Cytisine

AdipoGen Life Sciences
Product Code: AG-CN2-0075
CodeSizePrice
AG-CN2-0075-M0055 mg£30.00
Quantity:
AG-CN2-0075-M02525 mg£60.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
(-)-Cytisine; Baptitoxin; NSC 407282; BRN 0083882
Appearance:
Yellow solid.
CAS:
485-35-8
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Protect from light and moisture.
Hazards:
H301, H315, H319, H335
InChi:
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
InChiKey:
ANJTVLIZGCUXLD-DTWKUNHWSA-N
Long Description:
Chemical. CAS: 485-35-8. Formula: C11H14N2O. MW: 190.2. Isolated from Laburnum anagyroides seeds. Pyridine-like alkaloid. Nicotine agonist. Potent agonist at alpha3beta4 and alpha7 nicotinic acetylcholine receptors and partial agonist at alpha4beta2 nicotinic acetylcholine receptors. Shows analgesic, antihypertensive and inotropic activities. Used for smoking cessation. Might be used for binge-like ethanol drinking cessation. Iron-chelator and hydroxyl radical scavanger. Has antidepressant properties. Used in forensics in novel surface molecular imprinting techniques.
MDL:
MFCD00136048
Molecular Formula:
C11H14N2O
Molecular Weight:
190.2
Package Type:
Vial
PG:
III
Precautions:
P301, P310, P302, P352, P304, P340, P330
Product Description:
Pyridine-like alkaloid. Nicotine agonist. Potent agonist at alpha3beta4 and alpha7 nicotinic acetylcholine receptors and partial agonist at alpha4beta2 nicotinic acetylcholine receptors. Shows analgesic, antihypertensive and inotropic activities. Used for smoking cessation. Might be used for binge-like ethanol drinking cessation. Iron-chelator and hydroxyl radical scavanger. Has antidepressant properties. Used in forensics in novel surface molecular imprinting techniques.
Purity:
>99% (HPLC)
Signal word:
Danger
SMILES:
O=C1C=CC=C2C3CNCC(C3)CN12
Solubility Chemicals:
Soluble in ethanol, benzene, acetone or ethyl acetate. Sparingly soluble in water or methanol.
Source / Host:
Isolated from Laburnum anagyroides seeds.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Partial agonist properties of cytisine on neuronal nicotinic receptors containing the beta 2 subunit: R.L. Papke & S.F. Heinemann; Mol. Pharmacol. 45, 142 (1994) | Evidence for spare nicotinic acetylcholine receptors and a beta 4 subunit in bovine adrenal chromaffin cells: studies using bromoacetylcholine, epibatidine, cytisine and mAb35: B.W. Wenger, et al.; J. Pharmacol. Exp. Ther. 281, 905 (1997) | Effects of cytisine on hydroxyl radicals in vitro and MPTP-induced dopamine depletion in vivo: B. Ferger, et al.; Eur. J. Pharmacol. 360, 155 (1998) | Activity of cytisine and its brominated isosteres on recombinant human alpha7, alpha4beta2 and alpha4beta4 nicotinic acetylcholine receptors: L.M. Houlihan, et al.; J. Neurochem. 78, 1029 (2001) | Cytisine binds with similar affinity to nicotinic alpha4beta2 receptors on the cell surface and in homogenates: J. Zhang & J.H. Steinbach; Brain Res. 959, 98 (2003) | Halogenated cytisine derivatives as agonists at human neuronal nicotinic acetylcholine receptor subtypes: Y.E. Slater, et al.; Neuropharmacology 44, 503 (2003) | Cytisine for the treatment of nicotine addiction: from a molecule to therapeutic efficacy: P. Tutka & W. Zatonski; Pharmacol. Rep. 58, 777 (2006) (Review) | Cytisine, a partial agonist of high-affinity nicotinic acetylcholine receptors, has antidepressant-like properties in male C57BL/6J mice: Y.S. Mineur, et al.; Neuropharmacology 52, 1256 (2007) | Cytisine for smoking cessation: a research agenda: J.F. Etter, et al.; Drug Alcohol Depend. 92, 3 (2008) (Review) | Cytisine induces autonomic cardiovascular responses via activations of different nicotinic receptors: Y.F. Li, et al.; Auton. Neurosci. 154, 14 (2010) | Preparation and recognition performance of cytisine alkaloid-imprinted material prepared using novel surface molecular imprinting technique: B. Gao, et al.; J. Sep. Sci. 33, 1338 (2010) | Lobeline and cytisine reduce voluntary ethanol drinking behavior in male C57BL/6J mice: R.K. Sajja & S. Rahman; Prog. Neuropsychopharmacol. Biol. Psychiatry 35, 257 (2011) | Cytisine improves smoking cessation: W. Osman; Thorax 67, 573 (2011) | Cytisine: a natural product lead for the development of drugs acting at nicotinic acetylcholine receptors: E.G. Perez, et al.; Nat. Prod. Rep. 29, 555 (2012) (Review)

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