RF-22c [5-Lipoxygenase Inhibitor]

AdipoGen Life Sciences
Product Code: AG-CR1-3653
CodeSizePrice
AG-CR1-3653-M0022 mg£120.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
Short term storage: +4°C Long term storage: -20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3-Dodecyl-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione; 5-LO Inhibitor RF-22c
Appearance:
Orange solid.
CAS:
1680206-61-4
EClass:
32160000
Form (Short):
solid
Handling Advice:
Keep cool and dry.Protect from light and moisture.
InChi:
InChI=1S/C20H32O4/c1-4-5-6-7-8-9-10-11-12-13-14-16-19(22)17(21)15-18(23-2)20(16)24-3/h15H,4-14H2,1-3H3
InChiKey:
ROJYDZSFBXLWIR-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 1680206-61-4. Formula: C20H32O4. MW: 336.5. Synthetic. 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.
MDL:
N/A
Molecular Formula:
C20H32O4
Molecular Weight:
336.5
Other data:
Stock solutions (1mg/ml) are stable up to 1 month when stored at -20°C.
Package Type:
Plastic Vial
Product Description:
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.
Purity:
>98% (HPLC)
SMILES:
CCCCCCCCCCCCC(C1=O)=C(OC)C(OC)=CC1=O
Solubility Chemicals:
Soluble in DMSO (1mg/ml), ethanol or chloroform. Insoluble in water.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Protein Kinase Modulators
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.

References

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) | 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) | Optimization of benzoquinone and hydroquinone derivatives as potent inhibitors of human 5-lipoxygenase: A. Peduto, et al.; Eur. J. Med. Chem. 127, 715 (2017)