Basic information
- CAS
886-38-4- Standard SMILES
O=c1c(-c2ccccc2)c1-c1ccccc1- InChIKey
HCIBTBXNLVOFER-UHFFFAOYSA-N- Molecular formula
- C15H10O
- Average molar mass
- 206.24 g/mol
- Monoisotopic mass
- 206.07316494
Overview
Diphenylcyclopropenone is a cyclopropenone compound having phenyl substituents at the 2- and 3-positions. It has a role as a photosensitizing agent, a hapten and a drug allergen.
Names & identifiers
- Preferred name
- Diphenylcyclopropenone
- IUPAC
- 2,3-diphenylcycloprop-2-en-1-one
- English name
- DIPHENYLCYCLOPROPENONE
- Molecular formula
- C15H10O
- Molecular weight
- 206.24
Names & synonyms
Diphenylcyclopropenone886-38-4Diphencyprone2,3-Diphenylcycloprop-2-en-1-one2,3-Diphenylcyclopropenone2-Cyclopropen-1-one, 2,3-diphenyl-DPCPDTXSID2046545I7G14NW5ECNSC-57541CHEBI:53074DTXCID0026545
Show more names
177377-5GopropenoneRARECHEM AQ C3 0050Diphencyclopropenoneα,β-Carbonylstilbeneiphenylcyclopropenone
NSC57541RefChem:134675212-948-42,3-Diphenylcycloprop-2-enone1,2-Diphenylcyclopropen-3-oneCyclopropenone, diphenyl-2,3-Diphenyl-2-cyclopropen-1-oneCyclopropenone, 2,3-diphenyl-
Database identifiers
- CAS
886-38-4- PubChem CID
- 65057
- DTXSID
DTXSID2046545- ChEMBL
CHEMBL1373467- ChEBI
CHEBI:53074- UNII
- I7G14NW5EC
- EC Number
- 212-948-4
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 284
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 118 · 118-122 °C (lit.)
- Boiling point
- 305.09 °C · 305.09°C (rough estimate)
- Density
- 1.232 · 1.232
- refractive index
- 1.6324 · 1.6324 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 20 · 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (85.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information2,3-Diphenyl-2-cyclopropen-1-one: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (85.7%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- hs_code
- 29142990
- risk_code
- 38-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P362+P364
Chemistry & industry
Applications
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.
DescriptionDiphencyprone is a potent contact allergen responsible for occupational contact dermatitis in chemists and dermatological staff.
UsesDiphenylcyclopropenone was used in topical immunotherapy.
General DescriptionDiphenylcyclopropenone is a potent hapten. Its vibration frequency has been evaluated.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
6 records
Compound notes
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