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Nitroxoline

CAS No.
4008-48-4
Chemical Name:
Nitroxoline
Synonyms
8-HYDROXY-5-NITROQUINOLINE;5nok;A-82;5-NOK;bas58;Noxin;Nibiol;Uritrol;Urocoli;5-nitrox
CBNumber:
CB9711910
Molecular Formula:
C9H6N2O3
Molecular Weight:
190.16
MDL Number:
MFCD00006791
MOL File:
4008-48-4.mol
MSDS File:
SDS

Nitroxoline Properties

Melting point 181-183 °C(lit.)
Boiling point 325.64°C (rough estimate)
Density 1.3907 (rough estimate)
refractive index 1.5570 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility alcohol: very slightly soluble
pka 2.55±0.10(Predicted)
Merck 14,6655
EWG's Food Scores 1
FDA UNII A8M33244M6
ATC code J01XX07
NIST Chemistry Reference 8-Hydroxy-5-nitroquinoline(4008-48-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS07
Signal word  Danger
Hazard statements  H302-H301+H311+H331-H315-H319-H335
Precautionary statements  P261-P280-P301+P310-P305+P351+P338-P311-P280a-P304+P340-P405-P501a
Hazard Codes  T,Xi,Xn
Risk Statements  23/24/25-36/37/38-22/24/25-20/21/22
Safety Statements  26-36-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  VC8225000
Hazard Note  Toxic/Irritant
HazardClass  6.1
PackingGroup  III
HS Code  29334900
Toxicity LD50 oral in rat: 510mg/kg

Nitroxoline price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 140325 8-Hydroxy-5-nitroquinoline 96% 4008-48-4 5g $41.7 2022-05-15 Buy
TCI Chemical H0805 8-Hydroxy-5-nitroquinoline >98.0%(GC)(T) 4008-48-4 25g $112 2022-04-27 Buy
Alfa Aesar B24462 8-Hydroxy-5-nitroquinoline, 96% 4008-48-4 5g $29.3 2021-12-16 Buy
Alfa Aesar B24462 8-Hydroxy-5-nitroquinoline, 96% 4008-48-4 25g $69 2021-12-16 Buy
Cayman Chemical 28391 Nitroxoline 4008-48-4 10g $42 2022-04-27 Buy
Product number Packaging Price Buy
140325 5g $41.7 Buy
H0805 25g $112 Buy
B24462 5g $29.3 Buy
B24462 25g $69 Buy
28391 10g $42 Buy

Nitroxoline Chemical Properties,Uses,Production

Description

Nitroxoline is an 8-hydroxyquinoline that has diverse biological activities, including antibacterial, antiproliferative, and bromodomain interaction-inhibiting properties. Nitroxoline is active against the bacteria E. coli, S. aureus, E. faecalis, K. pneumoniae, and P. mirabilis in vitro (MIC90s = 4, 4, 8, 8, and 8 mg/L, respectively). It also inhibits biofilm formation of certain strains of multidrug-resistant (MDR) A. baumannii and P. aeruginosa, as well as methicillin-resistant S. aureus (MRSA) and S. epidermidis (MRSE) with minimum biofilm eradication concentration (MBEC) values of 46.9, 1,500, 188, and 125 μM, respectively. Nitroxoline inhibits the growth of human U87 and U251 glioma, A549 lung, and PC3 prostate cancer cells (IC50s = 50, 6, 38, and 23 μg/ml, respectively). In vivo, it reduces tumor growth in a PTEN- and KRAS-driven glioma mouse model when administered at a dose of 80 mg/kg per day. Nitroxoline also inhibits the interaction between the first bromodomain of bromodomain-containing protein 4 (BRD4) with acetylated histone H4 with an IC50 value of 0.98 μM.

Chemical Properties

ochre-yellow to brownish crystalline powder

Uses

antibacterial

Uses

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

Uses

5-Nitro-8-hydroxyquinoline is an antimicrobial agent used for the treatment of urinary tract infection. 5-Nitro-8-hydroxyquinoline is also a potent and reversible inhibitor of cathepsin B. 5-Nitro-8-h ydroxyquinoline has been shown to have anti-cancer activity.

Definition

ChEBI: A monohydroxyquinoline in which the hydroxy group is positioned at C-8 with a nitro group trans to it at C-5.

brand name

5-nitrok;Dovenix;Entercol;Enterocol;Isinok;Nicene;Nikinol;Nikopet;Noxine;Trodax;Uro-coli.

World Health Organization (WHO)

Nitroxoline, a urinary antiseptic, was introduced in the mid-1960s. By the early 1970s long-term animal studies revealed the development of cataracts in rats and, although no serious adverse effects had been reported in man, the drug was withdrawn in at least two countries. Preparations containing nitroxoline remain widely available.

Biochem/physiol Actions

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.

63450-86-2
4008-48-4
Synthesis of Nitroxoline from 5-nitroso-8-hydroxyquinoline hydrochloride
Global( 245)Suppliers
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View Lastest Price from Nitroxoline manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-03-07 Nitroxoline
4008-48-4
US $1.10 / g 1g 99.00% 100 Tons Dideu Industries Group Limited
2021-12-21 5-nitro-8-hydroxyquinoline
4008-48-4
US $10.00 / KG 1KG ≥99% 100tons Qiuxian Baitai New Material Co., LTD
2021-10-15 Nitroxoline
4008-48-4
US $10.00 / KG 1KG 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
  • Nitroxoline
    4008-48-4
  • US $1.10 / g
  • 99.00%
  • Dideu Industries Group Limited
  • Nitroxoline
    4008-48-4
  • US $10.00 / KG
  • 99%
  • Hebei Zhanyao Biotechnology Co. Ltd
5-NITRO-8-HYDROXYQUINOLINE 5-NITRO-8-QUINOLINE 5-NITRO-8-QUINOLINOL NOTROXOLINE NITROXOLINE 5-Nitro-8-oxychinoline 5-Nitro-8-oxyquinoline 5-Nitro-8-quinolinol Nitroxoline 8-hydroxy-5-nitrozo-quinoline Enterocol Uritrol Urocoli 5-Hydroxy-8-nitroquinoline 5-(Hydroxyl[oxido]aMino)-8-hydroxyquinoline NSC 74947 NSC 74948 5-Nitro 8-OH-Quinoline 8-Hydroxy-5-nitroquinoline 97% Nitroxoline (5-Nitro-8-quinolinol N-(8-hydroxyquinolin-5-yl)azinic acid 5-nitro-8-quinolino 5-Nitroks 5-Nitro-quinolin-8-ol 5-nitrox 5-Nitroxine 5nok 5-NOK 8-Quinolinol, 5-nitro- A-82 bas58 Nibiol Nitrohydroxyquinoline Nitroxolin Noxibiol Noxin Quinolin-8-ol, 5-nitro- 8-Hydroxy-5-nitroquinoline,96% 5-Nitrooxine Nitrooxine 5-nitro-8-hydroxyquinolin 8-HYDROXY-5-NITROQUINOLINEHYPOXIA-SELECTIVE ANTITUMOR AGENTS ANTI-BACTERIAL AND ANTI-FUNGAL AGENTS Niroxoline 8-Hydroxy-5-nitroquinoline> Nitroxoline (8-Hydroxy-5-nitroquinoline) Nitroxoline ISO 9001:2015 REACH 8-HYDROXY-5-NITROQUINOLINE 4008-48-4 C9H6N2O3 Heterocyclic Building Blocks Building Blocks Hydroxyquinolines Nitroquinolines Quinolines ENTEROCOL pesticide intermediates Nitroquinolines Hydroxyquinolines Quinoline&Isoquinoline