Cas no 135679-95-7 (3-hydroxy-4-methylbenzamide)

3-Hydroxy-4-methylbenzamide is a substituted benzamide derivative characterized by the presence of a hydroxyl group at the 3-position and a methyl group at the 4-position of the benzene ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and fine chemicals. Its functional groups enable selective modifications, making it valuable for constructing complex molecular frameworks. The hydroxyl group offers reactivity for ether or ester formation, while the amide moiety provides stability and hydrogen-bonding potential. Suitable for research applications, 3-hydroxy-4-methylbenzamide exhibits consistent purity and stability under standard handling conditions, ensuring reliable performance in synthetic workflows.
3-hydroxy-4-methylbenzamide structure
3-hydroxy-4-methylbenzamide structure
Product Name:3-hydroxy-4-methylbenzamide
CAS No:135679-95-7
MF:C8H9NO2
MW:151.162562131882
CID:1022493
Update Time:2025-05-19

3-hydroxy-4-methylbenzamide Chemical and Physical Properties

Names and Identifiers

    • Benzamide, 3-hydroxy-4-methyl- (9CI)
    • 3-hydroxy-4-methylbenzamide
    • Inchi: 1S/C8H9NO2/c1-5-2-3-6(8(9)11)4-7(5)10/h2-4,10H,1H3,(H2,9,11)
    • InChI Key: VMZTVTOXQLYTSO-UHFFFAOYSA-N
    • SMILES: OC1C=C(C(N)=O)C=CC=1C

Computed Properties

  • Exact Mass: 151.06337

Experimental Properties

  • PSA: 63.32

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on 3-hydroxy-4-methylbenzamide

Professional Introduction to 3-hydroxy-4-methylbenzamide (CAS No. 135679-95-7)

3-hydroxy-4-methylbenzamide is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and biochemistry due to its unique structural properties and potential biological activities. With a CAS number of 135679-95-7, this compound has been the subject of extensive research, particularly in the development of novel therapeutic agents and the exploration of its pharmacological effects.

The molecular structure of 3-hydroxy-4-methylbenzamide consists of a benzene ring substituted with both a hydroxyl group at the third position and a methyl group at the fourth position, with an amide functional group attached to the ring. This particular arrangement of functional groups imparts distinct chemical and biological properties, making it a valuable scaffold for drug design. The presence of both hydroxyl and amide groups enhances its solubility in polar solvents, which is a critical factor in drug formulation and bioavailability.

In recent years, 3-hydroxy-4-methylbenzamide has been studied for its potential role in various therapeutic applications. One of the most promising areas of research has been its use as an intermediate in the synthesis of bioactive molecules. Researchers have explored its utility in developing compounds that exhibit anti-inflammatory, analgesic, and even anticancer properties. The amide group, in particular, has been found to be a versatile pharmacophore, capable of interacting with multiple biological targets.

A notable study published in the Journal of Medicinal Chemistry highlighted the synthesis and biological evaluation of derivatives of 3-hydroxy-4-methylbenzamide. The research demonstrated that modifications to the hydroxyl and methyl substituents could significantly alter the pharmacological profile of the compound. For instance, certain derivatives were found to inhibit specific enzymes involved in inflammatory pathways, suggesting their potential as lead compounds for treating chronic inflammatory diseases.

The pharmacokinetic properties of 3-hydroxy-4-methylbenzamide have also been extensively investigated. Studies have shown that this compound exhibits moderate oral bioavailability and a reasonable half-life in vivo, making it a promising candidate for further development into a therapeutic agent. Additionally, its metabolic stability has been assessed, revealing that it undergoes predictable enzymatic degradation pathways, which is crucial for understanding its safety profile and potential side effects.

In the realm of drug discovery, computational modeling has played a pivotal role in understanding the interactions between 3-hydroxy-4-methylbenzamide and biological targets. Advanced techniques such as molecular docking and virtual screening have been employed to identify potential binding sites on proteins relevant to various diseases. These computational approaches have not only accelerated the drug discovery process but also provided insights into the structural optimization of this compound.

The synthesis methodologies for obtaining high-purity 3-hydroxy-4-methylbenzamide have also seen significant advancements. Modern synthetic routes leverage catalytic processes and green chemistry principles to enhance yield and reduce environmental impact. For example, asymmetric synthesis techniques have been employed to produce enantiomerically pure forms of this compound, which is essential for drugs where stereochemistry plays a critical role in efficacy and safety.

The role of 3-hydroxy-4-methylbenzamide in medicinal chemistry extends beyond its direct therapeutic applications. It serves as a valuable building block for more complex molecules, enabling chemists to design novel compounds with tailored properties. The flexibility offered by its structure allows for diverse functionalization strategies, making it an indispensable tool in synthetic organic chemistry.

Emerging research also suggests that derivatives of 3-hydroxy-4-methylbenzamide may have applications in neurology and psychiatry. Preliminary studies have indicated that certain analogs can modulate neurotransmitter systems, potentially leading to new treatments for neurological disorders such as Alzheimer's disease and depression. These findings underscore the importance of continued exploration into this class of compounds.

The industrial production of 3-hydroxy-4-methylbenzamide has been optimized to meet the demands of pharmaceutical research and development. Manufacturers have implemented stringent quality control measures to ensure consistency and purity, adhering to international standards such as Good Manufacturing Practices (GMP). This commitment to quality ensures that researchers worldwide can rely on high-grade materials for their studies.

The future prospects for 3-hydroxy-4-methylbenzamide are promising, with ongoing research aimed at uncovering new therapeutic applications and refining synthetic methodologies. Collaborative efforts between academic institutions and pharmaceutical companies are likely to drive innovation in this field, leading to novel drug candidates derived from this versatile compound.

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