(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine - Names and Identifiers
Name | (-)-Canadine
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Synonyms | C03329 canadine (S)-Canadine (-)-Canadine (S)-Tetrahydroberberine (13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
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CAS | 5096-57-1
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EINECS | 225-815-0 |
(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine - Physico-chemical Properties
Molecular Formula | C20H21NO4
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Molar Mass | 339.39 |
Density | 1.2270 (rough estimate) |
Melting Point | 135° |
Boling Point | 475.36°C (rough estimate) |
Specific Rotation(α) | D22 -308°; -317° (c = 0.28; 0.4, both in methanol) |
Solubility | Chloroform, Ethyl Acetate (Slightly), Methanol (Very Slightly, Heated) |
Appearance | Powder |
Color | Pale Yellow to Light Yellow |
pKa | 6.53±0.20(Predicted) |
Storage Condition | Refrigerator |
Refractive Index | 1.6000 (estimate) |
(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine - Risk and Safety
UN IDs | 1544 |
Hazard Class | 6.1(b) |
Packing Group | III |
(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine - Reference
Reference Show more | 1. [IF=5.34] Xiaohui Zhang et al."Discovery of tetrahydropalmatine and protopine regulate the expression of dopamine receptor D2 to alleviate migraine from Yuanhu Zhitong formula."Phytomedicine. 2021 Oct;91:153702 2. [IF=3.963] Zhong-min Zhao et al."Anti-phytopathogenic activity and the possible mechanisms of action of isoquinoline alkaloid sanguinarine."Pestic Biochem Phys. 2019 Sep;159:51 |
(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine - Introduction
(-)-Canadine, chemical formula C20H23NO4, is an amine alkaloid. It is a white crystalline solid, soluble in ethanol and dichloromethane, and slightly soluble in water. (-)-Canadine is found in a variety of plants, such as the Berberis tree (Berberis vulgaris), and has a variety of pharmacological activities.
(-)-Canadine has many applications in the field of medicine. It has antibacterial, anti-inflammatory, anti-tumor and sedative pharmacological effects, and has inhibitory effects on a variety of bacteria and fungi. It is also used in the treatment of gastrointestinal diseases, skin diseases, hypertension and cardiovascular diseases.
(-)-Canadine is usually made from natural sources, such as barberry roots. After extraction it is usually purified by steps of crystallization, filtration and drying.
There is no sufficient research data on the safety information of (-)-Canadine. However, as a natural compound, it may have some toxicity. When using or handling the compound, it is necessary to follow proper laboratory and work environment safety practices and avoid contact with skin, eyes and respiratory tract. In addition, more detailed safety information, such as dose limits and toxicological data, requires reference to the relevant literature or professional consultation.
Last Update:2024-04-09 21:54:55