Synonym
Clioquinol sulfate; 5-Chloro-7-iodo-8-quinolinol sulfate
IUPAC/Chemical Name
8-Quinolinol, 5-chloro-7-iodo-, hydrogen sulfate (ester)
InChi Key
SUQPZBLRPUGKON-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H5ClINO4S/c10-6-4-7(11)9(16-17(13,14)15)8-5(6)2-1-3-12-8/h1-4H,(H,13,14,15)
SMILES Code
IC1=CC(Cl)=C2C=CC=NC2=C1OS(=O)(O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
385.56
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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2: Yamamoto A, Debrah-Pinamang M, DiModica NJ, Kurogi K, Naqvi AA, Hui Y, Sakakibara Y, Suiko M, Liu MC. Identification and Characterization of the Human Cytosolic Sulfotransferases Mediating the Sulfation of Clioquinol and Iodoquinol. Drug Metab Lett. 2016;10(3):200-205. doi: 10.2174/1872312810666160719142850. PMID: 27449410.
3: Yoshinari K, Sakamoto M, Senggunprai L, Yamazoe Y. Clioquinol is sulfated by human jejunum cytosol and SULT1A3, a human-specific dopamine sulfotransferase. Toxicol Lett. 2011 Oct 10;206(2):229-33. doi: 10.1016/j.toxlet.2011.07.023. Epub 2011 Jul 27. PMID: 21820498.
4: Kotaki H, Yamamura Y, Tanimura Y, Saitoh Y, Nakagawa F, Tamura Z. Intestinal absorption and metabolism of clioquinol in the rat. J Pharmacobiodyn. 1983 Nov;6(11):881-7. doi: 10.1248/bpb1978.6.881. PMID: 6230438.
5: Degen PH, Moppert J, Schmid K, Weirich EG. Percutaneous absorption of clioquinol (Vioform). Dermatologica. 1979;159(4):295-301. doi: 10.1159/000250618. PMID: 157893.
6: Kotaki H, Hori S, Saitoh Y, Nakagawa F, Tamura Z. Absorption, distribution and metabolism of clioquinol in clioquinol-sensitive and -resistant neonatal rats. J Pharmacobiodyn. 1986 Dec;9(12):970-4. PMID: 2952786.
7: Ohshima N, Kotaki H, Saitoh Y, Nakagawa F, Tamura Z. Sex difference of the metabolic disposition of clioquinol in rats. J Pharmacobiodyn. 1989 Jul;12(7):371-7. doi: 10.1248/bpb1978.12.371. PMID: 2531797.
8: Boyvat A, Kalay Yildizhan I. Patch test results of the European baseline series among 1309 patients in Turkey between 2013 and 2019. Contact Dermatitis. 2021 Jan;84(1):15-23. doi: 10.1111/cod.13653. Epub 2020 Aug 3. PMID: 32618364.
9: Hori S, Kayanuma K, Ohtani S, Sugiura H, Kotaki H, Tsubaki T. Effects of 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol) and nerve growth factor on DNA, RNA and protein syntheses in neonatal rat superior cervical ganglia. Pharmacol Toxicol. 1988 Oct;63(4):225-32. doi: 10.1111/j.1600-0773.1988.tb00945.x. PMID: 2461553.
10: Yousfi H, Ranque S, Cassagne C, Rolain JM, Bittar F. Identification of repositionable drugs with novel antimycotic activity by screening the Prestwick Chemical Library against emerging invasive moulds. J Glob Antimicrob Resist. 2020 Jun;21:314-317. doi: 10.1016/j.jgar.2020.01.002. Epub 2020 Jan 28. PMID: 32004725.