Etifelmine (

INN Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...

; also known as gilutensin) is a

stimulant Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and inv ...

drug. It was used for the treatment of

hypotension Hypotension is low blood pressure. Blood pressure is the force of blood pushing against the walls of the arteries as the heart pumps out blood. Blood pressure is indicated by two numbers, the systolic blood pressure (the top number) and the dias ...

(low blood pressure).

Synthesis

The base catalyzed reaction between

benzophenone Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylket ...

19-61-9(1) and

butyronitrile Butyronitrile or butanenitrile or propyl cyanide, is a nitrile with the formula C3H7CN. This colorless liquid is miscible with most polar organic solvents. Uses Butyronitrile is mainly used as a precursor to the poultry drug amprolium.Peter Po ...

09-74-0(2) gives 2- ydroxy(diphenyl)methylutanenitrile 2101-20-8(3).

Catalytic hydrogenation Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to reduce or saturate organic co ...

reduces the nitrile group to a primary amine giving 1,1-diphenyl-2-ethyl-3-aminopropanol 2101-87-7(4). The tertiary hydroxyl group is dehydrated by treatment with anhydrous hydrogen chloride gas, completing the synthesis of Etifelmine (5).

References

Stimulants Amines Benzhydryl compounds {{nervous-system-drug-stub

Synthesis

See also

References