Sanguinarin

Bezeichnung:Sanguinarin

CAS-Nr2447-54-3

Englisch Name:SANGUINARINE

CBNumberCB3395590

SummenformelC20H14NO4

Molgewicht332.33

MOL-Datei2447-54-3.mol

Synonyma

Sanguinarin

Sanguinarin physikalisch-chemischer Eigenschaften

Schmelzpunkt	205-215°C
Siedepunkt	483.53°C (rough estimate)
Dichte	1.3463 (rough estimate)
Brechungsindex	1.5180 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), DMSO (Slightly)
Aggregatzustand	Solid
Farbe	White
LogP	-0.653 (est)

Sicherheit

R-Sätze:	25
S-Sätze:	13-45
RIDADR	1544
Toxizität	LD50 oral in rat: 1660mg/kg

SANGUINARINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S13:Von Nahrungsmitteln, Getränken und Futtermitteln fernhalten.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
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.
Verwenden
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).
Einzelnachweise
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 Upstream-Materialien And Downstream Produkte

Sanguinarin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

2447-54-3, SANGUINARINE Verwandte Suche:

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