Synonym
8-Hydroxyquinoline sulfate, AI3-03968, Albisal, Chinosol, Cryptonol, Oxyquinoline sulfate, Oxine sulfate, Quinosol, Sunoxol, Superol
IUPAC/Chemical Name
8-Quinolinol, hydrogen sulfate (2:1)
InChi Key
YYVFXSYQSOZCOQ-UHFFFAOYSA-N
InChi Code
1S/2C9H7NO.H2O4S/c2*11-8-5-1-3-7-4-2-6-10-9(7)8;1-5(2,3)4/h2*1-6,11H;(H2,1,2,3,4)
SMILES Code
c12c(c(ccc1)O)[n+]ccc2.c12c(c(ccc1)O)[n+]ccc2.S(=O)(=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
>3 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
Biological target:
8-Hydroxyquinoline hemisulfate (8-Quinolinol hemisulfate) is a monoprotic bidentate chelating agent.
In vitro activity:
In vitro cytotoxicity test revealed that 8-HOQ (8-hydroxyquinoline) possesses potent cytotoxicity activities with IC50 values of 26 µM, 5 µM, 7.2 µM at 24 h, 48 h, and 72 h respectively against A549 lung cancer cell lines. The result also demonstrated that 8-HOQ from Streptomyces spp significantly inhibited the A549 lung cancer cell lines and activated the intrinsic pathways of apoptosis. The caspase-3 and caspase-8 activities were potentially elevated in 8-HOQ treated A549 cell lines and confirmed that 8-HOQ mediated A549 cancer cell death through the intrinsic pathway.
Reference: World J Microbiol Biotechnol. 2022 Aug 12;38(10):182. https://pubmed.ncbi.nlm.nih.gov/35953631/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
388.39
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 |
Formulation protocol:
Dash RC, Wen J, Zaino AM, Morel SR, Chau LQ, Wechsler-Reya RJ, Hadden MK. Structure-based virtual screening identifies an 8-hydroxyquinoline as a small molecule GLI1 inhibitor. Mol Ther Oncolytics. 2021 Jan 16;20:265-276. doi: 10.1016/j.omto.2021.01.004. PMID: 33614910; PMCID: PMC7873571.
In vitro protocol:
Dash RC, Wen J, Zaino AM, Morel SR, Chau LQ, Wechsler-Reya RJ, Hadden MK. Structure-based virtual screening identifies an 8-hydroxyquinoline as a small molecule GLI1 inhibitor. Mol Ther Oncolytics. 2021 Jan 16;20:265-276. doi: 10.1016/j.omto.2021.01.004. PMID: 33614910; PMCID: PMC7873571.
1: Andersen A. Final amended report on the safety assessment of oxyquinoline and oxyquinoline sulfate as used in cosmetics. Int J Toxicol. 2006;25 Suppl 1:1-9. doi: 10.1080/10915810600716570. PMID: 16835127.
2: Gallo G, Marcellino LR, Santoro S, Orzi C, Cellini C. Studio su un'associazione farmacoilogica per uso topico ad azione anticoncezionale, antibatterica, antimicotica e profilattica per le malattie veneree. Nota 4. Effetto dell'associazione ossichinolina solfato, solfato di rame ed acido lattico sul Trichomonas vaginalis e sulla Candida albicans in vivo [Study of a drug combination with contraceptive, antibacterial, antimycotic and prophylactic action, for topical use in venereal diseases. 4. Effect of the combination of oxyquinoline sulfate, copper sulfate and lactic acid on Trichomonas vaginalis and on Candida albicans in vivo]. Clin Ter. 1980 Jul 15;94(1):39-55. Italian. PMID: 6777111.
3: Franchi F, Santoro S, Crescenzi F, Santoro C, Ivaldi M. Studio su un'associazione farmacologica per uso topico ad azione anticoncezionale, anti- batterica, antimicotica e profilattica per le malattie veneree. III. Studio "in vivo" sull'azione spermicida dell'associazione farmacologica ossichinolina solfato, solfato di rame, acido lattico valutata mediante la tecnica del PCT (post coital test) [Study of a topical antibacterial, contraceptive, antifungal and anti-venereal pharmacological combination. III. Post-coital test of the spermicidal action of a combination of oxyquinoline sulfate, copper sulfate and lactic acid]. Minerva Ginecol. 1979 Jun;31(6):483-6. Italian. PMID: 114896.
4: Ivaldi M, Mazzilli F, Santoro S, Crescenzi F, Santoro C. Studio su un'associazione farmacologica per uso topico ad azione anticoncezionale, antibatterica, antimicotica e profilattica per le malattie veneree. Nota 2. Alterazioni morfologiche al microscopio ottico e al microscopio a scansione degli spermatozoi umani in "vitro" dopo contatto con l'associazione ossichinolina solfato e solfato di rame [Study of a drug combination for topical use, with contraceptive, antibacterial and antimycotic action and venereal disease preventive action. II. Optical microscopic and scanning microscopic studies of morphological changes of human spermatozoa in vitro after contact with the oxyquinoline sulfate and copper sulfate association]. Minerva Ginecol. 1979 May;31(5):387-90. Italian. PMID: 111167.
5: Ivaldi M, Mazzilli F, Santoro S, Fraioli F, Dondero F. Studio su di una associazione farmacologica per uso topico ad azione anticoncezionale, antibatterica, antimicotica e profilattica per le malattie veneree. Nota I. Effetto della ossichinolina solfato, del solfato di rame sulla motilità e sulla morfologia degli spermatozoi umani in "vitro" [Study of a drug combination for topical use, with contraceptive, antibacterial, antimycotic and prophylactic action for venereal diseases. I. Effect of oxyquinoline sulfate and copper sulfate on the motility and morphology of human spermatozoa in vitro]. Minerva Ginecol. 1979 Apr;31(4):257-62. Italian. PMID: 111166.
6: Gupta VD, Sachanandani S. Quantitative determinations of antipyrine and benzocaine in ear drops by high-pressure liquid chromatography. J Pharm Sci. 1977 Jun;66(6):897-8. doi: 10.1002/jps.2600660650. PMID: 874804.
7: BASNUEVO JG. Sulfato de oxiquinolema [Oxyquinoline sulfate]. Rev Kuba Med Trop Parasitol. 1950 Sep-Oct;6(9-10):120-1. Undetermined Language. PMID: 14808887.
8: REIMERS F. Alkalimetrisk titrering af o-Oksykinolinsulfat [Alkalimetric titration of o-Oxyquinoline sulfate]. Dan Tidsskr Farm. 1948 Aug;22(8):181-7. Danish. PMID: 18884011.
9: Brown RL, Gamble CJ. A method of testing the relative spermicidal effectiveness of contraceptives, and its application to ten commercial products. Hum Fertil. 1940 Aug;5(4):97-108. PMID: 12305459.
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