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result from both an inhibition of DNA synthesis as well as from its strong reducing properties. Anthralin’s effectiveness as an anti-psoriatic agent has also been in part attributed to its abilities to induce lipid peroxidation and reduce levels of endothelial adhesion molecules which are markedly elevated in psoriatic patients. Unlike retinoids and PUVA, anthralin does not inhibit liver microsomal enzyme activity; consequently, the likelihood of adverse drug interactions is greatly reduced when other agents are administered concomitantly with anthralin.
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local burning sensation and irritation; this may be minimised by careful attention to the details of treatment and only gradually stepping up through the strengths of dithranol formulations. The surrounding skin can be protected using soft white paraffin and the treated area is covered with tube gauze.
684:
Anthralin is a synthetic compound whose precise mechanism of anti-psoriatic action is not yet fully understood. However, numerous studies have demonstrated anti-proliferative and anti-inflammatory effects of anthralin on psoriatic and normal skin. The anti-proliferative effects of anthralin appear to
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It temporarily stains the skin a yellowy-brown to purple if not washed off after a period of time (45-60 minutes). It permanently stains clothing fabrics, shower curtains, and other materials such as ceramic sinks the same yellow-brown to purple in color depending on the concentration. It may cause a
688:
More dithranol penetrates into impaired skin in 30 minutes than into intact skin during about 16 hours. For this reason weaker 0.1-0.5% preparations are applied over night, but stronger 1-2% products are applied for between 30 minutes and one hour depending upon the formulation.
625:. It is available as creams, ointment or pastes in 0.1 to 2% strengths (Drithocreme, Dithrocream, Zithranol-RR, Micanol, Psorlin, Dritho-Scalp, Anthraforte, Anthranol and Anthrascalp). The terms dithranol and anthralin are sometimes used synonymously.
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677:. This impedes DNA replication and so slows the excessive cell division that occurs in psoriatic plaques. In addition Dithranol may act by reducing the elevated levels of
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644:, but is without the potential for rebound reaction on withdrawal. It cannot be used on the face or genitalia. There is some tentative evidence that
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where it interferes with the supply of energy to the cell, probably by the oxidation of dithranol releasing
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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
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The
Journal of Investigative Dermatology. Symposium Proceedings
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Dithranol has a slower onset of action in controlling
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250:1,8-dihydroxy-9,10-dihydroanthracen-9-one
72:Micromedex Detailed Consumer Information
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637:, typically several weeks, compared to
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708:"Current treatment of alopecia areata"
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206:absorbed and oxidised within the skin
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621:applied to the skin of people with
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1107:Diazepam binding inhibitor (DBI)
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568:Key:NUZWLKWWNNJHPT-UHFFFAOYSA-N
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1:
186:0%, trace amounts metabolites
543:O=C2c1c(O)cccc1Cc3c2c(O)ccc3
706:Shapiro J (December 2013).
681:that occurs in psoriasis.
617:derivative, and is used in
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894:Calcipotriol/betamethasone
751:British National Formulary
455:Chemical and physical data
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669:Dithranol accumulates in
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527:178 °C (352 °F)
238:
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37:
791:Drugs used for psoriasis
725:10.1038/jidsymp.2013.14
1097:Dithranol (anthralin)
1092:Deuterated etifoxine
1053:Translocator protein
648:might be useful for
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1226:3-Hydroxypropenals
1087:DBI 17-50 fragment
1009:Never to phase III
163:Pharmacy medicines
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512:Interactive image
405:CompTox Dashboard
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27:Chemical compound
16:(Redirected from
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1221:Aromatic ketones
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1231:TSPO ligands
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889:Calcipotriol
882:
878:Fumaric acid
838:
753:
718:(1): S42-4.
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671:mitochondria
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665:Pharmacology
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656:Side effects
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629:Medical uses
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578:
212:Elimination
148:Legal status
142:Legal status
1216:Anthracenes
1177:Antagonists
1157:SSR-180,575
995:from market
942:Methoxsalen
937:Trioxysalen
862:Methoxsalen
857:Trioxysalen
619:medications
605:and former
495: g·mol
444:100.013.216
394:ChEMBL46469
374:CHEBI:37510
234:Identifiers
1200:Categories
1056:modulators
965:Etretinate
910:Tazarotene
904:Tacalcitol
899:Calcitriol
756:March 2003
693:References
615:anthracene
500:3D model (
488:Molar mass
334:U8CJK0JH5M
305:ChemSpider
260:CAS Number
243:IUPAC name
202:Metabolism
1147:Olesoxime
1137:FGIN-1-43
1132:FGIN-1-27
1127:Etifoxine
1005:Phase III
993:Withdrawn
970:Acitretin
957:Retinoids
947:Bergapten
930:Psoralens
884:vitamin D
849:Psoralens
839:Dithranol
831:Antracens
646:anthralin
635:psoriasis
623:psoriasis
599:anthralin
591:Dithranol
269:1143-38-0
225:Excretion
214:half-life
161: P (
106:Routes of
80:Pregnancy
66:Drugs.com
32:Dithranol
18:Anthralin
1185:PK-11195
1167:YL-IPA08
1152:Ro5-4864
1122:Emapunil
1102:Diazepam
1082:DAA-1106
1077:DAA-1097
1064:Agonists
923:Systemic
821:Coal tar
734:24326551
642:steroids
611:anthrone
581:(verify)
118:ATC code
95: B2
82:category
1211:Phenols
1117:DPA-714
1112:DPA-713
1072:Alpidem
803:Topical
493:226.231
461:Formula
280:PubChem
134:)
128: (
126:D05AC01
112:topical
988:WHO-EM
732:
536:SMILES
385:ChEMBL
354:D00233
1142:GML-1
871:Other
597:) or
556:InChI
502:JSmol
365:ChEBI
1162:W-18
810:Tars
730:PMID
679:cGMP
603:USAN
345:KEGG
325:UNII
314:2117
294:2202
176:data
62:AHFS
817:Tar
795:D05
720:doi
607:BAN
595:INN
410:EPA
284:CID
229:n/a
219:n/a
131:WHO
1202::
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652:.
613:,
475:10
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196:0%
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91:AU
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601:(
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481:3
478:O
472:H
466:C
412:)
408:(
165:)
159::
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64:/
20:)
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