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S-5751 (CAS 209268-36-0) LS-H1

DP1 antagonist
LS-H1-500 / 500 µg / $185
LS-H1-1000 / 1000 µg / $205
LS-H1-5000 / 5000 µg / $355
USA Shipment Only
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Description: S-5751 is an antagonist of the prostaglandin D2 (PGD2) receptor DP1 (Ki = 1.6 nM) that shows at least 20-fold selectivity over receptors for thromboxane and prostacyclin, as well as the PGE2 receptor EP2. Orally administered S-5751 blocks PGD2-induced plasma exudation in the conjunctiva (ED50 = 0.099 mg/kg) and suppresses antigen-induced allergic responses in guinea pigs. S-5751 has been used to distinguish signaling of PGD2 through its two receptors, DP1 and DP2 (also known as CRTH2). H1_ChemicalStructureImage.png
(5Z)-7-[(1R,2R,3S,5S)-2-[[(5-hydroxybenzo[b]thien-3-yl)carbonyl]amino]-6,6-dimethylbicyclo[3.1.1]hept-3-yl]-5-heptenoic acid
 
biochemical, chemical, antagonist
LS-H1
209268-36-0
C25H31NO4S
≥95%
A crystalline solid
 
OC(CCC/C=C\C[C@H]1C[C@@H]2C(C)(C)[C@@H](C2)[C@@H]1NC(C3=CSC4=C3C=C(O)C=C4)=O)=O
InChI=1S/C25H31NO4S/c1-25(2)16-11-15(7-5-3-4-6-8-22(28)29)23(20(25)12-16)26-24(30)19-14-31-21-10-9-17(27)13-18(19)21/h3,5,9-10,13-16,20,23,27H,4,6-8,11-12H2,1-2H3,(H,26,30)(H,28,29)/b5-3-/t15-,16-,20-,23+/m0/s1
ZXBHFWFKSIYJEK-MFJOXFORSA-N
Shipped Ambient, store at -20°C, ≥ 2 year shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: Prostaglandin D2 Receptor related products

Usage Information

S-5751 is supplied as a crystalline solid. A stock solution may be made by dissolving the S-5751 in the solvent of choice. S-5751 is soluble in the organic solvent DMSO, which should be purged with an inert gas, at a concentration of approximately 36 mg/ml.

References:
  1. Arimura, A., Yasui, K., Kishino, J., et al. Prevention of allergic inflammation by a novel prostaglandin receptor antagonist, S-5751. J. Pharmacol. Exp. Ther. 298(2), 411-419 (2001).
  2. Tsuri, T., Honma, T., Hiramatsu, Y., et al. Bicyclo[2.2.1]heptane and 6,6-dimethylbicyclo[3.1.1]heptane derivatives: Orally active, potent, and selective prostaglandin D2 receptor antagonists. J. Med. Chem. 40(22), 3504-3507 (1997).
  3. Choi, Y.H., Lee, S.-N., Aoyahi, H., et al. The extracellular signal-regulated kinase mitogen-activated protein kinase/ribosomal S6 protein kinase 1 cascade phosphorylates cAMP response element-binding protein to induce MUC5B gene expression via D-prostanoid receptor signaling. J. Biol. Chem. 286(39), 34199-3214 (2011).

 


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