| Identification | More | [Name]
DIPHENYLCYCLOPROPENONE | [CAS]
886-38-4 | [Synonyms]
1,2-DIPHENYLCYCLOPROPEN-3-ONE
2,3-DIPHENYL-2-CYCLOPROPEN-1-ONE
2,3-DIPHENYLCYCLOPROP-2-EN-1-ONE
Diphencyprone
DIPHENYLCYCLOPROPENONE
RARECHEM AQ C3 0050
2,3-Diphenyl-2-cyclopropene-1-one
2,3-Diphenyl-cycloprop-2-enone
2,3-Diphenylcyclopropenone
Cyclopropenone, 2,3-diphenyl-
Cyclopropenone, diphenyl-
2-Cyclopropen-1-one, 2,3-diphenyl-
2,3－Diphenyl－2－cyclopropen－l－one
2,3-Diphenyl-2-cyclopropen-1-one, 99% (dry wt.), may contain up to 5% water
1,2-Diphenylcyclopropene-3-one
2,3-Diphenylcyclopropa-2-ene-1-one
α,β-Carbonylstilbene | [EINECS(EC#)]
212-948-4 | [Molecular Formula]
C15H10O | [MDL Number]
MFCD00001311 | [Molecular Weight]
206.24 | [MOL File]
886-38-4.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly pinkish-orange to beige crystalline | [Melting point ]
118-122 °C(lit.)
| [Boiling point ]
305.09°C (rough estimate) | [density ]
1.232 | [refractive index ]
1.6324 (estimate) | [storage temp. ]
Refrigerator (+4°C) | [solubility ]
DMF:20.0(Max Conc. mg/mL);96.97(Max Conc. mM)
DMSO:20.0(Max Conc. mg/mL);96.97(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);2.42(Max Conc. mM)
Ethanol:14.0(Max Conc. mg/mL);67.88(Max Conc. mM) | [form ]
Crystalline Powder | [color ]
Slightly pinkish-orange to beige | [Merck ]
14,3308 | [BRN ]
608049 | [InChI]
InChI=1S/C15H10O/c16-15-13(11-7-3-1-4-8-11)14(15)12-9-5-2-6-10-12/h1-10H | [Contact allergens]
Diphencyprone is a potent contact allergen used in topical immunotherapy to treat some severe alopecia areata. It is responsible for occupational contact dermatitis in chemists and dermatology department staff | [InChIKey]
HCIBTBXNLVOFER-UHFFFAOYSA-N | [SMILES]
C1(=O)C(C2=CC=CC=C2)=C1C1=CC=CC=C1 | [LogP]
1.769 (est) | [CAS DataBase Reference]
886-38-4(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
slightly pinkish-orange to beige crystalline | [Definition]
ChEBI: A cyclopropenone compound having phenyl substituents at the 2and 3-positions. | [Description]
Diphencyprone (DCP) is a contact sensitizing agent.1,2,3 Pretreatment with DCP reduces symptom severity in a mouse model of experimental autoimmune encephalomyelitis (EAE) induced by myelin basic protein (1-10) (MBP1-10).1 It enhances IL-10 production and antigen-specific IgG2a antibody responses and reduces anaphylaxis and asthma induced by ovalbumin in mice when administered during ovalbumin immunization at a concentration of 1% v/v.2 Topical administration of DCP increases intrafollicular CD4+ and CD8+ T cells, reduces upper dermal inflammation, and stimulates hair growth in the C3H/HeJ mouse model of alopecia areta.3 Formulations containing DCP have been used in the treatment of alopecia areta. | [Description]
Diphencyprone is a potent contact allergen responsible
for occupational contact dermatitis in chemists and
dermatological staff.
| [Uses]
Diphenylcyclopropenone was used in topical immunotherapy. | [General Description]
Diphenylcyclopropenone is a potent hapten. Its vibration frequency has been evaluated. | [storage]
Store at -20°C | [Purification Methods]
Crystallise it from cyclohexane. UV (MeCN): max 226, 282, 297nm. [Beilstein 17 IV 1736.] | [References]
[1] MICHAEL MEISTER . Self-Antigen Presentation by Keratinocytes in the Inflamed Adult Skin Modulates T-Cell Auto-Reactivity[J]. Journal of Investigative Dermatology, 2015, 135 8: Pages 1996-2004. DOI: 10.1038/jid.2015.130
[2] S. VON MOOS. The contact sensitizer diphenylcyclopropenone has adjuvant properties in mice and potential application in epicutaneous immunotherapy[J]. Allergy, 2012, 67 5: 638-646. DOI: 10.1111/j.1398-9995.2012.02802.x
[3] JOHN P. SUNDBERG . Alopecia Areata-Like Hair Loss in C3H/HeJ Mice and DEBR Rats Can be Reversed Using Topical Diphencyprone[J]. Journal of Investigative Dermatology Symposium Proceedings, 1999, 4 3: Page 239. DOI: 10.1038/sj.jidsp.5640219 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H317 | [Precautionary statements ]
P261-P272-P280-P302+P352-P333+P313-P362+P364 | [Hazard Codes ]
Xi | [Risk Statements ]
R38:Irritating to the skin.
R43:May cause sensitization by skin contact. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [HS Code ]
29142990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Skin Sens. 1 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|