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    Cytisine (Baphitoxine, Cytisinicline, Sophorine)
    Cytisine (Baphitoxine, Cytisinicline, Sophorine)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1169
    CAS #: 485-35-8 Purity ≥98%

    Description: Cytisine (Baphitoxine,Sophorine; Citizin; HSDB-3560; Laburnin; NSC-407282; Cytisinicline), a nicotinic acetylcholine receptor agonist, is a naturally occuring alkaloid found in several plant genera, such as Laburnum and Cytisus of the family Fabaceae. It has been used medically to help with smoking cessation. It is a  potent agonist selective for neuronal nAChRs (Ki = 2, 5890, 480, 329, and 492 nM at α4β2, α7, α3β4, α6/α4β4, α1β1γδ, respectively).

    References: N Engl J Med. 2014 Dec 18;371(25):2353-62; Br J Pharmacol. 2012 Feb;165(4):1006-16; N Engl J Med. 2011 Sep 29;365(13):1193-200.

    Related CAS: 207390-14-5 (3-Br-cytisine)

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    Molecular Weight (MW)190.24 
    FormulaC11H14N2O 
    CAS No.485-35-8 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 38 mg/mL (199.7 mM) 
    Water: 38 mg/mL (199.7 mM) 
    Ethanol: 38 mg/mL (199.7 mM) 
    Other info

    Chemical Name: (1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

    InChi Key: ANJTVLIZGCUXLD-DTWKUNHWSA-N

    InChi Code: InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

    SMILES Code: O=C1C=CC=C2N1C[[email protected]]3([H])CNC[[email protected]@]2([H])C3

    SynonymsBaphitoxine,Sophorine; Citizin; HSDB 3560; Laburnin; NSC 407282; NSC407282; HSDB3560; HSDB-3560; NSC-407282; Sophorin; Cytisine; Cytisinicline


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    In Vitro

    In vitro activity: Cytisine, also known as baptitoxine, Cytisinicline and sophorine, is a naturally occuring alkaloid found in several plant genera, such as Laburnum and Cytisus of the family Fabaceae. It has been used medically to help with smoking cessation. Cytisine is a nicotinic acetylcholine receptor agonist. It isa  potent agonist selective for neuronal nAChRs (Ki = 2, 5890, 480, 329, and 492 nM at α4β2, α7, α3β4, α6/α4β4, α1β1γδ, respectively).


    Cell Assay: Cytisinicline (Cytisine) (2.5, 5 and 10 mM) is capable of inducing apoptosis in HepG2 cells. Treatment with Cytisinicline (Cytisine) increases the percentage of cells in the sub-G1 phase (P<0.01). The preincubation of HepG2 cells with Cytisinicline (Cytisine) (2.5, 5 and 10 mM) significantly increases the sub-G1 cell population.

    In VivoCytisinicline (Cytisine) (5 mg/kg, i.p.) eat less and gain less weight than those that receive the vehicle. Total pellet intake increases during Cytisinicline (Cytisine) substitution relative to nicotine and animals self-administered Cytisine significantly less than nicotine.
    Animal modelN/A
    Formulation & Dosage5 mg/kg, i.p.
    References

    [1]. Pabreza LA, et al. [3H]cytisine binding to nicotinic cholinergic receptors in brain. Mol Pharmacol. 1991 Jan;39(1):9-12.

    [2]. Grebenstein PE, et al. The effects of noncontingent and self-administered cytisine on body weight and meal patterns in male Sprague-Dawley rats. Pharmacol Biochem Behav. 2013 Sep;110:192-200.

    [3]. Walker N, et al. Cytisine versus nicotine for smoking cessation. N Engl J Med. 2014 Dec 18;371(25):2353-62.

    [4]. Yu L, et al. Cytisine induces endoplasmic reticulum stress caused by calcium overload in HepG2 cells. Oncol Rep. 2018 Mar;39(3):1475-1484.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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