Hepzidine
Chemical compound
From Wikipedia, the free encyclopedia
Hepzidine (INN) is a tricyclic antidepressant which was never marketed.[1] It was first described by 1966.[1]
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| Formula | C21H25NO |
| Molar mass | 307.437 g·mol−1 |
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Synthesis
The synthesis has been described in the chemical literature:[2]
The reduction of dibenzosuberone (1) gives dibenzosuberol [1210-34-0] (2). This alcohol forms ethers exceedingly easily, probably via the carbonium ion. Treatment with N-methyl-4-piperidinol [106-52-5] (3) in the presence of acid gives hepzidine (4).
See also
- Diphenylpyraline is selfsame but is based on a benzhydrol aromatic pharmacophore.
- Dibenzosuberol is also used in the synthesis of Deptramine (DPH analog) as well as Oxitriptyline & Deptropine.