Anabasine
Chemical compound
From Wikipedia, the free encyclopedia
Anabasine is a pyridine and piperidine alkaloid found in the tree tobacco (Nicotiana glauca) plant, as well as in tree tobacco's close relative the common tobacco plant (Nicotiana tabacum).[1] It is a structural isomer of, and chemically similar to, nicotine. It has been used as an insecticide.
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| Other names | (–)-Anabsine; (S)-Anabasine; Neonicotine |
| Drug class | Nicotinic acetylcholine receptor agonist |
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| ECHA InfoCard | 100.007.084 100.150.777, 100.007.084 |
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| Formula | C10H14N2 |
| Molar mass | 162.236 g·mol−1 |
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Anabasine is present in trace amounts in tobacco smoke, and can be used as an indicator of a person's exposure to tobacco smoke.[2]
Pharmacology
Anabasine is a nicotinic acetylcholine receptor agonist. In high doses, it produces a depolarizing block of nerve transmission, which can cause symptoms similar to those of nicotine poisoning and, ultimately, death by asystole.[3] In larger amounts it is thought to be teratogenic in swine.[4]
The intravenous LD50 of anabasine ranges from 11 mg/kg to 16 mg/kg in mice, depending on the enantiomer.[5]