271-71-6 | 1H-Pyrazolo[3,4-b]pyridine

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Description

• Catalog Number: AF64307
• Chemical Name: 1H-Pyrazolo[3,4-b]pyridine
• CAS Number: 271-71-6
• Molecular Formula: C6H5N3
• Molecular Weight: 119.124
• MDL Number: MFCD05663981
• SMILES: c1cnc2c(c1)cn[nH]2

Computed Properties

• Complexity: 105
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.8

Literature

• Synthesis of a new series of pyridine and fused pyridine derivatives.

  Molecules (Basel, Switzerland) 20120911

• Synthesis of pyrazolo[3,4-b]pyridines under microwave irradiation in multi-component reactions and their antitumor and antimicrobial activities - Part 1.

  European journal of medicinal chemistry 20120201

• Multicomponent approaches to 8-carboxylnaphthyl-functionalized pyrazolo[3,4-b]pyridine derivatives.

  Organic & biomolecular chemistry 20120128

• Ultrasound assisted one-pot, three-components synthesis of pyrimido[1,2-a]benzimidazoles and pyrazolo[3,4-b]pyridines: A new access via phenylsulfone synthon.

  Ultrasonics sonochemistry 20120101

• Hydrogen-bonded assembly in six closely related pyrazolo[3,4-b]pyridine derivatives; a simple chain, three types of chains of rings and a complex sheet structure.

  Acta crystallographica. Section C, Crystal structure communications 20120101

• Synthesis, X-ray crystal structure and fluorescent spectra of novel pyrazolo[1,5-a]pyrazin-4(5H)-one derivatives.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111015

• Phosphodiesterase inhibitors. Part 2: design, synthesis, and structure-activity relationships of dual PDE3/4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory and bronchodilatory activity.

  Bioorganic & medicinal chemistry letters 20110915

• Substituted pyrazolo[3,4-b]pyridines as human A1 adenosine antagonists: developments in understanding the receptor stereoselectivity.

  Organic & biomolecular chemistry 20110621

• A copper-mediated cyclization reaction of hydrazine with enediynones providing pyrazolo[1,5-a]pyridines.

  Organic & biomolecular chemistry 20110207

• 3,4,6-Trimethyl-1-phenyl-1H-pyrazolo-[3,4-b]pyridine.

  Acta crystallographica. Section E, Structure reports online 20100801

• One-step synthesis of diarylpyrazolo[3,4-b]pyridines from isoflavones.

  Journal of combinatorial chemistry 20100712

• Synthesis and fluorescence properties of donor-acceptor-substituted novel dipyrazolo[3,4-b:3',4'-d]pyridines (DPP).

  Journal of fluorescence 20100501

• (E)-N-{[6-chloro-4-(4-chlorophenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-yl]methylene}benzene-1,2-diamine: a three-dimensional framework structure built from only two hydrogen bonds.

  Acta crystallographica. Section C, Crystal structure communications 20100315

• A convenient ultrasound-promoted regioselective synthesis of fused polycyclic 4-aryl-3-methyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridines.

  Ultrasonics sonochemistry 20100201

• Novel pyrazolopyrimidines as highly potent B-Raf inhibitors.

  Bioorganic & medicinal chemistry letters 20091215

• An efficient one-step synthesis of heterobiaryl pyrazolo[3,4-b]pyridines via indole ring opening.

  Organic letters 20091119

• Synthesis of some novel pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine derivatives bearing 5,6-diphenyl-1,2,4-triazine moiety as potential antimicrobial agents.

  European journal of medicinal chemistry 20091101

• Exploiting the pyrazolo[3,4-d]pyrimidin-4-one ring system as a useful template to obtain potent adenosine deaminase inhibitors.

  Journal of medicinal chemistry 20090326

• Antibacterial profile against drug-resistant Staphylococcus epidermidis clinical strain and structure-activity relationship studies of 1H-pyrazolo[3,4-b]pyridine and thieno[2,3-b]pyridine derivatives.

  Bioorganic & medicinal chemistry 20080901

• Substituted pyrazolo[3,4-b]pyridines as potent A1 adenosine antagonists: synthesis, biological evaluation, and development of an A1 bovine receptor model.

  ChemMedChem 20080601

• Design, synthesis, and biological evaluation of AT1 angiotensin II receptor antagonists based on the pyrazolo[3,4-b]pyridine and related heteroaromatic bicyclic systems.

  Journal of medicinal chemistry 20080410

• Synthesis, radiofluorination, and in vitro evaluation of pyrazolo[1,5-a]pyridine-based dopamine D4 receptor ligands: discovery of an inverse agonist radioligand for PET.

  Journal of medicinal chemistry 20080327

• Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones.

  Organic & biomolecular chemistry 20080107

• Pyrazolo[1,5-a]pyrimidines as orally available inhibitors of cyclin-dependent kinase 2.

  Bioorganic & medicinal chemistry letters 20071115

• Rapid hit to lead evaluation of pyrazolo[3,4-d]pyrimidin-4-one as selective and orally bioavailable mGluR1 antagonists.

  Bioorganic & medicinal chemistry letters 20070801

• Synthesis and evaluation of pyrazolo[3,4-b]pyridine CDK1 inhibitors as anti-tumor agents.

  Bioorganic & medicinal chemistry letters 20070801

• Pyrazolo[1,5-a]pyridine antiherpetics: effects of the C3 substituent on antiviral activity.

  Bioorganic & medicinal chemistry letters 20070515

• Synthesis, in vitro evaluation, and SAR studies of a potential antichagasic 1H-pyrazolo[3,4-b]pyridine series.

  Bioorganic & medicinal chemistry 20070101

• Pyrazoloheteroaryls: novel p38alpha MAP kinase inhibiting scaffolds with oral activity.

  Bioorganic & medicinal chemistry letters 20060115

• New pyrazolo[3,4-b]pyridones as selective A(1) adenosine receptor antagonists: synthesis, biological evaluation and molecular modelling studies.

  Organic & biomolecular chemistry 20050621

• Potent, orally active corticotropin-releasing factor receptor-1 antagonists containing a tricyclic pyrrolopyridine or pyrazolopyridine core.

  Journal of medicinal chemistry 20050616

• Synthesis and antibacterial activity of 1H-pyrazolo[3,4-b]pyrazine and -pyridine derivatives.

  Farmaco (Societa chimica italiana : 1989) 20050101

• 1H-Pyrazolo[3,4-b]pyridine inhibitors of cyclin-dependent kinases: highly potent 2,6-Difluorophenacyl analogues.

  Bioorganic & medicinal chemistry letters 20030721

• 1H-Pyrazolo[3,4-b]pyridine inhibitors of cyclin-dependent kinases.

  Bioorganic & medicinal chemistry letters 20030324

• Synthesis and biological evaluation of some acyclic 4,6-disubstituted 1H-pyrazolo[3,4-d]pyrimidine nucleosides.

  Nucleosides, nucleotides & nucleic acids 20030101

• Synthesis and antiproliferative activity in vitro of new derivatives of 3-aminopyrazolo[3,4-b]pyridine. Part 1. Reaction of 3-aminopyrazolo[3,4-b]pyridine with 1,3-, 1,4-diketones and alpha,beta-unsaturated ketones.

  Archiv der Pharmazie 20010701