DIPHENYLCYCLOPROPENONE

Synonym(s):2,3-Diphenyl-2-cyclopropen-1-one;DPC

CAS NO.：886-38-4
Empirical Formula: C15H10O
Molecular Weight: 206.24
MDL number: MFCD00001311
EINECS: 212-948-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

What is DIPHENYLCYCLOPROPENONE?

Description

Diphencyprone is a potent contact allergen responsible for occupational contact dermatitis in chemists and dermatological staff.

Description

Diphencyprone (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) (MBP_1-10). 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 properties

slightly pinkish-orange to beige crystalline

The Uses of DIPHENYLCYCLOPROPENONE

Diphenylcyclopropenone was used in topical immunotherapy.

Definition

ChEBI: A cyclopropenone compound having phenyl substituents at the 2- and 3-positions.

General Description

Diphenylcyclopropenone is a potent hapten. Its vibration frequency has been evaluated.

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

Purification Methods

Crystallise it from cyclohexane. UV (MeCN): max 226, 282, 297nm. [Beilstein 17 IV 1736.]

Properties of DIPHENYLCYCLOPROPENONE

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
CAS DataBase Reference	886-38-4(CAS DataBase Reference)

Safety information for DIPHENYLCYCLOPROPENONE

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.