Merck
CN
All Photos(1)

Documents

140325

Sigma-Aldrich

8-Hydroxy-5-nitroquinoline

96%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
5-Nitro-8-quinolinol
Empirical Formula (Hill Notation):
C9H6N2O3
CAS Number:
4008-48-4
Molecular Weight:
190.16
EC Number:
223-662-4
MDL number:
MFCD00006791
PubChem Substance ID:
24848465
NACRES:
NA.22

Quality Level

100

Assay

96%

form

powder

mp

181-183 °C (lit.)

solubility

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

SMILES string

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

InChI key

RJIWZDNTCBHXAL-UHFFFAOYSA-N

Related Categories

Application

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

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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
Serena Veschi et al.
Journal of enzyme inhibition and medicinal chemistry, 35(1), 1331-1344 (2020-06-27)
Pancreatic cancer (PC) is one of the deadliest carcinomas and in most cases, which are diagnosed with locally advanced or metastatic disease, current therapeutic options are highly unsatisfactory. Based on the anti-proliferative effects shown by nitroxoline, an old urinary antibacterial
B Murugasu-Oei et al.
International journal of antimicrobial agents, 18(6), 579-582 (2001-12-12)
The chelating antibiotic nitroxoline (5-nitro-8-hydroxyquinoline) showed a bacteriostatic effect at a concentration of 10 microM for Mycobacterium bovis BCG. At higher concentrations the compound showed moderate cidal activity against growing bacilli. In contrast, its non-nitrated derivative oxine (8-hydroxyquinoline, MIC=2 microM)
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service