Hepzidine
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| File:Hepzidine.svg | |
| Identifiers | |
|---|---|
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| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| E number | {{#property:P628}} |
| CompTox Dashboard (EPA) |
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| ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
| Chemical and physical data | |
| Formula | C21H25NO |
| Molar mass | 307.437 g·mol−1 |
| 3D model (JSmol) | |
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Hepzidine (INN) is a tricyclic antidepressant which was never marketed.[1] It was first described by 1966.[1]
Synthesis
[edit | edit source]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
[edit | edit source]- 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.
References
[edit | edit source]