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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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
T Ohyashiki et al.
Biochimica et biophysica acta, 1421(1), 131-139 (1999-11-16)
Utilization of a fluorescence dye, 1,3-diphenylisobenzofuran (DPBF) as a detector of superoxide anion radical (O2*-) was examined. The fluorescence intensity of DPBF incorporated in phospholipid liposomes consisting of phosphatidylcholine (PC) and phosphatidylserine (PS) is effectively quenched by incubation with xanthine/xanthine
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
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
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