74204-47-0

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 26, p. 768, 1983 DOI: 10.1021/jm00359a026

InChI:InChI=1/C11H10N2O/c1-9(13-7-6-12-8-13)10-4-2-3-5-11(10)14/h2-8,14H,1H2

Upstream product

• 67-56-1 methanol 
• 98406-00-9 1-<1-<2-<3-chloro-4-(β-methoxyethoxymethyl)oxybenzyloxy>phenyl>vinyl>-1H-imidazole 
• 118-93-4 o-hydroxyacetophenone 
• 3005-50-3 N,N'-Thionyldiimidazole 

Downstream Products

• 108618-17-3 1-[1-(2-Benzyloxy-phenyl)-vinyl]-1H-imidazole 
• 108649-05-4 1-{1-[2-(Thiophen-3-ylmethoxy)-phenyl]-vinyl}-1H-imidazole 
• 77175-51-0 croconazole 
• 108649-06-5 1-{1-[2-(2-Chloro-thiophen-3-ylmethoxy)-phenyl]-vinyl}-1H-imidazole 
• 108648-67-5 1-{1-[2-(2-Phenoxy-ethoxy)-phenyl]-vinyl}-1H-imidazole 
• 82633-91-8 1-{1-[2-(1-Phenyl-propoxy)-phenyl]-vinyl}-1H-imidazole 
• 108618-20-8 1-{1-[2-(3,4-Dichloro-benzyloxy)-phenyl]-vinyl}-1H-imidazole 
• 108648-59-5 1-(1-{2-[2-(4-Chloro-phenyl)-ethoxy]-phenyl}-vinyl)-1H-imidazole 
• 82634-00-2 1-(1-{2-[1-(3-Chloro-phenyl)-ethoxy]-phenyl}-vinyl)-1H-imidazole 
• 82633-94-1 1-(1-{2-[1-(4-Chloro-phenyl)-ethoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-63-1 1-(1-{2-[3-(4-Chloro-phenyl)-propoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-55-1 1-(1-{2-[2-(4-Chloro-phenoxy)-ethoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-56-2 1-(1-{2-[3-(4-Chloro-phenylsulfanyl)-propoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-61-9 1-(1-{2-[2-(2,4-Dichloro-phenyl)-ethoxy]-phenyl}-vinyl)-1H-imidazole 

Relevant academic research and scientific papers

1-[1-[2-[(3-Chlorobenzyl)oxy]phenyl]vinyl]-1H-imidazole hydrochloride, a new potent antifungal agent

The synthesis and antifungal properties of 1-[1-[2-[(3-chlorobenzyl)oxy]phenyl]vinyl]-1H-imidazole hydrochloride (1-HCl) are described. Topical application of cream and gel formulation of 1-HCl showed high efficacy against guinea pig dermatophytosis.

Syntheses and NMR Spectroscopic Studies on the Conformations of 1--1H-Imidazoles

The title compounds were synthesized from 2-phenol and their conformations were discussed on the basis of their 1H and 13C spectra.

Synthesis and Antifungal Activity of New 1-Vinylimidazoles

Carbonyl compounds I were subjected to an imidazole transfer reaction with N,N'-sulfinyldiimidazole or N,N'-carbonyldiimidazole to obtain the diimidazole II and the monoimidazole III.Various 1-vinylimidazoles IV, derived from o-hydroxyacetophenones by imi

SYNTHESES OF PHENOLIC METABOLITES OF AN ANTIFUNGAL IMIDAZOLE DERIVATIVE (CLOCONAZOLE HYDROCHLORIDE)

Syntheses of phenolic metabolites of antifungal vinylimidazole derivative 6*HCl (Cloconazole hydrochloride) are described.Phenolic compound 8 was prepared from 2 using selective mono THP protection, followed by imidazolation and deprotection. 10 was synth

Synthesis and antiarrhythmic activity of new 1-[1-[2-[3-(alkylamino)-2-hydroxypropoxy]phenyl]vinyl]-1H-imidazoles and related compounds

Various 1-[1-[2-[3-(alkylamino)-2-hydroxypropoxy]phenyl]vinyl]-1H-azoles were synthesized and investigated for β-adrenoceptor-blocking and antiarrhythmic activities. Although no compounds showed more potent β-blocking effects than propranolol in the isolated guinea pig right atria, many compounds exhibited significant antiarrhythmic effects against aconitine or ischemic arrhythmia in mice or dogs. 1-[2,5-Dichloro-6-[1-(1H-imidazol-1-yl)ethenyl]phenoxy]-3-[(1-methylethyl) amino]-2-propanol hydrochloride (48) (711389-S) was selected as a candidate for clinical evaluation in man, since its antiarrhythmic effects were superior to those of quinidine, disopyramide, or propranolol. Asymmetric synthesis of (R)-(+)- and (S)-(-)-48 is described, and it is proven that there is no stereospecificity in the antiarrhythmic effect of 48.