36174-07-9

Usage

Uses

Used in Pharmaceutical Industry:
1-acetyl-1H-indazol-5-yl acetate is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure, including the indazole ring and acetyl groups, may contribute to the development of new drugs with specific therapeutic properties.
Used in Organic Synthesis:
1-acetyl-1H-indazol-5-yl acetate serves as a key building block in the synthesis of complex organic molecules. Its reactivity and functional groups can be utilized in various chemical reactions to form a wide range of organic compounds with diverse applications.

InChI:InChI=1/C11H10N2O3/c1-7(14)13-11-4-3-10(16-8(2)15)5-9(11)6-12-13/h3-6H,1-2H3

Upstream product

• 2835-99-6 4-amino-3-methylphenol 
• 108-24-7 acetic anhydride 
• 343786-85-6 4-Acetoxyacet-o-toluidid 

Downstream Products

• 15579-15-4 5-hydroxy-1H-indazole 

Relevant academic research and scientific papers

Design and synthesis of Rho kinase inhibitors (II)

In a previous study, we identified several structurally unrelated scaffolds of the Rho kinase inhibitor using pharmacophore information obtained from the results of a high-throughput screening and structural information from a homology model of Rho kinase. 1H-Indazole is one of the candidate scaffolds on which a new series of potent Rho kinase inhibitors could be developed. In this study, the detailed structure-activity relationship of 1H-indazole analogues was studied. During this study, we found that the cell-free enzyme inhibitory potential of Rho kinase inhibitors having the 1H-indazole scaffold did not necessarily correlate with their inhibitory potential toward the chemotaxis of cultured cells. The choice of the linker substructure was shown to be an important factor for the 1H-indazole analogues to inhibit the chemotaxis of cells. Optimization of the 1H-indazole inhibitors with respect to the in vitro inhibition of monocyte chemotaxis induced by MCP-1 was carried out. The inhibitory potential was improved both in the cell-free enzyme assay and in the chemotaxis assay.

Aromatic Diazonium Salts, X. - A One-Pot Procedure for the Jacobson Synthesis of Indazole

Procedures are described for a one-pot synthesis of 1H-indazole and substituted indazoles 3 in good yield (Table 1) from o-toluidines 2, alkyl nitrite or nitrous oxides, potassium acetate, and acetic anhydride in benzene.The spectroscopic properties of substituted indazoles (Tables 2-4) are discussed. - 4-Phenylcinnoline (18) is prepared by the same procedure from o-(α-methylenebenzyl)aniline.