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4-Phenylpyrazole, with the molecular formula C9H8N2, is a heterocyclic aromatic compound characterized by a pyrazole ring fused with a phenyl group. This versatile compound is recognized for its interactions with biological systems and is widely utilized as a building block in the synthesis of pharmaceuticals, agrochemicals, and dyes. Its ability to engage with various biological targets makes it a significant component in medicinal chemistry, with potential applications in corrosion inhibition, antioxidant, and antimicrobial properties.

10199-68-5

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10199-68-5 Usage

Uses

Used in Pharmaceutical Industry:
4-Phenylpyrazole is used as a key intermediate in the synthesis of pharmaceuticals for its ability to bind with biological targets, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In agrochemicals, 4-Phenylpyrazole is utilized as a building block for the creation of compounds that can protect crops from pests and diseases, leveraging its chemical properties to enhance agricultural productivity.
Used in Dye Industry:
4-Phenylpyrazole is employed as a component in the production of dyes due to its aromatic structure, which imparts color and stability to the final products.
Used in Corrosion Inhibition:
4-Phenylpyrazole is used as a corrosion inhibitor in various industrial applications to protect materials from degradation, capitalizing on its chemical properties to form a protective layer and extend the service life of equipment.
Used in Antioxidant Applications:
4-PHENYLPYRAZOLE serves as an antioxidant, scavenging free radicals and preventing oxidative damage in various chemical and biological systems, thus finding use in industries where oxidation can lead to degradation or spoilage.
Used in Antimicrobial Applications:
4-Phenylpyrazole is utilized for its antimicrobial properties, inhibiting the growth of microorganisms in different settings, which is particularly valuable in healthcare, food preservation, and other industries where microbial control is crucial.

Check Digit Verification of cas no

The CAS Registry Mumber 10199-68-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,1,9 and 9 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 10199-68:
(7*1)+(6*0)+(5*1)+(4*9)+(3*9)+(2*6)+(1*8)=95
95 % 10 = 5
So 10199-68-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H8N2/c1-2-4-8(5-3-1)9-6-10-11-7-9/h1-7H,(H,10,11)

10199-68-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-phenyl-1H-pyrazole

1.2 Other means of identification

Product number -
Other names 3-phenyl-1H-pyrazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10199-68-5 SDS

10199-68-5Relevant academic research and scientific papers

Design, synthesis, biological evaluation, and molecular docking study on triazine based derivatives as anti-inflammatory agents

Alvani, Mohsen,Asadi, Parvin,Hajhashemi, Valiollah,Khodarahmi, Ghadamali,Rostami, Mahboubeh

, (2021)

In an attempt to develop new anti-inflammatory agents, design, synthesis, pharmacological activities, and docking study of two groups of triazine-based derivatives were reported. Nine compounds (5a-5d and 10a-10e) consisting of triazine, vanillin, and phenylpyrazole were synthesized through the pharmacophore hybridization method. After confirmation of the structure of the synthesized compounds using spectroscopic methods (FT-IR, and NMR spectral data), their anti-inflammatory activity was evaluated using carrageenan-induced paw edema model in male Wistar rats (200–220 g) administered intraperitoneally at doses of 100 and 200 mg/kg. A group of rats received indomethacin (10 mg/kg) as the standard drug. Among compounds 5a to 5d, only compounds 5c and 5d showed a significant anti-inflammatory effect (p 0.01). Also compound 10a at a dose of (200 mg/kg) and compounds 10b, 10c, 10d and 10e at both doses showed significant anti-inflammatory activity and this effect for 10a (200 mg/kg) and both doses of 10b and 10e was comparable with indomethacin. While indomethacin reduced paw edema by 90%, 10b as the most potent tested compound reduced edema by 93%. The synthesized compounds were docked into the binding sites of both cyclooxygenase-1- and 2- isoenzymes (COX-1 and COX-2) to explore their binding mode and possible interactions of these ligands.

Synthesis, anticancer activity and DNA-binding properties of novel 4-pyrazolyl-1,8-naphthalimide derivatives

Li, Shenghui,Xu, Shengjie,Tang, Yonghe,Ding, Shan,Zhang, Jinchao,Wang, Shuxiang,Zhou, Guoqiang,Zhou, Chuanqi,Li, Xiaoliu

, p. 586 - 590 (2014)

A novel series of 4-pyrazolyl-1,8-naphthalimide derivatives have been designed and facilely synthesized. For anticancer activity in vitro, most of the compounds were found to be more toxic against human mammary cancer cells (MCF-7) than human cervical car

Pd-EDTA as an efficient catalyst for Suzuki-Miyaura reactions in water

Korolev, Dmitrii N.,Bumagin, Nikolay A.

, p. 5751 - 5754 (2005)

PdCl2-EDTA complex 1 is an efficient catalyst for the Suzuki-Miyaura reactions of aryl and heteroaryl halides with aryl(heteroaryl)boronic acids in water at 20-100°C. Aryl iodides and bromides undergo the cross-coupling with turnover numbers (T

PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE

-

Paragraph 0781; 0783-0784, (2021/09/26)

The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof: or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatment of diseases including heart ( e.g. ischemic heart disease, congestive heart failure, and valvular heart disease), lung (e.g., acute lung injury, pulmonary hypertension, pulmonary fibrosis, and chronic obstructive pulmonary disease), liver (e.g. acute liver failure and liver fibrosis and cirrhosis), and kidney (e.g. acute kidney injury and chronic kidney disease) disease.

Visible-Light-Mediated N-Desulfonylation of N-Heterocycles Using a Heteroleptic Copper(I) Complex as a Photocatalyst

Hunter, Cameron J.,Boyd, Michael J.,May, Gregory D.,Fimognari, Robert

, p. 8732 - 8739 (2020/07/16)

A photoredox protocol that uses a heteroleptic Cu (I) complex, [Cu(dq)(BINAP)]BF4, has been developed for the photodeprotection of benzenesulfonyl-protected N-heterocycles. A range of substrates was examined, including indazoles, indoles, pyrazoles, and benzimidazole, featuring both electron-rich and electron-deficient substituents, giving good yields of the N-heterocycle products with broad functional group tolerance. This transformation was also found to be amenable to flow reaction conditions.

Preparation method of pyrazole-4-aryl derivative

-

Paragraph 0017, (2019/01/07)

The invention discloses a preparation method of a pyrazole-4-aryl derivative. The preparation method comprises the following step: mixing an aryl halide derivative, a pyrazole-4-boronic acid pinacol ester derivative, first alkali, a first phase transfer catalyst and a first palladium-based catalyst in a first solvent to carry out reaction so as to prepare the pyrazole-4-aryl derivative. Through the manner, the pyrazole-4-aryl derivative is prepared through the adoption of a one-pot method; the reaction condition is mild and the post-treatment is simple and convenient, so that the method is suitable for multiple aryl halide derivatives, strong in operability and suitable for industrial production; and the obtained pyrazole compound can be widely applied to the field of chemical engineering,medicines, biology and materials.

Denitrogenative Pd/Cu-catalyzed Suzuki-type Cross-coupling of Aryltrifluoroborates with Arylhydrazine Hydrochlorides in Water under Room Temperature

Wang, Guofang,Meng, Mengting,Deng, Liping,Cheng, Kai,Qi, Chenze

, (2017/12/28)

A water-soluble palladium-catalyzed Suzuki-type cross-coupling of aryltrifluoroborates with arylhydrazide hydrochlorides was efficiently developed under mild and environmentally benign conditions, in water without any ligand. The newly developed Pd/Cu co-catalyzed denitrogenative reaction gave a range of structurally diverse substituted biaryls with good to excellent yields, in which the byproduct was nitrogen.

Ligand-free Suzuki-Miyaura coupling using ruthenium(0) nanoparticles and a continuously irradiating microwave system

Akiyama, Toshiki,Taniguchi, Takahisa,Saito, Nozomi,Doi, Ryohei,Honma, Tetsuo,Tamenori, Yusuke,Ohki, Yuuta,Takahashi, Naoyuki,Fujioka, Hiromichi,Sato, Yoshihiro,Arisawa, Mitsuhiro

, p. 3357 - 3369 (2017/07/28)

We developed a conceptually and methodologically novel ruthenium(0) nanoparticle catalyst, sulfur-modified Au-supported ruthenium nanoparticles (SARu). SARu is easily prepared through a three-step procedure involving simultaneous in situ metal nanoparticle and nanospace organization. This unique method does not require any conventional preformed template to immobilize and stabilize metal nanoparticles. SARu is an ideal ruthenium catalyst for liquid-phase combinatorial synthesis because it repeatedly catalyzes ligand-free Suzuki-Miyaura coupling of aryl halides, including aryl chlorides, with arylboronic acids with low Ru leaching. Physical analysis of SARu showed that the active species in these reactions were ruthenium (0) nanoparticles with a size of 1-3 nm. Also, we developed a continuously irradiating microwave methodology, which can first time discriminate the heating effect and the microwave effect in microwave experiments.

AMINE-LINKED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION

-

Page/Page column 324, (2017/12/01)

This invention provides amine-linked C3-glutarimide Degronimers and Degrons for therapeutic applications as described further herein, and methods of use and compositions thereof as well as methods for their preparation.

Suzuki-Miyaura cross-coupling reactions of unprotected haloimidazoles

Tan, Jiajing,Chen, Yonggang,Li, Hongmei,Yasuda, Nobuyoshi

, p. 8871 - 8876 (2015/01/08)

An efficient protocol for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of unprotected haloimidazoles is reported. The relatively mild reaction conditions allow for ready access to a wide array of functionalized imidazole derivatives in good to excellent yields. The synthetic utility of this method is demonstrated by the total synthesis of nortopsentin D.

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