Synonym
Phanquinone; Phanquone; C-11925; 11925 C; Ciba 11925
IUPAC/Chemical Name
4,7-Phenanthroline-5,6-dione
InChi Key
VLPADTBFADIFKG-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H6N2O2/c15-11-9-7(3-1-5-13-9)8-4-2-6-14-10(8)12(11)16/h1-6H
SMILES Code
O=C1C2=C(C=CC=N2)C3=C(N=CC=C3)C1=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
210.19
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: Gotti R, Gioia MG, Gatti R, Cavrini V. Phanquinone as a suitable derivatization reagent in micellar electrokinetic chromatography and HPLC analysis of amino acids. J Sep Sci. 2006 Jun;29(9):1259-67. PubMed PMID: 16833084.
2: COUDERT J, GARIN JP. [Trial treatment of hepatic distomiasis in humans with 4,7-phenanthroline-5, 6-quinone (11,925 c. or entobex Ciba)]. Lyon Med. 1959 Mar 22;91(12):527-30 passim. French. PubMed PMID: 13643031.
3: Gatti R, Gioia MG, Andreatta P, Pentassuglia G. HPLC-fluorescence determination of amino acids in pharmaceuticals after pre-column derivatization with phanquinone. J Pharm Biomed Anal. 2004 Apr 16;35(2):339-48. PubMed PMID: 15063467.
4: Shabir GA, Forrow NJ. Development and validation of a HPLC method for 4,7-phenanthroline-5,6-dione I and identification of its major impurity by HPLC-MS-APCI. J Chromatogr Sci. 2005 Apr;43(4):207-12. PubMed PMID: 15975237.
5: Gioia MG, Gatti R, Minarini A. LC determination of leuprolide component amino acids in injectable solution by phanquinone pre-column derivatization labelling procedure. J Pharm Biomed Anal. 2005 Apr 29;37(5):1135-41. PubMed PMID: 15862697.
6: Gatti R, Gioia MG. Liquid chromatographic fluorescence determination of amino acids in plasma and urine after derivatization with phanquinone. Biomed Chromatogr. 2008 Feb;22(2):207-13. PubMed PMID: 18004736.
7: Freyvogel TA, Gyr K. [Diarrhea caused by parasites]. Z Gastroenterol Verh. 1982 Apr;17:83-90. German. PubMed PMID: 6191465.
8: Chaiyabutr N, Tesprateep T, Loypetjra P, Pichaicharnarong A. Urinary bladder effects after oral dosages of the antidiarrhoeal drug (clioquinol/phanquinone/oxyphenonium bromide) in experimental dogs. J Med Assoc Thai. 1985 Dec;68(12):649-53. PubMed PMID: 2937868.
9: Husseini R, Stretton RJ. Studies on the antibacterial activity of phanquone: effect on metabolic activities of Escherichia coli and Staphylococcus aureus. Microbios. 1981;30(119):7-18. PubMed PMID: 7029215.
10: ANGIONI G. [Preliminary note on the therapy of intestinal amebiasis with phenanthroline-quinone derivatives (entobex)]. Minerva Med. 1958 Jun 20;49(49):2463-7. Italian. PubMed PMID: 13565687.
11: TALAAT SM. Intestinal amoebiasis, its treatment with entobex and mexaform. J Egypt Med Assoc. 1961;44:569-72. PubMed PMID: 13919297.
12: MARETIC Z. [Treatment of amebiasis and other intestinal affections wth entobex]. Ann Soc Belg Med Trop (1920). 1959 Oct 31;39:653-62. French. PubMed PMID: 14421017.
13: Agrawal A, Maitra SC, Sagar P. Biochemical and ultrastructural studies induced by phanquone on Entamoeba histolytica NIH-200. J Commun Dis. 1991 Mar;23(1):66-70. PubMed PMID: 1918871.
14: GHOSH PK, GUPTA S. Entobex in amoebiasis. Ann Biochem Exp Med. 1960;20(Suppl):461-3. PubMed PMID: 13898236.
15: Mett H, Gyr K, Zak O, Vosbeck K. Duodeno-pancreatic secretions enhance bactericidal activity of antimicrobial drugs. Antimicrob Agents Chemother. 1984 Jul;26(1):35-8. PubMed PMID: 6236746; PubMed Central PMCID: PMC179912.
16: Degen PH, Brechbühler S, Schäublin J, Riess W. The determination of phanquone in biological material by gas-liquid chromatography. J Chromatogr. 1976 Apr 7;118(3):363-70. PubMed PMID: 3515.
17: Husseini R, Stretton RJ. Studies on the antibacterial activity of phanquone: chelating properties in relation to mode of action against Escherichia coli and Staphylococcus aureus. Microbios. 1980;29(116):109-25. PubMed PMID: 7022141.
