Home Nitro Compounds 5401-94-5
5401-94-5,MFCD00005693
Catalog No.:AA00I9KE

5401-94-5 | 5-Nitro-1H-indazole

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5g
98%
in stock  
$7.00   $5.00
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10g
98%
in stock  
$11.00   $8.00
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25g
98%
in stock  
$19.00   $14.00
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50g
95%
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$31.00   $22.00
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100g
98%
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$47.00   $33.00
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500g
98%
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$233.00   $164.00
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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:
AA00I9KE
Chemical Name:
5-Nitro-1H-indazole
CAS Number:
5401-94-5
Molecular Formula:
C7H5N3O2
Molecular Weight:
163.1335
MDL Number:
MFCD00005693
SMILES:
[O-][N+](=O)c1ccc2c(c1)cn[nH]2
NSC Number:
5032
Properties
Properties
 
BP:
383.3°C at 760 mmHg  
Form:
Solid  
MP:
207 °C  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
192  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
XLogP3:
2  

Upstream Synthesis Route

[1]JournaloftheChemicalSociety,1955,p.2412,2419

[1]Patent:US2012/28984,2012,A1,.Locationinpatent:Page/Pagecolumn3

[2]Patent:WO2006/71940,2006,A2,.Locationinpatent:Page/Pagecolumn409

[3]Patent:US2008/90856,2008,A1,.Locationinpatent:Page/Pagecolumn45

[4]Patent:WO2013/36232,2013,A2,.Locationinpatent:Paragraph00321

[5]MedChemComm,2016,vol.7,#5,p.881-899

[6]BioorganicChemistry,2019,vol.82,p.340-359

[7]Tetrahedron,2008,vol.64,#28,p.6711-6723

[8]OrganicLetters,2016,vol.18,#11,p.2774-2776

[9]TetrahedronLetters,2017,vol.58,#49,p.4632-4637

[10]ChemischeBerichte,1922,vol.55,p.1141,1157

[11]JustusLiebigsAnnalenderChemie,1927,vol.454,p.306

[12]JournaloftheChemicalSociety,1955,p.2412,2419

[13]BioorganicandMedicinalChemistryLetters,1999,vol.9,#7,p.925-930

[14]SpectrochimicaActa-PartA:MolecularandBiomolecularSpectroscopy,2014,vol.132,p.733-742

[15]Patent:WO2016/57834,2016,A1,.Locationinpatent:Paragraph000325

[16]BioorganicandMedicinalChemistry,2018,vol.26,#9,p.2372-2380

[1]Patent:US2003/153596,2003,A1,

[1]Patent:US2012/28984,2012,A1,

[1]Molecules,2018,vol.23,#3,

[2]OrganicProcessResearchandDevelopment,2011,vol.15,#3,p.565-569

Downstream Synthesis Route

[1]CurrentPatentAssignee:RUTGERS,THESTATEUNIVERSITYOFNEWJERSEY-WO2019/46467,2019,A1Locationinpatent:Page/Pagecolumn37-38

[2]Kym,PhilipR.;Souers,AndrewJ.;Campbell,ThomasJ.;Lynch,JohnK.;Judd,AndrewS.;Iyengar,Rajesh;Vasudevan,Anil;Gao,Ju;Freeman,JenniferC.;Wodka,Dariusz;Mulhern,Mathew;Zhao,Gang;Wagaw,SebleH.;Napier,JamesJ.;Brodjian,Sevan;Dayton,BrianD.;Reilly,ReginaM.;Segreti,JasonA.;Fryer,RyanM.;Preusser,LeeC.;Reinhart,GlennA.;Hernandez,Lisa;Marsh,KennanC.;Sham,HingL.;Collins,ChristineA.;Polakowski,JamesS.[JournalofMedicinalChemistry,2006,vol.49,#7,p.2339-2352]

[3]Elsayed,NevineM.Y.;AbouElElla,DalalA.;Serya,RabahA.T.;Tolba,MaiF.;Shalaby,Raed;Abouzid,KhaledA.M.[MedChemComm,2016,vol.7,#5,p.881-899]

[4]Elsayed,NevineM.Y.;Serya,RabahA.T.;Tolba,MaiF.;Ahmed,Marawan;Barakat,Khaled;AbouElElla,DalalA.;Abouzid,KhaledA.M.[BioorganicChemistry,2019,vol.82,p.340-359]

[5]Noelting[ChemischeBerichte,1904,vol.37,p.2583]

[6]v.Auwers;Schwegler[ChemischeBerichte,1920,vol.53,p.1213,1216,1227]Porter;Peterson[OrganicSyntheses,1940,vol.20,p.73]

[7]Eddahmi,Mohammed;Moura,NunoM.M.;Bouissane,Latifa;Gamouh,Ahmed;Faustino,MariaA.F.;Cavaleiro,JoséA.S.;Paz,FilipeA.A.;Mendes,RicardoF.;Lodeiro,Carlos;Santos,SérgioM.;Neves,MariaG.P.M.S.;Rakib,ElMostapha[NewJournalofChemistry,2019,vol.43,#36,p.14355-14367]

[1]CurrentPatentAssignee:ELILILLY&CO-US2009/111800,2009,A1Locationinpatent:Page/Pagecolumn47

[2]Noelting[ChemischeBerichte,1904,vol.37,p.2583]

[1]ChemischeBerichte,1904,vol.37,p.2583

[1]Heterocycles,2006,vol.68,p.2595-2605

[2]JournalofChemicalResearch,Miniprint,1990,p.2601-2615

[3]JustusLiebigsAnnalenderChemie,1927,vol.454,p.306

[1]Patent:US2005/137243,2005,A1.Locationinpatent:Page/Pagecolumn47

[2]Patent:US2005/277638,2005,A1.Locationinpatent:Page/Pagecolumn48

[3]Patent:WO2019/46467,2019,A1.Locationinpatent:Page/Pagecolumn38

[4]EuropeanJournalofMedicinalChemistry,1983,vol.18,p.469-470

[5]JournalofChemicalResearch,Miniprint,1990,p.2601-2615

[6]EuropeanJournalofMedicinalChemistry,1986,vol.21,p.359-362

[7]JustusLiebigsAnnalenderChemie,1927,vol.451,p.285,302

[8]JournalofMedicinalChemistry,2003,vol.46,p.5663-5673

Literature

Title: Validation of a modified fluorimetric assay for the screening of trichomonacidal drugs.

Journal: Memorias do Instituto Oswaldo Cruz 20120801

Title: Discovery of nitroheterocycles active against African trypanosomes. In vitro screening and preliminary SAR studies.

Journal: Bioorganic & medicinal chemistry letters 20120715

Title: Inhibition of the bioactivation of the neurotoxin MPTP by antioxidants, redox agents and monoamine oxidase inhibitors.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110801

Title: Selective electrochemical discrimination between dopamine and phenethylamine-derived psychotropic drugs using electrodes modified with an acyclic receptor containing two terminal 3-alkoxy-5-nitroindazole rings.

Journal: The Analyst 20100601

Title: ESR and electrochemical study of 1,2-disubstituted 5-nitroindazolin-3-ones and 2-substituted 3-alkoxy-5-nitro-2H-indazoles: reactivity and free radical production capacity in the presence of biological systems.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100101

Title: New potent 5-nitroindazole derivatives as inhibitors of Trypanosoma cruzi growth: synthesis, biological evaluation, and mechanism of action studies.

Journal: Bioorganic & medicinal chemistry 20091215

Title: Nitroindazole compounds inhibit the oxidative activation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to neurotoxic pyridinium cations by human monoamine oxidase (MAO).

Journal: Free radical research 20091001

Title: Fluorinated indazoles as novel selective inhibitors of nitric oxide synthase (NOS): synthesis and biological evaluation.

Journal: Bioorganic & medicinal chemistry 20090901

Title: Molecular encapsulation of 5-nitroindazole derivatives in 2,6-dimethyl-beta-cyclodextrin: electrochemical and spectroscopic studies.

Journal: Bioorganic & medicinal chemistry 20090701

Title: Study of 5-nitroindazoles' anti-Trypanosoma cruzi mode of action: electrochemical behaviour and ESR spectroscopic studies.

Journal: European journal of medicinal chemistry 20090401

Title: In vitro and in vivo antitrypanosomatid activity of 5-nitroindazoles.

Journal: European journal of medicinal chemistry 20090301

Title: Comparative spectroscopic and electrochemical study of nitroindazoles: 3-alcoxy, 3-hydroxy and 3-oxo derivatives.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080801

Title: Characterization, phase-solubility, and molecular modeling of inclusion complex of 5-nitroindazole derivative with cyclodextrins.

Journal: Bioorganic & medicinal chemistry 20080501

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: ESR and electrochemical study of 5-nitroindazole derivatives with antiprotozoal activity.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060101

Title: Synthesis and biological properties of new 5-nitroindazole derivatives.

Journal: Bioorganic & medicinal chemistry 20050502

Title: Conformational changes in nitric oxide synthases induced by chlorzoxazone and nitroindazoles: crystallographic and computational analyses of inhibitor potency.

Journal: Biochemistry 20021126

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