A thromboxane A2 receptor antagonist
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Seratrodast

Item No. 9002014

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
ζ-(2,4,5-trimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)-benzeneheptanoic acid
CAS Number
112665-43-7
Synonyms
  • AA2414
  • A-73001
  • ABT-001
Molecular Formula
C22H26O4
Formula Weight
354.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml
λmax
267 nm
SMILES
OC(CCCCCC(C1=CC=CC=C1)C(C(C(C)=C2C)=O)=C(C)C2=O)=O
InChi Code
InChI=1S/C22H26O4/c1-14-15(2)22(26)20(16(3)21(14)25)18(17-10-6-4-7-11-17)12-8-5-9-13-19(23)24/h4,6-7,10-11,18H,5,8-9,12-13H2,1-3H3,(H,23,24)
InChi Key
ZBVKEHDGYSLCCC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Seratrodast is a potent antagonist of the thromboxane A2 (TXA2) receptor (TP), blocking specific binding of U-46619 (Item No. 16450) to guinea pig platelets with an IC50 value of 7.4 nM and platelet aggregation induced by U-44069 (Item No. 16440) with an IC50 value of 350 nM.1,2 It is metabolized, in liver microsomes, by cytochrome P450 (CYP) isoforms 3A and 2C9/10, with a minor contribution from CYP2C8 and CYP2C19.3 Seratrodast is commonly used to study the roles of the TP receptor in animal airways and in tissue samples.1,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Imura, Y., Terashita, Z., Shibouta, Y., et al. Antagonistic action of AA-2414 on thromboxane A2/prostaglandin endoperoxide receptor in platelets and blood vessels. Jpn. J. Pharmacol. 52(1), 35-43 (1990).

    2. Shiraishi, M., Kato, K., Terao, S., et al. Quinones. 4. Novel eicosanoid antagonists: Synthesis and pharmacological evaluation. J. Med. Chem. 32(9), 2214-2221 (1989).

    3. Kumar, G.N., Dubberke, E., Rodrigues, A.D., et al. Identification of cytochromes P450 involved in the human liver microsomal metabolism of the thromboxane A2 inhibitor seratrodast (ABT-001). Drug Metab. Dispos. 25(1), 110-115 (1997).

    4. Miyagawa, N., Iwasaki, H., Kato, T., et al. Two pharmacological phases in antigen-induced immediate airway response in rats. Biol. Pharm. Bull. 32(12), 2260-2264 (2008).

    5. Nawa, H., Kurosaki, Y., and Kawasaki, H. Different prostanoids are involved in bradykinin-induced endothelium-dependent and -independent vasoconstriction in rat mesenteric resistance arteries. J. Pharmacol. Sci. 94(2), 115-121 (2004).

    6. Jin, X., Satoh-Otonashi, Y., Zamami, Y., et al. Age-related disappearance of the inhibitory effect of vascular endothelium on agonist-induced vasoconstriction in rat mesenteric vascular beds. J. Pharmacol. Sci. 111(4), 372-380 (2009).