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Anabasine is an alkaloid originally found in species of Nicotiana; it is a structural isomer of nicotine. Anabasine inhibits aromatase and nicotinic acetylcholine receptors (nAChRs) and may produce a depolarizing neuromuscular junction (NMJ) block. Anabasine can also be used as a clinical biomarker for tobacco smoke exposure. Additionally, anabasine is teratogenic and may be used as an insecticide.
| Cas No. | 15251-47-5 |
|---|---|
| Purity | ≥98% |
| Formula | C10H14N2 • HCl |
| Formula Wt. | 198.73 |
| Chemical Name | 3-(2-Piperidinyl)pyridine hydrochloride |
| IUPAC Name | 3-piperidin-2-ylpyridine;hydrochloride |
| Solubility | Soluble in water or alcohol. |
| Appearance | White powder |
| Store Temp | 4°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Green BT, Lee ST, Welch KD, et al. Plant alkaloids that cause developmental defects through the disruption of cholinergic neurotransmission. Birth Defects Res C Embryo Today. 2013 Dec;99(4):235-46. PMID: 24339035.
Shimomura M, Yokota M, Ihara M, et al. Role in the selectivity of neonicotinoids of insect-specific basic residues in loop D of the nicotinic acetylcholine receptor agonist binding site. Mol Pharmacol. 2006 Oct;70(4):1255-63. PMID: 16868180.
Jacob P 3rd, Yu L, Shulgin AT, Benowitz NL. Minor tobacco alkaloids as biomarkers for tobacco use: comparison of users of cigarettes, smokeless tobacco, cigars, and pipes. Am J Public Health. 1999 May;89(5):731-6. PMID: 10224986.
Barbieri RL, Gochberg J, Ryan KJ. Nicotine, cotinine, and anabasine inhibit aromatase in human trophoblast in vitro. J Clin Invest. 1986 Jun;77(6):1727-33. PMID: 3711333.