(R,R)-CXCR2-IN-2 is a diastereomer of CXCR2-IN-2 (compound 68). It is a blood-brain barrier permeable CXCR2 antagonist with a pIC50 of 9 in the TANGO assay. , pIC50 was 6.8 in the HWB Gro-α induction CD11b expression experiment.

Physicochemical Properties

Molecular Formula	C18H23CLN2O5S
Molecular Weight	414.90
Exact Mass	414.101
CAS #	1838123-22-0
Related CAS #	CXCR2-IN-2;1838123-21-9
PubChem CID	118540525
Appearance	Off-white to light brown solid powder
LogP	2.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Heavy Atom Count	27
Complexity	707
Defined Atom Stereocenter Count	2
SMILES	C1C=C(C(S(=O)([C@@]2(CCOC2)C)=O)=C(O)C=1NC(=O)N[C@@H]1CCC=C1C)Cl
InChi Key	DNXKACKCTLURQN-FZKQIMNGSA-N
InChi Code	InChI=1S/C18H23ClN2O5S/c1-11-4-3-5-13(11)20-17(23)21-14-7-6-12(19)16(15(14)22)27(24,25)18(2)8-9-26-10-18/h4,6-7,13,22H,3,5,8-10H2,1-2H3,(H2,20,21,23)/t13-,18-/m1/s1
Chemical Name	1-[4-chloro-2-hydroxy-3-[(3R)-3-methyloxolan-3-yl]sulfonylphenyl]-3-[(1R)-2-methylcyclopent-2-en-1-yl]urea
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists. J Med Chem. 2018;61(6):2518-2532.

Solubility Data

Solubility (In Vitro)

DMSO : ~220 mg/mL (~530.25 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 5.5 mg/mL (13.26 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 55.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.4102 mL	12.0511 mL	24.1022 mL
	5 mM	0.4820 mL	2.4102 mL	4.8204 mL
	10 mM	0.2410 mL	1.2051 mL	2.4102 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.