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271-80-7,MFCD06407902
Catalog No.:AA00BDPK

271-80-7 | 1H-Pyrazolo[3,4-d]pyrimidine

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100mg
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$8.00   $6.00
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250mg
97%
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$19.00   $14.00
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1g
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$44.00   $31.00
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5g
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100g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BDPK
Chemical Name:
1H-Pyrazolo[3,4-d]pyrimidine
CAS Number:
271-80-7
Molecular Formula:
C5H4N4
Molecular Weight:
120.1121
MDL Number:
MFCD06407902
SMILES:
c1ncc2c(n1)[nH]nc2
NSC Number:
82206
Properties
Computed Properties
 
Complexity:
105  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
XLogP3:
0.2  

Literature

Title: A conformational mimetic approach for the synthesis of carbocyclic nucleosides as anti-HCV leads.

Journal: ChemMedChem 20131001

Title: Identification of Hck inhibitors as hits for the development of antileukemia and anti-HIV agents.

Journal: ChemMedChem 20130801

Title: 5-Anilino-3-benzyl-sulfanyl-6-(3-chloro-anilino)-1-phenyl-1H-pyrazolo-[3,4-d]pyrimidin-4(5H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20121001

Title: Antitumor activity of new pyrazolo[3,4-d]pyrimidine SRC kinase inhibitors in Burkitt lymphoma cell lines and its enhancement by WEE1 inhibition.

Journal: Cell cycle (Georgetown, Tex.) 20120301

Title: New pyrazolo[3,4-d]pyrimidine SRC inhibitors induce apoptosis in mesothelioma cell lines through p27 nuclear stabilization.

Journal: Oncogene 20120216

Title: Design, Synthesis, and Antitumor Evaluation of Novel Pyrazolo[3,4-d]pyrimidine Derivatives.

Journal: Scientia pharmaceutica 20120101

Title: Novel pyrazolo[3,4-d]pyrimidine derivatives as potential antitumor agents: exploratory synthesis, preliminary structure-activity relationships, and in vitro biological evaluation.

Journal: Molecules (Basel, Switzerland) 20111220

Title: Impaired Rho GTPase activation abrogates cell polarization and migration in macrophages with defective lipolysis.

Journal: Cellular and molecular life sciences : CMLS 20111201

Title: Synthesis and antimicrobial activity of some new pyrazoles, fused pyrazolo[3,4-d]-pyrimidine and 1,2-dihydroimidazo-[2,1-c][1,2,4]triazin-6-one derivatives.

Journal: Molecules (Basel, Switzerland) 20110804

Title: Design, synthesis, biological activity, and ADME properties of pyrazolo[3,4-d]pyrimidines active in hypoxic human leukemia cells: a lead optimization study.

Journal: Journal of medicinal chemistry 20110428

Title: Synthesis and anticancer effects of some novel pyrazolo[3,4-d]pyrimidine derivatives by generating reactive oxygen species in human breast adenocarcinoma cells.

Journal: European journal of medicinal chemistry 20110401

Title: Novel pyrazolopyrimidine derivatives as tyrosine kinase inhibitors with antitumoral activity in vitro and in vivo in papillary dedifferentiated thyroid cancer.

Journal: The Journal of clinical endocrinology and metabolism 20110201

Title: Evaluation of Effect of Taxus baccata Leaves Extract on Bronchoconstriction and Bronchial Hyperreactivity in Experimental Animals.

Journal: Journal of young pharmacists : JYP 20110101

Title: 2-Hydroxypropyl-β-cyclodextrin strongly improves water solubility and anti-proliferative activity of pyrazolo[3,4-d]pyrimidines Src-Abl dual inhibitors.

Journal: European journal of medicinal chemistry 20101201

Title: New pyrazolo-[3,4-d]-pyrimidine derivative Src kinase inhibitors lead to cell cycle arrest and tumor growth reduction of human medulloblastoma cells.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20100801

Title: Synthesis and biological evaluation of novel pyrazole compounds.

Journal: Bioorganic & medicinal chemistry 20100801

Title: Synthesis and antimicrobial of new anthraquinone derivatives incorporating pyrazole moiety.

Journal: European journal of medicinal chemistry 20100501

Title: Synthesis and antimicrobial activity of novel pyrazolo[3,4-d]pyrimidin derivatives.

Journal: European journal of medicinal chemistry 20100401

Title: A study of the interactions that stabilize DNA frayed wires.

Journal: Biophysical chemistry 20100401

Title: Molecular iodine promoted synthesis of new pyrazolo[3,4-d]pyrimidine derivatives as potential antibacterial agents.

Journal: European journal of medicinal chemistry 20100201

Title: Novel purine and pyrazolo[3,4-d]pyrimidine inhibitors of PI3 kinase-alpha: Hit to lead studies.

Journal: Bioorganic & medicinal chemistry letters 20100115

Title: Synthesis of some new pyrazolo[3,4-d]pyrimidine derivatives of expected anticancer and radioprotective activity.

Journal: European journal of medicinal chemistry 20100101

Title: Optimized hydrophobic interactions and hydrogen bonding at the target-ligand interface leads the pathways of drug-designing.

Journal: PloS one 20100101

Title: Antiproliferative and pro-apoptotic effects afforded by novel Src-kinase inhibitors in human neuroblastoma cells.

Journal: BMC cancer 20100101

Title: Molecular characterization of c-Abl/c-Src kinase inhibitors targeted against murine tumour progenitor cells that express stem cell markers.

Journal: PloS one 20100101

Title: Solanum trilobatum in the management of atopy: Through inhibition of mast cell degranulation and moderation of release of interleukins.

Journal: Pharmacognosy research 20100101

Title: 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.

Journal: European journal of medicinal chemistry 20091101

Title: Pyrazolo[3,4-d]pyrimidine derivatives as COX-2 selective inhibitors: synthesis and molecular modelling studies.

Journal: Archiv der Pharmazie 20090601

Title: 8-Aza-7-deazaguanine nucleosides and oligonucleotides with octadiynyl side chains: synthesis, functionalization by the azide-alkyne 'click' reaction and nucleobase specific fluorescence quenching of coumarin dye conjugates.

Journal: Organic & biomolecular chemistry 20090407

Title: Characterization of STAT3 activation and expression in canine and human osteosarcoma.

Journal: BMC cancer 20090101

Title: Reversal of oncogene transformation and suppression of tumor growth by the novel IGF1R kinase inhibitor A-928605.

Journal: BMC cancer 20090101

Title: Tissue-specific PKA inhibition using a chemical genetic approach and its application to studies on sperm capacitation.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20081230

Title: Positive allosteric modulators of the metabotropic glutamate receptor subtype 4 (mGluR4): Part I. Discovery of pyrazolo[3,4-d]pyrimidines as novel mGluR4 positive allosteric modulators.

Journal: Bioorganic & medicinal chemistry letters 20081015

Title: Synthesis and antimicrobial activity of some new heterocycles incorporating antipyrine moiety.

Journal: European journal of medicinal chemistry 20081001

Title: Synthesis and antifungal activities of novel 5-amino-6-arylamino-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one derivatives.

Journal: Journal of agricultural and food chemistry 20080827

Title: Synthesis and antiviral evaluation of some new pyrazole and fused pyrazolopyrimidine derivatives.

Journal: Bioorganic & medicinal chemistry 20080801

Title: Synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives.

Journal: Molecules (Basel, Switzerland) 20080729

Title: Antiproliferative and proapoptotic activities of new pyrazolo[3,4-d]pyrimidine derivative Src kinase inhibitors in human osteosarcoma cells.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080501

Title: Antagonists of the human adenosine A2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines.

Journal: Bioorganic & medicinal chemistry letters 20080501

Title: Identification of a novel pyrazolo[3,4-d]pyrimidine able to inhibit cell proliferation of a human osteogenic sarcoma in vitro and in a xenograft model in mice.

Journal: Journal of medicinal chemistry 20071115

Title: Pyrazolo[3,4-d]pyrimidines as potent inhibitors of the insulin-like growth factor receptor (IGF-IR).

Journal: Bioorganic & medicinal chemistry letters 20071001

Title: Pyrazolo[3,4-d]pyrimidine ribonucleosides related to 2-aminoadenosine and isoguanosine: synthesis, deamination and tautomerism.

Journal: Organic & biomolecular chemistry 20070921

Title: Synthesis and biological activity of 8-azapurine and pyrazolo[4,3-d]pyrimidine analogues of myoseverin.

Journal: European journal of medicinal chemistry 20061201

Title: Pyrazolo[3,4-d]pyrimidines c-Src inhibitors reduce epidermal growth factor-induced migration in prostate cancer cells.

Journal: European journal of cancer (Oxford, England : 1990) 20061101

Title: Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives as potential antimicrobial agents.

Journal: Bioorganic & medicinal chemistry 20060315

Title: Pyrazolo[3,4-d]pyrimidines as potent antiproliferative and proapoptotic agents toward A431 and 8701-BC cells in culture via inhibition of c-Src phosphorylation.

Journal: Journal of medicinal chemistry 20060309

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

Journal: Bioorganic & medicinal chemistry letters 20060115

Title: Acyclic pyrazolo[3,4-d]pyrimidine nucleoside as potential leishmaniostatic agent.

Journal: Nucleosides, nucleotides & nucleic acids 20060101

Title: Synthesis and antiviral activity of some C2-, C4-, and C6-substituted pyrazolo[3,4-D]pyrimidine acyclonucleosides with the alkylating chains of ACV, HBG, and ISO-DHPG.

Journal: Nucleosides, nucleotides & nucleic acids 20060101

Title: A-770041, a novel and selective small-molecule inhibitor of Lck, prevents heart allograft rejection.

Journal: The Journal of pharmacology and experimental therapeutics 20051001

Title: Novel, highly potent adenosine deaminase inhibitors containing the pyrazolo[3,4-d]pyrimidine ring system. Synthesis, structure-activity relationships, and molecular modeling studies.

Journal: Journal of medicinal chemistry 20050811

Title: Suppression of CD4+ T cell activation by a novel inhibitor of Src family kinases.

Journal: International immunopharmacology 20050401

Title: Chemoenzymatic asymmetric total synthesis of phosphodiesterase inhibitors: preparation of a polycyclic pyrazolo[3,4-d]pyrimidine from an acylnitroso Diels-Alder cycloadduct-derived aminocyclopentenol.

Journal: The Journal of organic chemistry 20050401

Title: Quantitative structure-activity relationship analysis of pyridinone HIV-1 reverse transcriptase inhibitors using the k nearest neighbor method and QSAR-based database mining.

Journal: Journal of computer-aided molecular design 20050401

Title: Base-modified oligodeoxyribonucleotides: using pyrrolo[2,3-d]pyrimidines to replace purines.

Journal: Current protocols in nucleic acid chemistry 20050401

Title: Base-modified oligonucleotides with increased duplex stability: pyrazolo[3,4-d] pyrimidines replacing purines.

Journal: Methods in molecular biology (Clifton, N.J.) 20050101

Title: Modeling of cyclin-dependent kinase inhibition by 1H-pyrazolo[3,4-d]pyrimidine derivatives using artificial neural network ensembles.

Journal: Journal of chemical information and modeling 20050101

Title: Oligonucleotides containing pyrazolo[3,4-d]pyrimidines: 8-Aza-7-deazaadenines with bulky substituents in the 2- or 7-position.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: A-420983: a potent, orally active inhibitor of lck with efficacy in a model of transplant rejection.

Journal: Bioorganic & medicinal chemistry letters 20040517

Title: Potent and selective inhibitors of platelet-derived growth factor receptor phosphorylation. 3. Replacement of quinazoline moiety and improvement of metabolic polymorphism of 4-[4-(N-substituted (thio)carbamoyl)-1-piperazinyl]-6,7-dimethoxyquinazoline derivatives.

Journal: Journal of medicinal chemistry 20031106

Title: Pyrazolo[4,3-d]pyrimidines as new generation of cyclin-dependent kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20030915

Title: A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule: the effect on stacking of a bulky isopropyl group in comparison with a methyl/ethyl group.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030901

Title: Unusual molecular conformation in dissymmetric propylene-linker compounds containing pyrazolo[3,4-d]pyrimidine and phthalimide moieties.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030801

Title: 3-Bromopyrazolo[3,4-d]pyrimidine 2'-deoxy-2'-fluoro-beta-D-arabinonucleosides: modified DNA constituents with an unusually rigid sugar N-conformation.

Journal: The Journal of organic chemistry 20030711

Title: Novel pyrazolo[3,4-d]pyrimidine-based inhibitors of Staphlococcus aureus DNA polymerase III: design, synthesis, and biological evaluation.

Journal: Journal of medicinal chemistry 20030508

Title: 6-Dimethylamino 1H-pyrazolo[3,4-d]pyrimidine derivatives as new inhibitors of inflammatory mediators in intact cells.

Journal: Bioorganic & medicinal chemistry 20030320

Title: Intermolecular stacking in pyrazolo[3,4-d]pyrimidine-based pentamethylene-linked flexible molecules.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030101

Title: Synthesis of some new pyrimidine and fused pyrimidine derivatives (Part I).

Journal: Bollettino chimico farmaceutico 20030101

Title: Pyrazolo[3,4-d]pyrimidine nucleic acids: adjustment of the dA-dT to the dG-dC base pair stability.

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Development of new fungicides against Magnaporthe grisea: synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives.

Journal: Journal of agricultural and food chemistry 20020814

Title: A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule: the effect of a bulky benzyl group on intermolecular stacking in comparison with methyl and ethyl groups.

Journal: Acta crystallographica. Section C, Crystal structure communications 20020801

Title: Pyrazolopyrimidine-2,4-dione sulfonamides: novel and selective calcitonin inducers.

Journal: Journal of medicinal chemistry 20020523

Title: Study of the novel non-xanthine heterocyclic compound GU285 as a potent non-selective adenosine receptor antagonist in the rat.

Journal: Arzneimittel-Forschung 20020101

Title: Synthesis and biological evaluation of some acyclic alpha-(1H-pyrazolo-[3,4-d]pyrimidin-4-yl)thioalkylamide nucleosides.

Journal: Nucleosides, nucleotides & nucleic acids 20020101

Title: A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule: the effect on stacking of an ethyl group in comparison with a methyl group.

Journal: Acta crystallographica. Section C, Crystal structure communications 20011101

Title: High-pressure synthesis of enantiomerically pure C-6 substituted pyrazol.

Journal: Bioorganic & medicinal chemistry letters 20010122

Title: Parallel DNA containing pyrazolo[3,4-D]pyrimidine analogues of isoguanine.

Journal: Nucleosides, nucleotides & nucleic acids 20010101

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