6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy- (522-97-4)

The Canadine, with the cas registry number 522-97-4 and EINECS registry number 208-338-2, has the systematic name of 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline. It is a kind of yellow solid, and shoud be stored at 2-8°C. The molecular formula of the chemical is C₂₀H₂₁NO₄. The chemical is harmful if swallowed, so you had better wear suitable protective clothing while you are dealing with it.

The characteristics of this chemical are as followings: (1)ACD/LogP: 3.83; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.76; (4)ACD/LogD (pH 7.4): 3.77; (5)ACD/BCF (pH 5.5): 41.25; (6)ACD/BCF (pH 7.4): 420.22; (7)ACD/KOC (pH 5.5): 248.82; (8)ACD/KOC (pH 7.4): 2534.96; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 40.16 Å²; (13)Index of Refraction: 1.656; (14)Molar Refractivity: 93.16 cm³; (15)Molar Volume: 253.4 cm³; (16)Polarizability: 36.93×10^-24cm³; (17)Surface Tension: 59.6 dyne/cm; (18)Density: 1.33 g/cm³; (19)Flash Point: 141.1 °C; (20)Enthalpy of Vaporization: 73.98 kJ/mol; (21)Boiling Point: 476.1 °C at 760 mmHg; (22)Vapour Pressure: 3.13E-09 mmHg at 25°C.

Preparation of Canadine: This chemical can be prepared by 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolinylium; chloride. The reaction will need reagent Sodium borohydride, and the menstruum methanol. The reaction time is 15 minutes with temperature of 0°C, and the yield is about 50%.  

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O1c2c(OC1)cc3c(c2)CCN5C3Cc4ccc(OC)c(OC)c4C5
(2)InChI: InChI=1/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3
(3)InChIKey: VZTUIEROBZXUFA-UHFFFAOYAL