37941-27-8

Basic information

• Product Name: 4-Pyridinamine, N,N-dimethyl-2-phenyl-
• CAS NO: 37941-27-8
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• Mol File: 37941-27-8.mol

Chemical Properties

• CAS DataBase Reference: 4-Pyridinamine, N,N-dimethyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinamine, N,N-dimethyl-2-phenyl-(37941-27-8)
• EPA Substance Registry System: 4-Pyridinamine, N,N-dimethyl-2-phenyl-(37941-27-8)

Safety Data

• Hazardous Substances Data: 37941-27-8(Hazardous Substances Data)

Upstream product

• 57311-18-9 4-chloro-2-phenyl-pyridine 
• 506-59-2 N,N-dimethylammonium chloride 
• 98-80-6 phenylboronic acid 
• 124-40-3 dimethyl amine 
• 626-61-9 4-Chloropyridine 
• 396092-82-3 2-bromo-4-(N,N-dimethylamino)pyridine 
• 396092-83-4 (2-iodo-pyridin-4-yl)-dimethyl-amine 
• 17945-94-7 3-phenyl-1-azabicyclo[1.1.0]butane 
• 816-65-9 N-(1-ethoxyvinyl)-N,N-dimethylamine 
• 591238-50-5 3-phenyl-2-azabuta-1,3-diene 
• 18162-28-2 5-phenyl-1,2,4-triazine 

Relevant articles and documents

Red to blue emitting cationic iridium complexes with 2-phenyl-4-dimethylaminopyridine as the cyclometalating ligand: Synthesis, characterization and electroluminescent devices

2-Phenyl-4-dimethylaminopyridine (dmappy) with high 3π-π? triplet energy is, for the first time, employed as the cyclometalating ligand for constructing cationic iridium complexes with tunable emission properties. Three complexes, na

Discovery of 9,10-dihydrophenanthrene derivatives as SARS-CoV-2 3CLpro inhibitors for treating COVID-19

The epidemic coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has now spread worldwide and efficacious therapeutics are urgently needed. 3-Chymotrypsin-like cysteine protease (3CLpro) is an indispensable protein in viral replication and represents an attractive drug target for fighting COVID-19. Herein, we report the discovery of 9,10-dihydrophenanthrene derivatives as non-peptidomimetic and non-covalent inhibitors of the SARS-CoV-2 3CLpro. The structure-activity relationships of 9,10-dihydrophenanthrenes as SARS-CoV-2 3CLpro inhibitors have carefully been investigated and discussed in this study. Among all tested 9,10-dihydrophenanthrene derivatives, C1 and C2 display the most potent SARS-CoV-2 3CLpro inhibition activity, with IC50 values of 1.55 ± 0.21 μM and 1.81 ± 0.17 μM, respectively. Further enzyme kinetics assays show that these two compounds dose-dependently inhibit SARS-CoV-2 3CLpro via a mixed-inhibition manner. Molecular docking simulations reveal the binding modes of C1 in the dimer interface and substrate-binding pocket of the target. In addition, C1 shows outstanding metabolic stability in the gastrointestinal tract, human plasma, and human liver microsome, suggesting that this agent has the potential to be developed as an orally administrated SARS-CoV-2 3CLpro inhibitor.

C6-Selective Direct Arylation of 2-Phenylpyridine via an Activated N-methylpyridinium Salt: A Combined Experimental and Theoretical Study

An elegant pre-activation strategy, based on the formation of N-methylpyridinium iodide salts for C6-selective direct arylation of 2-phenylpyridines using Pd/Cu cooperative catalysis, has been developed. By this methodology, a wide range of unsymmetrical 2, 6-diarylpyridines were synthesized with high reactivity and regioselectivity as well as good functional group tolerance. In particular, challenging substrates bearing electron donating groups (EDGs), such as OMe, NMe2, were also successfully employed in this reaction. Deuterium incorporation studies revealed that the C?H bond acidity is improved significantly in N-methylpyridinium salts compared with their N-Oxide and N-iminopyridinium ylide counterparts, thus solving the long-standing problem associated with previous strategies for the synthesis of diaryl pyridines. Finally, the control experiments and DFT calculations supported a Pd-catalyzed and Cu-mediated mechanism in which a carbenoid copper species that is formed in-situ from N-methylpyridinium salts, participates in a Pd-catalyzed arylation followed by an iodide-promoted N-demethylation process. (Figure presented.).

α-Halo carbonyls enable: Meta selective primary, secondary and tertiary C-H alkylations by ruthenium catalysis

A catalytic meta selective C-H alkylation of arenes is described using a wide range of α-halo carbonyls as coupling partners. Previously unreported primary alkylations with high meta selectivity have been enabled by this methodology whereas using straight chain alkyl halides affords ortho substituted products. Mechanistic analysis reveals an activation pathway whereby cyclometalation with a ruthenium(ii) complex activates the substrate molecule and is responsible for the meta selectivity observed. A distinct second activation of the coupling partner allows site selective reaction between both components.

Iron-catalyzed direct arylation through directed C-H bond activation

An iron-catalyzed C-C bond formation reaction of a nitrogen-containing aromatic compound with an arylzinc reagent takes place at 0 °C in a good to quantitative yield. The reaction involves a C-H bond activation directed by a neighboring nitrogen atom. The important additives in this reaction are 1,10-phenanthroline, tetramethylethylenediamine, and 1,2-dichloro-2-methylpropane, in the absence of which a very low product yield was observed. Copyright

ELECTRO LUMINESCENT METAL COMPLEXES

Electro luminescent metal, e.g. Ir, complexes are disclosed. The metal complexes comprise at least one ligand Ll and at least one ligand L2, wherein ligand Ll is a 2-phenylpyridine ligand (I), comprising a phenyl ring (A) and a pyridine ring (B). The inte

Flash vacuum thermolysis of 1-azabicyclo[1.1.0]butanes. Photoelectron spectrum of 3-phenyl-2-azabuta-1,3-diene

The reaction behaviour of 1-azabicyclo[1.1.0]butanes under flash vacuum thermolysis (FVT) conditions was studied. It has been found that the thermal rearrangement of title compounds produces unstable 2-aza-1,3-dienes. The formation of these products was established by reduction, by Diels-Alder reactions and by UV photoelectron spectroscopy. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

THE REMARKABLE REACTIVITY OF 2-ALKYLIDENE-IMIDAZOLIDINES IN INVERSE DIELS-ALDER REACTIONS

The reactivity of 2-alkylidene-imidazolidines 2 in inverse Diels-Alder syntheses with several pyridazines and 1,2,4-triazines is compared with that of acyclic ketene acetals 1.The 2-cyclopropylidene-imidazolidine 2c is particulary suited for less reactive dienes.