494-52-0
494-52-0
Chemical Structure
Anabasine
Synonym(s): (S)-Anabasine; (+)-Anabasine
- CAS No.: 494-52-0
- Formula:C10H14N2
- Molecular Weight:162.24
IUPAC Name: (S)-3-(piperidin-2-yl)pyridine
InChIKey: MTXSIJUGVMTTMU-JTQLQIEISA-N
SMILES: C1([C@H]2NCCCC2)=CC=CN=C1
Biological Activity: Anabasine ((S)-Anabasine) is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical pesticide nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 μM)[1][2].
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Anabasine | 99.02% | Anabasine ((S)-Anabasine) is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical pesticide nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 μM). | ||||||||||||||||||||
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Anabasine (Standard) | ≥98% | Anabasine (Standard) is the analytical standard of Anabasine. This product is intended for research and analytical applications. Anabasine ((S)-Anabasine) is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical pesticide nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 μM). | ||||||||||||||||||||
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(S)-(-)-Anatabine | (S)-(-)-Anatabine is an NFκB/BACE-1 inhibitor with blood-brain barrier penetration. (S)-(-)-Anatabine inhibits NFκB activation via phosphorylation of its p65 subunit. (S)-(-)-Anatabine inhibits BACE-1 transcription and reduces BACE-1 protein levels. (S)-(-)-Anatabine lowers production of Aβ1-40 and Aβ1-42 by reducing β-cleavage of amyloid precursor protein without affecting α-cleavage. (S)-(-)-Anatabine can be used for the research of Alzheimer's disease. | |||||||||||||||||||||
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(R,S)-Anatabine (Standard) | 97.98% | (R,S)-Anatabine (Standard) is the analytical standard of (R,S)-Anatabine (HY-126047A). This product is intended for research and analytical applications. (R,S)-Anatabine is a a minor tobacco alkaloid found in the Solanaceae family of plants that can be used as a specific marker for the detection of tobacco use. | ||||||||||||||||||||
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(R)-(+)-Anatabine | (R)-(+)-Anatabine is an less active R-enantiomer of Anatabine. Anatabine is a potent α4β2 nAChR agonist. Anatabine inhibits NF-κB activation lower amyloid-β (Aβ) production by preventing the β-cleavage of amyloid precursor protein (APP). Anatabine has anti-inflammatory effects and has the potential for neurodegenerative disorders treatment. | |||||||||||||||||||||
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(±)-Nornicotine | 99.43% | (±)-Nornicotine is a major metabolite of Nicotine. (±)-Nornicotine is a partial nAChRs agonist, specifically activating receptor subtypes containing α7 and α6 subunits. (±)-Nornicotine disrupts β-catenin and ZO-1, and induces F-actin depolymerization. (±)-Nornicotine supports self-administration behavior. (±)-Nornicotine can be used in the research of atherosclerosis, Alzheimer's disease, and schizophrenia. | ||||||||||||||||||||
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(R,S)-Norcotinine | (R,S)-Norcotinine ((Rac)-Norcotinine) is the racemic mixture of Norcotinine. (R,S)-Norcotinine is a biomarker of secondhand smoke exposure and is associated with the toxic mechanisms of secondhand smoke on cardiovascular development. | |||||||||||||||||||||
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Anabasine hydrochloride | Anabasine ((S)-Anabasine) hydrochloride is an alkaloid that found as a minor component in tobacco (Nicotiana). Anabasine is a botanical pesticide nicotine, acts as a full agonist of nicotinic acetylcholine receptors (nAChRs). Anabasine induces depolarization of TE671 cells endogenously expressing human fetal muscle-type nAChRs (EC50=0.7 µM). | |||||||||||||||||||||
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(S)-Nornicotine | 98.59% | (S)-Nornicotine is a nicotine metabolite that crosses the blood-brain barrier. (S)-Nornicotine weakly inhibits human CYP2A6 with a Ki >300 μM. (S)-Nornicotine promotes dopamine release in rat striatal and nucleus accumbens slices and increases endogenous DOPAC overflow through a calcium-dependent nAChR pathway that is sensitive to Mecamylamine (HY-B1395A). (S)-Nornicotine reduces behavioral responses maintained by nicotine or sucrose, exerts analgesic effects in persistent inflammatory pain and neuropathic pain models, and enhances the analgesic effect of morphine. (S)-Nornicotine is useful for research on tobacco dependence and pain. | ||||||||||||||||||||
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(S)-Nornicotine hydrochloride | (S)-Nornicotine hydrochloride is a nicotine metabolite that crosses the blood-brain barrier. (S)-Nornicotine hydrochloride weakly inhibits human CYP2A6 with a Ki >300 μM. (S)-Nornicotine hydrochloride promotes dopamine release in rat striatal and nucleus accumbens slices and increases endogenous DOPAC overflow through a calcium-dependent nAChR pathway that is sensitive to Mecamylamine (HY-B1395A). (S)-Nornicotine hydrochloride reduces behavioral responses maintained by nicotine or sucrose, exerts analgesic effects in persistent inflammatory pain and neuropathic pain models, and enhances the analgesic effect of morphine. (S)-Nornicotine hydrochloride is useful for research on tobacco dependence and pain. | |||||||||||||||||||||
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(±) Anabasine | 98.55% | (±) Anabasine is the racemic form of Anabasine (HY-B1532). (±) Anabasine stimulates the release of [3H]-Dopamine from mouse striatal synaptosomes. (±) Anabasine inhibits the high-affinity binding of [3H]-S-(-)-Nicotine to the striatal membrane. Anabasine is an agonist of α7nAChR and possesses anti-inflammatory and insecticidal activities. | ||||||||||||||||||||
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(±) Anabasine hydrochloride | (±) Anabasine hydrochloride is the racemic form of Anabasine (HY-B1532). (±) Anabasine hydrochloride stimulates the release of [3H]-Dopamine from mouse striatal synaptosomes. (±) Anabasine hydrochloride inhibits the high-affinity binding of [3H]-S-(-)-Nicotine to the striatal membrane. Anabasine hydrochloride is an agonist of α7nAChR and possesses anti-inflammatory and insecticidal activities. | |||||||||||||||||||||
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References
- [1]. Levin ED, et al. Effects of tobacco smoke constituents, anabasine and anatabine, on memory and attention in female rats. J Psychopharmacol. 2014 Oct;28(10):915-22. [Content Brief]
- [2]. Benedict T Green, et al. Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors. Neurotoxicol Teratol. May-Jun 2010;32(3):383-90. [Content Brief]
