485-35-8
Product Name:
CYTISINE
Formula:
C11H14N2O
Synonyms:
Laburnin;Sophorine;Ulexine;nAChR Agonist, (-)-Cytisine, Nicotinic Acetylcholine Receptor Agonist, (-)-Cytisine, Baptitoxine, Sophorine;(?)-Cytisine
Inquiry
CHEMICAL AND PHYSICAL PROPERTIES
| Color/Form | Orthorhombic prisms from acetone |
|---|---|
| Boiling Point | 218 |
| Melting Point | 152-153 |
| Solubility | Soluble in 13 parts acetone, 1.3 parts methanol, 3.5 parts alcohol, 30 parts benzene, 10 parts ethyl acetone, 2.0 parts chloroform; practically insoluble in petroleum ether |
| Optical Rotation | Needles or leaflets. Specific optical rotation: -81.5 deg at 25 °C/D; soluble in water, slightly soluble in alcohol; practically insoluble in ether /Cytisine nitrate monohydrate/ |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| Dissociation Constants | pK1 = 6.11; pK2 = 13.08 |
| Collision Cross Section | 137.9 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards] |
| Other Experimental Properties | Deliquescent crystals, soluble in water and alchol. pH of 0.1 molar aqueous solution = 4.3 /Cytisine hydrochloride/ |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Skull and Crossbones Acute Toxicity GHS06 |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
COMPUTED DESCRIPTORS
| Molecular Weight | 190.24 g/mol |
|---|---|
| XLogP3 | 0.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 190.110613074 g/mol |
| Monoisotopic Mass | 190.110613074 g/mol |
| Topological Polar Surface Area | 32.3 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 332 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Cytisine is an organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. It has a role as a nicotinic acetylcholine receptor agonist, a phytotoxin and a plant metabolite. It is an alkaloid, an organic heterotricyclic compound, a secondary amino compound, a lactam and a bridged compound.