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Usage

Uses

Used in Pharmaceutical Industry:
5-Oxazolidinemethanol, 3-(1-methylethyl)-2-phenyl-, 4-methylbenzenesulfonate (ester) is used as a key intermediate in the synthesis of 1-(4-(2-Cyclobutoxyethyl)phenoxy)-3-(isopropylamino)propan-2-ol (C988245), a derivative of Betaxolol (B328000). 5-Oxazolidinemethanol, 3-(1-methylethyl)-2-phenyl-,
4-methylbenzenesulfonate (ester) has potential applications in the development of new drugs and therapeutic agents, particularly in the treatment of various medical conditions.

Upstream product

• 54126-58-8 2-Phenyl-3-isopropyl-5-(hydroxymethyl)-oxazolidine 
• 98-59-9 p-toluenesulfonyl chloride 
• 6452-57-9 1,2-dihydroxy-3-isopropylaminopropane 
• 100-52-7 benzaldehyde 

Downstream Products

• 104857-50-3 (5S)-5-(4-((2-cyclopropylmethoxy)ethyl)phenoxy)methyl-3-isopropyl-2-phenyloxazolidine 
• 90821-27-5 (S)-(-)-1-<2,5-dichloro-6-<1-(1H-imidazol-1-yl)ethyl>phenoxy>-3-<(1-methylethyl)amino>-2-propanol 
• 90743-01-4 (S)-2-phenyl-3-isopropyl-5-(iodomethyl)oxazolidine 
• 93221-48-8 (-)-Betaxolol 
• 85613-37-2 2-<4-<3-(isopropylamino)-2-hydroxypropoxy>phenyl>-4-(2-thienyl)imidazole 

Relevant academic research and scientific papers

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.

β1-Selective adrenoceptor antagonists: Examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class

A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for β-adrenoceptor antagonism, and several examples were found to be selective for the β1-adrenoceptor. The structure-activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl] -4-(2-thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the β1-adrenergic receptor and has been selected for in-depth studies.