1,8-Dihydroxyanthracen-9(10H)-on

Bezeichnung:1,8-Dihydroxyanthracen-9(10H)-on

CAS-Nr1143-38-0

Englisch Name:ANTHRALIN

CBNumberCB4170871

SummenformelC14H10O3

Molgewicht226.23

MOL-Datei1143-38-0.mol

Synonyma

1,8-Dihydroxyanthracen-9(10H)-on

1,8-Dihydroxyanthracen-9(10H)-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	178-181 °C (lit.)
Siedepunkt	464.1±45.0 °C(Predicted)
Dichte	1.419±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	Practically insoluble in water, soluble in methylene chloride, sparingly soluble in acetone, slightly soluble in ethanol (96 per cent). It dissolves in dilute solutions of alkali hydroxides.
Aggregatzustand	Solid
pka	7.16±0.20(Predicted)
Farbe	Yellow to Orange to Dark Yellow
Wasserlöslichkeit	Insoluble in water. Soluble in acetic acid, chloroform (20 mg/mL), acetone, benzene, solutions of alkali hydroxides, fixed oil. Slightly soluble in 95% ethanol, alcohol, ether, and glacial acetic acid.
Merck	14,684
BRN	2054360
Stabilität	Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey	NUZWLKWWNNJHPT-UHFFFAOYSA-N
CAS Datenbank	1143-38-0(CAS DataBase Reference)
IARC	3 (Vol. 13; Sup 7) 1987
EPA chemische Informationen	Dithranol (1143-38-0)

Sicherheit

Kennzeichnung gefährlicher	Xi,T
R-Sätze:	36/37/38-45
S-Sätze:	26-53-45
WGK Germany	3
RTECS-Nr.	CB8927000
HS Code	29144000

Gefahreninformationscode (GHS)

ANTHRALIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R45:Kann Krebs erzeugen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Anthralin is an anthrone inhibitor of keratinocyte proliferation and a modulator of differentiation. It increases apoptosis and inhibits proliferation of normal human keratinocytes (NHKs) when used at a concentration of 2.5 μM. It also decreases the mitochondrial membrane potential, increases cytochrome c release, and induces perinuclear mitochondrial clustering in NHKs when used at a concentration of 5 μM. Anthralin (0.25 μM) decreases the expression of β-defensin-2 and S100 calcium-binding protein A9 (S100A9) and increases the expression of IL-6 and IL-8 in IL-17A- and IL-22-stimulated NHKs. It also inhibits leukotriene B₄ (LTB₄; ) production, stimulated by the calcium ionophore A23187 , from human neutrophils (IC₅₀ = 7 μM). Topical anthralin (0.1%) induces hair regrowth in a Dundee experimental bald rat (DEBR) model of alopecia areata.
Chemische Eigenschaften
Yellow Crystalline Solid
Verwenden
Antipsoriatic
Indications
Anthralin (Anthra-Derm) is a potent reducing agent whose mechanism of action is unknown. It is approved for the treatment of psoriasis and also may be helpful in alopecia areata. The major toxicities are discoloration of skin, hair, and nails and irritant dermatitis.
Definition
ChEBI: An anthracene compound derived by the substitution of -OH groups for hydrogen at C-1 and C-8, and with an oxo group at C-9.
Trademarks
Anthra-Derm (Dermik); DrithoCreme (Dermik); Drithoscalp (Dermik); Lasan (Stiefel).
Allgemeine Beschreibung
Lemon yellow leaflets or plates or an orange powder. Melting point 176-181°C. No odor or taste. Insoluble in water. Moderately toxic by ingestion, inhalation and skin absorption. Used as a treatment for psoriasis.
Air & Water Reaktionen
Unstable in air when in alkaline solution. Insoluble in water.
Reaktivität anzeigen
ANTHRALIN reacts as a weak acid. Soluble in aqueous bases. May react with strong oxidizing agents. May be sensitive to light and moisture .
Hazard
Very irritating. Do not use on scalp or near eyes.
Brandgefahr
Flash point data are not available for ANTHRALIN; however, ANTHRALIN is probably combustible.
Nebenwirkungen
Anthralin's side effects include pruritus, erythema, scaling, folliculitis, and lymphadenopathy. Staining of skin and clothes can also be an issue.

ANTHRALIN Upstream-Materialien And Downstream Produkte

1,8-Dihydroxyanthracen-9(10H)-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1143-38-0, ANTHRALIN Verwandte Suche:

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