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906366-79-8

906366-79-8 Structure

906366-79-8 Structure
IdentificationBack Directory
[Name]

Inotilone
[CAS]

906366-79-8
[Synonyms]

Inotilone
2-[(3,4-dihydroxyphenyl)methylidene]-5-methyl-3-furanone
(2E)-2-[(3,4-Dihydroxyphenyl)methylene]-5-methyl-3(2H)-furanone
(2Z)-2-[(3,4-dihydroxyphenyl)methylene]-5-methyl-3(2H)-furanone
3(2H)-Furanone, 2-[(3,4-dihydroxyphenyl)methylene]-5-methyl-, (2Z)-
[Molecular Formula]

C12H10O4
[MOL File]

906366-79-8.mol
[Molecular Weight]

218.21
Chemical PropertiesBack Directory
[Melting point ]

177.4 °C
[Boiling point ]

491.9±45.0 °C(Predicted)
[density ]

1.433±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

≤1mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide
[form ]

crystalline solid
[pka]

8.58±0.35(Predicted)
Hazard InformationBack Directory
[Uses]

A potent COX-2 inhibitor. Inotilone is used for treating degenerative conditions from overexpression of iNOS.
[Biological Activity]

inotilone is a cyclooxygenase (cox) inhibitor.many of nonsteroidal anti-inflammatory drugs (nsaids) target cyclooxygenases (cox), which catalyze the first two steps in the biosynthesis of the prostaglandins from the substrate arachidonic acid.
[in vitro]

inotilone was tested as the inhibitor of mitogen-activated protein kinase, nuclear factor-κb (nf-κb), and matrix-metalloproteinase (mmp)-9 protein expressions in lps-stimulated raw264.7 cells. when raw264.7 macrophages were treated with inotilone with lps, a significant concentration-dependent inhibition of no production was detected. it was also found that inotilone could block the protein expression of inos, nf-κb, and mmp-9 in lps-stimulated raw264.7 macrophages [1].
[in vivo]

in in vivo tests, inotilone decreased the paw edema after carr administration, and it increased the activities of catalase (cat), superoxide dismutase (sod), and glutathione peroxidase (gpx). inotilone also significantly attenuated the malondialdehyde (mda) level in the edema paw. inotilone decreased the no and tumor necrosis factor (tnf-α) levels on serum after carr injection. in addition, an intraperitoneal injection treatment with inotilone could diminish neutrophil infiltration into sites of inflammation, as did indomethacin [1].
[IC 50]

0.03 and 0.36 μm for cox-2 and cox-1, respectively
[storage]

Store at -20°C
[References]

[1] huang gj, huang ss, deng js. anti-inflammatory activities of inotilone from phellinus linteus through the inhibition of mmp-9, nf-κb, and mapk activation in vitro and in vivo. plos one. 2012;7(5):e35922.
Spectrum DetailBack Directory
[Spectrum Detail]

Inotilone(906366-79-8)1HNMR
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