Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H18O4 |
Molecular Weight | 226.2689 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOC1=C(OCCCC)C(=O)C1=O
InChI
InChIKey=XBRWELTXMQSEIN-UHFFFAOYSA-N
InChI=1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3
Molecular Formula | C12H18O4 |
Molecular Weight | 226.2689 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Squaric acid dibutyl ester is a cyclic ketone and diether that is used as a topical sensitizing agent for the treatment of alopecia areata. The mechanism of action is not fully understood, but is believed to redirect the inflammatory response by invoking allergic contact dermatitis. In clinical trials Squaric acid dibutyl ester had a total response rate (defined as moderate to good regrowth or at least 30% improvement) from 29% to 87%. The most common adverse effects associated with Squaric acid dibutyl ester include eczema, auto-eczematization, blistering, and swelling of regional lymph nodes.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Current and potential agents for the treatment of alopecia areata. | 2001 Feb |
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Squaric acid dibutylester: indications for use and efficacy in alopecia areata. | 2001 Jul |
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[Treatment of alopecia areata with diphencyprone]. | 2001 Oct-Dec |
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An answer to some questions raised by skin reactions observed during squaric acid dibutylester contact sensitization. | 2001 Sep |
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Adult and paediatric contact immunotherapy with squaric acid dibutylester (SADBE) for recurrent, multiple, resistant, mucocutaneous anogenital warts. | 2002 Aug |
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Topical sensitizers in alopecia areata. | 2004 Aug |
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Topical immunomodulator therapy with squaric acid dibutylester (SADBE) is effective treatment for severe alopecia areata (AA): results of an open-label, paired-comparison, clinical trial. | 2005 Feb |
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Topical immunotherapy of severe alopecia areata with diphenylcyclopropenone (DPCP): experience in an Iranian population. | 2005 May 26 |
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Efficacy and safety of the topical sensitizer squaric acid dibutyl ester in Alopecia areata and factors influencing the outcome. | 2006 Mar |
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Haptens as drugs: contact allergens are powerful topical immunomodulators. | 2006 May |
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The importance of myeloid-derived suppressor cells in the regulation of autoimmune effector cells by a chronic contact eczema. | 2007 Oct 15 |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT01971385
2% solution applied for sensitization to the inner arm.
Route of Administration:
Topical
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:59:29 GMT 2023
by
admin
on
Fri Dec 15 17:59:29 GMT 2023
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Record UNII |
4RTO57VG65
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Record Status |
Validated (UNII)
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Record Version |
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