A TP receptor antagonist
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ICI 192605

Item No. 10135

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4Z)-rel-6-[(2R,4R,5S)-2-(2-chlorophenyl)-4-(2-hydroxyphenyl)-1,3-dioxan-5-yl]-4-hexenoic acid
CAS Number
117621-64-4
Molecular Formula
C22H23ClO5
Formula Weight
402.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 25 mg/ml
λmax
274 nm
SMILES
OC1=C(C=CC=C1)[C@H]2O[C@H](OC[C@H]2C/C=C\CCC(O)=O)C3=C(Cl)C=CC=C3
InChi Code
InChI=1S/C22H23ClO5/c23-18-11-6-4-9-16(18)22-27-14-15(8-2-1-3-13-20(25)26)21(28-22)17-10-5-7-12-19(17)24/h1-2,4-7,9-12,15,21-22,24H,3,8,13-14H2,(H,25,26)/b2-1-/t15-,21+,22+/m1/s1
InChi Key
WHUIENZXNGAHQI-GKZDNZBASA-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

    $36

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    5 mg

    $103

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    10 mg

    $183

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    25 mg

    $402

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    Product Description

    ICI 192605 is a potent antagonist of the thromboxane A2 receptor (TP) that blocks contraction of isolated guinea pig trachea induced by U-46619 (Item No. 16450; Kd = 0.398 nM).1,2 It is used to study the role of TP signaling in tissues and animals.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brewster, A.G., Brown, G.R., Foubister, A.J., et al. The synthesis of a novel thromboxane receptor antagonist 4(Z)-6-(2-o-chlorophenyl-4-o-hydroxyphenyl-1,3-dioxan-cis-5-yl) hexenoic acid ICI 192605. Prostaglandins 36(2), 173-178 (1988).

    2. Dubuffet, T., Muller, O., Simonet, S.S., et al. Synthesis of new 3,4-disubstituted pyrrolidines as thromboxane A2/prostaglandin H2 (TP) receptor antagonists. Bioorg. Med. Chem. Lett. 6(4), 349-352 (1996).

    3. Hausermann, L., and St-Louis, J. Thromboxane and isoprostane share the same prostanoid receptors to increase human placental tone. Placenta 32(12), 941-948 (2011).

    4. Hewitt, M.M., Adams, G., Jr., Mazzone, S.B., et al. Pharmacology of bradykinin-evoked coughing in guinea pigs. J. Pharmacol. Exp. Ther. 357(3), 620-628 (2016).

    5. Janssen, L.J., and Tazzeo, T. Involvement of TP and EP3 receptors in vasoconstrictor responses to isoprostanes in pulmonary vasculature. J. Pharmacol. Exp. Ther. 301(3), 1060-1066 (2002).

    6. Pettipher, R., Hansel, T.T., and Armer, R. Antagonism of the prostaglandin D2 receptors DP1 and CRTH2 as an approach to treat allergic diseases. Nat. Rev. Drug Discov. 6, 313-325 (2007).