WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 591652
CAS#: 148-24-3
Description: Oxyquinoline is an antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.
MedKoo Cat#: 591652
Name: Oxyquinoline
CAS#: 148-24-3
Chemical Formula: C9H7O
Exact Mass: 145.0528
Molecular Weight: 145.16
Elemental Analysis: C, 74.47; H, 4.86; N, 9.65; O, 11.02
This product is not in stock, which may be available by custom synthesis.
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Synonym: Oxyquinoline; NSC 2039; NSC-2039; NSC2039
IUPAC/Chemical Name: 8-Hydroxyquinoline
InChi Key: MCJGNVYPOGVAJF-UHFFFAOYSA-N
InChi Code: InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
SMILES Code: OC1=C2N=CC=CC2=CC=C1
Appearance: Solid powder
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
The following data is based on the product molecular weight 145.16 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 |
1: Poloznikov AA, Zakhariants AA, Nikulin SV, Smirnova NA, Hushpulian DM, Gaisina IN, Tonevitsky AG, Tishkov VI, Gazaryan IG. Structure-activity relationship for branched oxyquinoline HIF activators: Effect of modifications to phenylacetamide "tail". Biochimie. 2017 Feb;133:74-79. doi: 10.1016/j.biochi.2016.12.004. Epub 2016 Dec 19. PubMed PMID: 28007502.
2: Dittrich T, Hanekop N, Infed N, Schmitt L, Braun M. Synthesis of 5-oxyquinoline derivatives for reversal of multidrug resistance. Beilstein J Org Chem. 2012;8:1700-4. doi: 10.3762/bjoc.8.193. Epub 2012 Oct 5. PubMed PMID: 23209502; PubMed Central PMCID: PMC3511002.
3: Zhou T, Long YH, Yang DQ, Zhang HM, Wang WL. Ethyl 5,8-dibromo-2-dibromo-methyl-6,7-dimeth-oxyquinoline-3-carb-oxy-late. Acta Crystallogr Sect E Struct Rep Online. 2010 Jul 31;66(Pt 8):o2155. doi: 10.1107/S1600536810029351. PubMed PMID: 21588439; PubMed Central PMCID: PMC3007515.
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5: 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. PubMed PMID: 16835127.
6: Gerding GA, Browning JS. Oxyquinoline-containing ointment vs. standard therapy for stage I and stage II skin lesions. Dermatol Nurs. 1992 Oct;4(5):389-98. PubMed PMID: 1482629.
7: Newman LG, Waller J, Palestro CJ, Schwartz M, Klein MJ, Hermann G, Harrington E, Harrington M, Roman SH, Stagnaro-Green A. Unsuspected osteomyelitis in diabetic foot ulcers. Diagnosis and monitoring by leukocyte scanning with indium in 111 oxyquinoline. JAMA. 1991 Sep 4;266(9):1246-51. PubMed PMID: 1908030.
8: Minnich SM, Moeschberger M, Anderson J. Effect of oxyquinoline ointment on diaper dermatitis. Dermatol Nurs. 1991 Feb;3(1):25-8, 40. PubMed PMID: 1899797.
9: Chmiel Z. [Residue dynamics of ortho-oxyquinoline in fruit and vegetables after applying kuprasal]. Z Gesamte Hyg. 1986 Jun;32(6):381-2. German. PubMed PMID: 3092481.
10: Mason RW, McManus TJ, Henri D, Middleton M, Sloan C. Death in sheep following dosing with copper diethylamine oxyquinoline sulphonate as a commercial injectable copper preparation. Aust Vet J. 1984 Feb;61(2):38-40. PubMed PMID: 6547333.
11: Passarino M, Bogetti P, Lo Presti F, Perla A, Casale A, Giachero E, Anfossi G. [Treatment of skin tissue losses of different etiologies with 8-oxyquinoline associated with local anesthetics]. Minerva Chir. 1983 Jul 15-31;38(13-14):1113-9. Italian. PubMed PMID: 6415546.
12: Guy-Grand B, Basdevant A, Soffer M. Oxyquinoline neurotoxicity. Lancet. 1983 Apr 30;1(8331):933. PubMed PMID: 6132266.
13: Soffer M, Basdevant A, Sarragoussi JJ, Raison J, Guy-Grand B. Oxyquinoline toxicity. Lancet. 1983 Mar 26;1(8326 Pt 1):709. PubMed PMID: 6132067.
14: Gallium scan v indium 111-labeled oxyquinoline WBC scan. Arch Intern Med. 1982 Jul;142(7):1407-8. PubMed PMID: 7092458.
15: Gallo G, Marcellino LR, Santoro S, Orzi C, Cellini C. [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. PubMed PMID: 6777111.
16: Franchi F, Santoro S, Crescenzi F, Santoro C, Ivaldi M. [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. PubMed PMID: 114896.
17: Ivaldi M, Mazzilli F, Santoro S, Crescenzi F, Santoro C. [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. PubMed PMID: 111167.
18: Ivaldi M, Mazzilli F, Santoro S, Fraioli F, Dondero F. [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. PubMed PMID: 111166.
19: Pedersen A. [Oxyquinoline derivatives for peroral use will disappear from the market]. Ugeskr Laeger. 1978 May 15;140(20):1181. Danish. PubMed PMID: 664065.
20: Tajana A, Nardi D, Veronese M. [Recent research on derivatives of 8-oxyquinoline. New 7-arylglyoxylidenehydrazinomethyl-8-oxyquinolines and 5-chloro-7-arylglyoxylidenehydrazinomethyl-8-oxyquinolines]. Boll Chim Farm. 1975 Aug;114(8):440-4. Italian. PubMed PMID: 810149.
