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4-(1H-imidazol-1-yl)pyridine is a chemical compound characterized by the molecular formula C8H7N3. It features a pyridine ring fused with an imidazole ring, connected by a carbon-carbon bond. 4-(1H-imidazol-1-yl)pyridine is recognized for its diverse biological activities and versatile reactivity, making it a valuable building block in both organic synthesis and pharmaceutical research.

25700-16-7

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25700-16-7 Usage

Uses

Used in Pharmaceutical Research:
4-(1H-imidazol-1-yl)pyridine is utilized as a key intermediate in the development of new pharmaceuticals due to its demonstrated biological activities. It serves as a precursor for the synthesis of various drug candidates, contributing to the discovery of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 4-(1H-imidazol-1-yl)pyridine is employed as a versatile building block for the creation of complex organic molecules. Its unique structure allows for multiple points of reactivity, facilitating the synthesis of a wide range of compounds.
Used in Anticancer Applications:
4-(1H-imidazol-1-yl)pyridine is used as an anticancer agent, leveraging its biological activity to target and inhibit the growth of cancer cells. Its potential in this area is currently under investigation, with the aim of developing new cancer treatments.
Used in Antifungal Applications:
4-(1H-imidazol-1-yl)pyridine is also applied as an antifungal agent, where it can be used to combat fungal infections by disrupting the growth and survival of fungi.
Used in Anti-inflammatory Applications:
4-(1H-imidazol-1-yl)pyridine is used in anti-inflammatory research, where its properties may contribute to the development of new treatments for inflammatory conditions by modulating the body's inflammatory response.
Used in Coordination Chemistry and Catalysis:
In coordination chemistry, 4-(1H-imidazol-1-yl)pyridine is used for the coordination of metal ions, which can lead to the formation of new coordination compounds with potential applications in various fields, including catalysis.
Used in Medicinal Research:
Due to its biological relevance and chemical properties, 4-(1H-imidazol-1-yl)pyridine is extensively used in medicinal research to explore its potential in the treatment of various diseases and conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 25700-16-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,7,0 and 0 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 25700-16:
(7*2)+(6*5)+(5*7)+(4*0)+(3*0)+(2*1)+(1*6)=87
87 % 10 = 7
So 25700-16-7 is a valid CAS Registry Number.

25700-16-7Relevant academic research and scientific papers

Rhodium and iridium complexes with chelating C-C′-imidazolylidene- pyridylidene ligands: Systematic approach to normal, abnormal, and remote coordination modes

Segarra, Candela,Mas-Marza, Elena,Mata, Jose A.,Peris, Eduardo

, p. 5169 - 5176 (2012)

A series of linked imidazolium-pyridinium salts ([Him-pyH](X)2) have been used as imidazolylidene-pyridylidene ligand precursors for the preparation of rhodium(III) and iridium(III) complexes. The relative configuration of the [Him-pyH](X)2 salts determines whether the coordination of the pyridylidene occurs through the normal, abnormal, or remote form. In order to obtain complexes with the imidazolylidene part of the ligand coordinated through the abnormal form, salts with the C2 position of the imidazolium blocked with a methyl group were used, although the products resulting from the C-H aliphatic activation of the methyl group or the C-C cleavage of the C2-Me bond were obtained instead. The crystallographic study of three molecules allowed us to evaluate the relative trans influence of the normal, abnormal, and remote coordination forms of the pyridylidene and also to compare it to the trans influence provided by the imidazolylidene.

Lewis acid activation of pyridines for nucleophilic aromatic substitution and conjugate addition

Abou-Shehada, Sarah,Teasdale, Matthew C.,Bull, Steven D.,Wade, Charles E.,Williams, Jonathan M. J.

, p. 1083 - 1087 (2015/03/30)

A clean, mild and sustainable method for the functionalization of pyridines and their analogues is reported. A zinc-based Lewis acid is used to activate pyridine and its analogues towards nucleophilic aromatic substitution, conjugate addition, and cyclization reactions by binding to the nitrogen on the pyridine ring and activating the pyridine ring core towards further functionalization.

Ligand-free Cu2O-catalyzed cross coupling of nitrogen heterocycles with iodopyridines

Teo, Yong-Chua,Yong, Fui-Fong,Sim, Shirlyn

, p. 7279 - 7284 (2013/08/23)

A practical and efficient strategy has been developed for the cross coupling of nitrogen heterocycles with halopyridines using ligand-free Cu 2O as catalyst and Cs2CO3 as the base. The protocol is applicable to a series of highly functionalised heterocycles, such as 7-azaindole, indazole, indole, imidazole, pyrrole and pyrazole, affording the N-heteroaryl derivatives in high yields (up to 96%).

Facile and scalable preparation of 2-imidazolylpyridines

Raba, Andreas,Anneser, Markus R.,Jantke, Dominik,Cokoja, Mirza,Herrmann, Wolfgang A.,Kühn, Fritz E.

supporting information, p. 3384 - 3387 (2013/07/11)

A novel method for the synthesis of 2-imidazolylpyridines is presented. The reaction of 2-halopyridines, potassium carbonate, and imidazole at high temperatures under inert gas atmosphere leads exclusively to the formation of 2-imidazolylpyridines in high yields. The synthesis is scalable, comparatively inexpensive, and the products are easily isolable.

A convenient synthesis of (1 H-azol-1-yl)piperidines

Shevchuk, Nadiia V.,Liubchak, Kostiantyn,Nazarenko, Kostiantyn G.,Yurchenko, Aleksandr A.,Volochnyuk, Dmitriy M.,Grygorenko, Oleksandr O.,Tolmachev, Andrey A.

experimental part, p. 2041 - 2048 (2012/08/07)

A convenient preparation of 3- and 4-(1H-azol-1-yl)piperidines by arylation of azoles (i.e., pyrazoles, imidazoles, and triazoles) with 3- and 4-bromopyridines and subsequent reduction of the pyridine ring was developed. The method was extended to benzo analogues of the title compounds. Georg Thieme Verlag Stuttgart · New York.

One-step conversion of azine N -oxides to α-1,2,4-triazolo-, 1,2,3-triazolo, imidazolo-, and pyrazoloheteroarenes

Keith, John M.

supporting information; experimental part, p. 2722 - 2725 (2010/07/17)

Pyridine, quinoline, isoquinoline, azaindole, and pyrimidine N-oxides were converted to their α-triazole and α-diazole derivatives by treatment with the corresponding p-toluenesulfonylazoles and Hunigs base at elevated temperatures.

One step conversion of heteroaromatic-N-oxides to imidazolo-heteroarenes

Keith, John M.

, p. 327 - 330 (2008/04/12)

(Chemical Equation Presented) Various pyridine-, quinoline-, isoquinoline-, and pyrimidine-N-oxides were converted to their corresponding α-imidazoloheteroarenes in good yield by treatment with sulfuryl diimidazole in nonpolar solvents at elevated tempera

N-arylation of heterocycles with activated chloro- and fluoroarenes using nanocrystalline copper(II) oxide

Kantam, M. Lakshmi,Yadav, Jagjit,Laha, Soumi,Sreedhar, Bojja,Jha, Shailendra

, p. 1938 - 1942 (2008/09/16)

Nanocrystalline copper oxide was found to be an effective heterogeneous catalyst for the N-arylation of heterocycles with activated chloro- and fluoroarenes using potassium carbonate as base. N-Arylated products were isolated in good to excellent yields. The catalyst can be used for five cycles with almost consistent activity.

Copper fluorapatite catalyzed N-arylation of heterocycles with bromo and iodoarenes

Lakshmi Kantam,Venkanna,Sridhar,Shiva Kumar

, p. 3897 - 3899 (2007/10/03)

Copper exchanged fluorapatite (CuFAP) is an effective heterogeneous catalyst for N-arylation of heterocycles with bromo- or iodoarenes using K2CO3 as base. N-Arylated products were isolated in good to excellent yields, demonstrating the versatility of the reaction.

Synthesis of Cu2O coated Cu nanoparticles and their successful applications to Ullmann-type amination coupling reactions of aryl chlorides

Son, Seung Uk,Park, In Kyu,Park, Jongnam,Hyeon, Taeghwan

, p. 778 - 779 (2007/10/03)

We synthesized uniform Cu2O coated Cu nanoparticles from the thermal decomposition of copper acetylacetonate followed by air oxidation and used these nanoparticles as catalysts for Ullmann type amination coupling reactions of aryl chlorides.

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