(1S,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one

• ChemBase ID: 133550
• Molecular Formular: C11H14N2O
• Molecular Mass: 190.24166
• Monoisotopic Mass: 190.11061308
• SMILES: c1cc2n(c(=O)c1)C[C@H]1C[C@H]2CNC1
• Canonical SMILES: O=c1cccc2n1C[C@@H]1CNC[C@@H]2C1
• 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-IUCAKERBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S)-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-dien-6-one
• IUPAC Traditional name: cytisine
• Synonyms: Cytisine; (-)-金雀花碱; (1S,9S)-3,11-二氮杂三环[7.3.1.03,8]三癸-5,7-二烯-4-酮; 野靛碱; 金雀花碱

Database IDs

• CAS Number: 485-35-8
• EC Number: 207-616-0
• MDL Number: MFCD00136048
• PubChem SID: 24892544; 162227827
• PubChem CID: 442949

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.4873016
• LogD (pH = 7.4): -2.6434913
• Log P: -0.2798536
• Molar Refractivity: 56.9283 cm^3
• Polarizability: 21.054716 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: light yellow powder
• Melting Point: 154-156 °C(lit.)
• Boiling Point: 218 °C/2 mmHg(lit.)

Safety Information

• RTECS: HA4025000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38
• Safety Statements: 26-28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: rat ... Chrna2(170945), Chrna3(25101), Chrna4(25590)

Product Information

• Purity: ≥99%

DETAILS

Sigma Aldrich - C2899

Biochem/physiol Actions
α3β4 和 α7 烟碱型乙酰胆碱受体的强效激动剂，α4β2 烟碱型乙酰胆碱受体的部分激动剂。