1,8-Dihydroxy-3-methylanthrachinon

Bezeichnung:1,8-Dihydroxy-3-methylanthrachinon

CAS-Nr481-74-3

Englisch Name:Chrysophanic acid

CBNumberCB9760903

SummenformelC15H10O4

Molgewicht254.24

MOL-Datei481-74-3.mol

Synonyma

1,8-Dihydroxy-3-methylanthrachinon

1,8-Dihydroxy-3-methylanthrachinon physikalisch-chemischer Eigenschaften

Schmelzpunkt	194-198 °C
Siedepunkt	357.45°C (rough estimate)
Dichte	1.2693 (rough estimate)
Brechungsindex	1.4872 (estimate)
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	chloroform: soluble1%
pka	6.63±0.20(Predicted)
Aggregatzustand	crystalline
Farbe	yellow-orange
Wasserlöslichkeit	<0.1 g/100 mL at 18 ºC
maximale Wellenlänge (λmax)	429nm(MeOH)(lit.)
Merck	14,2258
BRN	1252300
Stabilität	Stable. Incompatible with strong oxidizing agents.
LogP	4.720 (est)
CAS Datenbank	481-74-3(CAS DataBase Reference)
EPA chemische Informationen	Chrysophanic acid (481-74-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/38-36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
RTECS-Nr.	CB6725000
F	8-10
HS Code	29146990
Giftige Stoffe Daten	481-74-3(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Chrysophanic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/38:Reizt die Augen und die Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Chrysophanol is an anthraquinone that has been found in R. palmatum and has diverse biological activities. It induces necrosis in J5 human liver cancer cells when used at concentrations of 25, 50, 75, 100, and 200 μM. Chrysophanol (5, 10, and 50 μM) reduces LPS-induced production of nitric oxide (NO) and prostaglandin E₂ (PGE₂; ) and inhibits LPS-induced DNA oxidation in BV-2 microglia. In vivo, chrysophanol (5 mg/kg) decreases colonic levels of IL-6 and activation of NF-κB and reduces weight loss, diarrhea, and rectal bleeding in a mouse model of colitis induced by dextran sulfate (DSS; ). Chrysophanol (0.1, 1, and 10 mg/kg) increases survival, reduces brain tissue loss, and ameliorates motor balance deficits in a mouse model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).
Chemische Eigenschaften
yellow crystalline solid or brown powder
Verwenden
A topical ointment used in the treatment of dermal conditions such as eczema and herpes.
Verwenden
antineoplastic, antibacterial
Verwenden
Chrysophanic acid, a natural anthraquinone, is used to study anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells 1. It is also used to study the inhibition of replication of poliovirus types 2 and 3 (Picornaviridae) in vitro 2.
Definition
ChEBI: A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity.
Synthesis Reference(s)
Tetrahedron Letters, 20, p. 4911, 1979 DOI: 10.1016/S0040-4039(01)86747-2
Allgemeine Beschreibung
Golden yellow plates or brown powder. Melting point 196°C. Slightly soluble in water. Pale yellow aqueous solutions turn red on addition of alkali. Solutions in concentrated sulfuric acid are red.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
Chrysophanic acid is incompatible with strong oxidizing agents.
Brandgefahr
Flash point data for Chrysophanic acid are not available; however, Chrysophanic acid is probably combustible.
läuterung methode
Crystallise chrysophanic acid from EtOH or *benzene and has m 195.6-196.2o, after sublimation it in a vacuum. The yellow mono-acetate has m 188-190o (from MeOH or Me2CO). It forms Ni2+, Co2+ and Cu2+ complexes. [Beilstein 8 H 470, 8 I 725, 8 II 510, 8 III 3808, 8 IV 3277.]

1,8-Dihydroxy-3-methylanthrachinon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

481-74-3, Chrysophanic acid Verwandte Suche:

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