Tropane is a tertiary amine, the tropane core is part of the molecules of tropanic plant alkaloids contained in plants of the nightshade , bindweed and erythroxyl families.
| Tropan | |
|---|---|
 | |
 | |
| Are common | |
| Systematic name | 2,3-dihydro-8-methylnortropidine |
| Chem. formula | C 8 H 15 N |
| Physical properties | |
| Molar mass | 125.211 g / mol |
| Density | 0.9259 (15 ° C) |
| Thermal properties | |
| T. bale. | 163-169 ° C |
| Classification | |
| Reg. CAS number | 529-17-9 |
| PubChem | |
| Reg. EINECS number | |
| Smiles | |
| Chebi | |
| ChemSpider | |
The most famous representatives of tropane alkaloids are atropine , contained in belladonna , scopolamine in the dope of the nightshade family and cocaine of the erythroxyl family of coca .
For the first time, alkaloids of this series were isolated and studied in the second half of the 19th century .
The main tropane alkaloids are esters of alcohols, initially containing a differently oriented - endo- or exo-hydroxo group attached to the 3rd carbon atom in the molecule and are derivatives of tropin or pseudotropin .
The full synthesis of tropin and pseudotropin from cycloheptanone was first described by Willstatter in 1903 [1] . A much more general method of forming the tropanic skeleton was subsequently found by Robinson [2] .
Literature
- AJ Humphrey and D. O'Hagan , Nat. Prod. Rep., 2001, 18, 494-502
- S. Singh, Chem. Rev. 2000, 100, 925-1024
- G. Fodor and R. Dharanipragada, Nat. Prod. Rep., 1994, 443-450
Links
- ↑ R. Willstatter, Annalen., 1903, 317, 204
- ↑ R. Robinson, J. Chem. Soc. Trans., 1917, 111, 762