74204-47-0

Basic information

• Product Name: 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE
• Synonyms: 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE;1-[1-(2-Hydroxyphenyl)ethyl]-1H-imidazole;2-[1-(1H-Imidazol-1-yl)ethenyl]phenol;o-[1-(1H-Imidazol-1-yl)vinyl]phenol;phenol, 2-[1-(1H-imidazol-1-yl)ethenyl]-;2-(1-imidazol-1-ylethenyl)phenol
• CAS NO: 74204-47-0
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• Mol File: 74204-47-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 397.8°C at 760 mmHg
• Flash Point: 194.4°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 6.75E-07mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE(74204-47-0)
• EPA Substance Registry System: 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE(74204-47-0)

Safety Data

• Hazardous Substances Data: 74204-47-0(Hazardous Substances Data)

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

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

Downstream Products

• 77175-59-8 2-<1-(1-imidazolyl)ethyl>phenol 
• 82633-90-7 1-[1-[2-(α-methylbenzyloxy)phenyl]vinyl]imidazole.hydrochloride 
• 92678-39-2 1-[1-[2-[(2,4-dichlorophenyl)-methoxy]-phenyl]-etheneyl]-1H-imidazole 
• 120910-24-9 1-[1-(2-(2,3-dimethyl-but-2-en-1-yl-oxy)phenyl)-vinyl]-imidazole 
• 85128-47-8 1-[2-(1-Imidazol-1-yl-vinyl)-phenoxy]-3-pyrrolidin-1-yl-propan-2-ol 
• 85127-66-8 1-tert-Butylamino-3-[2-(1-imidazol-1-yl-vinyl)-phenoxy]-propan-2-ol 
• 85128-49-0 1-{2-[1-(1-imidazolyl)ethyl]phenoxy}-3-isopropylamino-2-propanol 
• 85127-67-9 1-[2-(1-Imidazol-1-yl-vinyl)-phenoxy]-3-isopropylamino-propan-2-ol 
• 85128-48-9 1-{2-[1-(1-imidazolyl)vinyl]phenoxy}-3-dimethylamino-2-propanol 
• 98406-01-0 1-<1-<2-<(3-chloro-4-methoxybenzyl)oxy>phenyl>vinyl>-1H-imidazole 
• 98406-10-1 1-<1-<2-<(3-chloro-5-hydroxybenzyl)oxy>phenyl>vinyl>-1H-imidazole hydrochloride 
• 108648-61-9 1-(1-{2-[2-(2,4-Dichloro-phenyl)-ethoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-56-2 1-(1-{2-[3-(4-Chloro-phenylsulfanyl)-propoxy]-phenyl}-vinyl)-1H-imidazole 
• 108648-55-1 1-(1-{2-[2-(4-Chloro-phenoxy)-ethoxy]-phenyl}-vinyl)-1H-imidazole 

Relevant articles and documents

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.

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

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.