Synonym
Quinifur; Khinifur;
IUPAC/Chemical Name
4-Quinolinecarboxamide, N-(4-(diethylamino)-1-methylbutylidene)-2-(2-(5-nitro-2-furanyl)ethenyl)-, phosphate (1:2)
InChi Key
FWFAAAZYGUDBFC-GOYNKABISA-N
InChi Code
InChI=1S/C25H28N4O4.H3O4P/c1-4-28(5-2)16-8-9-18(3)26-25(30)22-17-19(27-23-11-7-6-10-21(22)23)12-13-20-14-15-24(33-20)29(31)32;1-5(2,3)4/h6-7,10-15,17H,4-5,8-9,16H2,1-3H3;(H3,1,2,3,4)/b13-12+,26-18+;
SMILES Code
O=C(C1=CC(/C=C/C2=CC=C([N+]([O-])=O)O2)=NC3=CC=CC=C13)/N=C(C)/CCCN(CC)CC.O=P(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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
546.52
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: Daghastanli NA, Degterev IA, Tedesco AC, Borissevitch IE. Photocytotoxicity of a 5-nitrofuran-ethenyl-quinoline antiseptic (Quinifuryl) to P388 mouse leukemia cells. Braz J Med Biol Res. 2004 Dec;37(12):1873-9. Epub 2004 Nov 17. PubMed PMID: 15558194.
2: Degterev IA, Nogueira PC, Marsaioli AJ, Verces AE. Microsomal metabolism of quinifuryl--a nitrofuryl-ethenyl-quinolone antiseptic possessing antitumor activity in vitro. Eur J Drug Metab Pharmacokinet. 1999 Jan-Mar;24(1):15-22. PubMed PMID: 10412887.
3: Daghastanli NA, Rossa MM, Selistre-De-Araujo HS, Tedesco AC, Borissevitch IE, Degterev IA. Cytotoxicity of nitroheterocyclic compounds, quinifuryl and nitracrine, towards leukaemic and normal cells on the dark and under illumination with visible light. J Photochem Photobiol B. 2004 Jul 19;75(1-2):27-32. PubMed PMID: 15246347.
4: De Boni L, Correa DS, Silva DL, Gonçalves PJ, Zilio SC, Parra GG, Borissevitch IE, Canuto S, Mendonca CR. Experimental and theoretical study of two-photon absorption in nitrofuran derivatives: Promising compounds for photochemotherapy. J Chem Phys. 2011 Jan 7;134(1):014509. doi: 10.1063/1.3514911. PubMed PMID: 21219009.
5: Rossa MM, Rocha-e-Silva TA, Terruggi CH, Tedesco AC, Selistre-de-Araujo HS, Borissevich IE, Degterev IA. Comparison of the cytotoxicity of two nitroheterocyclic drugs (NHCD) towards transformed and non-transformed cells. Pharmacol Res. 2003 Oct;48(4):369-75. PubMed PMID: 12902207.
6: Buzukov AA, Il'asova VB, Tabak M, Meirelles NC, Degterev IA. An ESR and spectrophotometric study of the denitration of nitroheterocyclic drugs by liver homogenates and their metabolic consumption by liver microsomes from cytochrome P-450-induced mice. Chem Biol Interact. 1996 Mar 25;100(2):113-24. PubMed PMID: 8646785.
7: Blatun LA, Svetukhin AM, Pal'tsyn AA, Liapunov NA, Agafonov VA. [Clinico-laboratory effectiveness of modern ointments with a polyethylene glycol base in the treatment of purulent wounds]. Antibiot Khimioter. 1999;44(7):25-31. Review. Russian. PubMed PMID: 10494380.
