Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.

No abstract is available for this paper.

• Publication year

  1999

• Venue

  Journal of Medicinal Chemistry

• Publication date

  1999-03-11

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/JM980671WPMID 10072675
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Adenosine receptors: new opportunities for future drugs.

  1998cited by this paper
• Synthesis and biological evaluation of the enantiomers of the potent and selective A1-adenosine antagonist 1,3-dipropyl-8-[2-(5,6-epoxynorbonyl)]-xanthine.

  1997cited by this paper
• Species differences in brain adenosine A1 receptor pharmacology revealed by use of xanthine and pyrazolopyridine based antagonists

  1997cited by this paper
• A novel non-xanthine adenosine A1 receptor antagonist.

  1995cited by this paper
• Receptors for adenine nucleotides and nucleosides: subclassification, distribution, and molecular characterization.

  1994cited by this paper
• Adenosine receptor subtypes.

  1993cited by this paper
• Natriuretic and hypotensive effect of adenosine-1 blockade in essential hypertension.

  1993cited by this paper
• Regulation of Na(+)-3HCO3- cotransport in rabbit proximal convoluted tubule via adenosine A1 receptor.

  1993cited by this paper
• Adenosine A1 antagonists. 2. Structure-activity relationships on diuretic activities and protective effects against acute renal failure.

  1992cited by this paper
• Adenosine receptors: pharmacology, structure-activity relationships, and therapeutic potential.

  1992cited by this paper
• Cardiac Electrophysiology of Adenosine: Basic and Clinical Concepts

  1991cited by this paper
• 8-(Dicyclopropylmethyl)-1,3-dipropylxanthine: a potent and selective adenosine A1 antagonist with renal protective and diuretic activities.

  1991cited by this paper
• Diuretic and saliuretic effects of 1,3‐dipropyl‐8‐cyclopentylxanthine, a selective A1‐adenosine receptor antagonist

  1991cited by this paper
• Novel therapeutics acting via purine receptors.

  1991cited by this paper
• Benzo[1,2-c:5,4-c']dipyrazoles: non-xanthine adenosine antagonists.

  1988cited by this paper

• PYRIDAZINONE AS VERSATILE SCAFFOLD IN DRUG DISCOVERY: VIEW ON CURRENT DEVELOPMENT

  2026cites this paper
• Ferrocene-Catalyzed Aromatization and Competitive Oxidative Ring Transformations of 1,2-Dihydro-1-Arylpyridazino[4,5-d]Pyridazines

  2025cites this paper
• The Liebeskind-Srogl cross-coupling reaction towards the synthesis of biologically active compounds.

  2025cites this paper
• Design, Synthesis and Anticancer activity of chalcone derivatives of pyrazolo[1,5-a]pyridine-1,3,4-oxadiazole

  2025cites this paper
• Synthesis, crystal structure, DFT, Hirshfeld surface analysis, energy framework, docking and molecular dynamic simulations of (E)-4-(4-methylbenzyl)-6-styrylpyridazin-3(2H)-one as anticancer agent

  2023cites this paper
• One-pot Synthesis of 2,6-Diaryl-4,5-dihydropyridazin-3(2H)-ones: Copper Catalyzed Annulation of Aldehydes, Arylhydrazines and 3-Acryloyloxazolidin-2-one

  2023cites this paper
• Focusing on New Piperazinyl‐methyl‐3(2H)pyridazinone Based Derivatives: Design, Synthesis, Anticancer Activity and Computational Studies

  2023cites this paper
• Novel pyrimido-pyridazine derivatives: design, synthesis, anticancer evaluation and in silico studies.

  2022cites this paper
• Synthetic and DFT Modeling Studies on Suzuki–Miyaura Reactions of 4,5-Dibromo-2-methylpyridazin-3(2H)-one with Ferrocene Boronates, Accompanied by Hydrodebromination and a Novel Bridge-Forming Annulation In Vitro Cytotoxic Activity of the Ferrocenyl–Pyridazinone Products

  2022cites this paper
• Synthesis and Mechanistic Investigation of Bipyrazolo[1,5-a]pyridines via Palladium-Catalyzed Cross-Dehydrogenative Coupling of Pyrazolo[1,5-a]pyridines.

  2022cites this paper
• Dimethyl Sulfoxide-Assisted, Iodine- and Ascorbic Acid-Catalyzed One-Pot Synthetic Approach for Constructing Highly Substituted Pyrazolo[1,5-a]quinoline Thioether Derivatives.

  2022cites this paper
• Gold‐Catalyzed Synthesis of Pyrazolo[1,5‐ a ]pyridines Regioselectively via 6‐ endo‐dig Cyclization

  2021cites this paper
• Copper-mediated oxidative [3 + 2]-annulation of nitroalkenes and pyridinium imines: efficient synthesis of 3-fluoro- and 3-nitro-pyrazolo[1,5-a]pyridines.

  2020cites this paper
• Synthesis, spectroscopy, crystal structure, TGA/DTA study, DFT and molecular docking investigations of (E)-4-(4-methylbenzyl)-6-styrylpyridazin-3(2H)-one

  2020cites this paper
• Biologically Active Pyridazines and Pyridazinone Derivatives: A Scaffold for the Highly Functionalized Compounds

  2020cites this paper
• Synthesis of Ferrocene Tethered Heteroaromatic Compounds Using Solid Supported Reaction Method, their Cytotoxic Evaluation and Fluorescence Behavior.

  2019cites this paper
• Scalable Sonochemical Synthetic Strategy for Pyrazolo[1,5-a]pyridine Derivatives: First Catalyst-Free Concerted [3 + 2] Cycloaddition of Alkyne and Alkene Derivatives to 2-Imino-1H-pyridin-1-amines

  2019cites this paper
• Synthetic Strategy for Pyrazolo[1,5-a]pyridine and Pyrido[1,2-b]indazole Derivatives through AcOH and O2-Promoted Cross-dehydrogenative Coupling Reactions between 1,3-Dicarbonyl Compounds and N-Amino-2-iminopyridines

  2019cites this paper
• Cyclic Enaminone Incorporating 5-cyanomethylpyrazole-4-carbonitrile: Unexpected Formation of Pyrazolo[l,5-a]pyridine Derivatives

  2018cites this paper
• New potent and selective A1 adenosine receptor antagonists as potential tools for the treatment of gastrointestinal diseases.

  2018cites this paper
• Pyridazinone hybrids: Design, synthesis and evaluation as potential anticonvulsant agents.

  2018cites this paper
• Three successive and regiocontroled palladium cross-coupling reactions to easily synthesize novel series of 2,4,6-tris(het)aryl pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyrimidines

  2018cites this paper
• Studies on new substituted pyridazinones: synthesis and biological evaluation

  2018cites this paper
• Convenient Synthesis of Some Novel Pyridazinone‐Bearing Triazole Moieties

  2018cites this paper
• Synthesis of Pyrimidopyrrolopyridazines via a Tandem Reaction of Heterocyclic Ketene Aminals with 1,2-Diaza-1,3-dienes.

  2018cites this paper
• Regioselective Synthesis of New 2,4-(Het)aryl-3H-pyrido[1′,2′:1,5]pyrazolo[4,3-d]pyrimidines Involving Palladium-Catalyzed Cross-Coupling Reactions

  2018cites this paper
• Novel ionic liquids incorporated pyridazinone-vanillyl motifs: Synthesis, characterization, pharmacological survey and molecular docking

  2018cites this paper
• Regioselective Metalation and Functionalization of the Pyrazolo[1,5- a]pyridine Scaffold Using Mg- and Zn-TMP Bases.

  2018cites this paper
• SYNTHESIS, COMPUTER AIDED SCREENING AND PHARMACOLOGICAL EVALUATION OF 2/3-SUBSTITUTED-6(4-METHYLPHENYL)-4,5-DIHYDROPYRIDAZIN3(2H)-ONES, AND PYRIDAZINE SUBSTITUTED TRIAZINE

  2017cites this paper
• Pyridazine Based Scaffolds as Privileged Structures in anti-Cancer Therapy

  2017cites this paper
• Use of AlCl3 in Friedel Crafts arylation type reactions and beyond: an overview on the development of unique methodologies leading to N-heteroarenes.

  2017cites this paper
• Epigenetics in SLE

  2017cites this paper
• Design, Synthesis, and Pharmacological Screening of Pyridazinone Hybrids as Anticonvulsant Agents

  2017cites this paper
• Biochemical and Pharmacological Role of A1 Adenosine Receptors and Their Modulation as Novel Therapeutic Strategy.

  2017cites this paper
• N-ferrocenylpyridazinones and new organic analogues: Synthesis, cyclic voltammetry, DFT analysis and in vitro antiproliferative activity associated with ROS-generation

  2017cites this paper
• Regioselective Synthesis of 2,4‐Substituted Pyrido[1′,2′:1,5]pyrazolo[3,4‐d]pyrimidines through Sequential Pd‐Catalyzed Arylation and SNAr Reactions

  2016cites this paper
• The therapeutic journey of pyridazinone.

  2016cites this paper
• Synthesis of 5,6-Dihydropyrazolo[5,1-a]isoquinolines through Indium(III)-Promoted Halocyclizations of N-Propargylic Sulfonylhydrazones.

  2016cites this paper
• Synthesis of Pyrazolo[5,1-a]isoquinolines and 8-Methylenepyrazolo[5,1-a]isoindoles via Regioselective C-C Coupling and Alkyne Hydroamination.

  2015cites this paper
• An efficient injectable formulation with block copolymer micelles for hydrophobic antitumor candidate-pyridazinone derivatives.

  2015cites this paper
• New pyrano[2,3-c]pyridazine derivatives with antimicrobial activity synthesized using piperidine as the organocatalyst

  2015cites this paper
• Synthesis of 5-cyanopyrazolo[1,5-a]pyridine derivatives via tandem reaction and their optical properties

  2015cites this paper
• Unexpected cleavage of the Cpy–Cpy bond in the reaction of 2,2′-bipyridine N,N′-diimines with acetylenes

  2014cites this paper
• Synthesis and in vitro analysis of novel dihydroxyacetophenone derivatives with antimicrobial and antitumor activities.

  2014cites this paper
• Progress of the synthesis of condensed pyrazole derivatives (from 2010 to mid-2013).

  2014cites this paper
• Docking simulation, synthesis and biological evaluation of novel pyridazinone containing thymol as potential antimicrobial agents

  2014cites this paper
• 2,3-Dihydroimidazo[1,2-b]ferroceno[d]pyridazines and a 3,4-dihydro-2H-pyrimido[1,2-b]ferroceno[d]pyridazine: Synthesis, structure and in vitro antiproliferation activity on selected human cancer cell lines

  2014cites this paper
• Direct access to 2-aminopyrazolo[1,5-a]pyridines via N-amination/cyclization reactions of 2-pyridineacetonitriles

  2014cites this paper
• Synthesis of Nitrogen Bridgehead Heterocycles with Phosphonates via a Novel Tandem Process.

  2013cites this paper
• Relay catalysis by a multifunctional Cu catalyst in a tandem dehydro-/dehalogenation sequence along with N-arylation.

  2013cites this paper
• Metalation of Pyridazine, Cinnoline, and Phthalazine

  2013cites this paper
• Synthesis of pyrazolo[1,5-a]pyridines by thermal intramolecular cyclization

  2013cites this paper
• N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part X. The First Pyrazolo[1,5-b][1,2,4,6]thiatriazine Derivatives and their Unusual Reactions with Acylating Agents

  2013cites this paper
• Synthesis, spectroscopy, X-ray analysis and in vitro antiproliferative effect of ferrocenylmethylene-hydrazinylpyridazin-3(2H)-ones and related ferroceno[d]pyridazin-1(2H)-ones

  2013cites this paper
• An Approach to 2,4-Substituted Pyrazolo[1,5-a]pyridines and Pyrazolo[1,5-a]azepines by Ring-Closing Metathesis

  2013cites this paper
• Prediction of antihypertensive activity of pyridazinone derivatives through multivariate image analysis applied to QSAR

  2013cites this paper
• Synthesis, antiproliferative and anti-inflammatory activities of some novel 6-aryl-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2H)-ones.

  2013cites this paper
• From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol.

  2013cites this paper
• Design, synthesis and antihypertensive screening of novel pyridazine substituted s-triazin-2-imine/one/thione derivatives

  2013cites this paper
• Rational design, green synthesis, and initial evaluation of a series of full-color tunable fluorescent dyes enabled by the copper-catalyzed N-arylation of 6-phenyl pyridazinones and their application in cell imaging.

  2013cites this paper
• Synthesis and preliminary evaluation activity studies of novel 4-(aryl/heteroaryl-2-ylmethyl)-6-phenyl-2-[3-(4-substituted-piperazine-1-yl)propyl]pyridazin-3(2H)-one derivatives as anticancer agents

  2012cites this paper
• Synthesis and evaluation of anticancer activity of some novel 6-aryl-2-(p-sulfamylphenyl)-pyridazin-3(2H)-ones.

  2012cites this paper
• Design, synthesis and antiviral activity of novel pyridazines.

  2012cites this paper
• Optimized scale up of 3-pyrimidinylpyrazolo[1,5- a ]pyridine via Suzuki coupling; a general method of accessing a range of 3-(hetero)arylpyrazolo[1,5- a ]pyridines

  2012cites this paper
• Triazole incorporated pyridazinones as a new class of antihypertensive agents: design, synthesis and in vivo screening.

  2011cites this paper
• Novel One-Pot Synthesis for 2,5-Diaryl and 5-Aryl-pyridazin-3(2H)-ones

  2011cites this paper
• Five-Membered Ring Systems: With More than One N Atom

  2011cites this paper
• Pyrazolo Derivatives as Potent Adenosine Receptor Antagonists: An Overview on the Structure-Activity Relationships

  2011cites this paper
• Synthesis of 2- and 2,3-substituted pyrazolo[1,5-a]pyridines: scope and mechanistic considerations of a domino direct alkynylation and cyclization of N-iminopyridinium ylides using alkenyl bromides, alkenyl iodides, and alkynes.

  2011cites this paper
• Nitrogen-bridged heterocycles via cycloaddition of non-classical heterocyclic-fused-(c)thiazoles

  2011cites this paper
• 7-Phenyl-3,4,8,9-tetrahydro-2H-pyridazino[1,6-a][1,3,5]triazin-2-imine

  2011cites this paper
• Synthesis, X-ray crystal structure and optical properties of novel 2,5-diaryl-1,3,4-oxadiazole derivatives containing substituted pyrazolo[1,5- a ]pyridine units

  2011cites this paper
• 2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.

  2010cites this paper
• Transition-Metal-Catalyzed Direct C–H Alkenylation, Alkynylation, Benzylation, and Alkylation of (Hetero)arenes

  2010cites this paper
• Synthesis, characterization and antihypertensive activity of pyridazinone derivatives.

  2010cites this paper
• Synthesis of 2-substituted pyrazolo[1,5-a]pyridines through cascade direct alkenylation/cyclization reactions.

  2010cites this paper
• 6-Phenyl-2-(4-phenyl-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)-4,5-dihydropyridazin-3(2H)-one

  2010cites this paper
• Efficient generation of biologically active H-pyrazolo[5,1-a]isoquinolines via multicomponent reaction.

  2010cites this paper
• Chapter 13 Recent Advances in Adenosine Receptor (AR) Ligands in Pulmonary Diseases

  2009cites this paper
• Adenosine receptor antagonists: translating medicinal chemistry and pharmacology into clinical utility.

  2008cites this paper
• Bicyclic 5-6 Systems with One Bridgehead (Ring Junction) Nitrogen Atom: One Extra Heteroatom 1:0

  2008cites this paper
• Facile Synthesis of 3(2H)-Pyridazinones and 2(3H)-Furanones of Anticipated Biological Activities

  2008cites this paper
• 8.01 – Pyridazines and their Benzo Derivatives

  2008cites this paper
• Concise routes to pyrazolo[1,5-a]pyridin-3-yl pyridazin-3-ones.

  2008cites this paper
• Tricyclic imidazoline derivatives as potent and selective adenosine A1 receptor antagonists.

  2006cites this paper
• Design, Synthesis and binding studies of Trisubstitutedpyrazolo(3,4-d)pyrimidines

  2005cites this paper
• An efficient synthesis of novel 1,3-oxazolo[4,5-d]pyridazinones

  2004cites this paper
• Non‐Xanthine Antagonists for the Adenosine A1 Receptor

  2004cites this paper
• Chapter 32. The use of bioisosteric groups in lead optimization

  2003cites this paper
• Synthesis, molecular modeling studies, and pharmacological activity of selective A(1) receptor antagonists.

  2002cites this paper
• 5'-Deoxy congeners of 9-(3-amido-3-deoxy-beta-D-xylofuranosyl)-N(6)-cyclopentyladenine: new adenosine A(1) receptor antagonists and inverse agonists.

  2002cites this paper
• Regioselective aluminium chloride induced heteroarylation of pyrrolo[1,2-b]pyridazines: its scope and application

  2002cites this paper
• Monitor: molecules and profiles.

  2001cites this paper
• Design, synthesis and biological evaluation of a novel series of potent, orally active adenosine A1 receptor antagonists with high blood-brain barrier permeability.

  2001cites this paper
• Monitor: molecules and profiles.

  2001cites this paper
• Recent advances in adenosine receptor antagonist research

  2001cites this paper
• 1,2,4-Triazolo[4,3-a]quinoxalin-1-one: a versatile tool for the synthesis of potent and selective adenosine receptor antagonists.

  2000cites this paper
• Novel adenosine A1 receptor antagonists. Synthesis and structure-activity relationships of a novel series of 3-(2-cyclohexenyl-3-oxo-2,3-dihydropyridazin-6-yl)-2-phenylpyrazolo[1,5 -a]pyridines.

  2000cites this paper
• Purinergic and pyrimidinergic receptors as potential drug targets.

  2000cites this paper
• Synthesis of the water-soluble adenosine A1 receptor antagonist FR166124 through a novel sequential Horner-Emmons / isomerization reaction

  1999cites this paper