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1143-38-0
???:
????
???(??):
????;????;????(ANTHRALIN);????
???:
ANTHRALIN
???(??):
DITHRANOL;Anthranol;9-anthrol;1,8,9-ANTHRACENETRIOL;1,8-DIHYDROXY-10H-ANTHRACEN-9-ONE;Rydex;Psorin;Micanol;Psorider;Batridol
CBNumber:
CB4170871
???:
C14H10O3
??? ??:
226.23
MOL ??:
1143-38-0.mol
MSDS ??:
SDS

???? ??

???
178-181 °C (lit.)
?? ?
464.1±45.0 °C(Predicted)
??
1.419±0.06 g/cm3(Predicted)
?? ??
2-8°C
???
?? ?? ?? ??, ?????? ??, ???? ?? ??, ???? ?? ????(96%). ??? ????? ?? ??? ?????.
??? ??
Solid
?? ?? (pKa)
7.16±0.20(Predicted)
??
????? ???, ?? ?????
???
?? ???. ????, ?????(20 mg/mL), ???, ??, ??? ???? ??, ?? ??? ?????. 95% ???, ???, ??? ? ???? ?? ?????.
Merck
14,684
BRN
2054360
???
????. ?? ??. ?? ???? ???? ????.
InChI
1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2
InChIKey
NUZWLKWWNNJHPT-UHFFFAOYSA-N
SMILES
Oc1cccc2Cc3cccc(O)c3C(=O)c12
CAS ??????
1143-38-0(CAS DataBase Reference)
IARC
3 (Vol. 13; Sup 7) 1987
EPA
Dithranol (1143-38-0)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi,T
?? ???? ?? 36/37/38-45
????? 26-53-45
WGK ?? 3
RTECS ?? CB8927000
HS ?? 29144000
???? ??? 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
??????:
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
0
2 0

???? C??? ??, ??, ??

??

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.

??? ??

Yellow Crystalline Solid

??

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.

??

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.

?? ??

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.

??? ?? ??

Unstable in air when in alkaline solution. Insoluble in water.

?? ???

ANTHRALIN reacts as a weak acid. Soluble in aqueous bases. May react with strong oxidizing agents. May be sensitive to light and moisture .

???

Very irritating. Do not use on scalp or near eyes.

????

Flash point data are not available for ANTHRALIN; however, ANTHRALIN is probably combustible.

???

Anthralin's side effects include pruritus, erythema, scaling, folliculitis, and lymphadenopathy. Staining of skin and clothes can also be an issue.

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