CAS No 27220-47-9 , 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole

Title: Econazole
CAS Registry Number: 27220-47-9
CAS Name: 1-[2-[(4-Chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Synonyms: 1-[2,4-dichloro-b-[(p-chlorobenzyl)oxy]phenethyl]imidazole
Manufacturers' Codes: SQ-13050
Molecular Formula: C18H15Cl3N2O
Molecular Weight: 381.68
Percent Composition: C 56.64%, H 3.96%, Cl 27.87%, N 7.34%, O 4.19%
Literature References: Prepn: Godefroi et al., J. Med. Chem. 12, 784 (1969); Godefroi, Heeres, DE 1940388; eidem, US 3717655 (1970, 1973 both to Janssen). Biological and toxicological properties: Thienpont et al., Arzneim.-Forsch. 25, 224 (1975). Review of antifungal activity and therapeutic efficacy: R. C. Heel et al., Drugs 16, 177-201 (1978). Comprehensive description: A. M. Dyas, H. Delargy, Anal. Profiles Drug Subs. Excip. 23, 125-152 (1994).
Properties: mp 86.8°.
Melting point: mp 86.8°
 
Derivative Type: Nitrate
CAS Registry Number: 24169-02-6
Manufacturers' Codes: R-14827
Trademarks: Epi-Pevaryl (Cilag-Chemie); Gyno-Pevaryl (Cilag-Chemie); Ifenec (Italfarmaco); Micofugal (Biopharma); Micogin (Crosara); Palavale (Otsuka); Pargin (Gibipharma); Pevaryl (Cilag); Spectazole (Ortho)
Molecular Formula: C18H15Cl3N2O.HNO3
Molecular Weight: 444.70
Percent Composition: C 48.62%, H 3.63%, Cl 23.92%, N 9.45%, O 14.39%
Properties: White, odorless crystals from a mixture of 2-propanol, methanol and diisopropyl ether, mp 162°. uv max (methanol): 202, 225 nm. uv max (methanol): 265, 271, 280 nm (A1%1cm 9.4, 9.7, 4.9). Soly at 20° (g/100 ml): water <0.1; ethanol (96%) 2.0; acetone 1.5. LD50 in mice, rats (mg/kg): 462.7, 667.7 orally (Thienpont).
Melting point: mp 162°
Absorption maximum: uv max (methanol): 202, 225 nm; uv max (methanol): 265, 271, 280 nm (A1%1cm 9.4, 9.7, 4.9)
Toxicity data: LD50 in mice, rats (mg/kg): 462.7, 667.7 orally (Thienpont)
 
Therap-Cat: Antifungal.
Keywords: Antifungal (Synthetic); Imidazoles.