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254-79-5,MFCD00039727
Catalog No.:AA0032KL

254-79-5 | 1,5-Naphthyridine

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250mg
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1g
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5g
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10g
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25g
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  • Technical Information
  • Properties
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0032KL
Chemical Name:
1,5-Naphthyridine
CAS Number:
254-79-5
Molecular Formula:
C8H6N2
Molecular Weight:
130.1466
MDL Number:
MFCD00039727
SMILES:
c1cnc2c(c1)nccc2
NSC Number:
87514
Properties
Properties
 
BP:
248.9°C at 760 mmHg  
Form:
Solid  
MP:
74°C  
Refractive Index:
1.6231 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
99.8  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
2  
XLogP3:
1.3  

Literature

Title: 1,8-Naphthyridine-2,7-diamine: a potential universal reader of Watson-Crick base pairs for DNA sequencing by electron tunneling.

Journal: Organic & biomolecular chemistry 20121121

Title: Exploring the role of water molecules for docking and receptor guided 3D-QSAR analysis of naphthyridine derivatives as spleen tyrosine kinase (Syk) inhibitors.

Journal: Journal of chemical information and modeling 20121022

Title: 4-Diphenyl-phosphanyl-1,5-naphthyridine.

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

Title: Novel multifunctional organic semiconductor materials based on 4,8-substituted 1,5-naphthyridine: synthesis, single crystal structures, opto-electrical properties and quantum chemistry calculation.

Journal: Organic & biomolecular chemistry 20120907

Title: New domino heteroannulation of enaminones: synthesis of diverse fused naphthyridines.

Journal: Organic & biomolecular chemistry 20120728

Title: A new 4-phenyl-1,8-naphthyridine derivative affects carcinoma cell proliferation by impairing cell cycle progression and inducing apoptosis.

Journal: Anti-cancer agents in medicinal chemistry 20120701

Title: Synthesis of 1,8-naphthyridines and their application in the development of anionic fluorogenic chemosensors.

Journal: Journal of fluorescence 20120701

Title: Highly selective binding of naphthyridine with a trifluoromethyl group to cytosine opposite an abasic site in DNA duplexes.

Journal: Organic & biomolecular chemistry 20120528

Title: In silico and in vitro genotoxicity evaluation of levofloxacin n-oxide, an impurity in levofloxacin.

Journal: Toxicology mechanisms and methods 20120401

Title: Methyl 1-ethyl-7-methyl-4-oxo-1,4-di-hydro-1,8-naphthyridine-3-carboxyl-ate monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Enhancement of affinity in molecular recognition via hydrogen bonds by POSS-core dendrimer and its application for selective complex formation between guanosine triphosphate and 1,8-naphthyridine derivatives.

Journal: Organic & biomolecular chemistry 20120107

Title: Bis(morpholin-4-ium) tetra-chlorido-cobalt(II).

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

Title: Plasmid-Mediated Quinolone Resistance; Interactions between Human, Animal, and Environmental Ecologies.

Journal: Frontiers in microbiology 20120101

Title: Radiosensitization by the novel DNA intercalating agent vosaroxin.

Journal: Radiation oncology (London, England) 20120101

Title: A fluorescence study of new angular polycyclic blue light-emitting pyrazolo[3,4-h][1,6]naphthyridine and their interaction with bovine serum albumin (BSA).

Journal: Journal of fluorescence 20111101

Title: (rac)-1,1'-binaphthyl-based simple receptors designed for fluorometric discrimination of maleic and fumaric acids.

Journal: The journal of physical chemistry. B 20110707

Title: Aqua-[2-(2-pyrid-yl)-1,8-naphthyridine-κN,N](2,2':6',2''-terpyridine-κN,N',N'')ruthenium(II) bis-(hexa-fluorido-phosphate) acetone sesquisolvate.

Journal: Acta crystallographica. Section E, Structure reports online 20110601

Title: Diaryl urea analogues of SB-334867 as orexin-1 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20110515

Title: Triptycene-derived oxacalixarenes as new wheels for the synthesis of [2]rotaxanes: acid-base- and metal-ion-switchable complexation processes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110502

Title: Molecular recognition of the antiretroviral drug abacavir: towards the development of a novel carbazole-based fluorosensor.

Journal: Journal of fluorescence 20110501

Title: 2,6-Diamino-pyridinium tetra-phenyl-borate-1,2-bis-(5,7-dimethyl-1,8-naphthyridin-2-yl)diazene (1/1).

Journal: Acta crystallographica. Section E, Structure reports online 20110501

Title: 7-(4-Meth-oxy-phen-yl)-4,9-dimethyl-N-(4-methyl-phen-yl)-5,12-diaza-tetra-phen-6-amine.

Journal: Acta crystallographica. Section E, Structure reports online 20110401

Title: Sensitive and selective fluorescence detection of guanosine nucleotides by nanoparticles conjugated with a naphthyridine receptor.

Journal: Analytical and bioanalytical chemistry 20110101

Title: 2,9-Dimethyl-7-phenyl-N-(4-methyl-phen-yl)dibenzo[b,h][1,6]naphthyridin-6-amine.

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: Discovery of diverse small molecule chemotypes with cell-based PKD1 inhibitory activity.

Journal: PloS one 20110101

Title: In the quest of drugs for bad bugs: are newer fluoroquinolones any better?

Journal: Journal of laboratory physicians 20110101

Title: Clinical Use of Inhibitors of HIV-1 Integration: Problems and Prospects.

Journal: Acta naturae 20110101

Title: Bimetallic catalysis involving dipalladium(I) and diruthenium(I) complexes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20101227

Title: Bioactivation of isothiazoles: minimizing the risk of potential toxicity in drug discovery.

Journal: Chemical research in toxicology 20101115

Title: Novel CGRP receptor antagonists from central amide replacements causing a reversal of preferred chirality.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Voreloxin, a first-in-class anticancer quinolone derivative, acts synergistically with cytarabine in vitro and induces bone marrow aplasia in vivo.

Journal: Cancer chemotherapy and pharmacology 20101001

Title: Regioselective facile one-pot Friedländer synthesis of sugar-based heterocyclic biomolecules.

Journal: Carbohydrate research 20100923

Title: Identification of orally available naphthyridine protein kinase D inhibitors.

Journal: Journal of medicinal chemistry 20100812

Title: QSAR study of substituted 1,3,4-oxadiazole naphthyridines as HIV-1 integrase inhibitors.

Journal: European journal of medicinal chemistry 20100701

Title: 1,3-Diphenyl-3,4-dihydro-benzo[b][1,6]naphthyridine.

Journal: Acta crystallographica. Section E, Structure reports online 20100501

Title: Molecular recognition studies on naphthyridine derivatives.

Journal: Molecules (Basel, Switzerland) 20100303

Title: Mapping the transformation [{Ru(II)(CO)(3)Cl(2)}(2)]-->[Ru(I) (2)(CO)(4)](2+): implications in binuclear water-gas shift chemistry.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100222

Title: Theoretical study of the peripheral disulfide bridge substituent effects on the antioxidant properties of naphthyridine diol derivatives.

Journal: The journal of physical chemistry. A 20100121

Title: trans-Pyridyl and naphthyridyl cinnamides as alternatives for urea in complexation of carboxylic acid and formation of water-templated assemblies in the solid state.

Journal: The journal of physical chemistry. B 20100114

Title: Voreloxin is an anticancer quinolone derivative that intercalates DNA and poisons topoisomerase II.

Journal: PloS one 20100101

Title: Suppression of transforming growth factor-β effects in rabbit subconjunctival fibroblasts by activin receptor-like kinase 5 inhibitor.

Journal: Molecular vision 20100101

Title: Extended use of raltegravir in the treatment of HIV-1 infection: optimizing therapy.

Journal: Infection and drug resistance 20100101

Title: Relative roles of TGF-beta1 and Wnt in the systemic regulation and aging of satellite cell responses.

Journal: Aging cell 20091201

Title: N'-[(E)-Benzyl-idene]-1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbohydrazide.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: Face-to-face porphyrin moieties assembled with spacing for pyrazine recognition in molecularly imprinted polymers.

Journal: Biosensors & bioelectronics 20091115

Title: Synergism between pyronaridine and retinol in Plasmodium falciparum in vitro.

Journal: Wiener klinische Wochenschrift 20091001

Title: Discovery of a novel series of quinolone and naphthyridine derivatives as potential topoisomerase I inhibitors by scaffold modification.

Journal: Journal of medicinal chemistry 20090924

Title: Synthesis and in-vitro antitumour activity of new naphthyridine derivatives on human pancreatic cancer cells.

Journal: The Journal of pharmacy and pharmacology 20090801

Title: 1,5-Naphthyridine as a new linker for the construction of bridging ligands and their corresponding Ru(II) complexes.

Journal: Inorganic chemistry 20090720

Title: Nitroimidazole-based bioreductive compounds bearing a quinazoline or a naphthyridine chromophore.

Journal: Anti-cancer drugs 20090701

Title: 2,2',4,4'-Tetra-methyl-7,7'-diazenediylbis(1,8-naphthyridin-1-ium) bis-(perchlorate).

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: μ-Bis(5,7-dimethyl-1,8-naphthyridin-2-yl)diazene]bis-[difluoridoboron(III).

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: Voreloxin, formerly SNS-595, has potent activity against a broad panel of cancer cell lines and in vivo tumor models.

Journal: Cancer chemotherapy and pharmacology 20090601

Title: 3,6-Dimethyl-1-phenyl-4-(2-thien-yl)-8-(2-thienylmethyl-ene)-5,6,7,8-tetra-hydro-1H-pyrazolo[3,4-b][1,6]naphthyridine.

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: N-[6-(Dibromo-meth-yl)-2-pyrid-yl]-2,2-dimethyl-propionamide.

Journal: Acta crystallographica. Section E, Structure reports online 20090401

Title: 1-Ethyl-N'-[(E)-4-hydroxy-benzyl-idene]-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbohydrazide.

Journal: Acta crystallographica. Section E, Structure reports online 20090401

Title: 7-(2,2-Dimethylpropanamido)-2-methyl-1,8-naphthyridin-1-ium chloride monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20090201

Title: Selective targeting of tumorigenic cancer cell lines by microtubule inhibitors.

Journal: PloS one 20090101

Title: Synthesis, characterization, antibacterial and anti-inflammatory activities of enoxacin metal complexes.

Journal: Bioinorganic chemistry and applications 20090101

Title: 3,5-Dichloro-6-methyl-pyridin-2-amine.

Journal: Acta crystallographica. Section E, Structure reports online 20090101

Title: Interactions of 1,5-naphthyridine with Pd(en)Cl2 or [Pd(en)(H2O)2](NO3)2 in aqueous solution.

Journal: Dalton transactions (Cambridge, England : 2003) 20081207

Title: Synthesis of 5-(1-H or 1-alkyl-5-oxopyrrolidin-3-yl)-8-hydroxy-[1,6]-naphthyridine-7-carboxamide inhibitors of HIV-1 integrase.

Journal: Bioorganic & medicinal chemistry letters 20081001

Title: Zabofloxacin (DW-224a) activity against Neisseria gonorrhoeae including quinolone-resistant strains.

Journal: Diagnostic microbiology and infectious disease 20080901

Title: Hexa-μ(2)-acetato-1:2κO:O';1:2κO:O;2:3κO:O';2:3κO:O-bis-(2-amino-7-chloro-5-methyl-1,8-naphthyridine)-1κN,3κN-trizinc(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080901

Title: 2,2'-Dimethyl-7,7'-(methyl-enediimino)di-1,8-naphthyridin-1-ium bis-(perchlorate).

Journal: Acta crystallographica. Section E, Structure reports online 20080901

Title: Extended metal-atom chains with an inert second row transition metal: [Ru5(mu5-tpda)4X2] (tpda2- = tripyridyldiamido dianion, X = Cl and NCS).

Journal: Journal of the American Chemical Society 20080806

Title: Toward prediction of alkane/water partition coefficients.

Journal: Journal of medicinal chemistry 20080710

Title: Allosteric inhibitors of Akt1 and Akt2: a naphthyridinone with efficacy in an A2780 tumor xenograft model.

Journal: Bioorganic & medicinal chemistry letters 20080601

Title: SNS-595, a naphthyridine cell cycle inhibitor and stimulator of apoptosis for the treatment of cancers.

Journal: Current opinion in investigational drugs (London, England : 2000) 20080601

Title: Raltegravir: first in class HIV integrase inhibitor.

Journal: Therapeutics and clinical risk management 20080401

Title: cis,trans-Dicarbonyl-dichlorido[2-(2-pyrid-yl)-1,8-naphthyridine-κN,N]ruthenium(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080301

Title: Fluorescence and electrochemical detection of pyrimidine/purine transversion by a ferrocenyl aminonaphthyridine derivative.

Journal: Organic & biomolecular chemistry 20080121

Title: Antimalarial therapy selection for quinolone resistance among Escherichia coli in the absence of quinolone exposure, in tropical South America.

Journal: PloS one 20080101

Title: Raltegravir in the management of HIV-infected patients.

Journal: Drug design, development and therapy 20080101

Title: Dichloridobis(7-amino-2,4-dimethyl-1,8-naphthyridine-κN,N')cobalt(II) methanol disolvate.

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

Title: Bis(7-amino-2,4-dimethyl-1,8-naphthyridine)dinitratocadmium(II).

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

Title: 7-[4-(5,7-Dimethyl-1,8-naphthyridin-2-yl-oxy)phen-oxy]-2,4-dimethyl-1,8-naphthyridine methanol disolvate.

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

Title: Synthesis and SAR comparison of regioisomeric aryl naphthyridines as potent mGlu5 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20071201

Title: [Study of derivatives of 2, 6-diaminopyridine as fluorescence probe of transition metal ions].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20071201

Title: Synthesis and evaluation of naphthyridine compounds as antimalarial agents.

Journal: Bioorganic & medicinal chemistry letters 20071115

Title: Rapid and efficient synthesis of 4-substituted pyrazol-5-one under microwave irradiation in solvent-free conditions.

Journal: Archiv der Pharmazie 20071101

Title: Species-specific, P450- and sulfotransferase-mediated novel ring contraction of a naphthyridine-N-oxide compound in cynomolgus monkey.

Journal: Chemical research in toxicology 20071101

Title: Synthesis and structure-activity relationships of potent antitumor active quinoline and naphthyridine derivatives.

Journal: Anti-cancer agents in medicinal chemistry 20071101

Title: Tetrahydro-1,8-naphthyridinol analogues of alpha-tocopherol as antioxidants in lipid membranes and low-density lipoproteins.

Journal: Journal of the American Chemical Society 20070822

Title: Analysis of mismatched DNA by mismatch binding ligand (MBL)-Sepharose affinity chromatography.

Journal: Analytical and bioanalytical chemistry 20070701

Title: Tosufloxacin tosilate-induced thrombocytopenic purpura.

Journal: The Journal of dermatology 20070701

Title: Analysis of the gastric H,K ATPase for ion pathways and inhibitor binding sites.

Journal: Biochemistry 20070508

Title: Novel naphthyridines are histamine H3 antagonists and serotonin reuptake transporter inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20070501

Title: 2-Amino-5,7-dimethyl-1,8-naphthyridine as a fluorescent reagent for the determination of nitrite.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070301

Title: In-Silico docking of HIV-1 integrase inhibitors reveals a novel drug type acting on an enzyme/DNA reaction intermediate.

Journal: Retrovirology 20070101

Title: Multi-class confirmatory method for analyzing trace levels of tetracyline and quinolone antibiotics in pig tissues by ultra-performance liquid chromatography coupled with tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20070101

Title: Electrochemical and fluorescence detection of cytosine-related SNPs using a ferrocenyl naphthyridine derivative.

Journal: Nucleic acids symposium series (2004) 20070101

Title: Fluorescence-based affinity labeling of nucleobase by hydrogen-bond forming metal complex.

Journal: Nucleic acids symposium series (2004) 20070101

Title: Strong binding of naphthyridine derivatives to cytosine in an AP site-containing DNA duplex and their application to fluorescence detection of single nucleotide polymorphisms.

Journal: Nucleic acids symposium series (2004) 20070101

Title: First total synthesis of the 2,7-naphthyridine alkaloids lophocladine a and B.

Journal: Archiv der Pharmazie 20061201

Title: Ratiometric fluorescence detection of pyrimidine/purine transversion by using a 2-amino-1,8-naphthyridine derivative.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20060201

Title: Effects of anti-inflammatory [1, 2, 4]triazolo[4, 3-a] [1, 8]naphthyridine derivatives on human stimulated PMN and endothelial cells: an in vitro study.

Journal: Journal of inflammation (London, England) 20060101

Title: A quadruply hydrogen bonded heterocomplex displaying high-fidelity recognition.

Journal: Journal of the American Chemical Society 20051228

Title: Luminescence ranging from red to blue: a series of copper(I)-halide complexes having rhombic {Cu2(mu-X)2} (X = Br and I) units with N-heteroaromatic ligands.

Journal: Inorganic chemistry 20051226

Title: Hydrogen bond directed synthesis of pyridazine and naphthyridine containing macrocycles.

Journal: Chemical communications (Cambridge, England) 20051214

Title: Two-stage sensing property via a conjugated donor-acceptor-donor constitution: application to the visual detection of mercuric ion.

Journal: The Journal of organic chemistry 20050722

Title: A highly stable quadruply hydrogen-bonded heterocomplex useful for supramolecular polymer blends.

Journal: Journal of the American Chemical Society 20050511

Title: The effect of reduction on rhenium(I) complexes with binaphthyridine and biquinoline ligands: a spectroscopic and computational study.

Journal: The journal of physical chemistry. A 20050428

Title: NMR structural analysis of the G.G mismatch DNA complexed with naphthyridine-dimer.

Journal: Nucleic acids symposium series (2004) 20050101

Title: Strong binding of naphthyridine derivatives to a guanine base in DNA duplexes containing an AP site.

Journal: Nucleic acids symposium series (2004) 20050101

Title: Identification of 1,5-naphthyridine derivatives as a novel series of potent and selective TGF-beta type I receptor inhibitors.

Journal: Journal of medicinal chemistry 20040826

Title: Formation of branched calixarene aggregates-a time-resolved static light scattering study.

Journal: Journal of the American Chemical Society 20040804

Title: The binding of guanine-guanine mismatched DNA to naphthyridine dimer immobilized sensor surfaces: kinetic aspects.

Journal: Bioorganic & medicinal chemistry 20040615

Title: Synthesis and biological evaluation of 1,8-naphthyridin-4(1H)-on-3-carboxamide derivatives as new ligands of cannabinoid receptors.

Journal: Bioorganic & medicinal chemistry 20040415

Title: Enoxacin trihydrate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20040401

Title: Antineoplastic agents. 499. Synthesis of hystatin 2 and related 1H-benzo[de][1,6]-naphthyridinium salts from aaptamine.

Journal: Journal of medicinal chemistry 20040325

Title: Highly sensitive detection of GG mismatched DNA by surfaces immobilized naphthyridine dimer through poly(ethylene oxide) linkers.

Journal: Bioorganic & medicinal chemistry letters 20040308

Title: Affinity labeling of a single guanine bulge.

Journal: Journal of the American Chemical Society 20030730

Title: Spectroscopic and theoretical studies of derivatives of 1,6- and 1,7-naphthyridines.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20030501

Title: Design, synthesis, and pharmacological profile of novel fused pyrazolo[4,3-d]pyridine and pyrazolo[3,4-b][1,8]naphthyridine isosteres: a new class of potent and selective acetylcholinesterase inhibitors.

Journal: Journal of medicinal chemistry 20030327

Title: Formation and destruction of the guanine quartet in solution observed by cold-spray ionization mass spectrometry.

Journal: Chemical communications (Cambridge, England) 20030321

Title: Induction of a remarkable conformational change in a human telomeric sequence by the binding of naphthyridine dimer: inhibition of the elongation of a telomeric repeat by telomerase.

Journal: Journal of the American Chemical Society 20030122

Title: The binding of naphthyridine tetramer to guanine-rich sequences.

Journal: Nucleic acids research. Supplement (2001) 20030101

Title: Synthesis and structure-activity relationships of novel 7-substituted 1,4-dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acids as antitumor agents. Part 1.

Journal: Journal of medicinal chemistry 20021205

Title: Chemically induced hairpin formation in DNA monolayers.

Journal: Journal of the American Chemical Society 20020619

Title: Binding analysis between naphthyridine dimers and GG mismatch DNA.

Journal: Nucleic acids research. Supplement (2001) 20020101

Title: Recognition of guanine-guanine mismatches by the dimeric form of 2-amino-1,8-naphthyridine.

Journal: Journal of the American Chemical Society 20011219

Title: Improved selectivity for the binding of naphthyridine dimer to guanine-guanine mismatch.

Journal: Bioorganic & medicinal chemistry 20010901

Title: 5-amino-4-(4-diethylaminophenyl)-2-(4-hydroxyphenyl)-7-(pyrrolidin-1-yl)-1,6-naphthyridine-8-carbonitrile.

Journal: Acta crystallographica. Section C, Crystal structure communications 20010601

Title: Selective amination of secoiridoid glycosides to give monomeric pyridine, dimeric pyridine, and naphthyridine alkaloids.

Journal: Natural product letters 20010101

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Tags:254-79-5 Molecular Formula|254-79-5 MDL|254-79-5 SMILES|254-79-5 1,5-Naphthyridine |Organic_Building_Blocks