18653-75-3 | 2-(1H-Imidazol-2-yl)pyridine

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$15.00	$11.00
5g	98%	in stock	$34.00	$24.00
10g	98%	in stock	$67.00	$47.00
25g	98%	in stock	$167.00	$117.00

Description

• Catalog Number: AE99178
• Chemical Name: 2-(1H-Imidazol-2-yl)pyridine
• CAS Number: 18653-75-3
• Molecular Formula: C8H7N3
• Molecular Weight: 145.1613
• MDL Number: MFCD05863221
• SMILES: c1ccc(nc1)c1ncc[nH]1

Computed Properties

• Complexity: 127
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 0.7

Literature

• Pharmacophore fingerprint-based approach to binding site subpocket similarity and its application to bioisostere replacement.

  Journal of chemical information and modeling 20120827

• Rational approaches to improving selectivity in drug design.

  Journal of medicinal chemistry 20120223

• Annexin A1 N-terminal derived Peptide ac2-26 exerts chemokinetic effects on human neutrophils.

  Frontiers in pharmacology 20120101

• Inhibition of melanogenesis by the pyridinyl imidazole class of compounds: possible involvement of the Wnt/β-catenin signaling pathway.

  PloS one 20120101

• Regulation of interleukin-1alpha and tumor necrosis factor-alpha-induced interleukin-8 production by amnion-derived (WISH) cells.

  Clinical and experimental obstetrics & gynecology 20120101

• The deubiquitinase CYLD targets Smad7 protein to regulate transforming growth factor β (TGF-β) signaling and the development of regulatory T cells.

  The Journal of biological chemistry 20111125

• Chiral sulfoxides as metabolites of 2-thioimidazole-based p38α mitogen-activated protein kinase inhibitors: enantioselective synthesis and biological evaluation.

  Journal of medicinal chemistry 20110512

• Hypochlorite-modified high-density lipoprotein promotes induction of HO-1 in endothelial cells via activation of p42/44 MAPK and zinc finger transcription factor Egr-1.

  Archives of biochemistry and biophysics 20110501

• Retinal microglial activation and inflammation induced by amadori-glycated albumin in a rat model of diabetes.

  Diabetes 20110401

• catena-Poly[[bis-[2-(2-pyrid-yl)-1-H-imidazole-κN,N]cadmium]-μ-benzene-1,3-dicarboxyl-ato-κO:O].

  Acta crystallographica. Section E, Structure reports online 20110201

• Parasite mitogen-activated protein kinases as drug discovery targets to treat human protozoan pathogens.

  Journal of signal transduction 20110101

• Simultaneous visualization of both signaling cascade activity and end-point gene expression in single cells.

  PloS one 20110101

• Design, synthesis, and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signaling in yeast.

  PloS one 20110101

• Epithelial cell senescence impairs repair process and exacerbates inflammation after airway injury.

  Respiratory research 20110101

• SB202190-induced cell type-specific vacuole formation and defective autophagy do not depend on p38 MAP kinase inhibition.

  PloS one 20110101

• Antimelanogenic effect of c-phycocyanin through modulation of tyrosinase expression by upregulation of ERK and downregulation of p38 MAPK signaling pathways.

  Journal of biomedical science 20110101

• A Salmonella virulence factor activates the NOD1/NOD2 signaling pathway.

  mBio 20110101

• Carbon monoxide has antioxidative properties in the liver involving p38 MAP kinase pathway in a murine model of systemic inflammation.

  Microcirculation (New York, N.Y. : 1994) 20101001

• Modulatory effect of interleukin-1α on expression of structural matrix proteins, MMPs and TIMPs in human cardiac myofibroblasts: role of p38 MAP kinase.

  Matrix biology : journal of the International Society for Matrix Biology 20100901

• Nucleotide oligomerization domain 1 is a dominant pathway for NOS2 induction in vascular smooth muscle cells: comparison with Toll-like receptor 4 responses in macrophages.

  British journal of pharmacology 20100801

• p38 regulates pigmentation via proteasomal degradation of tyrosinase.

  The Journal of biological chemistry 20100305

• Adhesion of monocytes to type I collagen stimulates an APP-dependent proinflammatory signaling response and release of Abeta1-40.

  Journal of neuroinflammation 20100101

• Binding-site assessment by virtual fragment screening.

  PloS one 20100101

• Studies of the Antiproliferative Activity of Ruthenium (II) Cyclopentadienyl-Derived Complexes with Nitrogen Coordinated Ligands.

  Bioinorganic chemistry and applications 20100101

• Conserved and distinct modes of CREB/ATF transcription factor regulation by PP2A/B56gamma and genotoxic stress.

  PloS one 20100101

• A Single Amino Acid Substitution Makes WNK4 Susceptible to SB 203580 and SB 202190.

  The open medicinal chemistry journal 20100101

• Global effects of kinase inhibitors on signaling networks revealed by quantitative phosphoproteomics.

  Molecular & cellular proteomics : MCP 20091201

• Modulation of p38 MAPK activity in regulatory T cells after tolerance with anti-DNA Ig peptide in (NZB x NZW)F1 lupus mice.

  Journal of immunology (Baltimore, Md. : 1950) 20090615

• Non-specific in vivo inhibition of CK1 by the pyridinyl imidazole p38 inhibitors SB 203580 and SB 202190.

  BMB reports 20090331

• Activation of p38 MAPK by feline infectious peritonitis virus regulates pro-inflammatory cytokine production in primary blood-derived feline mononuclear cells.

  Virology 20090205

• d(10)-Metal coordination polymers based on analogue di(pyridyl)imidazole derivatives and 4,4'-oxydibenzoic acid: influence of flexible and angular characters of neutral ligands on structural diversity.

  Dalton transactions (Cambridge, England : 2003) 20081221

• 1,4-Bis[2-(2-pyrid-yl)-1H-imidazol-1-yl]butane.

  Acta crystallographica. Section E, Structure reports online 20081201

• Methyl 4-[5-(4-fluoro-phen-yl)-4-(pyridin-4-yl)-1H-imidazol-2-ylsulfan-yl]butanoate.

  Acta crystallographica. Section E, Structure reports online 20080701

• Synthesis, crystal structures and magnetic properties of tricyanomethanide-containing copper(II) complexes.

  Dalton transactions (Cambridge, England : 2003) 20080328

• 4-(4-Fluoro-phen-yl)-2-methyl-3-(1-oxy-4-pyridyl)isoxazol-5(2H)-one.

  Acta crystallographica. Section E, Structure reports online 20080201

• Straw blood cell count, growth, inhibition and comparison to apoptotic bodies.

  BMC cell biology 20080101

• The Met receptor tyrosine kinase prevents zebrafish primary motoneurons from expressing an incorrect neurotransmitter.

  Neural development 20080101

• P38 MAP kinase signaling is required for the conversion of CD4+CD25- T cells into iTreg.

  PloS one 20080101

• Prediction of specificity-determining residues for small-molecule kinase inhibitors.

  BMC bioinformatics 20080101

• 4-[4-(4-Fluoro-phen-yl)-2-methyl-5-oxo-2,5-dihydro-isoxazol-3-yl]-1-methyl-pyridinium iodide-4-[3-(4-fluoro-phen-yl)-2-methyl-5-oxo-2,5-dihydro-isoxazol-4-yl]-1-methyl-pyridinium iodide (0.6/0.4).

  Acta crystallographica. Section E, Structure reports online 20080101

• Synthesis and characterization of ruthenium bis(beta-diketonato) pyridine-imidazole complexes for hydrogen atom transfer.

  Inorganic chemistry 20071224

• Pyridinylimidazole inhibitors of Tie2 kinase.

  Bioorganic & medicinal chemistry letters 20070901

• Pharmacokinetics of ML3403 ({4-[5-(4-fluorophenyl)-2-methylsulfanyl-3H-imidazol-4-yl]-pyridin-2-yl}-(1-phenylethyl)-amine), a 4-Pyridinylimidazole-type p38 mitogen-activated protein kinase inhibitor.

  Drug metabolism and disposition: the biological fate of chemicals 20070601

• Spin crossover behavior in a family of iron(II) zigzag chain coordination polymers.

  Dalton transactions (Cambridge, England : 2003) 20070307

• Efficient Heck reactions catalyzed by a highly recyclable palladium(II) complex of a pyridyl-functionalized imidazolium-based ionic liquid.

  Organic & biomolecular chemistry 20070221

• Role of TAB1 in nitric oxide-induced p38 activation in insulin-producing cells.

  International journal of biological sciences 20070101

• Chemical combination effects predict connectivity in biological systems.

  Molecular systems biology 20070101

• Inhibitors of unactivated p38 MAP kinase.

  Bioorganic & medicinal chemistry letters 20061201

• Free-energy force-field three-dimensional quantitative structure-activity relationship analysis of a set of p38-mitogen activated protein kinase inhibitors.

  Journal of molecular modeling 20060901

• Biological targets for therapeutic interventions in COPD: clinical potential.

  International journal of chronic obstructive pulmonary disease 20060901

• Enzyme fragment complementation binding assay for p38alpha mitogen-activated protein kinase to study the binding kinetics of enzyme inhibitors.

  Assay and drug development technologies 20060801

• Activation of p38 mitogen-activated protein kinase promotes epidermal growth factor receptor internalization.

  Traffic (Copenhagen, Denmark) 20060601

• Emerging role of MAP kinase pathways as therapeutic targets in COPD.

  International journal of chronic obstructive pulmonary disease 20060601

• Inhibition of p38 mitogen-activated protein kinase enhances c-Jun N-terminal kinase activity: implication in inducible nitric oxide synthase expression.

  BMC pharmacology 20060101

• The p38 mitogen-activated protein kinase signaling cascade in CD4 T cells.

  Arthritis research & therapy 20060101

• The priming effect of extracellular UTP on human neutrophils: Role of calcium released from thapsigargin-sensitive intracellular stores.

  Purinergic signalling 20051201

• Investigation on the complex of diperoxovanadate with 2-(2'-pyridyl)-imidazole.

  Journal of inorganic biochemistry 20051001

• Structure-activity relationships of p38 mitogen-activated protein kinase inhibitors.

  Mini reviews in medicinal chemistry 20050901

• Construction of 4D-QSAR models for use in the design of novel p38-MAPK inhibitors.

  Journal of computer-aided molecular design 20050601

• An unbiased cell morphology-based screen for new, biologically active small molecules.

  PLoS biology 20050501

• Inhibition of RIP2/RIck/CARDIAK activity by pyridinyl imidazole inhibitors of p38 MAPK.

  Molecular and cellular biochemistry 20050101

• MAP kinase p38 inhibitors: clinical results and an intimate look at their interactions with p38alpha protein.

  Current medicinal chemistry 20050101

• Inhibition of the stress-activated kinase, p38, does not affect the virus transcriptional program of herpes simplex virus type 1.

  Virology 20041110

• Altering dietary nutrient intake that reduces glycogen content leads to phosphorylation of nuclear p38 MAP kinase in human skeletal muscle: association with IL-6 gene transcription during contraction.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20041101

• CPEC induces erythroid differentiation of human myeloid leukemia K562 cells through CTP depletion and p38 MAP kinase.

  Leukemia 20041101

• Identification of a novel mitogen-activated protein kinase in Toxoplasma gondii.

  International journal for parasitology 20041001

• Benzimidazolone p38 inhibitors.

  Bioorganic & medicinal chemistry letters 20040223

• Suppression by p38 MAP kinase inhibitors (pyridinyl imidazole compounds) of Ah receptor target gene activation by 2,3,7,8-tetrachlorodibenzo-p-dioxin and the possible mechanism.

  The Journal of biological chemistry 20040130

• Glucocorticoids synergize with IL-1beta to induce TLR2 expression via MAP Kinase Phosphatase-1-dependent dual Inhibition of MAPK JNK and p38 in epithelial cells.

  BMC molecular biology 20040101

• Somatostatin and gamma-aminobutyric acid inhibit interleukin-1 beta-stimulated release of interleukin-6 from rat C6 glioma cells.

  Neuroimmunomodulation 20040101

• Up-regulation of cyclooxygenase-2 and apoptosis resistance by p38 MAPK in hypericin-mediated photodynamic therapy of human cancer cells.

  The Journal of biological chemistry 20031226

• Ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in oesophageal cancer cells: involvement of the p38MAPK signalling pathway.

  British journal of cancer 20030804

• Identification of regioisomers in a series of N-substituted pyridin-4-yl imidazole derivatives by regiospecific synthesis, GC/MS, and 1H NMR.

  The Journal of organic chemistry 20030530

• Inhibition of nucleoside transport by protein kinase inhibitors.

  The Journal of pharmacology and experimental therapeutics 20030201

• Induction of HL-60 cell differentiation by the p38 mitogen-activated protein kinase inhibitor SB203580 is mediated through the extracellular signal-regulated kinase signaling pathway.

  Anti-cancer drugs 20030101

• Inhibitors of p38 mitogen-activated protein kinase: potential as anti-inflammatory agents in asthma?

  BioDrugs : clinical immunotherapeutics, biopharmaceuticals and gene therapy 20030101

• A dominant-negative p38 MAPK mutant and novel selective inhibitors of p38 MAPK reduce insulin-stimulated glucose uptake in 3T3-L1 adipocytes without affecting GLUT4 translocation.

  The Journal of biological chemistry 20021227

• p38 mitogen-activated protein kinase regulates growth factor-induced mitogenesis of rat pulmonary myofibroblasts.

  American journal of respiratory cell and molecular biology 20021201

• P38 mitogen-activated protein kinase inhibitor SB203580 has a bi-directional effect on iNOS expression and NO production.

  European journal of pharmacology 20021115

• The neuroprotective agents chlomethiazole and SB203580 inhibit IL-1beta signalling but not its biosynthesis in rat cortical glial cells.

  Journal of neurochemistry 20021101

• Inhibition of transforming growth factor-beta signaling by low molecular weight compounds interfering with ATP- or substrate-binding sites of the TGF beta type I receptor kinase.

  Biochemistry 20020910

• Pyridinylimidazole based p38 MAP kinase inhibitors.

  Current topics in medicinal chemistry 20020901

• SAR of 2,6-diamino-3,5-difluoropyridinyl substituted heterocycles as novel p38MAP kinase inhibitors.

  Bioorganic & medicinal chemistry letters 20020819

• Pyridinylimidazole p38 mitogen-activated protein kinase inhibitors block intracellular Toxoplasma gondii replication.

  International journal for parasitology 20020701

• Hyaluronan increases glomerular cyclooxygenase-2 protein expression in a p38 MAP-kinase-dependent process.

  Kidney international 20020501

• The involvement of L-gamma-glutamyl-L-cysteinyl-glycine (glutathione/GSH) in the mechanism of redox signaling mediating MAPK(p38)-dependent regulation of pro-inflammatory cytokine production.

  Biochemical pharmacology 20020115

• The regulation of protein synthesis and translation factors by CD3 and CD28 in human primary T lymphocytes.

  BMC biochemistry 20020101

• The role of human T-lymphocyte-monocyte contact in inflammation and tissue destruction.

  Arthritis research 20020101

• Potentiation of cyclic AMP and cyclic GMP accumulation by p38 mitogen-activated protein kinase (p38MAPK) inhibitors in rat pinealocytes.

  Biochemical pharmacology 20011215

• Decreased sensitivity of tristetraprolin-deficient cells to p38 inhibitors suggests the involvement of tristetraprolin in the p38 signaling pathway.

  The Journal of biological chemistry 20011109

• An essential role for Rac/Cdc42 GTPases in cerebellar granule neuron survival.

  The Journal of biological chemistry 20011019

• Indomethacin-induced radiosensitization and inhibition of ionizing radiation-induced NF-kappaB activation in HeLa cells occur via a mechanism involving p38 MAP kinase.

  Cancer research 20011015

• Pyridinyl imidazole inhibitor SB203580 activates p44/42 mitogen-activated protein kinase and induces the differentiation of human myeloid leukemia cells.

  Leukemia research 20010901

• Redox regulation of vascular smooth muscle cell differentiation.

  Circulation research 20010706

• Prolonged activation of mitogen-activated protein kinases during NSAID-induced apoptosis in HT-29 colon cancer cells.

  International journal of colorectal disease 20010601

• Inhibitors of p38 MAP kinase increase the survival of transplanted dopamine neurons.

  Brain research 20010209