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1,2,4-Oxadiazole, 3-(4-methylphenyl)-5-phenyl- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

16151-03-4

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16151-03-4 Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 16 carbon (C) atoms, 12 hydrogen (H) atoms, 2 nitrogen (N) atoms, and 1 oxygen (O) atom.
2. Heterocyclic compound

Explanation

A heterocyclic compound is a cyclic compound that contains atoms of at least two different elements, in this case, nitrogen and oxygen.
3. Five-membered ring structure

Explanation

The compound has a ring structure consisting of five atoms, which are part of the 1,2,4-oxadiazole core.
4. Potential application in medicinal chemistry

Explanation

The compound has been studied for its possible use in the development of new drugs due to its reported antimicrobial, antifungal, and anticancer properties.
5. Antimicrobial properties

Explanation

The compound has shown the ability to inhibit the growth of microorganisms, making it a potential candidate for use in the development of antimicrobial drugs.
6. Antifungal properties

Explanation

The compound has demonstrated the ability to inhibit the growth of fungi, which could be useful in the development of antifungal medications.
7. Anticancer properties

Explanation

The compound has shown potential in inhibiting the growth of cancer cells, making it a candidate for further research in the development of anticancer drugs.
8. Fluorescent probe

Explanation

The compound has been investigated for its potential use as a fluorescent probe, which can be used to detect biological molecules and metal ions.
9. Organic electronics

Explanation

The compound has been studied for its potential use in the field of organic electronics, which involves the use of organic materials in electronic devices.
10. Building block in synthesis

Explanation

The compound can be used as a starting material or building block in the synthesis of other biologically active compounds, expanding its potential applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 16151-03-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,1,5 and 1 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16151-03:
(7*1)+(6*6)+(5*1)+(4*5)+(3*1)+(2*0)+(1*3)=74
74 % 10 = 4
So 16151-03-4 is a valid CAS Registry Number.

16151-03-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H54813)  3-(4-Methylphenyl)-5-phenyl-1,2,4-oxadiazole, 97%   

  • 16151-03-4

  • 250mg

  • 247.0CNY

  • Detail
  • Alfa Aesar

  • (H54813)  3-(4-Methylphenyl)-5-phenyl-1,2,4-oxadiazole, 97%   

  • 16151-03-4

  • 1g

  • 790.0CNY

  • Detail
  • Alfa Aesar

  • (H54813)  3-(4-Methylphenyl)-5-phenyl-1,2,4-oxadiazole, 97%   

  • 16151-03-4

  • 5g

  • 3293.0CNY

  • Detail

16151-03-4Relevant articles and documents

Rapid and efficient synthesis of 1,2,4-oxadiazoles utilizing polymer-supported reagents under microwave heating

Wang, Ying,Miller, Reagan L.,Sauer, Daryl R.,Djuric, Stevan W.

, p. 925 - 928 (2005)

(Chemical Equation Presented) 1,2,4-Oxadiazoles can be rapidly and efficiently synthesized from a variety of readily available carboxylic acids and amidoximes using either method A or method B. The use of commercially available polymersupported reagents c

Copper-Catalyzed Three-Component Cascade Reaction of Benzaldehyde with Benzylamine and Hydroxylamine or Aniline: Synthesis of 1,2,4-Oxadiazoles and Quinazolines

Wang, Chao,Rui, Xiyan,Si, Dongjuan,Dai, Rupeng,Zhu, Yueyue,Wen, Hongmei,Li, Wei,Liu, Jian

supporting information, p. 2825 - 2833 (2021/04/26)

The analogous three-component synthesis strategy for substituted 1,2,4-oxadiazole and quinazoline derivatives from readily available benzaldehyde, benzylamine and hydroxylamine or aniline has been developed. Both the cascade reaction sequences involves nucleophilic addition of C?N bond, introduction a halogen donor, nucleophilic substitution and Cu(II)-catalyzed aerobic oxidation. This synthesis methodology demonstrated good yields, broad substrate scope and oxygen as a green oxidant. Thus, this synthesis protocol provides strategies for the construction of substituted 1,2,4-oxadiazole and quinazolines from readily and simple starting materials. (Figure presented.).

Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: Importance of dual catalytic activity

Basak, Puja,Dey, Sourav,Ghosh, Pranab

, p. 32106 - 32118 (2021/12/02)

A convenient and efficient process for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 2,4,6-triarylpyridines has been described using an inexpensive, environmentally benign, metal-free heterogeneous carbocatalyst, graphene oxide (GO). GO plays a dual role of an oxidizing agent and solid acid catalyst for synthesizing 1,2,4-oxadiazoles and triarylpyridines. This dual catalytic activity of GO is due to the presence of oxygenated functional groups which are distributed on the nanosheets of graphene oxide. A broad scope of substrate applicability and good sustainability is offered in this developed protocol. The results of a few control experiments reveal a plausible mechanism and the role of GO as a catalyst was confirmed by FTIR, XRD, SEM, and HR-TEM analysis.

Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles from Amidoximes and Aldehydes in the Superbasic System NaOH/DMSO

Korsakov, M. K.,Kotov, A. D.,Kunichkina, A. S.,Pankratieva, V. E.,Proskurina, I. K.,Shetnev, A. A.,Vlasov, A. S.

, p. 1181 - 1186 (2020/10/02)

Abstract: A new procedure has been proposed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles by reaction of amidoximes with aldehydes in the superbasic system NaOH/DMSO at room temperature. The scope of the proposed procedure has been demonstrated by 15 syntheses from various amidoximes and aromatic aldehydes with 27–76% yields. The procedure is inapplicable to aliphatic aldehydes.

Potassium Poly(Heptazine Imide): Transition Metal-Free Solid-State Triplet Sensitizer in Cascade Energy Transfer and [3+2]-cycloadditions

Antonietti, Markus,Guldi, Dirk M.,Hussain, Tanveer,Karton, Amir,Markushyna, Yevheniia,Mazzanti, Stefano,Oschatz, Martin,Sánchez Vadillo, José Manuel,Savateev, Aleksandr,Strauss, Volker,Tarakina, Nadezda V.,Tyutyunnik, Alexander P.,Walczak, Ralf,ten Brummelhuis, Katharina

supporting information, p. 15061 - 15068 (2020/06/17)

Polymeric carbon nitride materials have been used in numerous light-to-energy conversion applications ranging from photocatalysis to optoelectronics. For a new application and modelling, we first refined the crystal structure of potassium poly(heptazine imide) (K-PHI)—a benchmark carbon nitride material in photocatalysis—by means of X-ray powder diffraction and transmission electron microscopy. Using the crystal structure of K-PHI, periodic DFT calculations were performed to calculate the density-of-states (DOS) and localize intra band states (IBS). IBS were found to be responsible for the enhanced K-PHI absorption in the near IR region, to serve as electron traps, and to be useful in energy transfer reactions. Once excited with visible light, carbon nitrides, in addition to the direct recombination, can also undergo singlet–triplet intersystem crossing. We utilized the K-PHI centered triplet excited states to trigger a cascade of energy transfer reactions and, in turn, to sensitize, for example, singlet oxygen (1O2) as a starting point to synthesis up to 25 different N-rich heterocycles.

One-pot synthesis of 3,5-diaryl substituted-1,2,4-oxadiazoles using gem -dibromomethylarenes

Vinaya, Kambappa,Chandrashekara, Ganganahalli K.,Shivaramu, Prasanna D.

, p. 690 - 696 (2019/09/06)

1,2,4-Oxadiazole is one of the most promising heterocyclic ring systems in medicinal chemistry. In the present paper, we report the method for an efficient one-pot synthesis of 3,5-diaryl substituted 1,2,4-oxadiazoles using a two-component reaction of gem-dibromomethylarenes with amidoximes in good yields. In this method, gem-dibromomethylarenes are used as benzoic acid equivalents for the efficient synthesis of aryl-substituted 1,2,4-oxadiazoles. It is anticipated that this methodology will have versatile applications in the practical syntheses of various molecules of both medicinal and material chemistry importance.

Facile room-temperature assembly of the 1,2,4-oxadiazole core from readily available amidoximes and carboxylic acids

Sharonova, Tatyana,Pankrat'eva, Vitalina,Savko, Polyna,Baykov, Sergey,Shetnev, Anton

supporting information, p. 2824 - 2827 (2018/06/13)

A one-pot ambient-temperature procedure for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles from amidoximes and carboxylic acids under superbase-promoted conditions is reported.

NBS-mediated practical cyclization of N-acyl amidines to 1,2,4-oxadiazoles via oxidative N?O bond formation

Li, Ertong,Wang, Manman,Wang, Zhen,Yu, Wenquan,Chang, Junbiao

, p. 4613 - 4618 (2018/07/31)

A reaction involving an efficient NBS-mediated oxidative N?O bond formation has been established for the synthesis of 1,2,4-oxadiazoles from readily accessible N-acyl amidines. The features of this synthetic method include simplicity of operation, mild re

One-Pot Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles Using Catalytic System NaOH?DMSO

Pankrat’eva,Sharonova,Tarasenko,Baikov,Kofanov

, p. 1250 - 1255 (2018/10/24)

One-pot convenient process was developed for the production of 3,5-disubstituted 1,2,4-oxadiazoles by reaction of amidoximes with anhydrides or acyl chlorides in a system NaOH?DMSO. The reaction proceeds at room temperature with high yields.

The first one-pot ambient-temperature synthesis of 1,2,4-oxadiazoles from amidoximes and carboxylic acid esters

Baykov, Sergey,Sharonova, Tatyana,Shetnev, Anton,Rozhkov, Sergey,Kalinin, Stanislav,Smirnov, Alexey V.

, p. 945 - 951 (2017/01/25)

The first one-pot room-temperature protocol for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via the condensation between amidoximes and carboxylic acid esters in superbase medium MOH/DMSO is reported. A broad spectrum of alkyl, aryl and hetaryl amidoximes and esters was examined. This reaction route provides convenient access to 1,2,4-oxadiazoles, which is highly desirable because in the light of this privileged scaffold is recognized as an important core in the design of novel therapeutic agents and high-tech materials.

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