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105481

Sigma-Aldrich

1,3-Diphenylisobenzofuran

97%

Synonym(s):

1,3-Diphenyl-2-benzofuran, 2,5-Diphenyl-3,4-benzofuran

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About This Item

Empirical Formula (Hill Notation):
C20H14O
CAS Number:
5471-63-6
Molecular Weight:
270.32
Beilstein:
199922
EC Number:
226-808-5
MDL number:
MFCD00005931
UNSPSC Code:
12352100
PubChem Substance ID:
24846701
NACRES:
NA.22

Assay

97%

form

solid

mp

128-130 °C (lit.)

SMILES string

c1ccc(cc1)-c2oc(-c3ccccc3)c4ccccc24

InChI

1S/C20H14O/c1-3-9-15(10-4-1)19-17-13-7-8-14-18(17)20(21-19)16-11-5-2-6-12-16/h1-14H

InChI key

ZKSVYBRJSMBDMV-UHFFFAOYSA-N

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General description

1,3-Diphenylisobenzofuran is a fluorescent dye.1,3-Diphenylisobenzofuran is the model compound in studies of singlet fission.

Application

1,3-Diphenylisobenzofuran(DPBF) was used as a fluorescent probe for detection of superoxide anion radical (O2−) inside the membrane lipid layer by DPBF fluorescence quenching method. 1,3-Diphenylisobenzofuran(DPBF) was used as quencher during the photoinactivation of TA-3 mouse mammary carcinoma cells containing hematoporphyrin. 1,3-Diphenylisobenzofuran(DPBF) was used to study the single crystal molecular structure and solution photophysical properties of DPBF.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K R Weishaupt et al.
Cancer research, 36(7 PT 1), 2326-2329 (1976-07-01)
Singlet oxygen, a metastable state of normal triplet oxygen, has been identified as the cytotoxic agent that is probably responsible for in vitro inactivation of TA-3 mouse mammary carcinoma cells following incorporation of hematoporphyrin and exposure to red light. This
Meng Duan et al.
Nanoscale, 11(39), 18426-18435 (2019-10-03)
This work explored the application of matrix metalloproteinase 2-targeted superparamagnetic nanoprobes for magnetic resonance imaging (MRI), near infrared (NIR) fluorescence imaging and photodynamic therapy of tumors. PEG, PAMAM (G5) and matrix metalloproteinase 2 (MMP2) were attached to the surface of
Huanhuan Liu et al.
Scientific reports, 9(1), 8393-8393 (2019-06-12)
A great number of fluorescent probes have been developed for detecting singlet oxygen (1O2), which is considered to be one of the most effective reactive oxygen species (ROS), especially in clinical applications. The commercially available fluorescent probe Singlet Oxygen Sensor
Diana Zaharie-Butucel et al.
Journal of colloid and interface science, 552, 218-229 (2019-05-28)
Significant efforts are currently being funneled into the improvement of therapeutic outcomes in cancer by designing hybrid nanomaterials that synergistically combine chemotherapeutic abilities and near-infrared (NIR) light-activated photothermal (PTT) and photodynamic (PDT) activity. Herein, a nanotherapeutic platform is specifically designed
Juanjuan Chen et al.
Molecular pharmaceutics, 16(8), 3703-3710 (2019-07-06)
Photodynamic therapy (PDT) utilizing light-induced singlet oxygen has achieved attractive results in anticancer fields; however, its development is hindered by limited light penetration depth, skin phototoxicity, tumor hypoxia, and PDT-induced hypoxia. Inspired by our previous research work and the limitations
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