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Description: Potent and selective prostaglandin D2 receptor antagonist
Chemical Name: (3R)-4-[(4-Chlorophenyl)methyl]-7-fluoro-1,2,3,4-tetrahydro-5-(methylsulfonyl)cyclopent[b]indole-3-acetic acid
Purity: ≥98% (HPLC)
Biological Activity for Laropiprant
Laropiprant 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.
Technical Data for Laropiprant
| 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.
Solubility Data for Laropiprant
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 43.59 | 100 | |
| ethanol | 21.8 | 50 |
Preparing Stock Solutions for Laropiprant
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 |
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References for Laropiprant
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.
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Keywords: Laropiprant, Laropiprant supplier, prostaglandin, D2, receptor, antagonist, potent, selective, PGD2, DP, Prostanoid, Receptors, 7343, Tocris Bioscience
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