58514-96-8

Usage

Uses

Used in Pharmaceutical Research:
5-methoxy-1H-indazol-3-amine is used as a potential active pharmaceutical ingredient for the development of new drugs, leveraging its possible anti-inflammatory, antimicrobial, or anticancer properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-methoxy-1H-indazol-3-amine is utilized as a key intermediate in the synthesis of various pharmaceutical compounds, contributing to the discovery of novel therapeutic agents.
Used in Chemical Synthesis:
5-methoxy-1H-indazol-3-amine serves as a versatile building block in organic synthesis, enabling the creation of a range of chemical products with potential applications in different industries.
Used in Biochemical Research:
5-methoxy-1H-indazol-3-amine is employed in biochemical research to study its interactions with biological systems, potentially leading to insights into new mechanisms of action for therapeutic intervention.
Used in Material Science:
5-methoxy-1H-indazol-3-amine may also find applications in material science, where its unique chemical structure could contribute to the development of new materials with specific properties for various technological applications.

InChI:InChI=1/C8H9N3O/c1-12-5-2-3-7-6(4-5)8(9)11-10-7/h2-4H,1H3,(H3,9,10,11)

Upstream product

• 127667-01-0 2-fluoro 5-methoxybenzonitrile 
• 1219024-61-9 2-[2-(diphenylmethylene)hydrazino]-5-methoxybenzonitrile 

Downstream Products

• 1041612-50-3 2-fluoro-N-(5-methoxy-1H-indazol-3-yl)benzenesulfonamide 
• 1041612-45-6 5-methoxy-1-(4-methoxybenzyl)-1H-indazol-3-ylamine 
• 1426854-82-1 5-methoxy-1-phenyl-1H-indazol-3-ylamine 

Relevant academic research and scientific papers

Lewis-acid Promoted Chemoselective Condensation of 2-Aminobenzimidazoles or 3-Aminoindazoles with 3-Ethoxycyclobutanones to Construct Fused Nitrogen heterocycles

A Lewis-acid promoted chemoselective condensation of 2-aminobenzimidazoles or 3-aminoindazoles with 3-ethoxycyclobutanones is presented. Diverse fused heterocycles benzo[4,5]-imidazo[1,2-a]pyrimidine and pyrimido[1,2-b]-indazole derivatives were obtained in moderate to high yields under mild conditions, the reaction mechanism of which was in sharp contrast to previous [3+3] annulation reaction of 3-ethoxycyclobutanones. (Figure presented.).

INDAZOLYL-PYRIMIDINES AS KINASE INHIBITORS

Disclosed are compounds having the formula: or a salt thereof, wherein A, n, R1, R1A, and R2 are as defined herein, and methods of making and using the same.

A general, one-step synthesis of substituted indazoles using a flow reactor

Flow chemistry is a rapidly emerging technology within the pharmaceutical industry, both within medicinal and development chemistry groups. The advantages of flow chemistry, increased safety, improved reproducibility, enhanced scalability, are readily apparent, and we aimed to exploit this technology in order to provide small amounts of pharmaceutically interesting fragments via a safe and scalable route, which would enable the rapid synthesis of multigram quantities on demand. Here we report a general and versatile route which utilises flow chemistry to deliver a range of known and novel indazoles, including 3-amino and 3-hydroxy analogues.

3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor

A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogues of marsanidine, a highly selective α2-adrenoceptor ligand. Parent compound 4a and its 4-chloro (4c) and 4-methyl (4d) derivatives display α2-adrenoceptor affinity at nanomolar concentrations (Ki = 39.4, 15.9 and 22.6 nM, respectively) and relatively high α2/I1 selectivity ratios of 82, 115 and 690, respectively. Evidence was obtained that these compounds act as partial agonists at α2A-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv.

Two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles

A general two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles involving a palladium-catalyzed arylation of benzophenone hydrazone followed by an acidic deprotection/cyclization sequence is described. This procedure offers a general and efficient alternative to the typical S NAr reaction of hydrazine with o-fluorobenzonitriles.

METHODS AND COMPOSITIONS FOR THE TREATMENT OF PAIN, INFLAMMATION AND CANCER

This invention relates to methods of treating, managing and preventing pain, inflammation, cancer, and ocular diseases and disorders, and to compounds and pharmaceutical compositions useful in such methods.

METHODS AND COMPOSITIONS FOR THE TREATMENT OF BODY COMPOSITION DISORDERS

This invention relates to methods of treating, managing and preventing body composition disorders, and to compounds and pharmaceutical compositions useful in such methods.

GLUCOKINASE ACTIVATORS

Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of wherein the variables are as defined herein.