CYM50308 (ML248) is a potent, selective and high-affinity sphingosine-1-phosphate receptor 4 (S1P4-R) agonist with EC50 of 56 nM. CYM50308 is 37-fold more selective for S1P4-R than S1P5-R (EC50 of 2100 nM). CYM50308 is inactive against S1P1-R, S1P2-R and S1P3-R at concentrations up to 25 μM.

Physicochemical Properties

Molecular Formula	C20H21F2N3O2S
Molecular Weight	405.4638
Exact Mass	405.132
Elemental Analysis	C, 59.25; H, 5.22; F, 9.37; N, 10.36; O, 7.89; S, 7.91
CAS #	1345858-76-5
PubChem CID	49835928
Appearance	Light yellow to yellow solid powder
Density	1.3±0.1 g/cm3
Boiling Point	504.0±60.0 °C at 760 mmHg
Flash Point	258.6±32.9 °C
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.594
LogP	3.29
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Heavy Atom Count	28
Complexity	645
Defined Atom Stereocenter Count	0
SMILES	S1/C(=N/C([H])([H])C([H])([H])OC([H])([H])[H])/N(C([H])([H])[H])C(/C/1=C(\[H])/C1C([H])=C(C([H])([H])[H])N(C2C([H])=C([H])C(=C([H])C=2F)F)C=1C([H])([H])[H])=O
InChi Key	BKQZKTRCUAWRHT-ONBPWHQPSA-N
InChi Code	InChI=1S/C20H21F2N3O2S/c1-12-9-14(13(2)25(12)17-6-5-15(21)11-16(17)22)10-18-19(26)24(3)20(28-18)23-7-8-27-4/h5-6,9-11H,7-8H2,1-4H3/b18-10-,23-20?
Chemical Name	(5Z)-5-[[1-(2,4-difluorophenyl)-2,5-dimethylpyrrol-3-yl]methylidene]-2-(2-methoxyethylimino)-3-methyl-1,3-thiazolidin-4-one
Synonyms	CYM50308; CYM 50308; CYM-50308; ML248; ML-248; ML 248
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

Targets	S1P4-R ( EC50 = 56 nM ); S1P5-R ( EC50 = 56 nM )
ln Vitro	CYM50308 (Compound 24f), the lead molecule that was revealed, exhibits remarkable selectivity over the other S1P-Rs subtypes while demonstrating low nanomolar S1P4-R agonist activity. It's noteworthy that CYM50308 offers a useful pharmacological tool for investigating the consequences of the S1P4-R signaling cascade and clarifying the molecular underpinnings of the receptor function in culture[1].
References	[1]. Discovery, synthesis and SAR analysis of novel selective small molecule S1P4-R agonists based on a (2Z,5Z)-5-((pyrrol-3-yl)methylene)-3-alkyl-2-(alkylimino)thiazolidin-4-one chemotype. Bioorg Med Chem Lett. 2011 Nov 15;21(22):6739-45.

Solubility Data

Solubility (In Vitro)

DMSO: 10~39 mg/mL (24.7~96.2 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 3 mg/mL (7.40 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 30.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 3 mg/mL (7.40 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 30.0 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	2.4663 mL	12.3317 mL	24.6633 mL
	5 mM	0.4933 mL	2.4663 mL	4.9327 mL
	10 mM	0.2466 mL	1.2332 mL	2.4663 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.