50375-15-0

Usage

Uses

Used in Pharmaceutical Synthesis:
N-[4-(2-Hydroxyethoxy)phenyl]acetamide is used as an intermediate in the synthesis of N-[4-(2-Chloroethoxy)phenyl]-methanesulfonamide (C371290), which is an impurity of Dofetilide (D525700). Dofetilide is a well-known potassium channel blocker utilized in the treatment of certain cardiac arrhythmias. The role of N-[4-(2-Hydroxyethoxy)phenyl]acetamide in this context is to facilitate the production of Dofetilide, ensuring the availability of this essential medication for patients with heart conditions.

InChI:InChI=1/C10H13NO3/c1-8(13)11-9-2-4-10(5-3-9)14-7-6-12/h2-5,12H,6-7H2,1H3,(H,11,13)

Upstream product

• 93930-27-9 Carbonic acid 2-(4-acetylamino-phenoxy)-ethyl ester benzyl ester 
• 107-21-1 ethylene glycol 
• 103-84-4 Acetanilid 
• 103-90-2 4-acetaminophenol 
• 107-07-3 2-chloro-ethanol 
• 75-21-8 oxirane 
• 540-51-2 2-bromoethanol 

Downstream Products

• 36616-28-1 2-(4-acetamidophenoxy)ethyl chloride 
• 96740-81-7 1-acetoxy-2-(4-acetylamino-phenoxy)-ethane 
• 6421-88-1 2-(4-aminophenoxy)ethanol 
• 38519-26-5 [4-(2-chloro-ethoxy)-phenyl]-(5-methoxy-benzothiazol-2-yl)-amine 
• 28276-96-2 acetic acid-[4-(2-diethylamino-ethoxy)-anilide] 
• 96116-29-9 N-(4-(2-(dimethylamino)ethoxy)phenyl)acetamide 
• 59954-07-3 acetic acid-[4-(2-piperidino-ethoxy)-anilide] 
• 38948-27-5 4-(2-(piperidin-1-yl)ethoxy)aniline 
• 401514-13-4 4-[2-(3-benzyl-3,8-diaza-bicyclo[3.2.1]oct-8-yl)-ethoxy]-phenylamine 
• 27692-35-9 4-(2'-chloroethoxy)-aniline 

Relevant academic research and scientific papers

Direct acetoxylation and etherification of anilides using phenyliodine bis(trifluoroacetate)

Treatment of various anilides with 1.5 equiv. of phenyliodine bis(trifluoroacetate) (PIFA) and 1.0 equiv. of BF3·OEt 2 in AcOH at room temperature afforded the corresponding para-acetoxylated products with high regioselectivity. In addition, this reaction could be expanded to the etherification of anilides. In the presence of 2.0 equiv. of PIFA and 2.0 equiv. of BF3·OEt2, the reaction of anilides with alcohols provided the corresponding para-etherified products in good yields. The Royal Society of Chemistry 2011.

3,8-Diazabicyclo-[3.2.1]-octane derivatives as analogues of ambasilide, a Class III antiarrhythmic agent

Ambasilide, a representative of Class III antiarrhythmics, was reported to prolong the cardiac action potential duration in the dog, with little or no effect on Ca and Na currents. We synthesised a series of ambasilide analogues, having the 3,8-diazabicyclo-[3.2.1]-octane moiety instead of the 3,7-diazabicyclo-[3.3.1]-nonane present in ambasilide. The compounds were tested both in vitro extracellular electrophysiological assays and by the conventional microelectrode technique. Most of them lengthened the effective refractory period (ERP) with no change or slight increase on the impulse conduction time (ICT). Similarly some of the tested compounds lengthened the action potential duration (APD), a typical Class III feature, without exerting any significant effect on the maximal rate of depolarization, therefore apparently lacking Class I antiarrythmic activity.

Syntheses of Reactive Fluorescent Stains Derived from 5(2)-Aryl-2(5)-(4-pyridyl)oxazoles and Bifunctionally Reactive Linkers

Several bifunctionally reactive linkers containing halide or sulfonate ester groups were prepared.The linkers were used to quaternize 5-(4-methoxyphenyl)-2-(4-pyridyl)oxazole and 2-(6-chromanyl)-5-(4-pyridyl)oxazole to produce fluorescent stains that contained a reactive group such as an isothiocyanate, an N-hydroxysuccinimidyl ester, a maleimide, or an oxirane.The stains were derivatized with either 1-propyl-amine, 1-propanethiol, or piperidine, as appropriate, to help in characteriazation.The stains may serve as more photostable alternatives to fluoresceins or coumarins.

REDUCTION OF CARBON-CARBON DOUBLE BONDS AND HYDROGENOLYSIS BY SODIUM HYPOPHOSPHITE

Sodium hypophosphite plus palladium-charcoal is a mild, economical, selective system for the reduction of carbon-carbon double bonds and hydrogenolysis of benzyl ethers and benzyl carbonates.

5-Substituted pyrimidine derivatives active against internal animal parasites

The invention concerns a process for killing internal parasites, especially trematodes or nematodes, affecting warm blooded animals such as cattle, sheep and goats by administering an effective amount of a composition containing as active ingredient a compound of the formula STR1 Certain of the compounds of formula I are novel and in further embodiments the invention provides novel compounds and compositions for use in the process of the invention. The process of the invention is especially applicable to the tretment of warm blooded animals infected with the trematodes Fasciola hepatica (liver fluke).