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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.

Compound Libraries for Laropiprant

Laropiprant is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

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
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
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.

Select a batch to recalculate based on the batch molecular weight:
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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Citations for Laropiprant

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