13599-22-9

Basic information

• Product Name: 1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID
• Synonyms: 1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID;1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-;1,5-di(phenyl)-3-pyrazolecarboxylic acid;1,5-di(phenyl)pyrazole-3-carboxylic acid
• CAS NO: 13599-22-9
• Molecular Formula: C₁₆H₁₂N₂O₂
• Molecular Weight: 264.28
• Mol File: 13599-22-9.mol

Chemical Properties

• Melting Point: 183 °C(Solv: water (7732-18-5))
• Boiling Point: 496.2 °C at 760 mmHg
• Flash Point: 253.9 °C
• Appearance: /
• Density: 1.23 g/cm³
• Vapor Pressure: 1.16E-10mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID(13599-22-9)
• EPA Substance Registry System: 1,5-DIPHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID(13599-22-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 13599-22-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,5-Diphenyl-1H-pyrazole-3-carboxylic acid is used as a building block for the synthesis of more complex organic compounds, leveraging its unique structure and reactivity. The presence of the carboxylic acid group allows for further functionalization and the formation of derivatives that can be employed in various chemical processes.
Used in Research and Development:
In the field of chemistry, 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid is used as a research compound to explore its potential applications and properties. Its role in the synthesis of other compounds and its reactivity with different reagents make it a valuable tool for understanding the behavior of phenylpyrazole-based compounds in chemical reactions.
Used in Pharmaceutical Development:
Although not explicitly mentioned in the provided materials, the structure of 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid suggests that it could be used as a starting material in the development of pharmaceutical compounds. The pyrazole core is a common structural element in many drugs, and the presence of the phenyl ring and carboxylic acid group could provide opportunities for the design of new therapeutic agents with potential applications in medicine.

InChI:InChI=1/C16H12N2O2/c19-16(20)14-11-15(12-7-3-1-4-8-12)18(17-14)13-9-5-2-6-10-13/h1-11H,(H,19,20)/p-1

Upstream product

• 3729-90-6 3-methyl-1,5-diphenyl-1H-pyrazole 
• 52313-46-9 ethyl 2-acetyl-4-oxo-4-phenylbutanoate 
• 100-34-5 benzene diazonium chloride 
• 93013-70-8 5-phenyl-3-(2-phenylhydrazono)dihydrofuran-2-(3H)-one 
• 14441-90-8 5-phenyl-3-isoxazolecarboxylic acid 
• 64-17-5 ethanol 
• 100-63-0 phenylhydrazine 
• 114-83-0 1-acetyl-2-phenylhydrazine 
• 55991-67-8 5-phenylfuran-2,3-dione 
• 17355-75-8 ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate 
• 41167-58-2 2-hydroxy-4-oxo-4-phenyl-but-2-enoic acid methyl ester 
• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 59-88-1 phenylhydrazine hydrochloride 
• 20577-73-5 methyl 4-phenyl-2,4-dioxobutanoate 

Downstream Products

• 913356-98-6 1-(1,5-diphenyl-1H-pyrazole-3-carbonyl)thiosemicarbazide 
• 2515-61-9 1,5-Diphenyl-2-pyrazolin 
• 6831-89-6 1,5-diphenyl-1H-pyrazole 

Relevant articles and documents

Acid- and base-catalyzed modifications of 3-[aryl(hetaryl)hydrazinylidene]-3H-furan-2-ones

3-[Aryl(hetaryl)hydrazinylidene]furan-2(3H)-ones tend to undergo rearrangements involving different reaction centers and accompanied by opening of the furan ring. The reaction direction is determined by the conditions and nature of substituent in the hydr

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According to the drug hybridization principle, a series of novel 1,5-diaryl substituted pyrazole secnidazole ester derivatives (6aa–6gc) have been synthesized by the combinations of various 1,5-diarylpyrazole-3-carboxylic acids with secnidazole. The in vi

Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors

For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10 μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the molecules containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the experimental and theoretical results obtained, further directions for the development of this topic were proposed.

Discovery of 1,5-Diphenylpyrazole-3-Carboxamide Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase (MAGL) Inhibitors

Monoacylglycerol lipase (MAGL) is a serine hydrolase that plays an important role in the degradation of the endocannabinoid neurotransmitter 2-arachidonoylglycerol, which is implicated in many physiological processes. Beyond the possible utilization of MA

Bcl-2/MDM2 Dual Inhibitors Based on Universal Pyramid-Like α-Helical Mimetics

No α-helical mimetic that exhibits Bcl-2/MDM2 dual inhibition has been rationally designed due to the different helicities of the α-helixes at their binding interfaces. Herein, we extracted a one-turn α-helix-mimicking ortho-triarene unit from o-phenylene foldamers. Linking benzamide substrates with a rotatable C-N bond, we constructed a novel semirigid pyramid-like scaffold that could support its two-turn α-helix mimicry without aromatic stacking interactions and could adopt the different dihedral angles of the key residues of p53 and BH3-only peptides. On the basis of this universal scaffold, a series of substituent groups were installed to capture the key residues of both p53TAD and BimBH3 and balance the differences of the bulks between them. Identified by FP, ITC, and NMR spectroscopy, a compound 6e (zq-1) that directly binds to Mcl-1, Bcl-2, and MDM2 with balanced submicromolar affinities was obtained. Cell-based experiments demonstrated its antitumor ability through Bcl-2/MDM2 dual inhibition simultaneously.

(13)C Chemical Shifts and (1)H - (13)C Coupling Constants of N-Phenyl-, N-p-Fluorophenyl- and N-o-Nitrophenylpyrazoles

The (13)C chemical shifts and some (1)H - (13)C coupling constants of twelve N-arylpyrazoles are reported.The assignments were made by using the effects of a fluorine substituent and two-dimensional techniques. Key words: (13)C chemical shifts, (1)H - (13