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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C123531-10g | 10g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $17.90 | |
C123531-25g | 25g | In stock | $34.90 | |
C123531-50g | 50g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $61.90 |
Metal chelator and ionophore
Synonyms | Iodochlorhydroxyquin | Iodochlorhydroxyquin Cream | Vioform-Hydrocortisone Mild | Enteroquinol | NSC-74938 | Quinoform | Chloro-8-hydroxyiodoquinoline | Cortin | Formtone-HC | 5-Chlor-7-jod-8-hydroxy-chinolin [German] | 7-Iodo-5-chloro-8-hydroxyquinoline |
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Specifications & Purity | ≥98%(T) |
Biochemical and Physiological Mechanisms | Metal chelator and ionophore with beneficial effects in animal models of neurodegenerative diseases (Alzheimer's, Parkinson's and Huntington's disease). |
Storage Temp | Protected from light,Argon charged |
Shipped In | Normal |
Action Type | CHELATING AGENT |
Mechanism of action | Iron chelating agent |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Clioquinol is a member of the hydroxyquinoline family which inhibits certain enzymes related to DNA replication. Clioquinol is a metal chelating ligand which displays protective effects in various neurodegenerative states as well as being a component in antifungal and antiprotozoal agents. It has been shown to modulate amyloid beta-peptide accumulation via upregulation of metalloprotease activity. When co-administered with vitamin B12, Clioquinol rescues lead-induced impairments of synaptic plasticity in an animal models. In recent animal studies Clioquinol has shown to reverse the progression of Parkinson's, Alzheimer's, and Huntington's diseases. Clioquinol has been observed to induce apoptosis in human cancer cell lines by generating free zinc in lysosomes. |
ALogP | 3.5 |
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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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IUPAC Name | 5-chloro-7-iodoquinolin-8-ol |
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INCHI | InChI=1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H |
InChi Key | QCDFBFJGMNKBDO-UHFFFAOYSA-N |
Canonical SMILES | C1=CC2=C(C(=C(C=C2Cl)I)O)N=C1 |
Isomeric SMILES | C1=CC2=C(C(=C(C=C2Cl)I)O)N=C1 |
WGK Germany | 3 |
RTECS | VC5075000 |
PubChem CID | 2788 |
Molecular Weight | 305.5 |
Beilstein | 153637 |
Reaxy-Rn | 153637 |
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 |
---|---|---|---|
K2303127 | Certificate of Analysis | Oct 20, 2023 | C123531 |
K2303128 | Certificate of Analysis | Oct 20, 2023 | C123531 |
I2107347 | Certificate of Analysis | Jun 15, 2023 | C123531 |
I2010075 | Certificate of Analysis | Jul 21, 2022 | C123531 |
F2206120 | Certificate of Analysis | May 13, 2022 | C123531 |
F2206139 | Certificate of Analysis | May 13, 2022 | C123531 |
F2206171 | Certificate of Analysis | May 13, 2022 | C123531 |
F2206313 | Certificate of Analysis | May 13, 2022 | C123531 |
J2323086 | Certificate of Analysis | May 13, 2022 | C123531 |
C2330374 | Certificate of Analysis | Sep 11, 2021 | C123531 |
I2107348 | Certificate of Analysis | Sep 11, 2021 | C123531 |
Solubility | Soluble in DMSO (>25 mg/ml), boiling alcohol ((1:43)), methanol, and chloroform ((1:120)). |
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Sensitivity | Light sensitive;Air sensitive |
Melt Point(°C) | 175°C |
Pictogram(s) | GHS06, GHS08, GHS09, 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 H400:Very toxic to aquatic life H372:Causes damage to organs through prolonged or repeated exposure H361fd:Suspected of damaging fertility; Suspected of damaging the unborn child |
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. P273:Avoid release to the environment. 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. P260:Do not breathe dust/fume/gas/mist/vapors/spray. 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. P391:Collect spillage. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P318:if exposed or concerned, get medical advice. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | VC5075000 |
Reaxy-Rn | 153637 |
Merck Index | 5031 |
Starting at $69.90
1. Qin Tan, Xuanxuan An, Shuang Pan, Shujun Zhen, Yongmei Hu, Xiaoli Hu. (2022) One-pot hydrothermal method synthesis carbon dots as a fluorescent sensor for the sensitive and selective detection of clioquinol. OPTICAL MATERIALS, 123 (111830). [PMID:] [10.1016/j.optmat.2021.111830] |
2. Lijun Xu, Jialin Sai, Dongguo Xue, Lu Zhou, Renjun Pei, Aihua Liu. (2021) Amplified Peroxidase-like Activity of Co2+ Using 8-Hydroxyquinoline and Its Application for Ultrasensitive Colorimetric Detection of Clioquinol. Chemistry-An Asian Journal, 16 (23): (3957-3962). [PMID:34605211] [10.1002/asia.202100997] |
1. T W Meade. (1975-09-01) Subacute myelo-optic neuropathy and clioquinol. An epidemiological case-history for diagnosis.. British journal of preventive & social medicine, 29 ((3)): (157-169). [PMID:127638] |
2. C Chen,K Samejima,Z Tamura. (1976-01-01) A gas chromatographic determination method of 5-chloro-7-iodo-8-quinolinol and its conjugates in biological fluids.. Chemical & pharmaceutical bulletin, 24 ((1)): (97-101). [PMID:131650] |
3. H E Kaeser. (1984-01-01) Transient global amnesia due to clioquinol.. Acta neurologica Scandinavica. Supplementum, 100 (175-183). [PMID:6237545] |
4. Santana L et al.. (2008) Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.. J Med Chem, 51 (21): (6740-51). [PMID:18834112] |
5. J Tateishi. (2000-10-19) Subacute myelo-optico-neuropathy: clioquinol intoxication in humans and animals.. Neuropathology : official journal of the Japanese Society of Neuropathology, 20 Suppl (S20-S24). [PMID:11037182] |
6. Vincent Moret,Nathalie Dereudre-Bosquet,Pascal Clayette,Younes Laras,Nicolas Pietrancosta,Amandine Rolland,Clement Weck,Sylvain Marc,Jean-Louis Kraus. (2006-09-27) Synthesis and anti-HIV properties of new hydroxyquinoline-polyamine conjugates on cells infected by HIV-1 LAV and HIV-1 BaL viral strains.. Bioorganic & medicinal chemistry letters, 16 ((23)): (5988-5992). [PMID:17000109] |
7. Poonpilas Hongmanee,Kamolchanok Rukseree,Benjamas Buabut,Boontiwa Somsri,Prasit Palittapongarnpim. (2006-12-21) In vitro activities of cloxyquin (5-chloroquinolin-8-ol) against Mycobacterium tuberculosis.. Antimicrobial agents and chemotherapy, 51 ((3)): (1105-1106). [PMID:17178795] |
8. Brian Y Feng,Brandon H Toyama,Holger Wille,David W Colby,Sean R Collins,Barnaby C H May,Stanley B Prusiner,Jonathan Weissman,Brian K Shoichet. (2008-01-29) Small-molecule aggregates inhibit amyloid polymerization.. Nature chemical biology, 4 ((3)): (197-199). [PMID:18223646] |
9. Noriyoshi Iwata. (2008-04-22) [Therapeutic effect of clioquinol for Alzheimer disease].. Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 131 ((3)): (223-223). [PMID:18421848] |
10. Vincent Moret,Younes Laras,Thierry Cresteil,Geneviève Aubert,Dou Q Ping,Chen Di,Magali Barthélémy-Requin,Christophe Béclin,Vincent Peyrot,Diane Allegro,Amandine Rolland,Francesca De Angelis,Evelina Gatti,Philippe Pierre,Luca Pasquini,Eleonora Petrucci,Ugo Testa,Jean-Louis Kraus. (2008-05-20) Discovery of a new family of bis-8-hydroxyquinoline substituted benzylamines with pro-apoptotic activity in cancer cells: synthesis, structure-activity relationship, and action mechanism studies.. European journal of medicinal chemistry, 44 ((2)): (558-567). [PMID:18485536] |
11. Alessio Innocenti,Mika Hilvo,Andrea Scozzafava,Seppo Parkkila,Claudiu T Supuran. (2008-05-27) Carbonic anhydrase inhibitors: Inhibition of the new membrane-associated isoform XV with phenols.. Bioorganic & medicinal chemistry letters, 18 ((12)): (3593-3596). [PMID:18501600] |
12. Xinliang Mao,Aaron D Schimmer. (2008-09-25) The toxicology of Clioquinol.. Toxicology letters, 182 ((1-3)): (1-6). [PMID:18812216] |
13. Denis Fourches,Julie C Barnes,Nicola C Day,Paul Bradley,Jane Z Reed,Alexander Tropsha. (2009-12-18) Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.. Chemical research in toxicology, 23 ((1)): (171-183). [PMID:20014752] |
14. Naomi L Kruhlak,Sydney S Choi,Joseph F Contrera,James L Weaver,James M Willard,Kenneth L Hastings,Lawrence F Sancilio. (2008-01-01) Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.. Toxicology mechanisms and methods, 18 ((2-3)): (217-227). [PMID:20020916] |
15. Francisco J Prado-Prado,Xerardo García-Mera,Humberto González-Díaz. (2010-02-27) Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.. Bioorganic & medicinal chemistry, 18 ((6)): (2225-2231). [PMID:20185316] |
16. A D Schimmer. (2011-01-21) Clioquinol - a novel copper-dependent and independent proteasome inhibitor.. Current cancer drug targets, 11 ((3)): (325-331). [PMID:21247386] |
17. Amy M Ruschak,Malik Slassi,Lewis E Kay,Aaron D Schimmer. (2011-05-25) Novel proteasome inhibitors to overcome bortezomib resistance.. Journal of the National Cancer Institute, 103 ((13)): (1007-1017). [PMID:21606441] |
18. Claudia C Wagner,Ana C González-Baró,Enrique J Baran. (2011-06-15) Vibrational spectra of the Ga(III) complexes with oxine and clioquinol.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79 ((5)): (1762-1765). [PMID:21664859] |
19. Kouichi Yoshinari,Mariko Sakamoto,Laddawan Senggunprai,Yasushi Yamazoe. (2011-08-09) Clioquinol is sulfated by human jejunum cytosol and SULT1A3, a human-specific dopamine sulfotransferase.. Toxicology letters, 206 ((2)): (229-233). [PMID:21820498] |
20. Jie Zheng,Doris M Benbrook,Haijun Yu,Wei-Qun Ding. (2011-08-27) Clioquinol suppresses cyclin D1 gene expression through transcriptional and post-transcriptional mechanisms.. Anticancer research, 31 ((9)): (2739-2747). [PMID:21868515] |
21. Agnieszka Zgoła-Grześkowiak,Tomasz Grześkowiak. (2011-09-29) The use of a triple quadrupole linear ion trap mass spectrometer with electrospray ionisation for fragmentation studies of selected antifungal drugs.. Rapid communications in mass spectrometry : RCM, 25 ((20)): (3049-3055). [PMID:21953959] |
22. Peter Faller. (2011-11-29) Copper in Alzheimer disease: too much, too little, or misplaced?. Free radical biology & medicine, 52 ((4)): (747-748). [PMID:22120895] |
23. Jie Zheng,Xiao-Xi Zhang,Haijun Yu,Jori E Taggart,Wei-Qun Ding. (2012-03-15) Zinc at cytotoxic concentrations affects posttranscriptional events of gene expression in cancer cells.. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 29 ((1-2)): (181-188). [PMID:22415087] |
24. []}]. (2013-04-06) Can we reverse Alzheimer's? New approaches from Harvard offer hope.. Harvard health letter, 38 ((3)): (1-1). [PMID:23556155] |
25. Biyin Cao,Jie Li,Jingyu Zhu,Mingyun Shen,Kunkun Han,Zubin Zhang,Yang Yu,Yali Wang,Depei Wu,Suning Chen,Aining Sun,Xiaowen Tang,Yun Zhao,Chunhua Qiao,Tingjun Hou,Xinliang Mao. (2013-10-12) The antiparasitic clioquinol induces apoptosis in leukemia and myeloma cells by inhibiting histone deacetylase activity.. The Journal of biological chemistry, 288 ((47)): (34181-34189). [PMID:24114842] |
26. Marin J de Jong,Judith J Korterink,Marc A Benninga,Mirrian Hilbink,J Widdershoven,Judith M Deckers-Kocken. (2014-07-24) Dientamoeba fragilis and chronic abdominal pain in children: a case-control study.. Archives of disease in childhood, 99 ((12)): (1109-1113). [PMID:25053737] |
27. Takao Fukui,Kunihiko Asakura,Chika Hikichi,Tomomasa Ishikawa,Rie Murai,Seiko Hirota,Ken-Ichiro Murate,Madoko Kizawa,Akihiro Ueda,Shinji Ito,Tatsuro Mutoh. (2015-03-12) Histone deacetylase inhibitor attenuates neurotoxicity of clioquinol in PC12 cells.. Toxicology, 331 (112-118). [PMID:25758465] |
28. Richard M Monaghan,Robert G Barnes,Kate Fisher,Tereza Andreou,Nicholas Rooney,Gino B Poulin,Alan J Whitmarsh. (2015-05-12) A nuclear role for the respiratory enzyme CLK-1 in regulating mitochondrial stress responses and longevity.. Nature cell biology, 17 ((6)): (782-792). [PMID:25961505] |
29. Maria Carmen Catapano,Michele Protti,Tommaso Fontana,Roberto Mandrioli,Přemysl Mladěnka,Laura Mercolini. (2019-08-28) An Original HPLC Method with Coulometric Detection to Monitor Hydroxyl Radical Generation via Fenton Chemistry.. Molecules (Basel, Switzerland), 24 ((17)): [PMID:31450723] |
30. F Clifford Rose,M Gawel. (1984-01-01) Clioquinol neurotoxicity: an overview.. Acta neurologica Scandinavica. Supplementum, 100 (137-145). [PMID:6237543] |
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