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Canadine

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Name

Canadine

EINECS 208-338-2
CAS No. 522-97-4 Density 1.33 g/cm3
PSA 40.16000 LogP 3.02590
Solubility DMSO: >10 mg/mL, soluble Melting Point 166.5 °C
Formula C20H21NO4 Boiling Point 476.1 °C at 760 mmHg
Molecular Weight 339.391 Flash Point 141.1 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 22
Molecular Structure Molecular Structure of 522-97-4 (TETRAHYDROBERBERINE) Hazard Symbols HarmfulXn
Synonyms

Berberine,tetrahydro-;Canadine;NSC 94918;Tetrahydroberberine;Tetrahydroumbellatine;Xanthopuccine;

Article Data 18

Canadine Specification

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

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