Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H16O4 |
Molecular Weight | 296.3172 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC(=O)C1C2=CC=CC(O)=C2C(=O)C3=C(O)C=CC=C13
InChI
InChIKey=AHZXFRRDQXXPJD-UHFFFAOYSA-N
InChI=1S/C18H16O4/c1-2-5-12(19)15-10-6-3-8-13(20)16(10)18(22)17-11(15)7-4-9-14(17)21/h3-4,6-9,15,20-21H,2,5H2,1H3
Molecular Formula | C18H16O4 |
Molecular Weight | 296.3172 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Butantrone is the 10-butyryl derivative of dithranol with antipsoriatic activity. When butantrone and dithranol were used in equimolar gradually increasing concentrations in short-contact therapy for psoriasis the efficacy of butantrone was somewhat lower compared to dithranol. Butantrone has an antipsoriatic activity almost equal to that of dithranol. When short contact treatment is used, erythema and staining with butantrone are weaker than with dithranol.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2568062
Curator's Comment: An open clinical trial was carried out using butantrone ointment in the treatment of 10 patients with psoriasis in order to assess staining and irritation in relation to efficacy. At 0.5% and 1.0% strengths, butantrone produced significant levels of irritation and staining with minimal clinical response and poor patient compliance. https://www.ncbi.nlm.nih.gov/pubmed/2428761
To see whether the efficacy of butantrone in short-contact therapy could be increased by starting with a single high-concentration directly, 20 psoriatic patients were treated with dithranol (0.1,-0.5,-1.0,-2.0%) and butantrone (3.9%) short-contact therapy as a right-left comparison. With these treatment modalities the antipsoriatic effects of dithranol and butantrone were similar. Although the efficacy of 3.9% butantrone was better than the previously used butantrone therapy with gradually increasing doses, there was a parallel increase in side-effects.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2730843
Non-confluent monolayers of HeLa cells were treated with various concentrations (10(-5)-10(-8) M) of dithranol or butantrone for 45 min. The cells were then cultivated for up to 48 h and treated with 10 microM bromodeoxyuridine (BrdU) and 10 microM fluorodeoxyuridine for 30 min before harvesting. Both drugs at concentrations of 10(-6) and 10(-5) M inhibited the BrdU uptake of HeLa cells, but did not cause any significant change in the proportion of cells in S-phase. The highest (10(-5) M) concentration of butantrone caused an abrupt decrease in cell number.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 17:11:08 GMT 2023
by
admin
on
Sat Dec 16 17:11:08 GMT 2023
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Record UNII |
9P148IBA8M
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29708
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75464-11-8
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100000088479
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C038464
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5258
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CHEMBL130968
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9P148IBA8M
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53271
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C74164
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DTXSID10226395
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SUB06006MIG
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Related Record | Type | Details | ||
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ACTIVE MOIETY |