137109-78-5
Chemical Structure
Orazipone
Synonym(s): OR 1384
- CAS No.: 137109-78-5
- Formula:C13H14O4S
- Molecular Weight:266.31
IUPAC Name: 3-(4-(methylsulfonyl)benzylidene)pentane-2,4-dione
InChIKey: CAWYWWPWSAMGBV-UHFFFAOYSA-N
SMILES: O=C(C)/C(C(C)=O)=C\C1=CC=C(S(=O)(C)=O)C=C1
Biological Activity: Orazipone (OR 1384) is a small molecule immunomodulator with strong anti-inflammatory properties. Orazipone exerts its immunomodulatory effect by forming reversible thiol complexes, which bind to intracellular signaling proteins and the thiol groups of glutathione. Orazipone exhibits potent anti-eosinophilic activity by inducing apoptosis. Orazipone inhibits activation of inflammatory transcription factors NF-kB and STAT 1 and decreases inducible iNOS expression and NO production in response to inflammatory stimuli. Orazipone reduces NADPH oxidase activity and thereby decreases ROS production. Orazipone has a protective effect in intestinal radiation injury[1][2][3].
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Orazipone | Orazipone (OR 1384) is a small molecule immunomodulator with strong anti-inflammatory properties. Orazipone exerts its immunomodulatory effect by forming reversible thiol complexes, which bind to intracellular signaling proteins and the thiol groups of glutathione. Orazipone exhibits potent anti-eosinophilic activity by inducing apoptosis. Orazipone inhibits activation of inflammatory transcription factors NF-kB and STAT 1 and decreases inducible iNOS expression and NO production in response to inflammatory stimuli. Orazipone reduces NADPH oxidase activity and thereby decreases ROS production. Orazipone has a protective effect in intestinal radiation injury. | |||||||||||||||||||||
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References
- [1]. Sareila O, et al. Orazipone inhibits activation of inflammatory transcription factors nuclear factor-kappa B and signal transducer and activator of transcription 1 and decreases inducible nitric-oxide synthase expression and nitric oxide production in response to inflammatory stimuli. J Pharmacol Exp Ther. 2008 Feb;324(2):858-66. [Content Brief]
- [2]. Boerma M, et al. Orazipone, a locally acting immunomodulator, ameliorates intestinal radiation injury: a preclinical study in a novel rat model. Int J Radiat Oncol Biol Phys. 2006 Oct 1;66(2):552-9. [Content Brief]
- [3]. Kankaanranta H, et al. Antieosinophilic activity of orazipone. Mol Pharmacol. 2006 Jun;69(6):1861-70. [Content Brief]
