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Nitroxoline

Nitroxoline Structure
CAS No.
4008-48-4
Chemical Name:
Nitroxoline
Synonyms
5-NITRO-8-HYDROXYQUINOLINE;Nitroxolin;Niroxoline;8-HYDROXY-5-NITROQUINOLINE;5nok;A-82;5-NOK;bas58;Noxin;Nibiol
CBNumber:
CB9711910
Molecular Formula:
C9H6N2O3
Molecular Weight:
190.16
MOL File:
4008-48-4.mol
MSDS File:
SDS
Modify Date:
2024/4/26 14:09:12

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)
form powder to crystal
color Light yellow to Brown to Dark green
Merck 14,6655
NIST Chemistry Reference 8-Hydroxy-5-nitroquinoline(4008-48-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301+H311+H331-H315-H319-H335
Precautionary statements  P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P305+P351+P338
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
NFPA 704
1
2 0

Nitroxoline price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 140325 8-Hydroxy-5-nitroquinoline 96% 4008-48-4 5G ₹3106.78 2022-06-14 Buy
Sigma-Aldrich(India) 140325 8-Hydroxy-5-nitroquinoline 96% 4008-48-4 5G ₹3106.78 2022-06-14 Buy
TCI Chemicals (India) H0805 8-Hydroxy-5-nitroquinoline min. 98.0 % 4008-48-4 25G ₹7300 2022-05-26 Buy
ALFA India ALF-B24462-06 8-Hydroxy-5-nitroquinoline, 96% 4008-48-4 5g ₹1655 2022-05-26 Buy
Product number Packaging Price Buy
140325 5G ₹3106.78 Buy
140325 5G ₹3106.78 Buy
H0805 25G ₹7300 Buy
ALF-B24462-06 5g ₹1655 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

Definition

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

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.

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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 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 8-Hydroxy-5-nitroquinoline> Nitroxoline (8-Hydroxy-5-nitroquinoline) Nitroxoline ISO 9001:2015 REACH 8-HYDROXY-5-NITROQUINOLINE 5-NITRO-8-HYDROXYQUINOLINE Nitroxolin Niroxoline 4008-48-4 C9H6N2O3 Heterocyclic Building Blocks Building Blocks Hydroxyquinolines Nitroquinolines Quinolines ENTEROCOL pesticide intermediates Nitroquinolines Hydroxyquinolines Quinoline&Isoquinoline