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274-71-5,MFCD10699580
Catalog No.:AA00BFDN

274-71-5 | Pyrazolo[1,5-a]pyrimidine

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250mg
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$19.00   $14.00
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1g
98%
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$33.00   $23.00
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100g
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$2,422.00   $1,696.00
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00BFDN
Chemical Name:
Pyrazolo[1,5-a]pyrimidine
CAS Number:
274-71-5
Molecular Formula:
C6H5N3
Molecular Weight:
119.1240
MDL Number:
MFCD10699580
SMILES:
c1ccn2c(n1)ccn2
Properties
Properties
 
Form:
Solid  
MP:
105-106°C  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
105  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
XLogP3:
0.3  

Literature

Title: Fused heterocyclic compounds bearing bridgehead nitrogen as potent HIV-1 NNRTIs. Part 1: design, synthesis and biological evaluation of novel 5,7-disubstituted pyrazolo[1,5-a]pyrimidine derivatives.

Journal: Bioorganic & medicinal chemistry 20140401

Title: Synthesis and structure-activity relationships of a novel and selective bone morphogenetic protein receptor (BMP) inhibitor derived from the pyrazolo[1.5-a]pyrimidine scaffold of dorsomorphin: the discovery of ML347 as an ALK2 versus ALK3 selective MLPCN probe.

Journal: Bioorganic & medicinal chemistry letters 20130601

Title: Modulation of K(v)7 potassium channels by a novel opener pyrazolo[1,5-a]pyrimidin-7(4H)-one compound QO-58.

Journal: British journal of pharmacology 20130201

Title: Mitogen-activated protein kinase-activated protein kinase 2 (MAPKAP-K2) as an antiinflammatory target: discovery and in vivo activity of selective pyrazolo[1,5-a]pyrimidine inhibitors using a focused library and structure-based optimization approach.

Journal: Journal of medicinal chemistry 20120809

Title: Anthranilamide-pyrazolo[1,5-a]pyrimidine conjugates as p53 activators in cervical cancer cells.

Journal: ChemMedChem 20120801

Title: Structural requirements of pyrimidine, thienopyridine and ureido thiophene carboxamide-based inhibitors of the checkpoint kinase 1: QSAR, docking, molecular dynamics analysis.

Journal: Journal of molecular modeling 20120701

Title: 3-(2,4-Dichloro-phen-yl)-5-(4-fluoro-phen-yl)-2-methyl-7-(trifluoro-meth-yl)pyrazolo-[1,5-a]pyrimidine.

Journal: Acta crystallographica. Section E, Structure reports online 20120501

Title: 18F-labeled pyrazolo[1,5-a]pyrimidine derivatives: synthesis from 2,4-dinitrobenzamide and tosylate precursors and comparative biological evaluation for tumor imaging with positron emission tomography.

Journal: Molecules (Basel, Switzerland) 20120327

Title: Potent and selective pyrazolo[1,5-a]pyrimidine based inhibitors of B-Raf(V600E) kinase with favorable physicochemical and pharmacokinetic properties.

Journal: Bioorganic & medicinal chemistry letters 20120115

Title: Synthesis and biological evaluation of novel F-18 labeled pyrazolo[1,5-a]pyrimidine derivatives: potential PET imaging agents for tumor detection.

Journal: Bioorganic & medicinal chemistry letters 20110815

Title: Efficacy of pharmacological estrogen receptor antagonists in blocking activation of zebrafish estrogen receptors.

Journal: General and comparative endocrinology 20110801

Title: Synthesis of some novel pyrazolo[1,5-a]pyrimidine derivatives and their application as disperse dyes.

Journal: Molecules (Basel, Switzerland) 20110622

Title: Discovery and evaluation of pyrazolo[1,5-a]pyrimidines as neuropeptide Y1 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20110501

Title: Applications of 2-arylhydrazononitriles in synthesis: preparation of new indole containing 1,2,3-triazole, pyrazole and pyrazolo[1,5-a]pyrimidine derivatives and evaluation of their antimicrobial activities.

Journal: European journal of medicinal chemistry 20110501

Title: Discovery of pyrazolo[1,5-a]pyrimidine-based CHK1 inhibitors: a template-based approach--part 2.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Discovery of pyrazolo[1,5-a]pyrimidine-based CHK1 inhibitors: a template-based approach--part 1.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Activation of KCNQ2/3 potassium channels by novel pyrazolo[1,5-a]pyrimidin-7(4H)-one derivatives.

Journal: Pharmacology 20110101

Title: Synthesis of Diarylpyrazoles Containing a Phenylsulphone or Carbonitrile Moiety and their Chalcones as Possible Anti-Inflammatory Agents.

Journal: Scientia pharmaceutica 20110101

Title: A novel pyrazolo[1,5-a]pyrimidine is a potent inhibitor of cyclin-dependent protein kinases 1, 2, and 9, which demonstrates antitumor effects in human tumor xenografts following oral administration.

Journal: Journal of medicinal chemistry 20101223

Title: Discovery of NBI-77860/GSK561679, a potent corticotropin-releasing factor (CRF1) receptor antagonist with improved pharmacokinetic properties.

Journal: Bioorganic & medicinal chemistry letters 20101215

Title: Pyrazolo[1,5-a]pyrimidine acetamides: 4-Phenyl alkyl ether derivatives as potent ligands for the 18 kDa translocator protein (TSPO).

Journal: Bioorganic & medicinal chemistry letters 20101001

Title: Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety.

Journal: European journal of medicinal chemistry 20100901

Title: A sensitive and highly selective fluorescent sensor for In(3+).

Journal: Organic & biomolecular chemistry 20100807

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

Journal: European journal of medicinal chemistry 20100501

Title: B-Raf kinase inhibitors: hit enrichment through scaffold hopping.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: Facile synthesis and in-vitro antitumor activity of some pyrazolo[3,4-b]pyridines and pyrazolo[1,5-a]pyrimidines linked to a thiazolo[3,2-a]benzimidazole moiety.

Journal: Archiv der Pharmazie 20100101

Title: Hit to lead optimization of pyrazolo[1,5-a]pyrimidines as B-Raf kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20091215

Title: Enaminonitrile in heterocyclic synthesis: synthesis and antimicrobial evaluation of some new pyrazole, isoxazole and pyrimidine derivatives incorporating a benzothiazole moiety.

Journal: European journal of medicinal chemistry 20091201

Title: Discovery of highly potent and selective type I B-Raf kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20091201

Title: Pyrazolo[1,5-a]pyrimidine-based inhibitors of HCV polymerase.

Journal: Bioorganic & medicinal chemistry letters 20091115

Title: Pyrazolopyrimidines and pyrazolotriazines with potent activity against herpesviruses.

Journal: Bioorganic & medicinal chemistry letters 20091001

Title: Synthesis and anti-tumor activities of some new pyridines and pyrazolo[1,5-a]pyrimidines.

Journal: European journal of medicinal chemistry 20090901

Title: Identification of pyrazolo[1,5-a]pyrimidine-3-carboxylates as B-Raf kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20090515

Title: Synthesis, SAR study and biological evaluation of novel pyrazolo[1,5-a]pyrimidin-7-yl phenyl amides as anti-proliferative agents.

Journal: Bioorganic & medicinal chemistry 20090301

Title: Human cytochrome P450 1A2 involvement in the formation of reactive metabolites from a species-specific hepatotoxic pyrazolopyrimidine derivative, 5-n-butyl-7-(3,4,5-trimethoxybenzoylamino)pyrazolo[1,5-a]pyrimidine.

Journal: Chemical research in toxicology 20090201

Title: Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080801

Title: Synthesis and analgesic/anti-inflammatory evaluation of fused heterocyclic ring systems incorporating phenylsulfonyl moiety.

Journal: Bioorganic & medicinal chemistry 20080615

Title: Facile and efficient synthesis of carbohybrids as stereodivergent druglike small molecules.

Journal: The Journal of organic chemistry 20080418

Title: Efficient construction of pyrazolo[1,5-a]pyrimidine scaffold and its exploration as a new heterocyclic fluorescent platform.

Journal: Journal of fluorescence 20080301

Title: 2-Methyl-5-(4-tol-yl)-7-(trifluoro-meth-yl)pyrazolo[1,5-a]pyrimidine.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Versatile templates for the development of novel kinase inhibitors: Discovery of novel CDK inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20071115

Title: Selective inhibition of c-Myc/Max dimerization by a pyrazolo[1,5-a]pyrimidine.

Journal: ChemMedChem 20070501

Title: Pyrazolo[1,5-a]pyrimidines. Identification of the privileged structure and combinatorial synthesis of 3-(hetero)arylpyrazolo[1,5-a]pyrimidine-6-carboxamides.

Journal: Journal of combinatorial chemistry 20070101

Title: The anxioselective agent 7-(2-chloropyridin-4-yl)pyrazolo-[1,5-a]-pyrimidin-3-yl](pyridin-2-yl)methanone (DOV 51892) is more efficacious than diazepam at enhancing GABA-gated currents at alpha1 subunit-containing GABAA receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20061201

Title: A novel selective GABA(A) alpha1 receptor agonist displaying sedative and anxiolytic-like properties in rodents.

Journal: Journal of medicinal chemistry 20051020

Title: Liquid-phase synthesis of combinatorial libraries based on 7-trifluoromethyl-substituted pyrazolo[1,5-a]pyrimidine scaffold.

Journal: Journal of combinatorial chemistry 20050101

Title: Pyrazolo[1,5-a]pyrimidines: estrogen receptor ligands possessing estrogen receptor beta antagonist activity.

Journal: Journal of medicinal chemistry 20041118

Title: Pyrazolo[1,5-a]pyrimidines as estrogen receptor ligands: defining the orientation of a novel heterocyclic core.

Journal: Bioorganic & medicinal chemistry letters 20041115

Title: Synthesis and benzodiazepine receptor affinity of pyrazolo[1,5-a]pyrimidine derivatives. 3. New 6-(3-thienyl) series as alpha 1 selective ligands.

Journal: Journal of medicinal chemistry 20030116

Title: Optimization of a pyrazolo[1,5-a]pyrimidine class of KDR kinase inhibitors: improvements in physical properties enhance cellular activity and pharmacokinetics.

Journal: Bioorganic & medicinal chemistry letters 20021216

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