CAS Number485-35-8
SynonymsCYTISINE; (1R,9S)-7,11-Diazatricyclo[7.3.1.0]trideca-2,4-dien-6-one; Cytitone; (1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido-[1,2-a][1,5]diazocin-8-one; (1R,5S)-3,4,5,6-Tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one; MFCD00136048; Sophorin; Sophorin (VAN); Ulexin; Cytisine (-); Tabex; Tsitafat；Lupinidine; EINECS 207-616-0; Baptitoxin; (1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one; Tsitafat; (-)-Cytisine; Ulexine; Cytiton; Sophorine; Cytisin; Baptitoxine; Laburnin
Molecular FormulaC11H14N2O
Molecular Weight190.242
Purity98.00%
Density1.2±0.1 g/cm3
Boiling Point413.0±34.0 °C at 760 mmHg
Melting Point154-156ºC
AppearanceOff-white to yellow-brown crystalline solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 485-35-8 |
| Catalog No. | 2A-9022181 |
| Chinese Name | 金雀花碱 |
| Synonyms | CYTISINE; (1R,9S)-7,11-Diazatricyclo[7.3.1.0]trideca-2,4-dien-6-one; Cytitone; (1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido-[1,2-a][1,5]diazocin-8-one; (1R,5S)-3,4,5,6-Tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one; MFCD00136048; Sophorin; Sophorin (VAN); Ulexin; Cytisine (-); Tabex; Tsitafat；Lupinidine; EINECS 207-616-0; Baptitoxin; (1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one; Tsitafat; (-)-Cytisine; Ulexine; Cytiton; Sophorine; Cytisin; Baptitoxine; Laburnin |
| Molecular Formula | C11H14N2O |
| Molecular Weight | 190.242 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 413.0±34.0 °C at 760 mmHg |
| Melting Point | 154-156ºC |
| Appearance | Off-white to yellow-brown crystalline solid |
| Water Solubility | Water solubility: soluble; soluble in: ethanol, me |
| Storage Condition | Room temperature, sealed, protected from light, ve |
| Packaging | III |
| Application | Cytisine is an alkaloid that can be extracted from Laburnum and Cytisus. Cytisine is a partial agonist of α4β2 nicotinic acetylcholinergic receptors (α4β2 nAChRs) [1] and a partial complete agonist co |
| HTC | 2933990090 |
| SMILES | O=c1cccc2n1CC1CNCC2C1 |
| 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 |
| InChI Key | ANJTVLIZGCUXLD-DTWKUNHWSA-N |
| Hazard Symbols | 6.1(b) |
| Bioactivity | Cytisine is an alkaloid that occurs naturally in several plant genera, such as Laburnum and Cytisus. Cytisine is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. has been used medically to help with smoking cessation[3]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Metabolic Disease Target α4β2 nAChRs[1]. In Vitro Cytisine (2.5, 5 and 10 mM) is capable of inducing apoptosis in HepG2 cells[4]. Treatment with Cytisine increases the percentage of cells in the sub-G1 phase (P<0.01). The preincubation of HepG2 cells with Cytisine (2.5, 5 and 10 mM) significantly increases the sub-G1 cell population[4]. In Vivo Cytisine (5 mg/kg, i.p.) eat less and gain less weight than those that receive the vehicle[2]. Total pellet intake increases during Cytisine substitution relative to nicotine and animals self-administered Cytisine significantly less than nicotine[2]. 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. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 413.0±34.0 °C at 760 mmHg Melting Point 154-156ºC Molecular Formula C11H14N2O Molecular Weight 190.242 Flash Point 203.6±25.7 °C Exact Mass 190.110611 PSA 34.03000 LogP 0.07 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.623 InChIKey ANJTVLIZGCUXLD-DTWKUNHWSA-N SMILES O=c1cccc2n1CC1CNCC2C1 |
| Use of | Properties Articles55 Name cytisine Synonym More Synonyms Cytisine Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Metabolic Disease α4β2 nAChRs[1]. 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. Chemical & Physical Properties Molecular Formula C11H14N2O Exact Mass 190.110611 PSA 34.03000 Index of Refraction 1.623 InChIKey ANJTVLIZGCUXLD-DTWKUNHWSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: Item 1 Poisons. UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III |
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