Home Amines 1899-48-5
1899-48-5,MFCD00236032
Catalog No.:AA002E17

1899-48-5 | 2,4-Diaminoquinazoline

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1g
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002E17
Chemical Name:
2,4-Diaminoquinazoline
CAS Number:
1899-48-5
Molecular Formula:
C8H8N4
Molecular Weight:
160.1759
MDL Number:
MFCD00236032
SMILES:
Nc1nc2ccccc2c(n1)N
NSC Number:
403373
Properties
Properties
 
BP:
461°C at 760 mmHg  
Form:
Solid  
MP:
254-258 °C  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
161  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
XLogP3:
1  

Upstream Synthesis Route

[1]BioorganicandMedicinalChemistryLetters,2014,vol.24,#24,p.5576-5580

[1]RSCAdvances,2015,vol.5,#39,p.31226-31230

[1]JournaloftheAmericanChemicalSociety,1935,vol.57,p.1068

[2]JournalfuerPraktischeChemie(Leipzig),1893,vol.<2>47,p.303

[1]Synlett,2010,#1,p.101-106

[1]ACSMedicinalChemistryLetters,2016,vol.7,#5,p.502-507

Downstream Synthesis Route

[1]JournalofHeterocyclicChemistry,1972,vol.9,p.1449

[1]Patent:DE680661,1937,

[1]JournaloftheAmericanChemicalSociety,1935,vol.57,p.1068

[2]JournalfurpraktischeChemie(Leipzig1954),1893,vol.<2>47,p.303

[1]ChemischeBerichte,1956,vol.89,p.224,234

[1]JournalofMedicinalChemistry,1990,vol.33,p.434-444

[2]Patent:DE737931,1940,    DRP/DRBPOrg.Chem.,

Literature

Title: Stimulation of host immune defenses by a small molecule protects C. elegans from bacterial infection.

Journal: PLoS genetics 20120601

Title: Discovery and optimization of 2,4-diaminoquinazoline derivatives as a new class of potent dengue virus inhibitors.

Journal: Journal of medicinal chemistry 20120412

Title: Synthesis of 2,4-diaminoquinazolines and tricyclic quinazolines by cascade reductive cyclization of methyl N-cyano-2-nitrobenzimidates.

Journal: The Journal of organic chemistry 20120316

Title: Design, synthesis, and biological evaluation of new diaminoquinazolines as β-catenin/Tcf4 pathway inhibitors.

Journal: Journal of medicinal chemistry 20120209

Title: Structure-based design of new DHFR-based antibacterial agents: 7-aryl-2,4-diaminoquinazolines.

Journal: Bioorganic & medicinal chemistry letters 20110915

Title: New insights into the structural requirements for pro-apoptotic agents based on 2,4-diaminoquinazoline, 2,4-diaminopyrido[2,3-d]pyrimidine and 2,4-diaminopyrimidine derivatives.

Journal: European journal of medicinal chemistry 20110901

Title: Importazole, a small molecule inhibitor of the transport receptor importin-β.

Journal: ACS chemical biology 20110715

Title: The contribution of mouse models to understanding the pathogenesis of spinal muscular atrophy.

Journal: Disease models & mechanisms 20110701

Title: Synthesis and biological evaluation of 2,4-diaminoquinazoline derivatives as novel heat shock protein 90 inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Computational perspectives into plasmepsins structure-function relationship: implications to inhibitors design.

Journal: Journal of tropical medicine 20110101

Title: Utility of survival motor neuron ELISA for spinal muscular atrophy clinical and preclinical analyses.

Journal: PloS one 20110101

Title: Spinal muscular atrophy.

Journal: Orphanet journal of rare diseases 20110101

Title: Synthesis of highly functionalized 2,4-diaminoquinazolines as anticancer and anti-HIV agents.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Synthesis and characterization of potent inhibitors of Trypanosoma cruzi dihydrofolate reductase.

Journal: Bioorganic & medicinal chemistry 20100601

Title: Effects of 2,4-diaminoquinazoline derivatives on SMN expression and phenotype in a mouse model for spinal muscular atrophy.

Journal: Human molecular genetics 20100201

Title: Development and validation of a cytochrome c-coupled assay for pteridine reductase 1 and dihydrofolate reductase.

Journal: Analytical biochemistry 20100115

Title: Binding modes of 2,4-diaminoquinazoline and 2,4-diaminopteridine analogs to P. falciparum dihydrofolate reductase enzyme: Molecular docking studies.

Journal: Indian journal of pharmaceutical sciences 20100101

Title: Mouse survival motor neuron alleles that mimic SMN2 splicing and are inducible rescue embryonic lethality early in development but not late.

Journal: PloS one 20100101

Title: N-(3,4-dimethoxyphenethyl)-4-(6,7-dimethoxy-3,4-dihydroisoquinolin-2[1H]-yl)-6,7-dimethoxyquinazolin-2-amine (CP-100,356) as a 'chemical knock-out equivalent' to assess the impact of efflux transporters on oral drug absorption in the rat.

Journal: Journal of pharmaceutical sciences 20091201

Title: 2,4-Diamino-quinazolines as inhibitors of beta-catenin/Tcf-4 pathway: Potential treatment for colorectal cancer.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: N9-substituted 2,4-diaminoquinazolines: synthesis and biological evaluation of lipophilic inhibitors of pneumocystis carinii and toxoplasma gondii dihydrofolate reductase.

Journal: Journal of medicinal chemistry 20081009

Title: Potent CCR4 antagonists: synthesis, evaluation, and docking study of 2,4-diaminoquinazolines.

Journal: Bioorganic & medicinal chemistry 20080901

Title: Discovery of potent CCR4 antagonists: Synthesis and structure-activity relationship study of 2,4-diaminoquinazolines.

Journal: Bioorganic & medicinal chemistry 20080715

Title: Synthesis and biological evaluation of novel 2,4-diaminoquinazoline derivatives as SMN2 promoter activators for the potential treatment of spinal muscular atrophy.

Journal: Journal of medicinal chemistry 20080214

Title: Binding of an aminoacridine derivative to a GAAA RNA tetraloop.

Journal: Bioorganic & medicinal chemistry letters 20041206

Title: A novel method of synthesis of 2,4-diamino-6-arylmethylquinazolines using palladium(0)-catalyzed organozinc chemistry.

Journal: The Journal of organic chemistry 20011102

Title: Traceless solid-phase synthesis of 2,4-diaminoquinazolines.

Journal: Organic letters 20010222

Title: Solid-phase synthesis of 2,4-diaminoquinazoline libraries.

Journal: Journal of combinatorial chemistry 20010101

Title: Inhibitors of protein-RNA complexation that target the RNA: specific recognition of human immunodeficiency virus type 1 TAR RNA by small organic molecules.

Journal: Biochemistry 19981006

Title: Selective inhibitors of Candida albicans dihydrofolate reductase: activity and selectivity of 5-(arylthio)-2,4-diaminoquinazolines.

Journal: Journal of medicinal chemistry 19950901

Title: 2,4-Diamino-5-substituted-quinazolines as inhibitors of a human dihydrofolate reductase with a site-directed mutation at position 22 and of the dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii.

Journal: Journal of medicinal chemistry 19950303

Title: Assays to detect and characterize human immunodeficiency virus type 1 (HIV-1) receptor antagonists, compounds that inhibit binding of the HIV-1 surface glycoprotein, gp120, to the CD4 receptor on human T lymphocytes.

Journal: Antimicrobial agents and chemotherapy 19940901

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Tags:1899-48-5 Molecular Formula|1899-48-5 MDL|1899-48-5 SMILES|1899-48-5 2,4-Diaminoquinazoline |Heterocyclic_Building_Blocks