Production Method 1

85302-07-4

1027617-67-9

85302-16-5

Reaction Conditions

1.1 Reagents: Acetic acid Solvents: Ethanol ;  2 h, reflux

Reference

Synthesis and SAR Analysis of Novel 4-Hydroxytamoxifen Analogues Based on Their Cytotoxic Activity and Electron-Donor Character

Duro, Cintia; et al, Molecules, 2022, 27(19),

2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one Raw materials

• 2-(dimethylaminomethylene)cyclohexane-1,3-dione

2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one Preparation Products

• 1-methyl-4,5,6,7-tetrahydro-1H-indazol-4-one (85302-16-5)
• 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one (1027617-67-9)

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Introduction to CAS No. 1027617-67-9: 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one

The compound with CAS No. 1027617-67-9, commonly referred to as 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound belongs to the class of indazolones, which are known for their diverse biological activities and potential applications in drug development. The structure of 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one features a fused bicyclic system with a methyl group substitution, contributing to its unique chemical properties and reactivity.

Recent studies have highlighted the importance of indazolones as scaffolds for the development of bioactive molecules. For instance, researchers have explored the antioxidant properties of 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one, demonstrating its potential in protecting cells from oxidative stress. Additionally, this compound has shown promise in anti-inflammatory applications, making it a valuable candidate for therapeutic interventions in conditions such as arthritis and neurodegenerative diseases.

The synthesis of 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one involves a series of well-defined organic reactions. One notable approach is the use of palladium-catalyzed coupling reactions to construct the indazole ring system. This method not only enhances the efficiency of the synthesis but also allows for further functionalization of the molecule to explore its biological potential. The ease of synthesis and structural versatility make this compound an attractive target for both academic and industrial research.

From a structural perspective, 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one exhibits a planar bicyclic framework with conjugated double bonds, which contribute to its electronic properties. The methyl group at position 2 introduces steric effects and influences the molecule's solubility and bioavailability. These characteristics are crucial in determining its pharmacokinetic profile and suitability for drug delivery systems.

Emerging research has also focused on the bioisosteric replacements within the indazolone framework. By substituting specific groups within the molecule, scientists aim to optimize its pharmacodynamic properties while maintaining its core activity. For example, modifications at the 4-position have been shown to enhance binding affinity to specific protein targets, paving the way for novel drug candidates.

In terms of applications, 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one has been investigated as a lead compound in various therapeutic areas. Its ability to modulate key cellular pathways makes it a promising candidate for treating chronic diseases such as cancer and inflammatory disorders. Furthermore, this compound has been utilized as an intermediate in the synthesis of more complex molecules with enhanced biological profiles.

The development of efficient analytical methods for characterizing CAS No. 1027617-67-9 has also been a focus of recent research. Techniques such as high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have been employed to confirm its molecular structure and purity. These advancements ensure that the compound meets stringent quality control standards required for preclinical studies.

Looking ahead, the continued exploration of 2-Methyl-6,7-dihydro-2H-indazol-4(5H)-one is expected to yield further insights into its therapeutic potential. Collaborative efforts between chemists and biologists will be essential in translating this molecule from the laboratory into clinical settings. As research progresses, it is anticipated that this compound will play a pivotal role in advancing innovative treatments for various human ailments.

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• 85302-16-5(1-methyl-4,5,6,7-tetrahydro-1H-indazol-4-one)
• 1174850-21-5(1-(1,3-dimethyl-1H-pyrazol-4-yl)hexan-1-one)
• 1006356-08-6(1,3-bis(1,3-dimethyl-1H-pyrazol-4-yl)propane-1,3-dione)
• 1027617-68-0(2-ethyl-2,5,6,7-tetrahydro-4H-Indazol-4-one)
• 115310-14-0(5,6,7,8-tetrahydro-2-methyl-4(2H)-Cycloheptapyrazolone)
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