A potent, highly selective CRTH2/DP2 receptor antagonist
Related Products
Isomer(s)
34208MK-724610156Ramatroban
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CAY10471

Item No. 10006735

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(+)-3-[[(4-fluorophenyl)sulfonyl]methylamino]-1,2,3,4-tetrahydro-9H-carbazole-9-acetic acid
CAS Number
627865-18-3
Synonyms
  • TM30089
Molecular Formula
C21H21FN2O4S
Formula Weight
416.5
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) (1:5): 0.5 mg/mlEthanol: 15 mg/ml
λmax
227, 284 nm
SMILES
CN(S(C1=CC=C(F)C=C1)(=O)=O)C(CC2)CC3=C2N(CC(O)=O)C4=CC=CC=C43
InChi Code
InChI=1S/C21H21FN2O4S/c1-23(29(27,28)16-9-6-14(22)7-10-16)15-8-11-20-18(12-15)17-4-2-3-5-19(17)24(20)13-21(25)26/h2-7,9-10,15H,8,11-13H2,1H3,(H,25,26)
InChi Key
CANCTKXGRVNXFP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $74

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    5 mg

    $327

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    10 mg

    $578

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    50 mg

    $2,522

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    Product Description

    The biological effects of prostaglandin D2 are transduced by at least two 7-transmembrane G-protein coupled receptors, designated DP1 and CRTH2/DP2. BAY-u3405 (Ramatroban) is an approved human medication for the treatment of allergic rhinitis that has documented activity as an antagonist of both the TP and CRTH2/DP2 receptors.1,2 CAY10471 is an analog of BAY-u3405 which contains modifications that increase both its potency and selectivity for the human CRTH2/DP2 receptor.3 CAY10471 binds to the human CRTH2/DP2, DP1, and TP receptors with Ki values of 0.6, 1200, and >10,000 nM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sugimoto, H., Shichijo, M., Iino, T., et al. An orally bioavailable small molecule antagonist of CRTH2, Ramatroban (BAY u3405), inhibits prostaglandin D2-induced eosinophil migration in vitro. J. Pharmacol. Exp. Ther. 305(1), 347-352 (2003).

    2. McKenniff, M.G., Norman, P., Cuthbert, N.J., et al. BAY u3405, a potent and selective thromboxane A2 receptor antagonist on airway smooth muscle in vitro. Br. J. Pharmacol. 104(3), 585-590 (1991).

    3. Ulven, T., and Kostenis, E. Minor structural modifications convert the dual TP/CRTH2 antagonist ramatroban into a highly selective and potent CRTH2 antagonist. J. Med. Chem. 48(4), 897-900 (2005).

    Product Citations

    Maric, J., Ravindran, A., Mazzurana, L., et al. Cytokine-induced endogenous production of prostaglandin D2 is essential for human group 2 innate lymphoid cell activation. J. Allergy Clin. Immunol. 143(6), 2202-2214 (2019).