Nitroxoline

Suppliers

Names

[ CAS No. ]:
4008-48-4

[ Name ]:
Nitroxoline

[Synonym ]:
5-nitryl-8-hydroxyquinoline
EINECS 223-662-4
Nitroxolina
5-Nitro-8-quinolinol
Notroxoline
Enterocol
5-Nitro-8-hydroxyquinoline
MFCD00006791
Nitroxolinum
8-Quinolinol, 5-nitro-
5-Hydroxy-8-nitroquinoline
5-nitroquinolin-8-ol
Noxibiol
Nitroxolin
Urocoli
Nitroxoline
Uritrol
8-Hydroxy-5-Nitroquinoline

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
419.0±35.0 °C at 760 mmHg

[ Melting Point ]:
181-183ºC

[ Molecular Formula ]:
C9H6N2O3

[ Molecular Weight ]:
190.156

[ Flash Point ]:
207.2±25.9 °C

[ Exact Mass ]:
190.037842

[ PSA ]:
78.94000

[ LogP ]:
2.00

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.728

[ Water Solubility ]:
alcohol: very slightly soluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VC8225000
CHEMICAL NAME :
8-Quinolinol, 5-nitro-
CAS REGISTRY NUMBER :
4008-48-4
BEILSTEIN REFERENCE NO. :
0166146
LAST UPDATED :
199712
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C9-H6-N2-O3
MOLECULAR WEIGHT :
190.17
WISWESSER LINE NOTATION :
T66 BNJ GNW JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
510 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ATXKA8 Archiv fuer Toxikologie. (Berlin, Fed. Rep. Ger.) V.15-31, 1954-74. For publisher information, see ARTODN. Volume(issue)/page/year: 20,313,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
104 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ATXKA8 Archiv fuer Toxikologie. (Berlin, Fed. Rep. Ger.) V.15-31, 1954-74. For publisher information, see ARTODN. Volume(issue)/page/year: 20,313,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8300 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ATXKA8 Archiv fuer Toxikologie. (Berlin, Fed. Rep. Ger.) V.15-31, 1954-74. For publisher information, see ARTODN. Volume(issue)/page/year: 20,313,1965 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
13 gm/kg/52W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,343,1966
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
26 gm/kg/52W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,343,1966
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
52 gm/kg/52W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,343,1966

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311 + H331-H315-H319-H335

[ Precautionary Statements ]:
P261-P280-P301 + P310-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R22/24/25;R36/37/38

[ Safety Phrases ]:
S26-S36-S45

[ RIDADR ]:
UN 2811

[ WGK Germany ]:
3

[ RTECS ]:
VC8225000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2933499090

Synthetic Route

Precursor & DownStream

Precursor

  • 8-Hydroxyquinoline
  • 5-Nitroso-8-quinolinol
  • 8-Ethoxy-5-nitroquinoline
  • Glycerol
  • 2-Amino-4-nitrophenol
  • 5-nitro-quinoline-8-yl acetate
  • 8-ETHOXYQUINOLINE

DownStream

  • 7-bromo-5-nitroquinolin-8-ol
  • 7-chloro-5-nitroquinolin-8-ol
  • 8-Ethoxy-5-nitroquinoline
  • 5-Amino-8-hydroxyquinoline
  • 8-methoxy-5-nitroquinoline
  • 5-Amino-8-quinolinol dihydrochloride
  • 7-(diethylaminomethyl)-5-nitroquinolin-8-ol
  • 7-[(bis(2-hydroxyethyl)amino)methyl]-5-nitro-quinolin-8-ol
  • 8-Ethoxyquinolin-5-amine
  • 7-[(2-hydroxyethylamino)methyl]-5-nitro-quinolin-8-ol

Customs

[ HS Code ]: 2933499090

[ Summary ]:
2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Development of new cathepsin B inhibitors: combining bioisosteric replacements and structure-based design to explore the structure-activity relationships of nitroxoline derivatives.

J. Med. Chem. 56(2) , 521-33, (2013)

Human cathepsin B has many house-keeping functions, such as protein turnover in lysosomes. However, dysregulation of its activity is associated with numerous diseases, including cancers. We present he...

Redox-based inactivation of cysteine cathepsins by compounds containing the 4-aminophenol moiety.

PLoS ONE 6(11) , e27197, (2011)

Redox cycling compounds have been reported to cause false positive inhibition of proteases in drug discovery studies. This kind of false positives can lead to unusually high hit rates in high-throughp...

Experimental and theoretical quantum chemical investigations of 8-hydroxy-5-nitroquinoline.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 96 , 506-16, (2012)

The FT-IR and FT-Raman spectra of 8-hydroxy-5-nitroquinoline have been recorded in the regions 4000-400 and 4000-100 cm(-1), respectively. The spectra were interpreted in terms of fundamentals modes, ...


More Articles


Related Compounds

  • (E)-methyl 2-((dimethylamino)methyleneamino)nicotinate
  • (2S,6R)-2-(Iodomethyl)-6-(4-methoxyphenyl)tetrahydro-2H-pyran
  • Urolithin E
  • 4-(2-Hydroxyisopropyl)-2,6-dibromophenol
  • (Z)-3-Mercapto-4-(7-methylpyrimido[4,5-d]pyrimidin-3(4H)-yl)pent-3-en-1-ol
  • Benzene, 1-methyl-4-(methylsulfinyl)-, ion(1-)
  • 2-(2,4-Dimethoxyphenyl)quinoxaline
  • 4-[[(2-Amino-3,5-dibromophenyl)methylene]amino]cyclohexanol
  • 2-(2-Ethylhexyl)-4,7-di(thiophen-2-yl)isoindoline-1,3-dione
  • Chlorodifluoroacetyl isothiocyanate
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.