2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)

CAS No.
16286-69-4
Chemical Name:
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)
Synonyms
2-(Azepan-1-yl)ethyl 2-cyclohexyl-2-(thiophen-3-yl)acetate 2-hydroxypropane-1,2,3-tricarboxylate;2-(hexahydro-1H-azepin-1-yl)ethyl ?-cyclohexylthiophene-3-acetate, compound with citric acid (1:1);2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)
CBNumber:
CB5876343
Molecular Formula:
C26H39NO9S
Molecular Weight:
541.65416
MDL Number:
MFCD21608665
MOL File:
16286-69-4.mol
Last updated:2022-12-21 16:56:50

2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Properties

Melting point 115°
FDA UNII IE65P4OE02

2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Chemical Properties,Uses,Production

Originator

Stratene,Innothera,France,1973

Manufacturing Process

In a 100 ml flask fitted with a mechanical stirrer, a vertical condensor protected by a calcium chloride stopper, a dropping-funnel and a source of nitrogen were introduced 30 ml of hexamethylenephosphotriamide and 2.3 g (0.1 mol) of finely cut sodium wire. A mixture of 12.3 g (0.1 mol) of (3- thienyl)-acetonitrile and 16.3 g (0.1 mol) of cyclohexyl bromide was then quickly added at a temperature of 20 C. The reaction mixture was then maintained under nitrogen atmosphere and stirred for 12 hours at room temperature. The excess of sodium was destroyed by adding 5 ml of ethanol and the organic solution was slowly poured into 100 ml of a 1 N iced solution of hydrochloric acid. The solution was extracted twice with 100 ml ether. The ethereal phases were collected, washed with water, dried and concentrated under reduced pressure. The crude product was then purified by chromatography on a silica column (150 g of silica) using a 1/1 benzene/cyclohexane mixture as elution agent. The product obtained was rectified by distillation.
In this manner, 3.4 g of alpha(3-thienyl)-alpha-cyclohexylacetonitrile were obtained, which represents a yield of 16%.
The nitrile may then be hydrolyzed to cyclohexyl-(3-thienyl)acetic acid which is reacted with 1-(2-chloroethyl)-hexahydro-1H-azepine to give cetiedil. It is commonly used as the citrate.

Therapeutic Function

Vasodilator

2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Preparation Products And Raw materials

2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Suppliers

Global( 4)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
Shaanxi Dideu Newmaterial Co., Ltd. 029-63373950 15353716720 1052@dideu.com China 10011 58
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) 2-(Azepan-1-yl)ethyl 2-cyclohexyl-2-(thiophen-3-yl)acetate 2-hydroxypropane-1,2,3-tricarboxylate 2-(hexahydro-1H-azepin-1-yl)ethyl ?-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) 16286-69-4