Cytisine

Description

Cytisine · CAS 485-35-8 · C11H14N2O. UNII 53S5U404NU. Boiling Point: 218; Boiling Point: BP: 218 °C at 2 mm Hg; Melting Point: 152-153.

Identification

CAS Registry Number	485-35-8
PubChem CID	10235
Molecular formula	C11H14N2O
IUPAC name	(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
UNII (FDA)	53S5U404NU

Computed Descriptors

Molecular Weight	190.24
XLogP3	0.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	190.110613074
Monoisotopic Mass	190.110613074
Topological Polar Surface Area	32.3
Heavy Atom Count	14
Formal Charge	0

Physical & Chemical Properties

Boiling Point	218
Boiling Point	BP: 218 °C at 2 mm Hg
Melting Point	152-153
Melting Point	152-153 °C (sublimes)
Melting Point	MP: 155 °C
Solubility	In water, 4.39X10+5 mg/L at 16 °C
Dissociation Constants	pK1 = 6.11; pK2 = 13.08

Physical description & handling notes

• Orthorhombic prisms from acetone
• Solid
• 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
• Soluble in 1.3 parts water
• 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/
• Specific optical rotation: -120 deg at 17 °C/D

GHS Hazard Classification

Reported hazard statements	H301 (100%), H315 (90.8%), H319 (90.8%), H335 (89.5%)

Documented Uses

• Formerly used as an antitussive and antiemetic
• Cytisine was obtained from Laburnum anagyroides by extraction of the powdered dry seeds with ethyl alcohol-hydrochloric acid, distillation of the alcohol, dilution with water, filtration, and precipitation of the alkaloid with Mayer's reagent.
• The isolation and identification of cytisine is described.
• 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-: ACTIVE
• Toxic principle in seed of Laburnum anagyroides Medik /golden chain tree/, and other Leguminosae.
• Tabex contains cytisine and is used to aid chronic smokers in abstaining from smoking. Total abstentation occurred in 65.1% of the subjects.

Synonyms

CYTISINE; 485-35-8; Baptitoxine; Cytisinicline; Sophorine; Baptitoxin; Cytiton; Laburnin; Ulexine; Ulexin; Cytitone; Citizin; Cystisine; Cytizin; (1r,5s)-1,2,3,4,5,6-Hexahydro-8h-1,5-Methanopyrido[1,2-A][1,5]diazocin-8-One; 6039 Sopharma

Frequently Asked Questions

What are the CAS number and molecular formula of Cytisine?

CAS 485-35-8; molecular formula C11H14N2O; molecular weight — g/mol.

What other names is Cytisine known by?

CYTISINE, 485-35-8, Baptitoxine, Cytisinicline, Sophorine, Baptitoxin.

Is Cytisine classified as hazardous?

Hazard statements reported: H301, H315, H319, H335.

What are the key physical properties of Cytisine?

Boiling Point: 218; Boiling Point: BP: 218 °C at 2 mm Hg; Melting Point: 152-153; Melting Point: 152-153 °C (sublimes).

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.