A dual inhibitor of mPGES-1 and 5-LO
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Pirinixic Acid Aminothiazole

Item No. 15483

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[4-chloro-6-[[4-(2-naphthalenyl)-2-thiazolyl]amino]-2-pyrimidinyl]thio]-octanoic acid
CAS Number
1492060-44-2
Molecular Formula
C25H25ClN4O2S2
Formula Weight
513.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:8): 0.1 mg/mlDMSO: 20 mg/ml
λmax
208, 256, 308 nm
SMILES
ClC1=NC(SC(CCCCCC)C(O)=O)=NC(NC2=NC(C3=CC=C(C=CC=C4)C4=C3)=CS2)=C1
InChi Code
InChI=1S/C25H25ClN4O2S2/c1-2-3-4-5-10-20(23(31)32)34-25-28-21(26)14-22(30-25)29-24-27-19(15-33-24)18-12-11-16-8-6-7-9-17(16)13-18/h6-9,11-15,20H,2-5,10H2,1H3,(H,31,32)(H,27,28,29,30)
InChi Key
BADFIDKPYNKNRT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $98

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    5 mg

    $416

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    10 mg

    $735

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    25 mg

    $1,591

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    Product Description

    Microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LO) are key enzymes in the synthesis of PGE2 (Item No. 14010) and leukotrienes (LTs), respectively. PGE2 and LTs are bioactive lipids that contribute to a broad range of pathologies, including inflammation and various forms of cancer.1,2 Pirinixic acid aminothiazole is a dual inhibitor of mPGES-1 and 5-LO (IC50s = 0.4 and 0.2 µM, respectively).3 It is a weak inhibitor of COX-1 and -2 and has no effect on 12- and 15-LO isoforms.3 Pirinixic acid aminothiazole reduces the synthesis of PGE2 and LTC4 (Item No. 20210) during zymosan-induced peritonitis in mice, resulting in a significantly diminished inflammatory response.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Funk, C.D. Prostaglandins and leukotrienes: Advances in eicosanoid biology. Science 294(5548), 1871-1875 (2001).

    2. Samuelsson, B., Morgenstern, R., and Jakobsson, P.J. Membrane prostaglandin E synthase -1: A novel therapeutic target. Pharmacol. Rev. 59(3), 207-224 (2007).

    3. Hanke, T., Dehm, F., Liening, S., et al. Aminothiazole-featured pirinixic acid derivatives as dual 5-lipoxygenase and microsomal prostaglandin E2 synthase-1 inhibitors with improved potency and efficiency in vivo. J. Med. Chem. 56(22), 9031-9044 (2013).