Laropiprant

Name: Laropiprant
Brand: Tocris Bioscience
SKU: 7343

Tocris Bioscience, part of Bio-Techne | Catalog # 7343

COA / SDS

Potent and selective prostaglandin D2 receptor antagonist

Key Product Details

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)
Molecular Weight:	435.9

View Full Technical Details for Laropiprant

Technical Data
Citations

Biological Activity for Laropiprant

Laropiprant is a potent and selective prostaglandin D₂ receptor antagonist (IC₅₀ = 0.09 nM in washed platelets; K_i = 0.57). It exhibits selectivity for binding to PGD₂ receptors over other prostanoid receptors (K_ivalues 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
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 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.

Kong Niacin promotes cardiac healing after myocardial infarction through activation of the myeloid prostaglandin D₂ receptor subtype 1. J.Pharmacol.Exp.Ther. 2017 PMID: 28057839
Ahmad Efficacy of Laropiprant in minimizing brain injury following experimental intracerebral hemorrhage. Sci.Rep. 2017 PMID: 28842638
Sturino 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. 2007 PMID: 17300164