3999-29-9

Usage

Uses

Due to the lack of specific information on the uses of 2-a)pyridine,3-amino-2-phenyl-imidazo(, it is not possible to list its applications in various industries. However, based on the structural features of pyridine and imidazole, it can be inferred that 2-a)pyridine,3-amino-2-phenyl-imidazo( may have potential applications in the fields of pharmaceuticals, chemical synthesis, or as an intermediate in the production of other compounds. Further research and information are required to confirm its specific uses and applications.

InChI:InChI=1/C13H11N3/c14-13-12(10-6-2-1-3-7-10)15-11-8-4-5-9-16(11)13/h1-9H,14H2

Upstream product

• 504-29-0 2-aminopyridine 
• 151-50-8 potassium cyanide 
• 4657-12-9 sodium hydroxy(phenyl)methanesulfonate 
• 3672-37-5 3-nitroso-2-phenylimidazo<1,2-a>pyridine 
• 95-14-7 1,2,3-Benzotriazole 
• 100-52-7 benzaldehyde 
• 1883-96-1 N-benzylidenepyridin-2-amine 
• 7677-24-9 trimethylsilyl cyanide 
• 4926-52-7 2-chloro-3-nitroimidazo[1,2-a]pyridine 
• 126202-06-0 2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid 
• 3999-05-1 2-chloroimidazo[1,2-a]pyridine 
• 112581-95-0 2-Bromoimidazo[1,2-a]pyridine 
• 67625-22-3 2-bromo-3-nitro-imidazo[1,2-a]pyridine 
• 67292-98-2 3-nitro-2-phenylimidazo<1,2-a>pyridine 

Downstream Products

• 80493-73-8 benzylidene-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-amine 
• 54167-76-9 N-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-acetamide 
• 1452807-20-3 C₁₇H₁₈N₄O 
• 1452807-21-4 C₁₈H₂₀N₄O 
• 1296335-75-5 C₂₀H₂₂N₄O 
• 171628-63-0 1-Phenyl-3-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-urea 
• 1189902-53-1 C₂₁H₁₈N₄O 
• 1110272-22-4 N,2-diphenylimidazo[1,2-a]pyridin-3-amine 
• 1072106-67-2 C₁₉H₁₄N₄O₂ 
• 1452807-22-5 N-(4-chlorophenyl)-2-phenylimidazo[1,2-a]pyridin-3-amine 
• 1452807-23-6 2-phenyl-N-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-amine 

Relevant academic research and scientific papers

Structural Determinants for the Mode of Action of Imidazopyridine DS2 at δ-Containing γ-Aminobutyric Acid Type A Receptors

Despite the therapeutic relevance of δ-containing γ-aminobutyric acid type A receptors (GABAARs) and the need for δ-selective compounds, the structural determinants for the mode and molecular site of action of δ-selective positive allosteric modulator imi

Design and Synthesis of Imidazo[1,2-a]pyridines with Carboxamide Group Substitution and In silico Evaluation of their Interaction with a LuxR-type Quorum Sensing Receptor

Quorum sensing, an important process of bacterial communication, is involved in the development of complex behavior and expression of virulence factors that become important due to its key role in infection process. In this manuscript, docking studies wer

Structure-Function Evaluation of Imidazopyridine Derivatives Selective for δ-Subunit-Containing γ-Aminobutyric Acid Type A (GABAA) Receptors

δ-Selective compounds 1 and 2 (DS1, compound 22; DS2, compound 16) were introduced as functionally selective modulators of δ-containing GABA type A receptors (GABAAR). In our hands, [3H]EBOB-binding experiments with recombinant GABAAR and compound 22 showed no proof of δ-selectivity, although there was a minimally higher preference for the α4β3δ and α6β2/3δ receptors with respect to potency. In order to delineate the structural determinants of δ preferences, we synthesized 25 derivatives of DS1 and DS2, and investigated their structure-activity relationships (SAR). Four of our derivatives showed selectivity for α6β3δ receptors (29, 38, 39, and 41). For all of them, the major factors that distinguished them from compound 22 were variations at the para-positions of their benzamide groups. However, two compounds (29 and 39), when tested in the presence of GABA, revealed effects at several additional GABAAR. The newly synthesized compounds will still serve as useful tools to investigate α6β3δ receptors.

NaNO2/I2-Mediated Regioselective Synthesis of Nitrosoimidazoheterocycles from Acetophenones by a Domino Process

A regioselective synthesis of nitrosoimidazoheterocycles from the reaction of 2-aminopyridines and acetophenones in the presence of NaNO2and I2is described. The reaction is suggested to proceed by a domino process involving sequentia

Trityl Isocyanide as a Mechanistic Probe in Multicomponent Chemistry: Walking the Line between Ugi- and Strecker-type Reactions

Herein, we describe the versatile application of triphenylmethyl (trityl) isocyanide in multicomponent chemistry. This reagent can be employed as a cyanide source in the Strecker reaction and as convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by a Groebke-Blackburn-Bienaymé 3CR condensation/deprotection protocol. The mechanisms of these three classical MCRs intersect at the common N-trityl nitrilium ion intermediate, whose predictable reactivity can be exploited towards chemoselective transformations. Fate of the nitrilium ion: The application of trityl isocyanide as a mechanistic tool to dissect different reaction pathways in multicomponent chemistry is described. This reagent can be employed as a cyanide source in the Strecker reaction and as a convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by Groebke-Blackburn-Bienaymé 3CR condensation/deprotection. Chemoselective transformations were achieved by the rational choice of reaction conditions.

HETERO-CYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present specification relates to a novel heterocyclic compound and an organic light-emitting device using the same. According to one embodiment of the present specification, provided is a compound in chemical formula 1. The compound of the present specification can be used as an organic matter layer material of an organic light-emitting device.COPYRIGHT KIPO 2016

Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite

A simple and practical method has been developed for the regioselective nitrosylation of imidazopyridines via C(sp2)-H bond functionalization using tert-butyl nitrite under mild reaction conditions in a short time. A library of 3-nitrosoimidazo

Exploration of versatile reactions on 2-chloro-3-nitroimidazo[1,2-a] pyridine: Expanding structural diversity of C2- and C3-functionalized imidazo[1,2-a]pyridines

Alternative strategies for functionalizing 2-chloro-3-nitroimidazo[1,2-a] pyridine have been developed. Suzuki-Miyaura cross-coupling reaction provided easily the corresponding 2-arylated compounds, and herefrom the nitro group was reduced into amine which afforded amides, anilines, and ureas in the 3-position. The amination of the key compound using a metal-catalyzed reaction was reported. This study highlighted the importance of the nitro group to facilitate the chlorine displacement. Other nucleophilic aromatic substitutions open a route to various products derived from imidazo[1,2-a]pyridine.

A chemoselective Ugi-type reaction in water using TMSCN as a functional isonitrile equivalent: Generation of heteroaromatic molecular diversity

KF-mediated nucleophilic activation of TMSCN as a functional isonitrile equivalent establishes an efficient and chemoselective Ugi-type multicomponent reaction of a heterocyclic amidine and aldehyde with TMSCN in water. In this approach, the use of isocyanide is circumvented, known competing reactions are virtually eliminated, pure products are obtained by a non-chromatographic method, and therapeutically relevant and diverse N-fused 3-aminoimidazoles can be prepared from a wide variety of aldehydes and heterocyclic amidines. This reaction coupling with cascade cyclization provides various privileged tetracyclic heteroaromatic scaffolds.

Substituent effects of N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides on positive allosteric modulation of the metabotropic glutamate-5 receptor in rat cortical astrocytes

CDPPB [3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide] was recently described as the first centrally active, positive allosteric modulator of rat and human metabotropic glutamate receptor (mGluR) mGluR5 subtype. We explored the structural requirements for potentiation of glutamate-induced calcium release in naturally expressed mGluR5 in cultured rat astrocytes and increasing affinity for the allosteric antagonist binding site by evaluating 50 analogues of CDPPB. In the fluorometric calcium assay, CDPPB exhibited an EC50 value of 77 ± 15 nM in potentiating mGluR 5-mediated responses in cortical astrocytes and a Ki value of 3760 ± 430 nM in displacing [3H]methoxyPEPy binding in membranes of cultured HEK-293 cells expressing rat mGluR5. The structure-activity relationships showed that electronegative aromatic substituents in the para-position of the benzamide moiety of CDPPB increase potency. Both binding and functional activities were further increased with a halogen atom in the ortho-position of the 1-phenyl ring. These effects of substitution do not match those of either aromatic ring of MPEP [2-methyl-6-(phenylethynyl)-pyridine] for the antagonist allosteric binding site. Combination of the optimal substituents and aromatic positions resulted in 4-nitro-N-(1-(2-fluorophenyl)-3-phenyl-1H-pyrazol-5-yl)benzamide (VU-1545) showing Ki = 156 ± 29 nM and EC50 = 9.6 ± 1.9 nM in the binding and functional assays, respectively.