Econazole nitrate

A broad-spectrum imidazole antifungal agent used topically to treat dermatophytosis, cutaneous candidiasis, pityriasis versicolor, and certain other superficial fungal infections. Econazole inhibits fungal lanosterol 14α-demethylase (CYP51), disrupting ergosterol biosynthesis and impairing fungal cell membrane integrity. It is active against dermatophytes, Candida species, and Malassezia species and also exhibits some antibacterial activity against Gram-positive bacteria

CAS Number: 24169-02-6

Molecular Mass: 444.7 g/mol

Formula: C₁₈H₁₆Cl₃N₃O₄

Smiles: Clc1ccc(COC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1.O=[N+]([O-])O

Synonymes:

Econazole nitrate, 24169-02-6, Ifenec, Spectazole, Pevaryl, Epi-pevaryl, (+-)-Econazole nitrate, Gyno-Pevaryl 150, Econazole mononitrate, Palavale, Ecoza, R 14827, H438WYN10E, DTXSID6025226, R 14,827, SQ13050, 1-(2,4-Dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)imidazole nitrate, SQ-13050, DTXCID905226, R14827, R-14827, 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole, nitric acid, Imidazole, 1-(2,4-dichloro-beta-((p-chlorobenzyl)oxy)phenethyl)-, mononitrate, NSC243115, 1H-Imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, mononitrate, Ecostatin-1, Gyno-pevaryl once, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)imidazole, nitric acid, Nitrate, Econazole, Ecostatin twin pack, RefChem:55090, Gyno-pevaryl 1 cp pack, CHEBI:4755, 1-(2-((4-chloro-phenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole Mononitrate, Ecostatin, 68797-31-9, Gyno-pevaryl, Econazole (nitrate), Econazole nitrate salt, MFCD00058160, NSC 243115, Econazole nitrate (Spectazole), SQ 13050, 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole nitrate, MLS000028626, NSC-243115, SMR000058732, EcoNail, 1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole, nitric acid, C18H16Cl3N3O4, CCRIS 6031, 1-(2-((4-Chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazolium nitrate, SR-01000003142, NCGC00018258-03, EINECS 246-053-5, UNII-H438WYN10E, Micogin, Spectazole (TN), Prestwick_191, GYNORYL, Ecoza (TN), Econazole nitrate CRS, Econazole nitrate [USAN:USP:BAN:JAN], 24169-02-6 (NITRATE), 1-[2-[(4-chlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole nitrate, Opera_ID_1393, Miconazole EP Impurity B, CAS-24169-02-6, SCHEMBL36213, MLS001076561, MLS002222182, MLS002415728, Econazole nitrate (JAN/USP), SPECTRUM1501185, REGID_for_CID_68589, ECONAZOLE NITRATE [MI], Econazole Nitrate(discontinued), orb1310609, orb3025592, ECONAZOLE NITRATE [JAN], CHEMBL1201049, ECONAZOLE NITRATE [USAN], SCHEMBL29379555, HMS500F15, ECONAZOLE NITRATE [VANDF], DDXORDQKGIZAME-UHFFFAOYSA-N, ECONAZOLE NITRATE [MART.], HMS1568N10, HMS1921P03, HMS2092L03, HMS2095N10, HMS2235C19, HMS3656C14, HMS3712N10, HMS5081I19, Pharmakon1600-01501185, ECONAZOLE NITRATE [USP-RS], ECONAZOLE NITRATE [WHO-DD], HY-B0453, MSK10184, Tox21_110852, Tox21_200771, Tox21_303391, CCG-38966, Econazole for system suitability CRS, NSC757882, s2535, T0444L, AKOS015895218, Tox21_110852_1, AB02338, AC-1113, EBC-108078, ECONAZOLE NITRATE [EP IMPURITY], ECONAZOLE NITRATE [ORANGE BOOK], FE22641, NSC 757882, NSC-757882, 1H-Imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, nitrate, ECONAZOLE NITRATE [EP MONOGRAPH], ECONAZOLE NITRATE [USP MONOGRAPH], NCGC00018258-10, NCGC00089813-02, NCGC00094926-01, NCGC00094926-02, NCGC00094926-03, NCGC00094926-04, NCGC00257500-01, NCGC00258325-01, AS-13263, SY074389, E0957, SW196500-3, VU0239797-5, C08069, D00881, 1H-Imidazole,4-dichlorophenyl]ethyl)-, nitrate, F858778, 1H-Imidazole,4-dichlorophenyl)ethyl]-, mononitrate, SR-01000003142-2, SR-01000003142-3, Q27279621, 1-[2-(4-Chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]im idazole nitrate, 1-[2-(4-Chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Nitrate, Imidazole,4-dichloro-.beta.-[(p-chlorobenzyl)oxy]phenethyl]-, mononitrate, (+/-)-1-(2,4-DICHLORO-.BETA.-((P-CHLOROBENZYL)OXY)PHENETHYL)-IMIDAZOLE MONONITRATE, 1H-IMIDAZOLE, 1-(2-((4-CHLOROPHENYL)METHOXY)-2-(2,4-DICHLOROPHENYL)ETHYL)-, MONONITRATE, (+/-)-, Nitric acid--1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole (1/1)

Bioactivity: Imidazole antifungal agent; fungal lanosterol 14α-demethylase (CYP51) inhibitor; inhibitor of ergosterol biosynthesis

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1,4-Dioxane	288.15	-	1.375	[99]
1,4-Dioxane	293.15	-	1.657	[99]
1,4-Dioxane	298.15	-	2.039	[99]
1,4-Dioxane	303.15	-	2.488	[99]
1,4-Dioxane	308.15	-	3.063	[99]
1,4-Dioxane	313.15	-	3.725	[99]
1,4-Dioxane	318.15	-	4.554	[99]
Ethanol	278.15	-	4.074	[99]
Ethanol	283.15	-	5.055	[99]
Ethanol	288.15	-	6.376	[99]
Ethanol	293.15	-	7.744	[99]
Ethanol	298.15	-	9.459	[99]
Ethanol	303.15	-	11.57	[99]
Ethanol	308.15	-	14.16	[99]
Ethanol	313.15	-	17.01	[99]
Ethanol	318.15	-	20.44	[99]
Methanol	278.15	-	16.8	[99]
Methanol	283.15	-	20.18	[99]
Methanol	288.15	-	24.5	[99]
Methanol	293.15	-	29.32	[99]
Methanol	298.15	-	35.9	[99]
Methanol	303.15	-	43.26	[99]
Methanol	308.15	-	51.88	[99]
Methanol	313.15	-	62.23	[99]
Methanol	318.15	-	73.66	[99]
Water	278.15	-	0.4132	[99]
Water	283.15	-	0.5057	[99]
Water	288.15	-	0.6089	[99]
Water	293.15	-	0.723	[99]
Water	298.15	-	0.8469	[99]
Water	303.15	-	0.9792	[99]
Water	308.15	-	1.119	[99]
Water	313.15	-	1.264	[99]
Water	318.15	-	1.412	[99]

Molecule 3D descriptors

Descriptor	Value
PMI1	2003.8415
PMI2	5308.2799
PMI3	5914.7545
NPR1	0.3388
NPR2	0.8975
RadiusOfGyration	3.8564
InertialShapeFactor	0.0004
Eccentricity	0.9409
Asphericity	0.3039
SpherocityIndex	0.3951
PBF	1.0455