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20-September-2008 09:55:55 - Anabasine Anabasine Chemical structure of anabasine Identifiers CAS number 40774-73-0 SMILES HC@@2NCCCC2c1cccnc1 Properties Molecular formula C10H14N2 Molar mass 162.23 g/mol Density 1.01 g/ml Melting point 9 °C Boiling point 270 °C Hazards MSDS External MSDS Flash point 93 °C Except where noted otherwise, data are given for materials in their standard state at 25 °C, 100 kPa Infobox references Anabasine is a pyridine alkaloid found in the Tree Tobacco Nicotiana glauca plant, a close relative of the common tobacco plant Nicotiana tabacum. It is similar to nicotine. Its principal historical industrial use is as an insecticide. Anabasine is present in trace amounts in tobacco smoke, and can be used as an indicator of a person's exposure to tobacco smoke.1 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.2 In larger amounts it is thought to be teratogenic in swine.3 The intravenous LD50 of anabasine ranges from 11 mg/kg to 16 mg/kg in mice, depending on the enantiomer.4 See also Psychoactive drug Addiction Nicotine poisoning References ^ P. Jacob, 3rd, L. Yu, A. T. Shulgin and N. L. Benowitz 1999. Minor tobacco alkaloids as biomarkers for tobacco use: comparison of users of cigarettes, smokeless tobacco, cigars, and pipes. Am J Public Health 89 5: 731-736. PMID 10224986. ^ Mizrachi, N.; Levy, S.; Goren, Z. 2000. Fatal poisoning from nicotiana glauca leaves: identification of anabasine by gas-chromatography/mass spectrometry. Journal of Forensic Sciences 45 3: 736-741. PMID 10855991. ^ Notes on poisoning: Nicotiana tabacum. Canadian Biodiversity Information Facility. Government of Canada 2008-03-18. Retrieved on 2008-05-01. ^ Stephen, Lee; Wildeboer, Kristin; Panter, Kip; Kem, William; Gardner, Dale; Molyneux, Russell; Chang, Cheng-Wei; Soti, Ferenc; Pfister, James 2006-02-20. Neurotoxicology and Teratology. USDA. Retrieved on 2008-05-01. Retrieved from http://en..org/wiki/Anabasine Categories: Alkaloids | Health risks | Pyridines | Nicotinic agonists | Tobacco | Plant toxin insecticides | Piperidines Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Deutsch 日本語 РуÑ?Ñ?кий This page was last modified on 25 July 2008, at 17:22
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