5504-65-4

Basic information

• Product Name: 3-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID
• Synonyms: AKOS PAO-0304;3-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID;3-PHENYLPYRAZOLE-4-CARBOXYLIC ACID;CHEMBRDG-BB 4004729;IFLAB-BB F2124-0637;RARECHEM AL BE 0428;Albb-004696;3-phenyl-1H-pyrazole-4-carboxylic acid(SALTDATA: FREE)
• CAS NO: 5504-65-4
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18
• Product Categories: Carboxylic Acids;Pyrazoles & Triazoles;Heterocyclic Compounds;Carboxylic Acids;Pyrazoles & Triazoles;Building Blocks;Heterocyclic Building Blocks;Pyrazoles
• Mol File: 5504-65-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 278 °C (dec.)(lit.)
• Boiling Point: 429.978 °C at 760 mmHg
• Flash Point: 213.843 °C
• Appearance: /
• Density: 1.356 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: 2-8°C
• PKA: 3.07±0.10(Predicted)
• CAS DataBase Reference: 3-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(5504-65-4)
• EPA Substance Registry System: 3-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(5504-65-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5504-65-4(Hazardous Substances Data)

Usage

General Description

3-Phenyl-1H-pyrazole-4-carboxylic acid is a chemical compound with the molecular formula C11H8N2O2. It is a member of the pyrazole family, which is known for its diverse biological activities. This particular compound has been found to exhibit potential anti-inflammatory and antimicrobial properties. It is also being studied for its potential use in the development of pharmaceutical drugs. Additionally, it has shown promise in the field of organic synthesis and medicinal chemistry. As a carboxylic acid, it contains a carboxyl group, which makes it useful for chemical reactions and as a building block for more complex molecules. Overall, 3-Phenyl-1H-pyrazole-4-carboxylic acid has potential applications in various fields due to its unique chemical structure and properties.

InChI:InChI=1/C10H8N2O2/c13-10(14)8-6-11-12-9(8)7-4-2-1-3-5-7/h1-6H,(H,11,12)(H,13,14)

Upstream product

• 21031-22-1 methyl 3-phenyl-1H-pyrazole-4-carboxylate 
• 861585-88-8 ethyl 3-phenyl-1H-pyrazole-4-carboxylate 
• 10035-10-6 hydrogen bromide 
• 26033-20-5 3-Phenyl-1H-pyrazole-4-carboxaldehyde 
• 2492-30-0 acetophenone semicarbazone 
• 98-86-2 acetophenone 
• 13466-30-3 (1-phenylethylidene)hydrazine 

Downstream Products

• 21031-22-1 methyl 3-phenyl-1H-pyrazole-4-carboxylate 
• 2458-26-6 3-phenylpyrazole 
• 99939-11-4 1-Amino-3-phenyl-1H-pyrazol-4-carbonsaeure-butylester 
• 99939-09-0 1-Amino-3-phenyl-1H-pyrazol-4-carbonsaeure 
• 1347063-05-1 3-propyl-6-(3-phenyl-1H-pyrazol-4-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 

Relevant articles and documents

Discovery of pyrazole derivatives as cellular active inhibitors of histone lysine specific demethylase 5B (KDM5B/JARID1B)

KDM5B (also known as PLU-1 and JARID1B) is 2-oxoglutarate and Fe2+ dependent oxygenase that acts as a histone H3K4 demethylase, which is a key participant in inhibiting the expression of tumor suppressors as a drug target. Here, we present the discovery of pyrazole derivatives compound 5 by structure-based virtual screening and biochemical screening with IC50 of 9.320 μM against KDM5B, and its subsequent optimization to give 1-(4-methoxyphenyl)-N-(2-methyl-2-morpholinopropyl)-3-phenyl-1H-pyrazole-4-carboxamide (27 ab), a potent KDM5B inhibitor with IC50 of 0.0244 μM. In MKN45 cells, compound 27 ab can bind and stabilize KDM5B and induce the accumulation of H3K4me2/3, bona fide substrates of KDM5B, while keep the amount of H3K4me1, H3K9me2/3 and H3K27me2 without change. Further biological study also indicated that compound 27 ab is a potent cellular active KDM5B inhibitor that can inhibit MKN45 cell proliferation, wound healing and migration. In sum, our finding gives a novel structure for the discovery of KDM5B inhibitor and targeting KDM5B may be a new therapeutic strategy for gastric cancer treatment.

Structural diversity and properties of M(II) phenyl substituted pyrazole carboxylate complexes with 0D-, 1D-, 2D- and 3D frameworks

Eight new metal complexes with two kinds of phenyl substituted pyrazole carboxylic acid, [Ni(HL1)2(H2O)2] (1), [Cu(HL1)2(H2O)2] (2), [Zn(HL1)2] (3), [Ni(HL2)2(H 2O)2] (4), [Ni(HL2)2(HL 3)2] (5), [Cu(HL2)2]·2H 2O (6), [Zn(HL2)2] (7), [Zn2(HL 2)2(L2)] (8) [H2L1 = 5-phenyl-1H-pyrazole-3-carboxylic acid; H2L2 = 3-phenyl-1H-pyrazole-4-carboxylic acid; HL3 = 3-phenyl-1H-pyrazole] were prepared by hydro/solvothermal reactions and structurally characterized. Complexes 1 and 2 have monomeric structures; 3 and 4 exhibit 1-D zig-zag chains; 5 and 6 possess 2D layer structures consisting of rhomboid grids; 7 features a 2-fold interpenetrated 3-D diamondoid framework; while complex 8 holds a 3-D NaCl-like framework. Hydrogen bonding and aromatic π-π stacking interactions link the eight complexes into 2-D (1-3) or 3-D (4-8) supramolecular networks, of which 5, 6 and 8 contain single, single and double-stranded helical chains, respectively. The thermal stabilities of complexes 1-8 and photophysical properties of complexes 3 and 7 were investigated.