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Submit ReviewLaropiprant is a potent and selective prostaglandin D2 receptor antagonist (IC50 = 0.09 nM in washed platelets; Ki = 0.57). It exhibits selectivity for binding to PGD2 receptors over other prostanoid receptors (Ki values are ≥ 2.95 nM for TP, EP1, EP2, EP3, EP4, FP and IP). Laropiprant promotes coagulation of whole blood ex vivo and reduces bleeding time in mice in vivo. In a mouse model of intracerebral hemorrhage, Laropiprant reduces lesion volume and attenuates neurological deficit scores. The compound also reduces Niacin (Cat. No. 4106) induced vasodilation.
M. Wt | 435.9 |
Formula | C21H19ClFNO4S |
Storage | Store at -20°C |
Purity | ≥98% (HPLC) |
CAS Number | 571170-77-9 |
PubChem ID | 9867642 |
InChI Key | NXFFJDQHYLNEJK-CYBMUJFWSA-N |
Smiles | C(N1C=2C(C3=C1[C@@H](CC(O)=O)CC3)=CC(F)=CC2S(C)(=O)=O)C4=CC=C(Cl)C=C4 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
DMSO | 43.59 | 100 | |
ethanol | 21.8 | 50 |
The following data is based on the product molecular weight 435.9. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 2.29 mL | 11.47 mL | 22.94 mL |
5 mM | 0.46 mL | 2.29 mL | 4.59 mL |
10 mM | 0.23 mL | 1.15 mL | 2.29 mL |
50 mM | 0.05 mL | 0.23 mL | 0.46 mL |
References are publications that support the biological activity of the product.
Sturino et al (2007) Discovery of a potent and selective prostaglandin D2 receptor antagonist, [(3R)-4-(4-chloro-benzyl)-7-fluoro-5-(methylsulfonyl)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]-acetic acid (MK-0524). J.Med.Chem. 50 794 PMID: 17300164
Kong et al (2017) Niacin promotes cardiac healing after myocardial infarction through activation of the myeloid prostaglandin D2 receptor subtype 1. J.Pharmacol.Exp.Ther. 360 435 PMID: 28057839
Ahmad et al (2017) Efficacy of Laropiprant in minimizing brain injury following experimental intracerebral hemorrhage. Sci.Rep. 7 9489 PMID: 28842638
If you know of a relevant reference for Laropiprant, please let us know.
Keywords: Laropiprant, Laropiprant supplier, prostaglandin, D2, receptor, antagonist, potent, selective, PGD2, DP, Prostanoid, Receptors, 7343, Tocris Bioscience
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Peripheral sensitization is the reduction in the threshold of excitability of sensory neurons that results in an augmented response to a given external stimulus. This poster outlines the excitatory and inhibitory signaling pathways involved in modulation of peripheral sensitization. The role of ion channels, GPCRs, neurotrophins, and cytokines in sensory neurons are also described.