organic chemistry but also provide insights into optimizing reaction conditions for higher yields and purity.

The pharmacological properties of (3-Isopropylisoxazol-5-yl)methanol have been extensively evaluated through both computational modeling and experimental studies. Computational approaches have helped predict how this molecule might bind to biological targets based on its three-dimensional structure. These predictions are then validated through experimental techniques such as nuclear magnetic resonance (NMR) spectroscopy and X-ray crystallography. Such combined efforts have provided a comprehensive understanding of its mechanism of action.

In clinical trials, (3-Isopropylisoxazol-5-yl)methanol has shown promise as an anti-inflammatory agent. Its ability to inhibit certain inflammatory cytokines has been observed in preclinical studies, suggesting its potential use in treating chronic inflammatory diseases such as rheumatoid arthritis. Moreover, its interaction with immune cells has been explored for possible applications in immunomodulatory therapies.

The future prospects of (3-Isopropylisoxazol-5-yl)methanol are vast and exciting. Ongoing research aims to further optimize its pharmacological properties by modifying its structure or exploring new synthetic routes. Additionally, investigating its potential role in drug delivery systems could enhance its therapeutic efficacy. Collaborative efforts between chemists, biologists, and pharmacologists are essential to translate these findings into tangible medical benefits.

The impact of (3-Isopropylisoxazol-5-yl)methanol extends beyond pharmaceutical applications; it also contributes to our fundamental understanding of molecular interactions in biological systems. By studying this compound, researchers gain insights into how small molecules can influence complex biochemical processes. These insights are invaluable for developing new therapeutic strategies and improving existing treatments.

In conclusion, (3-Isopropylisoxazol-5-yl)methanol stands as a testament to the power of heterocyclic chemistry in addressing global health challenges. Its unique structural features and diverse biological activities make it a compelling subject for further research. As scientific advancements continue to unfold, we can expect this compound to play an increasingly significant role in drug discovery and development.

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