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5-phenyl-2,4-dihydro-3H-pyrazol-3-one is a chemical compound belonging to the pyrazolone class, characterized by a pyrazole ring fused to a dihydro-3H-pyrazole structure. This molecule features a phenyl group attached to the 5-position of the pyrazole ring, which contributes to its aromatic properties. It is known for its potential applications in the pharmaceutical industry, particularly as a building block for the synthesis of various drugs and medicinal compounds. The compound's structure and properties make it a versatile intermediate in organic synthesis, with potential uses in the development of anti-inflammatory, analgesic, and antipyretic agents. Its chemical formula is C9H9N2O, and it is often represented by its systematic name or a simplified version, such as "5-phenylpyrazolone" or "phenylpyrazolone."

5203-91-8

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5203-91-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5203-91-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,0 and 3 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5203-91:
(6*5)+(5*2)+(4*0)+(3*3)+(2*9)+(1*1)=68
68 % 10 = 8
So 5203-91-8 is a valid CAS Registry Number.

5203-91-8Relevant academic research and scientific papers

PIKFYVE KINASE INHIBITORS

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Page/Page column 209, (2021/08/20)

The present invention relates to compounds useful as inhibitors of phosphatidylinositol-3-phosphate 5-kinase (PIKfyve) as well as their use for treating diseases and disorders associated with PIKfyve.

Nickel-Catalyzed C-O Cross-Coupling Reaction at Low Catalytic Loading with Weak Base Participation

Wu, Fan,Zhu, Kejie,Wu, Guolin,Gao, Yu,Chen, Haijun

supporting information, p. 519 - 522 (2020/01/30)

Herein, we report a nickel-catalyzed crossing-coupling reaction for the synthesis of diaryl ethers. The desired products are achieved by coupling heterocyclic alcohols with aryl bromides bearing strong electron withdrawing nitro group under the catalyst system of NiCl2(PPh3)2 and weak base KHCO3. This mild reaction exhibits a broad functional group tolerance. Compound 4 as an important intermediate is suitable for further structural modification of MALT1 inhibitor MI-2.

A Fresh Look at the Staudinger Reaction on Azido Esters: Formation of 2H-1,2,3-Triazol-4-ols from α-Azido Esters Using Trialkyl Phosphines

Taylor, Scott D.,Lohani, Chuda Raj

supporting information, p. 4412 - 4415 (2016/10/09)

Phenyl esters of α-azido acids react with trialkylphosphines in THF/H2O to give 5-substituted 2H-1,2,3-triazol-4-ols in good to excellent yields. In contrast, their reaction with PPh3 in THF/H2O give the amino esters as the major product and no triazoles. Reaction between an α-azido phenyl ester and P(OEt)3 provided the corresponding phosphoramidate in excellent yield, but no triazole was formed.

SMALL MOLECULE INHIBITORS OF LACTATE DEHYDROGENASE AND METHODS OF USE THEREOF

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, (2016/07/27)

Provided is a compound of formula (I)[Formula (I) should be inserted here], in which Ar1, R1, U, V, W, X, and p are as described herein. Also provided are methods of using a compound of formula (I), including a method of treating cancer, a method of treating a patient with cancer cells resistant to an anti-cancer agent, and a method of inhibiting lactate dehydrogenase A (LDHA) and/ or lactate dehydrogenase B (LDHB) activity in a cell.

Dibromination of 5-pyrazolones and 5-hydroxypyrazoles via dibromoisocyanuric acid

Cheng, Kaung-Min,Wu, Jin Bin,Lin, Hui-Chang,Huang, Jiann-Jyh,Huang, Yu-Ying,Lin, Shao-Kai,Lin, Tsung-Ping,Wong, Fung Fuh

body text, p. 1153 - 1156 (2010/11/03)

(Chemical Equation Presented) A safe and efficient method was developed for the dibromination of pyrazolones and 5-hydroxypyrazoles by use of dibromoisocyanuric acid (DBI). The reaction gave the corresponding dibrominated pyrazolones in excellent yields (≥91%).

Efficient di-bromination of 5-pyrazolones and 5-hydroxypyrazoles by N-bromobenzamide

Huang, Yu-Ying,Lin, Hui-Chang,Cheng, Kaung-Min,Su, Wei-Nien,Sung, Kuan-Chin,Lin, Tsung-Ping,Huang, Jiann-Jyh,Lin, Shao-Kai,Wong, Fung Fuh

experimental part, p. 9592 - 9597 (2010/01/06)

An efficient and convenient method for the bromination of pyrazolones and 5-hydroxypyrazoles was developed by using N-bromobenzamide in THF at room temperature. This new method provided di-bromimated pyrazolones in excellent yields (≥90%). Crown Copyright

Phase-transfer catalyzed acylation of 5(3)-hydroxy-3(5)-substituted-1H- pyrazoles

Khalil, Ali Kh.,Hassan, Mohamed A.,Mohamed, Mohamed M.,El-Sayed, Abeer M.

, p. 2485 - 2490 (2007/10/03)

PTC acylation of 5(3)-hydroxy-3(5)-substituted-1H-pyrazoles by different acyl halide reagents at 25°C in the presence of tetrabutylammonium bromide as catalyst has been investigated. This work is aiming to study the comparison of N-versus O- and C-acylati

An experimental (flash vacuum pyrolysis) and theoretical study of the tautomerism of pyrazolinones at high temperatures

Yranzo, Gloria I.,Moyano, Elizabeth L.,Rozas, Isabel,Dardonville, Christophe,Elguero, Jose

, p. 211 - 216 (2007/10/03)

Flash vacuum pyrolysis experiments were carried out between 500 and 800°C on 3(5)-phenyl- and 3(5)-methylpyrazolinones and on 3(5)-methoxy-5(3)-phenylpyrazole. The origin of the isolated products (mainly indanone, hydroxyalkynes and α,β-unsaturated aldehydes) can be explained as arising from the hydroxy tautomers of pyrazolinones. Temperature effects on the tautomeric equilibrium of 1-phenyl-3-methylpyrazolinone in solution show that the percentage of the CH tautomer increases with the temperature. MP2 ab initio calculations on the model compound, pyrazolinone itself, have been used to rationalize these findings. The problem of the aromaticity of the four tautomers of pyrazolinone has been examined through Schleyer's NICS (nuclear independent chemical shifts) calculations.

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