A direct inhibitor of 5-LO product formation
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CAY10649

Item No. 10804

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(Z)-2-(4-chlorophenyl)-5-(4-methoxybenzylidene)thiazol-4(5H)-one
CAS Number
1272519-89-7
Molecular Formula
C17H12ClNO2S
Formula Weight
329.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 0.5 mg/ml
λmax
297, 428 nm
SMILES
COC1=CC=C(/C=C2C(N=C(C3=CC=C(Cl)C=C3)S/2)=O)C=C1
InChi Code
InChI=1S/C17H12ClNO2S/c1-21-14-8-2-11(3-9-14)10-15-16(20)19-17(22-15)12-4-6-13(18)7-5-12/h2-10H,1H3/b15-10-
InChi Key
BYPSEBXZQCBFIP-GDNBJRDFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $52

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    5 mg

    $227

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    10 mg

    $396

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    Product Description

    5-Lipoxygenase (5-LO) catalyzes the biosynthesis of leukotrienes, which are involved in a variety of inflammatory responses, including neutrophil chemotaxis, vascular permeability, and smooth muscle contraction.1 CAY10649 is a thiazolinone compound that demonstrates direct inhibition of 5-lipoxygenase (5-LO) product formation in intact polymorphonuclear leukocytes (PMNL) (IC50 = 0.28 μM) and a soluble fraction of a S100 PMNL cell lysate (IC50 = 0.09 μM) after stimulation with calcium and arachidonic acid.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Samuelsson, B., Dahlén, S.E., Lindgren, J.Å., et al. Leukotrienes and lipoxins: Structures, biosynthesis, and biological effects. Science 237(4819), 1171-1176 (1987).

    2. Hofmann, B., Barzen, S., Rödl, C.B., et al. A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors. J. Med. Chem. 54(6), 1943-1947 (2011).

    Product Citations

    Conrad, M., and Pratt, D.A. The chemical basis of ferroptosis. Nat. Chem. Biol. 15(12), 1137-1147 (2019).

    Lee, S., Park, Y., Kim, J., et al. A fluorescence-based assay for measuring the redox potential of 5-lipoxygenase inhibitors. PLoS One 9(2), e87708 (2014).