Diphenylcyclopropenone
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| Names | |
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| IUPAC name
2,3-Diphenylcycloprop-2-en-1-one
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| Other names
Diphencyprone; DPCP
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| Identifiers | |
886-38-4  |
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| ChemSpider | 58568 |
| Jmol 3D model | Interactive image |
| PubChem | 65057 |
| UNII | I7G14NW5EC |
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| Properties | |
| C15H10O | |
| Molar mass | 206.24 g·mol−1 |
| Vapor pressure | {{{value}}} |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Diphenylcyclopropenone (diphencyprone) is a topically administered drug intended for treating alopecia areata and alopecia totalis. Topical immunotherapy using diphenylcyclopropenone may also be an effective treatment option for recalcitrant warts.[1]
Mechanism of action
Diphenylcyclopropenone acts as a local irritant, triggering a local sensitization. It triggers an immune response that opposes the action of the autoreactive cells that otherwise cause hair loss.[2]
Studies
A study of 41 alopecia areata patients showed significant hair regrowth in 40% at 6 months, being sustained in two thirds of these after a 12-month-follow up-period.[3]
In a 2002 study for the treatment of warts, the responders consisted of 135 individuals (87.7%) that had complete clearance of warts.[1] Reported adverse effects were local and included with pruritus (itching) (15.6%), with blistering (7.1%), and with eczematous reactions (eczema)(14.2%).[1] The majority of the patients tolerated the treatment very well. One patient developed local impetigo (minor infection). Patients had an average of 5 treatments over a 6-month period.
Chemical property
The chemical properties of the compound are dominated by the strong polarization of the carbonyl group, which gives a partial positive charge with aromatic stabilization on the triangle ring and a partial negative charge on oxygen. Furthermore, their benzene rings accept partial positive charge with resonance structures.
See also
References
- ↑ 1.0 1.1 1.2 Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Public summary of positive opinion for orphan designation of diphenylcyclopropenone for the treatment of alopecia totalis, European Medicines Agency. Document Date: London, 23 April 2009. Doc.Ref.:EMEA/COMP/428277/2006
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
