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272-50-4,MFCD09834826
Catalog No.:AA00BF5G

272-50-4 | 5H-Pyrrolo[3,2-d]pyrimidine

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100mg
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250mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BF5G
Chemical Name:
5H-Pyrrolo[3,2-d]pyrimidine
CAS Number:
272-50-4
Molecular Formula:
C6H5N3
Molecular Weight:
119.1240
MDL Number:
MFCD09834826
SMILES:
c1ncc2c(n1)cc[nH]2
Properties
Computed Properties
 
Complexity:
105  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
XLogP3:
0.4  

Literature

Title: Design and synthesis of pyrrolo[3,2-d]pyrimidine HER2/EGFR dual inhibitors: improvement of the physicochemical and pharmacokinetic profiles for potent in vivo anti-tumor efficacy.

Journal: Bioorganic & medicinal chemistry 20121015

Title: Activity of 6-aryl-pyrrolo[2,3-d]pyrimidine-4-amines to Tetrahymena.

Journal: Bioorganic chemistry 20121001

Title: Ethyl 3-(4-chloro-phen-yl)-2-(dipentyl-amino)-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo-[3,2-d]pyrimidine-7-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120701

Title: Novel pyrrolopyrimidine analogues as potent dipeptidyl peptidase IV inhibitors based on pharmacokinetic property-driven optimization.

Journal: European journal of medicinal chemistry 20120601

Title: A novel pyrrolo[3, 2-d]pyrimidine derivative, as a vascular endothelial growth factor receptor and platelet-derived growth factor receptor tyrosine kinase inhibitor, shows potent antitumor activity by suppression of tumor angiogenesis.

Journal: Cancer science 20120501

Title: Design and synthesis of pyrrolo[3,2-d]pyrimidine human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) dual inhibitors: exploration of novel back-pocket binders.

Journal: Journal of medicinal chemistry 20120426

Title: Preclinical pharmacology of AZD5363, an inhibitor of AKT: pharmacodynamics, antitumor activity, and correlation of monotherapy activity with genetic background.

Journal: Molecular cancer therapeutics 20120401

Title: Discovery and hit-to-lead optimization of pyrrolopyrimidines as potent, state-dependent Na(v)1.7 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20120301

Title: Ethyl 2-diethyl-amino-4-oxo-3,5-diphenyl-4,5-dihydro-3H-pyrrolo-[3,2-d]pyrimidine-7-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20120101

Title: Pyrrolo[3,2-d]pyrimidine derivatives as type II kinase insert domain receptor (KDR) inhibitors: CoMFA and CoMSIA studies.

Journal: International journal of molecular sciences 20120101

Title: Design and synthesis of novel human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) dual inhibitors bearing a pyrrolo[3,2-d]pyrimidine scaffold.

Journal: Journal of medicinal chemistry 20111208

Title: Synthesis and in vitro EGFR (ErbB1) tyrosine kinase inhibitory activity of 4-N-substituted 6-aryl-7H-pyrrolo[2,3-d]pyrimidine-4-amines.

Journal: European journal of medicinal chemistry 20111201

Title: Antitumor activity of novel pyrrolo[2,3-d]pyrimidin-4-ones.

Journal: Drug and chemical toxicology 20110701

Title: Xanthate based radical cascade toward multicomponent formation of pyrrolopyrimidines.

Journal: Molecules (Basel, Switzerland) 20110101

Title: A myosin V inhibitor based on privileged chemical scaffolds.

Journal: Angewandte Chemie (International ed. in English) 20101102

Title: Design, synthesis, and evaluation of an α-tocopherol analogue as a mitochondrial antioxidant.

Journal: Bioorganic & medicinal chemistry 20101101

Title: Design, synthesis, and evaluation of 5-methyl-4-phenoxy-5H-pyrrolo[3,2-d]pyrimidine derivatives: novel VEGFR2 kinase inhibitors binding to inactive kinase conformation.

Journal: Bioorganic & medicinal chemistry 20101015

Title: N-phenyl-N'-[4-(5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)phenyl]ureas as novel inhibitors of VEGFR and FGFR kinases.

Journal: Bioorganic & medicinal chemistry 20101015

Title: Polarizable water molecules in ligand-macromolecule recognition. Impact on the relative affinities of competing pyrrolopyrimidine inhibitors for FAK kinase.

Journal: Journal of the American Chemical Society 20100317

Title: Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors.

Journal: ChemMedChem 20091101

Title: Novel 7H-pyrrolo[2,3-d]pyrimidine derivatives as potent and orally active STAT6 inhibitors.

Journal: Bioorganic & medicinal chemistry 20091001

Title: Synthesis and antiproliferative activity of 2,4-disubstituted 6-aryl-7H-pyrrolo[3,2-d]pyrimidin-7-one 5-oxides.

Journal: Bioorganic & medicinal chemistry 20090715

Title: Effect of cathepsin K inhibitors on bone resorption.

Journal: Journal of medicinal chemistry 20080911

Title: Deciphering deazapurine biosynthesis: pathway for pyrrolopyrimidine nucleosides toyocamycin and sangivamycin.

Journal: Chemistry & biology 20080825

Title: Novel potent 5-HT(1F) receptor agonists: structure-activity studies of a series of substituted N-[3-(1-methyl-4-piperidinyl)-1H-pyrrolo[3,2-b]pyridin-5-yl]amides.

Journal: Journal of medicinal chemistry 20030703

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