C2899

Cytisine

≥99%, powder

• Synonym(s): (−)-Cytisine, (1R,5S)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2a][1,5]diazocin-8-one, (1S,9S)-3,11-Diazatricyclo[7.3.1.0^3,8]trideca-5,7-dien-4-one, Baptitoxin, Laburnin, Sophorine, Ulexine
• Empirical Formula (Hill Notation): C₁₁H₁₄N₂O
• CAS Number: 485-35-8
• Molecular Weight: 190.24
• NACRES: NA.77
• PubChem Substance ID: 24892544
• UNSPSC Code: 12352210
• EC Number: 207-616-0
• MDL number: MFCD00136048
• Assay: ≥99%
• Form: powder

Properties

• assay: ≥99%
• form: powder
• color: light yellow
• bp: 218 °C/2 mmHg (lit.)
• mp: 154-156 °C (lit.)
• SMILES string: O=C1C=CC=C2C3CNCC(C3)CN12
• 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
• Gene Information: rat ... Chrna2(170945), Chrna3(25101), Chrna4(25590)

Description

General description

Cytisine is an alkaloid present in Cytisus laburnum, particularly in its seeds. It might be effective for smoking cessation. Cytisine is a natural insecticide. It has a molecular structure similar to nicotine. Cytisine may have antidepressant like properties.

Biochem/physiol Actions

Potent agonist at α3β4 and α7 nicotinic acetylcholine receptors and partial agonist at α4β2 nicotinic acetylcholine receptors.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H301 + H311 + H331
• Precautionary Statements: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges