C iclopirox ethanolamine 41621-49-2

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Molecular Weight: 268.35 Ci clopirox ethanolamine (Cic lopirox olamine, HOE 296) is a broad-spectrum antifungal agent working as an iron chelator.


Biological Activity


Cicl opirox significantly inhibits the growth of C. albicans strain SC5314 cells, with MIC80s
of 1.0-2.0 μg/mL, growth decreased dramatically at the concentrations
of >0.6 μg/mL, and almost complete growth inhibition at concentration
of 0.7 μg/mL, unlike fluconazole which shows a much wider range of
concentrations with intermediate inhibition. Like iron chelator
bipyridine, C iclop irox reduces cell growth by binding to iron ions,
which can be reversed by addition of FeCl3. Moreover, Ci clopirox
treatment at subinhibitory concentration (0.6 μg/mL) only moderately
reduces the virulence genes such as genes encoding secreted proteinases
or lipases, but leads to a distinct up- or down-regulation of genes
encoding iron permeases or transporters (FTR1, FTR2, and FTH1), a copper
permease (CCC2), an iron reductase (CFL1), and a siderophore
transporter (SIT1).


Although the Candida drug resistance genes CDR1 and
CDR2 are up-regulated after Ci clopirox treatment, no change in
resistance or increased tolerance could be observed even after an
incubation period of 6 months, in contrast to fluconazole in which the
MICs for cells noticeably increase after 2 months. Cicl opirox inhibits
the growth of Aspergillus fumigatus strain B5233 with IC50 of 4.22 μM,
more potently compared with deferiprone with IC50 of 1.29 mM.


Protocol(Only for Reference)


Cell Assay: [1]

Cell lines	C. albicans strain SC5314
Concentrations	Dissolved in DMSO, final concentrations 10 μg/mL
Incubation Time	1-10 hours
Method	Sabouraud glucose medium (2%) is used for cell culture growth, and RPMI 2% glucose medium and 2% Sabouraud glucose medium are used for MIC determinations. For cell culture growth curves, 220 mL of 2% Sabouraud glucose medium containing different concentrations of Cic lopirox are inoculated with 105 cells/mL, and the mixture is shaken at 160 rpm and 37 °C for 1-10 hours. Growth is measured photometrically at 630 nm. FeCl3 or 2,2'-bipyridine is added to the medium at different concentrations for inhibition studie

Conversion of different model animals based on BSA (Value based on data from FDA Draft Guidelines)

Species	Baboon	Dog	Monkey	Rabbit	Guinea pig	Rat	Hamster	Mouse
Weight (kg)	12	10	3	1.8	0.4	0.15	0.08	0.02
Body Surface Area (m2)	0.6	0.5	0.24	0.15	0.05	0.025	0.02	0.007
Km factor	20	20	12	12	8	6	5	3

Animal A (mg/kg) = Animal B (mg/kg) multiplied by	Animal B Km
	Animal A Km

For example, to modify the dose of resveratrol used for a mouse (22.4 mg/kg) to a dose based on the BSA for a rat, multiply 22.4 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for resveratrol of 11.2 mg/kg.

Rat dose (mg/kg) = mouse dose (22.4 mg/kg) ×	mouse Km(3)	= 11.2 mg/kg
	rat Km(6)

Chemical Information

Molecular Weight (MW)	268.35
Formula	C12H17NO2.C2H7NO
CAS No.	41621-49-2

Storage	3 years -20℃Powder
	6 months-80℃in solvent (DMSO, water, etc.)
Synonyms

Solubility (25°C) *	In vitro	DMSO	6 mg/mL (22.35 mM)
		Water	<1 mg/mL (
		Ethanol	30 mg/mL (111.79 mM)
* <1 mg/ml means slightly soluble or insoluble. * Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Name	2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compd. with 2-aminoethanol (1:1)

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