6971-44-4

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C7H10N2/c1-8-6-7-2-4-9-5-3-7/h2-5,8H,6H2,1H3

Upstream product

• 1822-51-1 4-picolylchloride hydrochloride 
• 74-89-5 methylamine 
• 872-85-5 pyridine-4-carbaldehyde 
• 593-51-1 methylamine hydrochloride 
• 42182-68-3 N-(4-Pyridinylmethyl)-N'-methylformamide 
• 56625-05-9 N-(4-picolyl)formamide 
• 3731-53-1 4-(aminomethyl)pyridine 
• 16273-55-5 N-(pyridin-4-ylmethylene)methanamine 

Downstream Products

• 128739-02-6 N-(4-picolyl)-2-(methylamino)-1-phenyl-1-ethanol 
• 147238-88-8 Carbonic acid benzyl ester 2,6-dimethoxy-4-{(5R,5aR,8aR,9S)-9-[2-(methyl-pyridin-4-ylmethyl-amino)-ethyl]-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl}-phenyl ester 
• 1421847-11-1 2-{2-[1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-methyl-N-(pyridin-4-ylmethyl)acetamide 
• 1416267-49-6 2-(2-((4-fluorophenyl)carbamothioyl)hydrazinyl)-N-methyl-2-oxo-N-(pyridin-4-yl-methyl)acetamide 

Relevant academic research and scientific papers

Base-Promoted Tandem Synthesis of 2-Azaaryl Tetrahydroquinolines

A novel method to synthesize 2-azaaryl tetrahydroquinolines by the base-promoted tandem reaction of azaaryl methyl amines and styrene derivatives is reported (over 30 examples, yields up to 95%). Mechanistic probe experiments demonstrate that the deprotonation of the benzylic C-H bond and the addition to the styrene vinyl group proceeds via the SNAr mechanism.

Discovery of a Highly Potent, Selective, and Metabolically Stable Inhibitor of Receptor-Interacting Protein 1 (RIP1) for the Treatment of Systemic Inflammatory Response Syndrome

On the basis of its essential role in driving inflammation and disease pathology, cell necrosis has gradually been verified as a promising therapeutic target for treating atherosclerosis, systemic inflammatory response syndrome (SIRS), and ischemia injury, among other diseases. Most necrosis inhibitors targeting receptor-interacting protein 1 (RIP1) still require further optimization because of weak potency or poor metabolic stability. We conducted a phenotypic screen and identified a micromolar hit with novel amide structure. Medicinal chemistry efforts yielded a highly potent, selective, and metabolically stable drug candidate, compound 56 (RIPA-56). Biochemical studies and molecular docking revealed that RIP1 is the direct target of this new series of type III kinase inhibitors. In the SIRS mice disease model, 56 efficiently reduced tumor necrosis factor alpha (TNFα)-induced mortality and multiorgan damage. Compared to known RIP1 inhibitors, 56 is potent in both human and murine cells, is much more stable in vivo, and is efficacious in animal model studies.

The interplay of secondary Hg...S, Hg...N and Hg...π bonding interactions in supramolecular structures of phenylmercury(ii) dithiocarbamates

Three new phenylmercury(ii) and one mercury(ii) dithiocarbamate complexes viz. PhHg S2CN(PyCH2)Bz (1), PhHg S 2CN(PyCH2)CH3 (2), PhHg S2CN(Bz) CH3 (3), and [Hg (NCS2(PyCH2)Bz)2] (4) (Py = pyridine; Bz = benzyl) have been synthesized and characterized by elemental analyses, IR, electronic absorption, 1H and 13C NMR spectroscopy. The crystal structures of 1, 2 and 3 showed a linear S-Hg-C core at the centre of the molecule, in which the metal atom is bound to the sulfur atom of the dithiocarbamate ligand and a carbon atom of the aromatic ring. In contrast the crystal structure of 4 showed a linear S-Hg-S core at the Hg(ii) centre of the molecule. Weak intermolecular Hg...N (Py) interactions link molecules into a linear chain in the case of 1, whereas chains of dimers are formed in 2 through intermolecular Hg...N (Py) and Hg...S interactions. 3 forms a conventional face-to-edge dimeric structure through intermolecular Hg...S secondary bonding and 4 forms a linear chain of dimers through face-to-face Hg...S secondary bonding. In order to elucidate the nature of these secondary bonding interactions and the electronic absorption spectra of the complexes, ab initio quantum chemical calculations at the MP2 level and density functional theory calculations were carried out for 1-3. Complexes 1 and 2 exhibited photoluminescent properties in the solid state as well as in the solution phase. Studies indicate that Hg...S interactions decrease and Hg...N interactions increase the chances of photoluminescence in the solid phase The Royal Society of Chemistry 2011.

PYRIDAZINONE DERIVATIVES AND USE THEREOF AS P2X7 RECEPTOR INHIBITORS

Novel pyridazinone compounds of formula (I), which inhibit the purinergic P2X7 receptor and are useful for prevention, therapy and improvement of inflammatory and immunological diseases.

KETOLIDE DERIVATIVES AS ANTIBACTERIAL AGENTS

The present invention provides ketolide derivatives, which can be used as antibacterial agents. In particular, compounds described herein can be used for treating or preventing conditions caused by or contributed to by Gram-positive, Gram-negative or anaerobic bacteria, more particularly against, for example, Staphylococci, Streptococci, Enterococci, Haemophilus, Moraxalla spp., Chlamydia spp., Mycoplasm, Legionella spp., Mycobacterium, Helicobacter, Clostridium, Bacteroides, Corynebacterium, Bacillus or Enterobactericeae. Also provided are processes for preparing siuch ketolide derivatives, pharmaceutical compositions thereof, and methods of treating bacterial infections.

Novel multicyclic compounds and the use thereof

The present invention is directed to novel multicyclic molecules that mediate enzymatic activity. In particular, the compounds may be effective in the treatment of diseases or disease states related to the activity of PARP, VEGFR2, and MLK3 enzymes, including, for example, neurodegenerative diseases, inflammation, ischemia, and cancer.

Imidazole derivatives and their use as cytokine inhibitors

As cytokine inhibitors 2,4,5-triarylimidazole compounds and compositions for use as cytokine inhibitors.

Synthesis and Biological Evaluation of Novel 2,6-Diaminobenzindole Inhibitors of Thymidylate Synthase Using the Protein Structure as a Guide

The design, synthesis, and biochemical and biological evaluations of a novel series of 2,6-diaminobenzindole-containing inhibitors of human thymidylate synthase (TS) are described.The compounds are characterized by having either a pyridine or pyridazine ring in place of the (phenylsulfonyl)morpholinyl group of the known inhibitor N6--N6-methyl-2,6-diaminobenzindole glucuronate (i).Active compounds from this series showed human TS inhibition constants below the 10 nM level and were potent, selective submicromolar antitumor agents in cell culture.The compounds were synthesized by reductive alkylation of a substituted 6-aminobenzindole or reductive cyclization of a substituted 1-cyano-8-nitronaphthalene.

POTENTIAL CNS ACTIVE 1-ARYL-2-AMINO-1-ETHANOL DERIVATIVES

New N-(picolyl)-2-(methylamino)-1-aryl-1-ethanols (I) and their O-acyl derivatives (II) were synthesized.Their dopaminomimetic and antidepressant biological activities were examined and compared with the activities of N-(2-aminobenzyl)-2-(methylamino)-1-aryl-1-ethanols (III).It was established that in the reaction of N- methylamine (2) and styryl oxide, the two directions of the splitting of the epoxide ring give rise to two different products that were isolated and identified in the form of their O-acetyl derivatives (13 and 15, respectively).

Oxidations with Cerium(IV) Sulfate: Intramolecular Cyclization of N-Benzyl-&β-aminoketones Yielding 4-Benzoyl-1,2,3,4-tetrahydroisoquinolines

Preparation and regiospecific cerium(IV) sulfate of the substituted N-benzyl-β-aminoketones 3 are described. 4-Benzoyl-1,2,3,4-tetrahydroisoquinolines 4 so obtained are reduced by sodium borohydride.