Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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H107536-1g | 1g | In stock | $64.90 | |
H107536-5g | 5g | In stock | $292.90 | |
H107536-25g | 25g | In stock | $1,316.90 | |
H107536-100g | 100g | In stock | $4,738.90 |
Synonyms | 5-Nitro-8-hydroxyquinoline | 8-Quinolinol, 5-nitro- | Nitroxolina | W-106391 | 5-Nitroquinolin-8-ol, 96% | HNQ | Nitroxolinum | DB01422 | Nitrohydroxyquinoline | 5-Nitro-quinolin-8-ol | 5-nitroquinolin-8-ol | NITROXOLINE [MART.] | NCGC00160664-03 | Nitrox |
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Specifications & Purity | ≥97% |
Biochemical and Physiological Mechanisms | 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. |
Storage Temp | Argon charged |
Shipped In | Normal |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Pubchem Sid | 488182572 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488182572 |
IUPAC Name | 5-nitroquinolin-8-ol |
INCHI | 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 |
Canonical SMILES | C1=CC2=C(C=CC(=C2N=C1)O)[N+](=O)[O-] |
Isomeric SMILES | C1=CC2=C(C=CC(=C2N=C1)O)[N+](=O)[O-] |
WGK Germany | 3 |
RTECS | VC8225000 |
PubChem CID | 19910 |
Molecular Weight | 190.16 |
Beilstein | 21(5)3,297 |
Reaxy-Rn | 166146 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
I2405323 | Certificate of Analysis | Jun 24, 2024 | H107536 |
I2405324 | Certificate of Analysis | Jun 24, 2024 | H107536 |
G2319514 | Certificate of Analysis | Jul 27, 2023 | H107536 |
G2319513 | Certificate of Analysis | Jul 26, 2023 | H107536 |
Solubility | alcohol: very slightly soluble diethyl ether: very slightly soluble hydrochloric acid: freely soluble (hot) |
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Sensitivity | air sensitive,light sensitive |
Melt Point(°C) | 180°C |
Pictogram(s) | GHS06, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H301:Toxic if swallowed H311:Toxic in contact with skin H331:Toxic if inhaled H301+H311+H331:Toxic if swallowed, in contact with skin or if inhaled |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P361+P364:Take off immediately all contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P316:Get emergency medical help immediately. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | VC8225000 |
Reaxy-Rn | 166146 |
Merck Index | 6655 |
1. Yi Sun, Junfeng Su, Amjad Ali, Tinglin Huang, Shuai Zhang, Yitian Min. (2023) Enhanced nitrate and cadmium removal performance at low carbon to nitrogen ratio through immobilized redox mediator granules and functional strains in a bioreactor. CHEMOSPHERE, 312 (137255). [PMID:36402354] [10.1016/j.chemosphere.2022.137255] |
2. Yong Cheng, Feifei Sun, Qichun Feng, Qiang Zhao, Yinghua Zhou. (2017) In situ synthesis of AgNPs@Ag(I)-AMTD metal-organic gel composite and its catalytic properties. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 522 (43). [PMID:] [10.1016/j.colsurfa.2017.02.040] |
1. J M Hernández,J Llosá,A Martínez. (1991-08-01) [Antifungal activity of nitroxoline].. Enfermedades infecciosas y microbiologia clinica, 9 ((7)): (439-440). [PMID:1799618] |
2. J M Hernández Molina,J Llosá,A Ventosa. (1991-07-01) In vitro activity of nitroxoline against clinical isolates of Candida species.. Mycoses, 34 ((7-8)): (323-325). [PMID:1803236] |
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7. A V Yatsenko,K A Paseshnichenko,V V Chernyshev,H Schenk. (2002-01-10) Powder diffraction study of the hydrogen bonds in nitroxoline and its hydrochloride.. Acta crystallographica. Section C, Crystal structure communications, 58 ((Pt 1)): (o19-o21). [PMID:11781483] |
8. F Rodor,M Castelain,N Prost,M C Galland,N Nguyen,R Benjelloun,M Valli,M J Jean-Pastor. (2002-08-21) [Is nitroxoline an allergen?].. Therapie, 57 ((2)): (204-205). [PMID:12185975] |
9. A Amgar,C Bonissol,B Stoiljkovic. (1989-07-01) Activity in vitro of urine samples from patients treated by nitroxoline against mycoplasmas.. Journal of chemotherapy (Florence, Italy), 1 ((4 Suppl)): (226-228). [PMID:16312380] |
10. Mohamed M Ghoneim,Hanaa S El-Desoky,Mohamed M Abdel-Galeil. (2010-09-14) Electrochemistry of the antibacterial and antifungal drug nitroxoline and its determination in bulk form, pharmaceutical formulation and human blood.. Bioelectrochemistry (Amsterdam, Netherlands), 80 ((2)): (162-168). [PMID:20833114] |
11. Joong Sup Shim,Yoshiyuki Matsui,Shridhar Bhat,Benjamin A Nacev,Jing Xu,Hyo-eun C Bhang,Surajit Dhara,Kee Chung Han,Curtis R Chong,Martin G Pomper,Alan So,Jun O Liu. (2010-11-20) Effect of nitroxoline on angiogenesis and growth of human bladder cancer.. Journal of the National Cancer Institute, 102 ((24)): (1855-1873). [PMID:21088277] |
12. Bojana Mirković,Miha Renko,Samo Turk,Izidor Sosič,Zala Jevnikar,Nataša Obermajer,Dušan Turk,Stanislav Gobec,Janko Kos. (2011-05-21) Novel mechanism of cathepsin\u2005B inhibition by antibiotic nitroxoline and related compounds.. ChemMedChem, 6 ((8)): (1351-1356). [PMID:21598397] |
13. Hongchao Jiang,Jori E Taggart,Xiaoxi Zhang,Doris M Benbrook,Stuart E Lind,Wei-Qun Ding. (2011-09-09) Nitroxoline (8-hydroxy-5-nitroquinoline) is more a potent anti-cancer agent than clioquinol (5-chloro-7-iodo-8-quinoline).. Cancer letters, 312 ((1)): (11-17). [PMID:21899946] |
14. Bojana Mirković,Izidor Sosič,Stanislav Gobec,Janko Kos. (2011-11-11) Redox-based inactivation of cysteine cathepsins by compounds containing the 4-aminophenol moiety.. PloS one, 6 ((11)): (e27197-e27197). [PMID:22073285] |
15. V Arjunan,P S Balamourougane,M Kalaivani,Arushma Raj,S Mohan. (2012-06-26) Experimental and theoretical quantum chemical investigations of 8-hydroxy-5-nitroquinoline.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 96 (506-516). [PMID:22728969] |
16. A Sobke,M Klinger,B Hermann,S Sachse,S Nietzsche,O Makarewicz,P M Keller,W Pfister,E Straube. (2012-08-29) The urinary antibiotic 5-nitro-8-hydroxyquinoline (Nitroxoline) reduces the formation and induces the dispersal of Pseudomonas aeruginosa biofilms by chelation of iron and zinc.. Antimicrobial agents and chemotherapy, 56 ((11)): (6021-6025). [PMID:22926564] |
17. Izidor Sosič,Bojana Mirković,Katharina Arenz,Bogdan Stefane,Janko Kos,Stanislav Gobec. (2012-12-21) Development of new cathepsin B inhibitors: combining bioisosteric replacements and structure-based design to explore the structure-activity relationships of nitroxoline derivatives.. Journal of medicinal chemistry, 56 ((2)): (521-533). [PMID:23252745] |
18. Serena Veschi,Laura De Lellis,Rosalba Florio,Paola Lanuti,Alberto Massucci,Nicola Tinari,Michele De Tursi,Pierluigi di Sebastiano,Marco Marchisio,Clara Natoli,Alessandro Cama. (2018-09-23) Effects of repurposed drug candidates nitroxoline and nelfinavir as single agents or in combination with erlotinib in pancreatic cancer cells.. Journal of experimental & clinical cancer research : CR, 37 ((1)): (236-236). [PMID:30241558] |
19. Rungrot Cherdtrakulkiat, Ratana Lawung, Sunanta Nabu, Srisurang Tantimavanich, Nujarin Sinthupoom, Supaluk Prachayasittikul, Virapong Prachayasittikul,. (2019-08-20) Nitroxoline: a potent antimicrobial agent against multidrug resistant Enterobacteriaceae.. EXCLI journal, ( 445-453 ). [PMID:31423123] |
20. Serena Veschi,Simone Carradori,Laura De Lellis,Rosalba Florio,Davide Brocco,Daniela Secci,Paolo Guglielmi,Mattia Spano,Anatoly P Sobolev,Alessandro Cama. (2020-06-27) Synthesis and evaluation of a large library of nitroxoline derivatives as pancreatic cancer antiproliferative agents.. Journal of enzyme inhibition and medicinal chemistry, 35 ((1)): (1331-1344). [PMID:32588672] |
21. L Oliviero,M Perdiz,P Bourlioux. (1990-05-01) [Direct effect of nitroxoline in the inhibition of bacterial adherence to urinary catheters].. Pathologie-biologie, 38 ((5)): (455-458). [PMID:2195455] |
22. P Bourlioux,H Botto,D Karam,A Amgar,M Camey. (1989-05-01) [Inhibition of bacterial adherence by nitroxoline on cellular adhesion and on urinary catheter surfaces].. Pathologie-biologie, 37 ((5)): (451-454). [PMID:2674871] |
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25. C Pelletier,P Prognon,P Bourlioux. (1995-03-01) Roles of divalent cations and pH in mechanism of action of nitroxoline against Escherichia coli strains.. Antimicrobial agents and chemotherapy, 39 ((3)): (707-713). [PMID:7793877] |
26. C Pelletier,P Prognon,H Latrache,L Villart,P Bourlioux. (1994-05-01) [Microbiological consequences of chelation of bivalent metal cations by nitroxoline].. Pathologie-biologie, 42 ((5)): (406-411). [PMID:7824304] |
27. B Murugasu-Oei,T Dick. (2001-12-12) In vitro activity of the chelating agents nitroxoline and oxine against Mycobacterium bovis BCG.. International journal of antimicrobial agents, 18 ((6)): (579-582). [PMID:11738349] |
28. A I Sow,N Diop,C T Ndour,M Soumare,M Seydi,M F Cisse,A Samb. (2003-12-12) [Urinary tract infections in Dakar: etiologies, therapeutic basis].. Dakar medical, 45 ((1)): (59-61). [PMID:14666793] |
29. Gau-Yi Gao,Shan-Yang Lin. (2009-06-17) Thermodynamic investigations of nitroxoline sublimation by simultaneous DSC-FTIR method and isothermal TG analysis.. Journal of pharmaceutical sciences, 99 ((1)): (255-261). [PMID:19530075] |
30. Shridhar Bhat,Joong Sup Shim,Feiran Zhang,Curtis Robert Chong,Jun O Liu. (2012-03-07) Substituted oxines inhibit endothelial cell proliferation and angiogenesis.. Organic & biomolecular chemistry, 10 ((15)): (2979-2992). [PMID:22391578] |
31. Tomas Kudera,Ivo Doskocil,Hana Salmonova,Miloslav Petrtyl,Eva Skrivanova,Ladislav Kokoska. (2020-09-10) In Vitro Selective Growth-Inhibitory Activities of Phytochemicals, Synthetic Phytochemical Analogs, and Antibiotics against Diarrheagenic/Probiotic Bacteria and Cancer/Normal Intestinal Cells.. Pharmaceuticals (Basel, Switzerland), 13 ((9)): [PMID:32899218] |
32. Yi Sun, Junfeng Su, Amjad Ali, Tinglin Huang, Shuai Zhang, Yitian Min. (2023) Enhanced nitrate and cadmium removal performance at low carbon to nitrogen ratio through immobilized redox mediator granules and functional strains in a bioreactor. CHEMOSPHERE, 312 (137255). [PMID:36402354] [10.1016/j.chemosphere.2022.137255] |
33. Yong Cheng, Feifei Sun, Qichun Feng, Qiang Zhao, Yinghua Zhou. (2017) In situ synthesis of AgNPs@Ag(I)-AMTD metal-organic gel composite and its catalytic properties. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 522 (43). [PMID:] [10.1016/j.colsurfa.2017.02.040] |