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140325

Sigma-Aldrich

8-Hydroxy-5-nitroquinoline

96%

Synonyme(s) :

5-Nitro-8-quinolinol

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About This Item

Formule empirique (notation de Hill):
C9H6N2O3
Numéro CAS:
4008-48-4
Poids moléculaire :
190.16
Numéro CE :
223-662-4
Numéro MDL:
MFCD00006791
Code UNSPSC :
12352100
ID de substance PubChem :
24848465
Nomenclature NACRES :
NA.22

Pureté

96%

Forme

powder

Pf

181-183 °C (lit.)

Solubilité

alcohol: very slightly soluble
diethyl ether: very slightly soluble
hydrochloric acid: freely soluble (hot)

Chaîne SMILES 

Oc1ccc([N+]([O-])=O)c2cccnc12

InChI

1S/C9H6N2O3/c12-8-4-3-7(11(13)14)6-2-1-5-10-9(6)8/h1-5,12H

Clé InChI

RJIWZDNTCBHXAL-UHFFFAOYSA-N

Catégories apparentées

Application

8-Hydroxy-5-nitroquinoline was used in the synthesis of novel CO2-soluble 8-hydroxyquinoline chelating agents.

Actions biochimiques/physiologiques

8-Hydroxy-5-nitroquinoline is an effective anti-microbial and anti-cancer agent. It is an effective drug for the treatment of urinary tract infections due to gram negative bacilli.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

A V Yatsenko et al.
Acta crystallographica. Section C, Crystal structure communications, 58(Pt 1), o19-o21 (2002-01-10)
The crystal structures of 8-hydroxy-5-nitroquinoline, C9H6N2O3, (I), and 8-hydroxy-5-nitroquinolinium chloride, C9H7N2O3+*Cl-, (II), have been determined from X-ray powder data. In (I), the molecules are linked via moderately strong hydrogen bonds to form dimers. Such a packing motif is likely to
C Pelletier et al.
Antimicrobial agents and chemotherapy, 39(3), 707-713 (1995-03-01)
The antibacterial activity of nitroxoline (NIT), an antibiotic used in the treatment of acute or recurrent urinary tract infections caused by Escherichia coli, is decreased in the presence of Mg2+ and Mn2+ but not Ca2+. In order to elucidate the
Gau-Yi Gao et al.
Journal of pharmaceutical sciences, 99(1), 255-261 (2009-06-17)
To investigate the physicochemical characteristics, thermodynamics, possible sublimation process and kinetics of nitroxoline, differential scanning calorimetry (DSC), isothermal thermogravimetry (TG), and Fourier transform infrared (FTIR) microspectroscopy equipped with a micro hot-stage of DSC microscopy assembly (simultaneous DSC-FTIR method) were used.
Mohamed M Ghoneim et al.
Bioelectrochemistry (Amsterdam, Netherlands), 80(2), 162-168 (2010-09-14)
Nitroxoline has been reduced at the mercury electrode in buffered solutions (pH 2-11) in two irreversible cathodic steps. The first step was attributed to reduction of -NO(2) group to the hydroxylamine stage and the second one to reduction-saturation of the
Serena Veschi et al.
Journal of experimental & clinical cancer research : CR, 37(1), 236-236 (2018-09-23)
Pancreatic cancer (PC) is the fourth most common cause of cancer death. Combination therapies with classical chemotherapeutic agents improved treatment of advanced PC at the cost of a relevant toxicity, but the 5-year survival rate remains below 5%. Consequently, new
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