RF-22c [5-Lipoxygenase Inhibitor]

CHF 145.00
In stock
AG-CR1-3653-M0022 mgCHF 145.00
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Product Details
Synonyms 3-Dodecyl-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione; 5-LO Inhibitor RF-22c
Product Type Chemical
Properties
Formula

C20H32O4

MW 336.5
CAS 1680206-61-4
Source/Host Chemicals Synthetic.
Purity Chemicals ≥98% (HPLC)
Appearance Orange solid.
Solubility Soluble in DMSO (1mg/ml), ethanol or chloroform. Insoluble in water.
Identity Determined by 1H-NMR.
Other Product Data

Stock solutions (1mg/ml) are stable up to 1 month when stored at -20°C.

InChi Key ROJYDZSFBXLWIR-UHFFFAOYSA-N
Smiles CCCCCCCCCCCCC(C1=O)=C(OC)C(OC)=CC1=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Selective and reversible potent inhibitor of human 5-lipoxygenase (5-LO). This enzyme catalyzes two initial steps in the conversion of arachidonic acid into leukotrienes, well known mediators of inflammatory and allergic reactions.
  • Potently inhibits 5-LO product synthesis intact human leukocytes, such as neutrophils and monocytes (IC50≥22nM) and in cell-free assays (IC50≥140nM) without affecting 12/15-LOs, cyclooxygenase (COX)-1/2 or arachidonic acid release.
  • Anti-inflammatory compound. Shows pronounced effectiveness in different models of inflammation in vivo at 0.1 mg/kg; i.p. Impaired (I) bronchoconstriction in ovalbumin-sensitized mice challenged with acetylcholine, (II) exudate formation in carrageenan-induced paw edema and (III) zymosan-induced leukocyte infiltration in air pouches.
Product References
  1. Novel series of benzoquinones with high potency against 5-lipoxygenase in human polymorphonuclear leukocytes: R. Filosa, et al.; Eur. J. Med. Chem. 94, 132 (2015)
  2. The 5-lipoxygenase inhibitor RF-22c potently suppresses leukotriene biosynthesis in cellulo and blocks bronchoconstriction and inflammation in vivo: A.M. Schaible, et al.; Biochem. Pharmacol. 112, 60 (2016)
  3. Optimization of benzoquinone and hydroquinone derivatives as potent inhibitors of human 5-lipoxygenase: A. Peduto, et al.; Eur. J. Med. Chem. 127, 715 (2017)
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