Etifelmine
Stimulant drug used to treat hypotension
- none
- 2-(Diphenylmethylidene)butan-1-amine
- 341-00-4
- 68840
- 62073
Y
- 1ZFB1FR98E
- ChEMBL2104621
- DTXSID70187690
- Interactive image
- C(=C(/c1ccccc1)c2ccccc2)(\CN)CC
InChI
- InChI=1S/C17H19N/c1-2-14(13-18)17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12H,2,13,18H2,1H3
Y
- Key:WNKCJOWTKXGERE-UHFFFAOYSA-N
Y
Etifelmine (INN; also known as gilutensin) is a stimulant drug. It was used for the treatment of hypotension (low blood pressure).[1]
Synthesis
The base-catalyzed reaction between benzophenone (1) and butyronitrile (2) gives 2-[hydroxy(diphenyl)methyl]butanenitrile (3).[2][3] Catalytic hydrogenation reduces the nitrile group to a primary amine giving 1,1-diphenyl-2-ethyl-3-aminopropanol (4). The tertiary hydroxyl group is dehydrated by treatment with anhydrous hydrogen chloride gas, completing the synthesis of etifelmine (5).
![](http://upload.wikimedia.org/wikipedia/commons/thumb/1/1d/Etifelmine_synthesis.svg/500px-Etifelmine_synthesis.svg.png)
See also
- 2-MDP
- Pridefine
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