ETOFIBRATE

ETOFIBRATE Basic information
Outline
Product Name:ETOFIBRATE
Synonyms:ETOFIBRATE;Lipo-merz;Nicotinic acid 2-[2-(4-chlorophenoxy)-2-methylpropionyloxy]ethyl ester;XE-14-543;2-(4-Chlorophenoxy)-2-methylpropionic acid 2-(nicotinoyloxy)ethyl ester;Nicotinicacid, 2-hydroxyethyl ester 2-(p-chlorophenoxy)-2-methylpropionate (ester);3-Pyridinecarboxylic Acid 2-[2-(4-Chlorophenoxy)-2-Methyl-1-oxopropoxy]ethyl Ester;Ethofibrate
CAS:31637-97-5
MF:C18H18ClNO5
MW:363.79
EINECS:250-743-1
Product Categories:Inhibitors;API;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:31637-97-5.mol
ETOFIBRATE Structure
ETOFIBRATE Chemical Properties
Melting point 42-44°C
Boiling point 486.8±35.0 °C(Predicted)
density 1.2303 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka3.04±0.10(Predicted)
color White to Off-White
Water Solubility 7.276mg/L(room temperature)
BRN 497931
Safety Information
WGK Germany 3
HS Code 2933.39.4100
MSDS Information
ETOFIBRATE Usage And Synthesis
OutlineEtofibrate ,under the trade name Lipo-Merz, is a broad-spectrum efficient lipid regulating drug . Etofibrate is a compound formed by clofibrate and nicotinic acid , after administration,in the body,it is decomposed into clofibrate and niacin,and plays its role quickly, and the effect is long, which is characterized by inhibiting the synthesis of cholesterol and triglycerides, increasing excretion of sterols fecal ,it is clinically mainly used for lowering plasma triglycerides. It is used for the treatment of hyperlipidemia (severe primary and secondary hyperlipidemia), arterial pulse atherosclerosis, cerebral vascular disorder and the end vascular disorder,vascular and retinal vascular disease, it is used for the prevention of stroke, heart attack, myocardial infarction, high blood pressure, high cholesterol and obesity, blood circulation disorders.Etofibrate is developed by the German Merz company,it belongs to phenoxy acetic acids and nicotinic acid lipid regulation drugs, it is used for hyperlipidemia ,it is listed in Germany, France, Italy, but currently it is not yet listed in China.
The above information is edited by the chemicalbook of Tian Ye.
DescriptionEtofibrate is a combination of niacin and clofibrate that acts as a hypolipidemic agent. In vivo, etofibrate decreases plasma cholesterol and triglyceride concentrations and increases bile cholesterol content in rats. It also decreases thromboxane formation, platelet aggregation, and plasma viscosity and inhibits neointima formation in a carotid artery balloon injury rat model. Formulations containing etofibrate have been used to treat hyperlipidemia.
Chemical PropertiesWhite to Off-White Solid
OriginatorLipo-Merz,Merz,W. Germany,1974
UsesAntilipemic; reducing lipid levels in the blood.
DefinitionChEBI: Etofibrate is a monocarboxylic acid.
Manufacturing ProcessA stream of ethylene oxide is passed through a solution of 107 g of 2-(pchlorophenoxy)- 2-methylpropionic acid and 2 g of zinc chloride in 200 ml of toluene, previously heated to between 55°C and 60°C, until 24 g of the gas have been dissolved. The reaction is allowed to continue for five hours, with gentle stirring. After this time has elapsed, the solution is cooled and washed successively with water, dilute ammonia and water until its pH becomes neutral. It is dried over anhydrous sodium sulfate, the solvent is separated off under vacuum, and the resulting liquid is the monoglycol ester of 2-(pchlorophenoxy)- 2-methylpropionic acid.
The product thus prepared is sufficiently pure to be used in the subsequent reaction. In this way, 107 g of the ester are prepared, which represents a yield of 83%.
To a solution of 93.8 g of the monoglycol ester in 500 ml of benzene, there are added 55 g of nicotinic acid chloride and 25 g of trimethylamine dissolved in 200 ml of benzene. The solution is stirred gently at a temperature of 60°C for two hours. After this time, the solution is cooled and washed successively with water, dilute hydrochloric acid, dilute ammonia and water until neutrality, it is dried over anhydrous sodium sulfate, and the solvent is evaporated under vacuum: in this way 110 g of glycol 2-(p-chlorophenoxy)-2-methylpropionate nicotinate is prepared, which represents a yield of 84%. The product is a slighly yellow oil having a refraction index of nD 20 =1.5422 and which is distilled with decomposition at 214°C at a pressure of 0.3 mm.

Therapeutic FunctionAntihyperlipidemic
ETOFIBRATE Preparation Products And Raw materials
Raw materialsETHYLENE OXIDE-->2-(4-Chlorophenoxy)-2-methylpropionic acid-->Nicotinic acid
Preparation Productsetofibrate 2-hydroxymethylnicotinate
Bezafibrate Febuprol Reserpine Trelagliptin Verapamil Fenofibrate prenylamine Gemfibrozil verticil etofibrate 2-hydroxymethyl-2-(4-chlorophenoxy)-2-methyl propionate 2-(4-CHLOROPHENOXY) PROPIONIC ACID 2-(4-Chlorophenoxy)-2-methylpropionic acid ETHYL 2-METHYL-2-PHENOXYPROPANOATE Binifibrate METHYL 2-(4-CHLOROPHENOXY)-2-METHYLPROPANOATE ETOFIBRATE etofibrate 2-hydroxymethylnicotinate 1-tert-Butoxy-4-chlorobenzene

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