Epibatidine
From Wikipedia, the free encyclopedia
| Epibatidine[1] | |
|---|---|
 |
|
| Chemical name | (1R,2R,4S)-2-(6-Chloro-3- pyridinyl)-7-azabicyclo[2.2.1]heptane |
| Other names | Epibatidine (+)-Epibatidine |
| Chemical formula | C11H13ClN2 |
| Molecular mass | 208.69 g/mol |
| CAS number | [140111-52-0] |
| Density | ? g/cm3 |
| Melting point | 59-66 °C |
| SMILES | ClC(C=C3)=NC=C3C1C2CCC(N2)C1 |
| NFPA 704 |
0
3
0
|
| Disclaimer and references | |
Epibatidine is an alkaloid that originally is found in the skin of a neotropical poisonous frog, Epipedobates tricolor, found in modern Ecuador. It was initially isolated by John Daly at the National Institutes of Health, and was found to be a powerful analgesic, about 200 times more potent than morphine.[2] Because the natural source of epibatidine can only supply a small quantity, several laboratory syntheses have been developed.[3]
Interestingly, the compound is not an opioid; instead, it is similar to nicotine and appears to act by binding and activating nicotinic acetylcholine receptors. While epibatidine may be too toxic to use in clinical practice, the compound represents a new lead in the drug design of new analgesics.[4]
[edit] References
- ^ Chemical Society page for epibatidine
- ^ *Epibatidine - A review by Matthew J. Dowd
- ^ Olivo, Horacio F.; Hemenway, Michael S. Recent syntheses of epibatidine. A review. Organic Preparations and Procedures International (2002), 34(1), 1-26.
- ^ Carroll, F. Ivy. Epibatidine structure-activity relationships. Bioorganic & Medicinal Chemistry Letters (2004), 14(8), 1889-1896.
[edit] External links
 |
This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it. |
