13124-17-9

Basic information

• Product Name: 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one
• Synonyms: 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one;1-（3.4-Dichlorophenyl）-3-Methyl-5-Pyazolone;1-(3,4-Dichlorophenyl)-3-methyl-5(4H)-pyrazolone;Einecs 236-055-4;1-(3,4-Dichlorophenyl)-3-methyl-5-pyrazolone;1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazol-5(4H)-one
• CAS NO: 13124-17-9
• Molecular Formula: C₁₀H₈Cl₂N₂O
• Molecular Weight: 243.08932
• EINECS: 236-055-4
• Mol File: 13124-17-9.mol

Chemical Properties

• Boiling Point: 426.8°C at 760 mmHg
• Flash Point: 211.9°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 1.72E-07mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one(13124-17-9)
• EPA Substance Registry System: 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one(13124-17-9)

Safety Data

• Hazardous Substances Data: 13124-17-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Research Chemicals:
In the field of research, 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one serves as a valuable research chemical. It aids scientists in understanding the structure-activity relationships of pyrazolone derivatives and their potential applications in medicinal chemistry.
Used in Medicine:
Although further research is needed, 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one may have potential applications in medicine. Its unique chemical structure could contribute to the development of novel therapeutic agents for various diseases and conditions.
Used in Biotechnology:
Similarly, in the field of biotechnology, 2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one may find use in the development of new technologies and products. Its potential applications could range from drug delivery systems to diagnostic tools, pending further exploration and research.

InChI:InChI=1/C10H8Cl2N2O/c1-6-4-10(15)14(13-6)7-2-3-8(11)9(12)5-7/h2-3,5H,4H2,1H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 13124-18-0 3,4-dichlorophenylhydrazine 

Downstream Products

• 1354703-94-8 4-(1H-benzo[g]pyrazolo[3,4-b]quinoline-3-ylazo)-2-(3,4-dichlorophenyl)-5-methyl-2,4-dihydropyrazol-3-one 

Relevant articles and documents

Rhodium-Catalyzed [4+2] Annulation of N-Aryl Pyrazolones with Diazo Compounds To Access Pyrazolone-Fused Cinnolines

An efficient synthesis of novel dinitrogen-fused heterocycles such as pyrazolo[1,2-a]cinnoline derivatives have been accomplished by the rhodium(III)-catalyzed reaction of N-arylpyrazol-5-ones with α-diazo compounds. This reaction proceeds through a cascade C?H activation/intramolecular cyclization with a broad substrate scope. Furthermore, this protocol is successfully extended to the unusual phosphorus-containing α-diazo compounds and cyclic diazo compounds as the cross-coupling partners to deliver the two new kinds of pyrazolo[1,2-a]cinnolinones. The control experiments were performed to reveal insight into the mechanism of this reaction, involving reversible C?H activation, migratory insertion of the diazo compound, and cascade cyclization as the key steps of the transformation. Moreover, gram-scale synthesis and further transformation of the target product demonstrate the synthetic utility of the present protocol.

DRUGS COMPRISING COMBINATION OF ANTITHROMBOTIC AGENT WITH PYRAZOLONE DERIVATIVE

It is intended to provide drugs for treating and/or preventing ischemic diseases which are safe and have little side effects. Namely, drugs comprising a combination of an antithrombotic agent and a pyrazolone derivative defined in the description or its pharmaceutically acceptable salt.

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.