Production Method 1

59-88-1

156519-20-9

17355-75-8

94209-24-2

Reaction Conditions

Reference

Haloacetylated enol ethers. 11. Synthesis of 1-methyl- and 1-phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure

Martins, Marcos A. P.; Freitag, Rogerio A.; Da Rosa, Adriano; Flores, Alex F. C.; Zanatta, Nilo; et al, Journal of Heterocyclic Chemistry, 1999, 36(1), 217-220

Production Method 2

59-88-1

156519-20-9

17355-75-8

94209-24-2

Reaction Conditions

Reference

Product class 1: pyrazoles

Stanovnik, B.; Svete, J., Science of Synthesis, 2002, 12, 15-225

Production Method 3

151646-24-1

17355-75-8

94209-24-2

Reaction Conditions

1.1 Solvents: Ethanol ;  5 h, reflux

Reference

New Pyrazolium-carboxylates as Structural Analogues of the Pseudo-Cross-Conjugated Betainic Alkaloid Nigellicine

Schmidt, Andreas; Habeck, Tobias; Kindermann, Markus Karl; Nieger, Martin, Journal of Organic Chemistry, 2003, 68(15), 5977-5982

Production Method 4

6296-54-4

17355-75-8

94209-24-2

Reaction Conditions

1.1 Catalysts: Trifluoroacetic acid Solvents: Ethanol ;  rt; 2 h, 85 °C

Reference

La(OTf)3-catalysed one-pot synthesis of pyrazole tethered imidazo[1,2-a]azine derivatives and evaluation of their light emitting properties

Sharma, Shubham; Paul, Avijit Kumar; Singh, Virender, New Journal of Chemistry, 2020, 44(3), 684-694

Production Method 5

1032273-54-3

17355-75-8

94209-24-2

1032273-33-8

1032273-66-7

Reaction Conditions

1.1 Catalysts: Hydrochloric acid Solvents: Dimethylformamide ,  Water ;  2 - 5 h, rt; rt → reflux; 3 h, reflux

Reference

Synthesis of bromodifluoromethyl substituted pyrazoles and isoxazoles

Yang, Xueyan; Shui, Shengxia; Chen, Xi; He, Haiou; Wu, Fanhong, Journal of Fluorine Chemistry, 2010, 131(3), 426-432

1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester Raw materials

• ethyl 2,4-dioxo-4-phenyl-butanoate
• 4-bromo-4,4-difluoro-1-phenylbutane-1,3-dione
• Phenylhydrazine Hydrochloride (1:1)
• 3-Buten-2-one, 1,1,1-trichloro-4-methoxy-4-phenyl-
• 3-Butenoic acid, 4-hydroxy-2-oxo-4-phenyl-, ethyl ester

1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester Preparation Products

• ethyl 1,3-diphenyl-1H-pyrazole-5-carboxylate (94209-24-2)
• 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester (17355-75-8)
• 1H-Pyrazole, 3-(bromodifluoromethyl)-1,5-diphenyl- (1032273-33-8)
• 5-(Bromodifluoromethyl)-1,3-diphenyl-1H-pyrazole (1032273-66-7)

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• 4. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
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  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenylpyrazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Phenylpyrazoles

Introduction to 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester (CAS No. 17355-75-8)

1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester, identified by the Chemical Abstracts Service Number (CAS No.) 17355-75-8, is a significant compound in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the pyrazole derivatives, a class of heterocyclic compounds that have garnered considerable attention due to their diverse biological activities and potential therapeutic applications. The structural features of this molecule, particularly the presence of two phenyl groups at the 1 and 5 positions of the pyrazole ring and the ethyl ester substituent at the 3-position, contribute to its unique chemical properties and biological interactions.

The synthesis and characterization of 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester involve sophisticated organic chemistry techniques that highlight its importance in industrial and academic research. The compound’s molecular structure allows for various modifications, making it a versatile scaffold for drug discovery programs. Its applications span across multiple domains, including antimicrobial, anti-inflammatory, and anticancer studies, where its derivatives have shown promising results in preclinical trials.

In recent years, there has been a surge in research focused on developing novel therapeutic agents derived from pyrazole scaffolds. The dual functionality of 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester—the aromatic phenyl rings and the ester group—makes it an attractive candidate for further chemical exploration. Researchers have leveraged this compound to develop new analogs with enhanced pharmacological profiles. For instance, modifications at the 1 and 5 positions have been explored to improve binding affinity to target enzymes or receptors, while the ester group offers opportunities for further functionalization via hydrolysis or transesterification reactions.

The pharmaceutical industry has shown particular interest in pyrazole derivatives due to their favorable pharmacokinetic properties. Studies indicate that compounds with this structural motif often exhibit good solubility and bioavailability, which are critical factors for drug efficacy. Furthermore, the ability to fine-tune the electronic and steric properties of these molecules allows for the development of selective inhibitors or agonists with minimal off-target effects. This has led to several 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester derivatives being investigated in clinical trials for various diseases.

One of the most compelling aspects of this compound is its role as a precursor in the synthesis of more complex bioactive molecules. The pyrazole core can be further functionalized to create libraries of compounds for high-throughput screening (HTS) campaigns. Such approaches have been instrumental in identifying lead compounds that undergo further optimization before entering clinical development. The versatility of 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester makes it a valuable asset in medicinal chemistry pipelines.

Recent advancements in computational chemistry have also enhanced the study of 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester and its derivatives. Molecular modeling techniques allow researchers to predict binding affinities and metabolic stability with high accuracy, thereby accelerating the drug discovery process. These computational methods are particularly useful in designing analogs with improved pharmacological properties without extensive experimental trials.

The synthesis of 1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester typically involves multi-step organic reactions starting from commercially available precursors. The introduction of phenyl groups at the 1 and 5 positions often requires palladium-catalyzed cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings. The esterification step at the 3-position can be achieved using traditional carboxylation methods or more modern enzymatic approaches. These synthetic strategies highlight the compound’s synthetic utility and its potential for industrial-scale production.

In conclusion,1H-Pyrazole-3-carboxylic acid, 1, 5-diphenyl-, ethyl ester (CAS No. 17355-75-8) is a cornerstone in modern pharmaceutical research due to its structural versatility and biological relevance. Its role as a building block for novel therapeutic agents underscores its importance in both academic and industrial settings. As research continues to uncover new applications for pyrazole derivatives,17355-75-8 will undoubtedly remain a key compound in drug discovery efforts aimed at addressing unmet medical needs.

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