A potent, orally active inhibitor of LTA4 hydrolase
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SC-57461A

Item No. 10108

Technical Information
Formal Name
N-methyl-N-[3-[4-(phenylmethyl)phenoxy]propyl]-β-alanine, monohydrochloride
CAS Number
423169-68-0
Molecular Formula
C20H25NO3 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 3 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 3 mg/mlEthanol: 0.25 mg/ml
λmax
266, 277 nm
SMILES
CN(CCC(O)=O)CCCOC(C=C1)=CC=C1CC2=CC=CC=C2.Cl
InChi Code
InChI=1S/C20H25NO3.ClH/c1-21(14-12-20(22)23)13-5-15-24-19-10-8-18(9-11-19)16-17-6-3-2-4-7-17;/h2-4,6-11H,5,12-16H2,1H3,(H,22,23);1H
InChi Key
SBBJJLDNKNNWFJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    SC-57461A is a potent, orally active inhibitor of LTA4 hydrolase that blocks ionophore-stimulated LTB4 synthesis in whole blood (IC50 = 49 nM).1,2 It blocks both the hydrolase and aminopeptidase activity in vitro.2 SC-57461A is without effect against other enzymes of the arachidonic acid cascade, including 5-lipoxygenase, LTC4 synthase, COX-1, and COX-2. In a rat model of ionophore-induced peritoneal eicosanoid production, SC-57461A inhibits LTB4 biosynthesis without affecting LTC4 (Item No. 20210) or 6-keto prostaglandin F production (Item No. 15210).3 Oral or topical pretreatment with SC-57461A before challenge with arachidonic acid blocks ear edema in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Penning, T.D., Russel, M.A., Chen, B.B., et alSynthesis of potent leukotriene A(4) hydrolase inhibitors. Identification of 3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid. J. Med. Chem. 45(16), 3482-3490 (2016).

    2. Askonas, L.J., Kachur, J.F., Villani-Price, D., et alPharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A4 hydrolase I: In vivo studies. J. Pharmacol. Exp. Ther. 300(2), 577-582 (2002).

    3. Kachur, J.F., Askonas, L.J., Villani-Price, D., et alPharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A4 hydrolase II: In vivo studies. J. Pharmacol. Exp. Ther. 300(2), 583-587 (2002).