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
• Article Data: 3

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

General Description

2-(3,4-dichlorophenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one is a chemical compound with the molecular formula C10H9Cl2N3O. It is a pyrazolone derivative, and its structure includes a 3,4-dichlorophenyl group and a 5-methyl-3H-pyrazol-3-one group. This chemical is used in the synthesis of pharmaceuticals and research chemicals, and it may have potential applications in the fields of medicine and biotechnology. However, further research is needed to fully understand its properties and potential uses.

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.

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.