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MK-0524 (CAS 571170-77-9) LS-H33

DP1 receptor antagonist
LS-H33-1 / 1 mg / $195
LS-H33-5 / 5 mg / $235
LS-H33-10 / 10 mg / $305
LS-H33-25 / 25 mg / $475
USA Shipment Only
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Description: Prostaglandin D2 (PGD2) is the major eicosanoid product of mast cells and is released in large quantities during allergic and asthmatic anaphylaxis. Two seven-transmembrane G protein-coupled receptors for PGD2, designated DP1 and CRTH2/DP2, have been identified. Activation of the DP1 receptor leads to an increase of intracellular cAMP levels. However, activation of DP2 results in mobilization of intracellular Ca2+ and an apparent decrease in intracellular cAMP. MK 0524 is a potent, selective DP1 receptor antagonist with Ki values of 0.57 nM and 0.75 µM for the DP1 and DP2 receptors, respectively. It inhibits PGD2-induced accumulation of cAMP in both washed platelets and platelet-rich plasma with IC50 values of 0.09 and 4.0 nM, respectively. In a sheep model of allergic rhinitis, 0.1 mg/kg MK 0524 completely blocked PGD2-induced nasal congestion. At a dose of 4 mg/kg, MK 0524 suppressed a nicotinic acid-induced vasodilatory response by 80% in a mouse model of flushing, an undesirable side-effect of niacin treatment for dyslipidemia H33_ChemicalStructureImage.png
(3R)-4-[(4-chlorophenyl)methyl]-7-fluoro-1,2,3,4-tetrahydro-5-(methylsulfonyl)-cyclopent[b]indole-3-acetic acid
Laropiprant
biochemical, chemical, antagonist
LS-H33
571170-77-9
C21H19ClFNO4S
≥98%
A crystalline solid
 
FC1=CC2=C(N(CC3=CC=C(Cl)C=C3)C4=C2CC[C@@H]4CC(O)=O)C(S(C)(=O)=O)=C1
InChI=1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1
NXFFJDQHYLNEJK-CYBMUJFWSA-N
Shipped Ambient, store at -20°C, ≥ 2 years 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

MK-0524 is supplied as a crystalline solid. A stock solution may be made by dissolving the MK-0524 in the solvent of choice. MK-0524 is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of MK-0524 in ethanol is approximately 5 mg/ml and approximately 20 mg/ml in DMSO and DMF. MK-0524 is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, MK-0524 should first be dissolved in DMSO and then diluted with the aqueous buffer of choice. MK-0524 has a solubility of approximately 0.5 mg/ml in a 1:1 solution of DMSO:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.

References:
  1. Sturino, C.F., O’Neill, G., Lachance, N., et al. Discovery of a potent and selective prostaglandin D2 receptor antagonist, [(3R)-4-(4-chloro-benzyl)-7-fluoro-5-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopental[b]indol- 3-yl]-acetic acid. J. Med. Chem. 50, 794-806 (2007).
  2. Cheng, K., Wu, T.-J., Wu, K.K., et al. Antagonism of the prostaglandin D2 receptor 1 suppresses nicotinic acid-induced vasodilation in mice and humans. Proc. Natl. Acad. Sci. USA 103(17), 6682-6687 (2006).
  3. Marchetto, M.C.N., Muotri, A.R., Mu, Y., et al. Non-cell-autonomous effect of human SOD1G37R astrocytes on motor neurons derived from human embryonic stem cells. Cell. Stem Cell 3(6), 649-657 (2008).
  4. Di Giorgio, F.P., Boulting, G.L., Bobrowicz, S., et al. Human embryonic stem cell-derived motor neurons are sensitive to the toxic effect of glial cells carrying an ALS-causing mutation. Cell. Stem Cell. 3(6), 637-648 (2008).

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