SANGUINARINE
- CAS No.
- 2447-54-3
- Chemical Name:
- SANGUINARINE
- Synonyms
- C06162;Sangrovit;SANGUINARIN;SANGUINARINE;Free sanguinarine;PSEUDOCHELERYTHRINE;SANGUINARINE, 40+% BY UV;SANGUINARINE, 98+% BY HPLC;dimethylenedioxybenzphenanthridine;Sanguinarine/Macleaya cordata extract
- CBNumber:
- CB3395590
- Molecular Formula:
- C20H14NO4+
- Molecular Weight:
- 332.33
- MOL File:
- 2447-54-3.mol
- Modify Date:
- 2024/4/16 16:23:18
| Melting point | 205-215°C |
|---|---|
| Boiling point | 483.53°C (rough estimate) |
| Density | 1.3463 (rough estimate) |
| refractive index | 1.5180 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), DMSO (Slightly) |
| form | Solid |
| color | White |
| LogP | -0.653 (est) |
SANGUINARINE Chemical Properties,Uses,Production
Description
A naphthoisoquinoline alkaloid, this base occurs in the roots of Chelidonium majus L., Glaucium fimbrilligerum and Sanguinaria canadensis L. The alkaloid was stated by Schmidt, Konig and Tietz to crystallize from EtOH or AcOEt as colourless needles, m.p. 213°C but this low melting point was found to be due to the presence of chelerythrine as an impurity. Once this is removed as the pseudocyanide, the base crystallizes from Et20 and has the above melting point or 242-3°C on slow heating. Obtained from EtOH it forms the alcoholate, m.p. 195-7°C. The hydrochloride forms long, slender, bloodred needles. On distillation with Zn dust, the alkaloid furnishes a-naphthaphenanthridine and the structure given above has been further confirmed by synthesis.
Uses
Sanguinarium induces HO-1 expression thus inhibiting MMP-9 and COX-2 expression in TPA-induced breast cancer cells.
Definition
Sanguinarine is a benzophenanthridine alkaloid derived from the root of Sanguinaria canadendid. Limited available evidence indicates that it may be used to prevent and treat UV-induced skin damage. Specifically, topical application of sanguinarine on the skin of SKH-1 hairless mice before or after UVB irradiation resulted in significantly lower UVB-mediated skin edema, skin hyperplasia and infiltration of leukocytes, and markers of oxidative stress (e.g., H2O2).
References
Dana., Mag. Pharm., 23, 125 (1829)
Bruchhausen, Bersch., Ber., 63, 2520 (1930)
Spath, Kuffner., ibid, 64, 370, 1123, 2034 (1931)
Synthesis:
Dyke, Moon, Sainsbury., Tetrahedron Lett., 3933 (1968)
SANGUINARINE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Changsha Staherb Natural Ingredients Co., Ltd. | +86-0731-84213302 +8618374838656 | China | 1025 | 58 | Inquiry |
| Shaanxi Haibo Biotechnology Co., Ltd | +undefined18602966907 | China | 1000 | 58 | Inquiry |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21677 | 55 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9338 | 55 | Inquiry |
| career henan chemical co | +86-0371-86658258 15093356674; | China | 29902 | 58 | Inquiry |
| Chengdu GLP biotechnology Co Ltd | 028-87075086 13350802083 | CHINA | 1824 | 58 | Inquiry |
| Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | China | 3424 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
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