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114632-31-4 | Pyrimidinediamine
CAS No: 114632-31-4 Catalog No: AG000EW0 MDL No:
Product Description
Catalog Number:
AG000EW0
Chemical Name:
Pyrimidinediamine
CAS Number:
114632-31-4
Molecular Formula:
C4H6N4
Molecular Weight:
110.1172
IUPAC Name:
pyrimidine-2,4-diamine
InChI:
InChI=1S/C4H6N4/c5-3-1-2-7-4(6)8-3/h1-2H,(H4,5,6,7,8)
InChI Key:
YAAWASYJIRZXSZ-UHFFFAOYSA-N
SMILES:
Nc1ccnc(n1)N
EC Number:
205-862-3
UNII:
L5ZY0JJP5J
NSC Number:
30856
Properties
Complexity:
74.4
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
110.059g/mol
Formal Charge:
0
Heavy Atom Count:
8
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
110.12g/mol
Monoisotopic Mass:
110.059g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
77.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.5
Literature
| Title | Journal |
|---|---|
| Optimization of highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. | Bioorganic & medicinal chemistry letters 20130215 |
| Molecular and functional properties of P2X receptors--recent progress and persisting challenges. | Purinergic signalling 20120901 |
| Efficient preparation of 2,4-diaminopyrimidine nucleosides: total synthesis of lysidine and agmatidine. | Organic letters 20120817 |
| Synthesis and biological activity of substituted 2,4-diaminopyrimidines that inhibit Bacillus anthracis. | European journal of medicinal chemistry 20120801 |
| Development and evaluation of multifunctional agents for potential treatment of Alzheimer's disease: application to a pyrimidine-2,4-diamine template. | Bioorganic & medicinal chemistry letters 20120715 |
| Validation of a multi-residue method for the determination of several antibiotic groups in honey by LC-MS/MS. | Analytical and bioanalytical chemistry 20120701 |
| Discovery of selective LRRK2 inhibitors guided by computational analysis and molecular modeling. | Journal of medicinal chemistry 20120614 |
| Discovery of an orally efficacious inhibitor of anaplastic lymphoma kinase. | Journal of medicinal chemistry 20120524 |
| Structural analysis of Pneumocystis carinii dihydrofolate reductase complexed with NADPH and 2,4-diamino-6-[2-(5-carboxypent-1-yn-1-yl)-5-methoxybenzyl]-5-methylpyrido[2,3-d]pyrimidine. | Acta crystallographica. Section F, Structural biology and crystallization communications 20120401 |
| Evidence for dynamics in proteins as a mechanism for ligand dissociation. | Nature chemical biology 20120301 |
| In pursuit of P2X3 antagonists: novel therapeutics for chronic pain and afferent sensitization. | Purinergic signalling 20120201 |
| Design, synthesis, and anaplastic lymphoma kinase (ALK) inhibitory activity for a novel series of 2,4,8,22-tetraazatetracyclo[14.3.1.1³,⁷.1⁹,¹³]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene macrocycles. | Journal of medicinal chemistry 20120112 |
| Computer-aided de novo ligand design and docking/molecular dynamics study of vitamin D receptor agonists. | Journal of molecular modeling 20120101 |
| Toward new therapeutics for skin and soft tissue infections: propargyl-linked antifolates are potent inhibitors of MRSA and Streptococcus pyogenes. | PloS one 20120101 |
| Oxidation of trimethoprim by ferrate(VI): kinetics, products, and antibacterial activity. | Environmental science & technology 20111215 |
| ALK mutations conferring differential resistance to structurally diverse ALK inhibitors. | Clinical cancer research : an official journal of the American Association for Cancer Research 20111201 |
| Discovery of a series of potent and selective human H4 antagonists using ligand efficiency and libraries to explore structure-activity relationship (SAR). | Bioorganic & medicinal chemistry letters 20111101 |
| Improvement in oral bioavailability of 2,4-diaminopyrimidine c-Met inhibitors by incorporation of a 3-amidobenzazepin-2-one group. | Bioorganic & medicinal chemistry 20111101 |
| Structure of 2,4-diaminopyrimidine-theobromine alternate base pairs. | The journal of physical chemistry. A 20111020 |
| 2,4-Diamino-5-(4-chloro-phen-yl)-6-ethyl-pyrimidin-1-ium 2-propanamido-benzoate. | Acta crystallographica. Section E, Structure reports online 20111001 |
| 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. | European journal of medicinal chemistry 20110901 |
| 2,4-Diamino-5-(4-chloro-phen-yl)-6-ethyl-pyrimidin-1-ium 2-acet-amido-benzoate. | Acta crystallographica. Section E, Structure reports online 20110901 |
| Monoterpene-based chiral β-amino acid derivatives prepared from natural sources: syntheses and applications. | Amino acids 20110801 |
| Characterization of three diaminopyrimidines as potent and selective antagonists of P2X3 and P2X2/3 receptors with in vivo efficacy in a pain model. | British journal of pharmacology 20110701 |
| Methanesulfonamido-cyclohexylamine derivatives of 2,4-diaminopyrimidine as potent ALK inhibitors. | Bioorganic & medicinal chemistry letters 20110701 |
| Development of 2,4-diaminopyrimidine derivatives as novel SNSR4 antagonists. | Bioorganic & medicinal chemistry letters 20110401 |
| Design, synthesis and biological evaluation of novel inhibitors of Trypanosoma brucei pteridine reductase 1. | ChemMedChem 20110207 |
| 2,4-Diaminopyrimidines as potent inhibitors of Trypanosoma brucei and identification of molecular targets by a chemical proteomics approach. | PLoS neglected tropical diseases 20110201 |
| 2,4-Diaminopyrimidine inhibitors of c-Met kinase bearing benzoxazepine anilines. | Bioorganic & medicinal chemistry letters 20110115 |
| Novel 2,3,4,5-tetrahydro-benzo[d]azepine derivatives of 2,4-diaminopyrimidine, selective and orally bioavailable ALK inhibitors with antitumor efficacy in ALCL mouse models. | Bioorganic & medicinal chemistry letters 20110101 |
| Fused bicyclic derivatives of 2,4-diaminopyrimidine as c-Met inhibitors. | Bioorganic & medicinal chemistry letters 20110101 |
| Cardiogenol C can induce Mouse Hair Bulge Progenitor Cells to Transdifferentiate into Cardiomyocyte-like Cells. | Proteome science 20110101 |
| Validated determination of eight antibiotic substance groups in cattle and pig muscle by HPLC/MS/MS. | Journal of AOAC International 20110101 |
| A template-dependent dislocation mechanism potentiates K65R reverse transcriptase mutation development in subtype C variants of HIV-1. | PloS one 20110101 |
| Cytogenetic evaluation of Fansidar on human lymphocyte chromosomes in vitro. | Journal of environmental biology 20110101 |
| Cumulative clinical experience from over a decade of use of levofloxacin in community-acquired pneumonia: critical appraisal and role in therapy. | Drug, healthcare and patient safety 20110101 |
| Acquired antibiotic resistance genes: an overview. | Frontiers in microbiology 20110101 |
| Inhibition of N-linked glycosylation impairs ALK phosphorylation and disrupts pro-survival signaling in neuroblastoma cell lines. | BMC cancer 20110101 |
| An analysis of the diaminopyrimidine patent estates describing spleen tyrosine kinase inhibitors by Rigel and Portola. | Expert opinion on therapeutic patents 20101201 |
| Preferential selection of isomer binding from chiral mixtures: alternate binding modes observed for the E and Z isomers of a series of 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines as ternary complexes with NADPH and human dihydrofolate reductase. | Acta crystallographica. Section D, Biological crystallography 20101201 |
| High-resolution structures of Trypanosoma brucei pteridine reductase ligand complexes inform on the placement of new molecular entities in the active site of a potential drug target. | Acta crystallographica. Section D, Biological crystallography 20101201 |
| 2-Amino-1-(2-carboxyl-atoeth-yl)pyrimidin-1-ium monohydrate. | Acta crystallographica. Section E, Structure reports online 20101201 |
| Cidofovir Activity against Poxvirus Infections. | Viruses 20101201 |
| EML4-ALK mutations in lung cancer that confer resistance to ALK inhibitors. | The New England journal of medicine 20101028 |
| Determination of multi-class pharmaceuticals in wastewater by liquid chromatography-tandem mass spectrometry (LC-MS-MS). | Analytical and bioanalytical chemistry 20101001 |
| Enantioselective synthesis of iclaprim enantiomers--a versatile approach to 2-substituted chiral chromenes. | The Journal of organic chemistry 20100604 |
| Synthesis and biological evaluation of 5-substituted O4-alkylpyrimidines as CDK2 inhibitors. | Organic & biomolecular chemistry 20100521 |
| The acyclic 2,4-diaminopyrimidine nucleoside phosphonate acts as a purine mimetic in HIV-1 reverse transcriptase DNA polymerization. | The Journal of biological chemistry 20100416 |
| 2D depiction of fragment hierarchies. | Journal of chemical information and modeling 20100125 |
| Structure-based design of pteridine reductase inhibitors targeting African sleeping sickness and the leishmaniases. | Journal of medicinal chemistry 20100114 |
| Synthesis and antiplasmodial activity of novel 2,4-diaminopyrimidines. | Bioorganic & medicinal chemistry letters 20100101 |
| 2,4-Diaminopyrimidine MK2 inhibitors. Part I: Observation of an unexpected inhibitor binding mode. | Bioorganic & medicinal chemistry letters 20100101 |
| 2,4-Diaminopyrimidine MK2 inhibitors. Part II: Structure-based inhibitor optimization. | Bioorganic & medicinal chemistry letters 20100101 |
| Effect of substituents on the excited-state dynamics of the modified DNA bases 2,4-diaminopyrimidine and 2,6-diaminopurine. | Physical chemistry chemical physics : PCCP 20100101 |
| Binding modes of 2,4-diaminoquinazoline and 2,4-diaminopteridine analogs to P. falciparum dihydrofolate reductase enzyme: Molecular docking studies. | Indian journal of pharmaceutical sciences 20100101 |
| Multi-method for the determination of antibiotics of different substance groups in milk and validation in accordance with Commission Decision 2002/657/EC. | Journal of chromatography. A 20091113 |
| 2,4-Diaminopyrimidines as histamine H4 receptor ligands--Scaffold optimization and pharmacological characterization. | Bioorganic & medicinal chemistry 20091015 |
| An orally effective dihydropyrimidone (DHPM) analogue induces apoptosis-like cell death in clinical isolates of Leishmania donovani overexpressing pteridine reductase 1. | Parasitology research 20091001 |
| Abstracts of the 2008 ISSOL Meeting. August 24-29, 2008. Florence, Italy. | Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20090801 |
| Modeling of the growth hormone secretagogue receptor antagonistic activity using chemometric tools. | Journal of enzyme inhibition and medicinal chemistry 20090801 |
| Inhibitory properties and X-ray crystallographic study of the binding of AR-101, AR-102 and iclaprim in ternary complexes with NADPH and dihydrofolate reductase from Staphylococcus aureus. | Acta crystallographica. Section D, Biological crystallography 20090801 |
| One scaffold, three binding modes: novel and selective pteridine reductase 1 inhibitors derived from fragment hits discovered by virtual screening. | Journal of medicinal chemistry 20090723 |
| In vitro biological activity and structural analysis of 2,4-diamino-5-(2'-arylpropargyl)pyrimidine inhibitors of Candida albicans. | Bioorganic & medicinal chemistry 20090715 |
| Iclaprim, a novel diaminopyrimidine for the treatment of resistant gram-positive infections. | The Annals of pharmacotherapy 20090601 |
| Precambrian lunar volcanic protolife. | International journal of molecular sciences 20090601 |
| ALK mutants in the kinase domain exhibit altered kinase activity and differential sensitivity to small molecule ALK inhibitors. | Biochemistry 20090428 |
| Increased hydrophobic interactions of iclaprim with Staphylococcus aureus dihydrofolate reductase are responsible for the increase in affinity and antibacterial activity. | The Journal of antimicrobial chemotherapy 20090401 |
| Identification and SAR of novel diaminopyrimidines. Part 2: The discovery of RO-51, a potent and selective, dual P2X(3)/P2X(2/3) antagonist for the treatment of pain. | Bioorganic & medicinal chemistry letters 20090315 |
| Ultra performance liquid chromatography tandem mass spectrometry performance evaluation for analysis of antibiotics in natural waters. | Analytical and bioanalytical chemistry 20090301 |
| In vitro activity of iclaprim and comparison agents tested against Neisseria gonorrhoeae including medium growth supplement effects. | Diagnostic microbiology and infectious disease 20090301 |
| Synthesis of pyrimidines and triazines in ice: implications for the prebiotic chemistry of nucleobases. | Chemistry (Weinheim an der Bergstrasse, Germany) 20090101 |
| Bench-to-bedside review: Understanding the impact of resistance and virulence factors on methicillin-resistant Staphylococcus aureus infections in the intensive care unit. | Critical care (London, England) 20090101 |
| Interpretable correlation descriptors for quantitative structure-activity relationships. | Journal of cheminformatics 20090101 |
| The determinants of the antibiotic resistance process. | Infection and drug resistance 20090101 |
| In pursuit of virtual lead optimization: the role of the receptor structure and ensembles in accurate docking. | Proteins 20081115 |
| Layer-by-layer assembled composite films of side-functionalized poly(3-hexylthiophene) and CdSe nanocrystals: electrochemical, spectroelectrochemical and photovoltaic properties. | Physical chemistry chemical physics : PCCP 20080721 |
| Synthesis of novel pyrimidine fused 8-membered heterocycles via iminium ion cyclization reactions. | The Journal of organic chemistry 20080201 |
| Syk inhibitors as treatment for allergic rhinitis. | Pulmonary pharmacology & therapeutics 20080101 |
| Registered and investigational drugs for the treatment of methicillin-resistant Staphylococcus aureus infection. | Recent patents on anti-infective drug discovery 20080101 |
| Crystal structures of the FAK kinase in complex with TAE226 and related bis-anilino pyrimidine inhibitors reveal a helical DFG conformation. | PloS one 20080101 |
| Current and novel antibiotics against resistant Gram-positive bacteria. | Infection and drug resistance 20080101 |
| Effect of human plasma on the antimicrobial activity of iclaprim in vitro. | The Journal of antimicrobial chemotherapy 20071201 |
| In vitro activity of the novel diaminopyrimidine, iclaprim, in combination with folate inhibitors and other antimicrobials with different mechanisms of action. | The Journal of antimicrobial chemotherapy 20071201 |
| Antifolate screening using yeast expressing Plasmodium vivax dihydrofolate reductase and in vitro drug susceptibility assay for Plasmodium falciparum. | Molecular and biochemical parasitology 20071101 |
| Iclaprim. | Expert opinion on investigational drugs 20070901 |
| Discovery of 6-ethyl-2,4-diaminopyrimidine-based small molecule renin inhibitors. | Bioorganic & medicinal chemistry letters 20070701 |
| Highly efficient ligands for dihydrofolate reductase from Cryptosporidium hominis and Toxoplasma gondii inspired by structural analysis. | Journal of medicinal chemistry 20070308 |
| Aqueous chlorination of the antibacterial agent trimethoprim: reaction kinetics and pathways. | Water research 20070201 |
| Binding thermodynamics of substituted diaminopyrimidine renin inhibitors. | Analytical biochemistry 20070101 |
| R2(2)(8) motifs in Aminopyrimidine sulfonate/carboxylate interactions: crystal structures of pyrimethaminium benzenesulfonate monohydrate (2:2:1) and 2-amino-4,6-dimethylpyrimidinium sulfosalicylate dihydrate (4:2:2). | Chemistry Central journal 20070101 |
| Discovery of [4-Amino-2-(1-methanesulfonylpiperidin-4-ylamino)pyrimidin-5-yl](2,3-difluoro-6- methoxyphenyl)methanone (R547), a potent and selective cyclin-dependent kinase inhibitor with significant in vivo antitumor activity. | Journal of medicinal chemistry 20061102 |
| In vitro and in vivo activity of R547: a potent and selective cyclin-dependent kinase inhibitor currently in phase I clinical trials. | Molecular cancer therapeutics 20061101 |
| Dihydrofolate reductase inhibitors as antibacterial agents. | Biochemical pharmacology 20060330 |
| Modification of pyrimidine derivatives from antiviral agents to antitumor agents. | Anticancer research 20060101 |
| Recently approved and investigational antibiotics for treatment of severe infections caused by Gram-positive bacteria. | Current opinion in microbiology 20051001 |
| Structures of Leishmania major pteridine reductase complexes reveal the active site features important for ligand binding and to guide inhibitor design. | Journal of molecular biology 20050909 |
| Application of ion trap-MS with H/D exchange and QqTOF-MS in the identification of microbial degradates of trimethoprim in nitrifying activated sludge. | Analytical chemistry 20050701 |
| Parallel solution-phase synthesis of a 2,6,8,9-tetrasubstituted purine library via a sulfur intermediate. | Journal of combinatorial chemistry 20050101 |
| Antiviral potential of a new generation of acyclic nucleoside phosphonates, the 6-[2-(phosphonomethoxy)alkoxy]-2,4-diaminopyrimidines. | Nucleosides, nucleotides & nucleic acids 20050101 |
| 6-[2-phosphonomethoxy)alkoxy]-2,4-diaminopyrimidines: a new class of acyclic pyrimidine nucleoside phosphonates with antiviral activity. | Nucleosides, nucleotides & nucleic acids 20041001 |
| Diaminopyrimidine and diaminopyridine 5-HT7 ligands. | Bioorganic & medicinal chemistry letters 20040816 |
| Small molecules that induce cardiomyogenesis in embryonic stem cells. | Journal of the American Chemical Society 20040218 |
| Iclaprim, a novel diaminopyrimidine with potent activity on trimethoprim sensitive and resistant bacteria. | Bioorganic & medicinal chemistry letters 20031201 |
| 5-Substituted-2,4-diamino-6-[2-(phosphonomethoxy)ethoxy]pyrimidines-acyclic nucleoside phosphonate analogues with antiviral activity. | Journal of medicinal chemistry 20031106 |
| Characterization of mono- and diaminopyrimidine derivatives as novel, nonpeptide gonadotropin releasing hormone (GnRH) receptor antagonists. | Bioorganic & medicinal chemistry letters 20021216 |
| Spectrophotometric determination of diaminopyrimidines using benzoquinone. | Journal of pharmaceutical and biomedical analysis 20021015 |
| Development of a method for the determination of pyrimethamine concentrations in feeds by ion-pairing high-performance liquid chromatography. | Journal of food protection 20020401 |
| Structural relationships, thermal properties, and physicochemical characterization of anhydrous and solvated crystalline forms of tetroxoprim. | Journal of pharmaceutical sciences 20020201 |
| Mutagenic activity and mutational specificity of antiprotozoal drugs with and without nitrite treatment. | Environmental and molecular mutagenesis 20020101 |
| Selective hydrolysis of 2,4-diaminopyrimidine systems: a theoretical and experimental insight into an old rule. | The Journal of organic chemistry 20010112 |
| Synthesis and anti-influenza virus activity of novel pyrimidine derivatives. | Antiviral research 19990601 |
| 5-BENZYL-2,4-DIAMINOPYRIMIDINES AS ANTIBACTERIAL AGENTS. I. SYNTHESIS AND ANTIBACTERIAL ACTIVITY IN VITRO. | Journal of medicinal and pharmaceutical chemistry 19621101 |
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