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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 apyridine andpiperidine 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 aninsecticide.
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]
Anabasine is anicotinic acetylcholine receptoragonist. In high doses, it produces adepolarizing block of nerve transmission, which can cause symptoms similar to those ofnicotine poisoning and, ultimately, death byasystole.[3] In larger amounts it is thought to beteratogenic in swine.[4]
The intravenousLD50 of anabasine ranges from 11 mg/kg to 16 mg/kg inmice, depending on theenantiomer.[5]
B. Bhatti, et al. made some higher potency sterically strainedbicyclic analogs of anabasine such as 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane (TC-1698)[6]
