DIPHENYLCYCLOPROPENONE

DIPHENYLCYCLOPROPENONE Basic information
Product Name:DIPHENYLCYCLOPROPENONE
Synonyms:Diphenylcyclopropenone 98%;2,3-Diphenyl-2-cyclopropen-1-one, 99% dry weight, may contain up to 5% water;2,3-Diphenyl-2-cyclopropen-1-one for synthesis;RARECHEM AQ C3 0050;1,2-DIPHENYLCYCLOPROPEN-3-ONE;2,3-DIPHENYL-2-CYCLOPROPEN-1-ONE;2,3-DIPHENYLCYCLOPROP-2-EN-1-ONE;2,3-Diphenyl-2-cyclopropene-1-one
CAS:886-38-4
MF:C15H10O
MW:206.24
EINECS:212-948-4
Product Categories:C15 to C38;Carbonyl Compounds;Ketones;Building Blocks;C15 to C38;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
Mol File:886-38-4.mol
DIPHENYLCYCLOPROPENONE Structure
DIPHENYLCYCLOPROPENONE Chemical Properties
Melting point 118-122 °C (lit.)
Boiling point 305.09°C (rough estimate)
density 1.232
refractive index 1.6324 (estimate)
storage temp. Store below +30°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
InChIKeyHCIBTBXNLVOFER-UHFFFAOYSA-N
LogP1.769 (est)
CAS DataBase Reference886-38-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 38-43
Safety Statements 36/37
WGK Germany 3
HS Code 29142990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
DIPHENYLCYCLOPROPENONE Usage And Synthesis
DescriptionDiphencyprone is a potent contact allergen responsible for occupational contact dermatitis in chemists and dermatological staff.
DescriptionDiphencyprone (DCP) is a contact sensitizing agent. Pretreatment with DCP reduces symptom severity in a mouse model of experimental autoimmune encephalomyelitis (EAE) induced by myelin basic protein (1-10) (MBP1-10). 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. 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. Formulations containing DCP have been used in the treatment of alopecia areta.
Chemical Propertiesslightly pinkish-orange to beige crystalline
UsesDiphenylcyclopropenone was used in topical immunotherapy.
DefinitionChEBI: A cyclopropenone compound having phenyl substituents at the 2- and 3-positions.
General DescriptionDiphenylcyclopropenone is a potent hapten. Its vibration frequency has been evaluated.
Contact allergensDiphencyprone 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
Purification MethodsCrystallise it from cyclohexane. UV (MeCN): max 226, 282, 297nm. [Beilstein 17 IV 1736.]
DIPHENYLCYCLOPROPENONE Preparation Products And Raw materials
Raw materialsBenzene, 1,1'-(3,3-dichloro-1-cyclopropene-1,2-diyl)bis--->Cinnamyl chloride-->Cinnamyl alcohol
Preparation Products2H-Pyran-2-one, 3,4,6-triphenyl--->Tetraphenylcyclopentadienone
DIMESITYLCYCLOPROPENONE 2-PHENYL-2-BUTENAL 1,3-Diphenylacetone Cinnamaldehyde α-Methylcinnamaldehyde 1,3-DIPHENYLPROPANE Phenylacetone 1-PHENYL-2-BUTANONE 3-Pentanone 2-Phenyl-1-propene Methacrolein 2-PHENYL-2-BUTENE β-Methylstyrene 2-Methyl-2-butene TRANS-2-METHYL-2-BUTENAL CIS-2-BUTENE Phenylacetaldehyde CIS-STILBENE

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