119-16-4

Usage

Uses

Used in Organic Synthesis:
3-METHYL-1-(3-NITROPHENYL)-5-PYRAZOLONE is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of new compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 3-METHYL-1-(3-NITROPHENYL)-5-PYRAZOLONE is utilized as an intermediate, playing a crucial role in the synthesis of various medicinal compounds.
Used in Dye Manufacturing:
3-METHYL-1-(3-NITROPHENYL)-5-PYRAZOLONE is employed in the production of dyes, where its chemical properties contribute to the creation of diverse colorants.
Used in Analytical Chemistry:
3-METHYL-1-(3-NITROPHENYL)-5-PYRAZOLONE is used as a colorimetric reagent for the determination of certain metals, such as copper and bismuth, due to its ability to form colored complexes that facilitate their detection and measurement.
Used in Medicinal Research:
3-METHYL-1-(3-NITROPHENYL)-5-PYRAZOLONE is studied for its potential anti-inflammatory and analgesic properties, indicating its possible use in the development of new medications for pain relief and inflammation management.

InChI:InChI=1/C10H9N3O3/c1-7-5-10(14)12(11-7)8-3-2-4-9(6-8)13(15)16/h2-4,6H,5H2,1H3

Upstream product

• 51516-96-2 3-nitrophenylhydrazine hydrochloride 
• 141-97-9 ethyl acetoacetate 
• 619-27-2 3-nitrophenylhydrazine 

Downstream Products

• 85094-18-4 1-(3-nitrophenyl)-3,4-dimethylpyrano<2,3-c>pyrazole-6(1H)-one 
• 96138-43-1 3-[3-Methyl-1-(3-nitro-phenyl)-5-oxo-1,5-dihydro-pyrazol-(4Z)-ylidene]-butyric acid ethyl ester 
• 165058-04-8 6-methoxy-3-methyl-1-(3-nitrophenyl)chromeno[2,3-c]pyrazol-4(1H)-one 
• 90-32-4 2-(3-aminophenyl)-5-methyl-2,4-dihydro-pyrazol-3-one 

Relevant academic research and scientific papers

One-flask synthesis of pyrazolone thioethers involving catalyzed and uncatalyzed thioetherification pathways of pyrazolones

A one-flask thioetherification of pyrazolones has been demonstrated by transforming several pyrazolones to their corresponding 4-mercaptopyrazolone derivatives and employing them towards cross-coupling with various aromatic and heteroaromatic iodides by applying Pd(OAc)2/xantphos as the catalytic system. The coupling ability of these thiol intermediates with 2,3-dichloropyrazine through an aromatic SN2 pathway has also been established. This methodology provides the use of inexpensive starting materials along with a short reaction time.

Thrombopoietin mimetics

Non-peptide TPO mimetics are disclosed, as well as a method of treating thrombocytopenia, in a mammal, including a human, in need thereof, which comprises administering to such mammal an effective amount of a selected hydroxy-1-azo-naphthalene derivative.

Hydrazinonaphthalene and azonaphthalene thrombopoietin mimics are nonpeptidyl promoters of megakaryocytopoiesis

High-throughput screening for the induction of a luciferase reporter gene in a thrombopoietin (TPO)-responsive cell line resulted in the identification of 4-diazo-3-hydroxy-1-naphthalene-sulfonic acids as TPO mimics. Modification of the core structure and adjustment of unwanted functionality resulted in the development of (5-oxo-1,5-dihydropyrazol-4-ylidene)hydrazines which exhibited efficacies equivalent to those of TPO in several cell-based assays designed to measure thrombopoietic activity. Furthermore, these compounds elicited biochemical responses in TPO-receptor-expressing cells similar to those in TPO itself, including kinase activation and protein phosphorylation. Potencies for the best compounds were high for such low molecular weight compounds (MW 50 values in the region of 1-20 nM.