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1345858-76-5

1345858-76-5 structure
1345858-76-5 structure
  • Name: CYM 50308
  • Chemical Name: (2Z,5Z)-5-{[1-(2,4-Difluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]me thylene}-2-[(2-methoxyethyl)imino]-3-methyl-1,3-thiazolidin-4-one
  • CAS Number: 1345858-76-5
  • Molecular Formula: C20H21F2N3O2S
  • Molecular Weight: 405.461
  • Catalog: Signaling Pathways GPCR/G Protein LPL Receptor
  • Create Date: 2016-04-10 16:22:07
  • Modify Date: 2025-08-22 08:07:28
  • CYM50308 is a potent, selective and high affinity sphingosine-1-phosphate receptor 4 (S1P4-R) agonist with an EC50 of 56 nM. CYM50308 displays 37-fold more selective for S1P4-R than S1P5-R. CYM50308 has no activity at S1P1-R, S1P2-R and S1P3-R subtypes at concentrations up to 25 μM[1].

Name (2Z,5Z)-5-{[1-(2,4-Difluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]me thylene}-2-[(2-methoxyethyl)imino]-3-methyl-1,3-thiazolidin-4-one
Synonyms SIB 1553A hydrochloride
4-Thiazolidinone, 5-[[1-(2,4-difluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]methylene]-2-[(2-methoxyethyl)imino]-3-methyl-, (2Z,5Z)-
(2Z,5Z)-5-{[1-(2,4-Difluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl]methylene}-2-[(2-methoxyethyl)imino]-3-methyl-1,3-thiazolidin-4-one
Description CYM50308 is a potent, selective and high affinity sphingosine-1-phosphate receptor 4 (S1P4-R) agonist with an EC50 of 56 nM. CYM50308 displays 37-fold more selective for S1P4-R than S1P5-R. CYM50308 has no activity at S1P1-R, S1P2-R and S1P3-R subtypes at concentrations up to 25 μM[1].
Related Catalog
Target

EC50: 56 nM (S1P4-R), 2100 nM (S1P5-R)[1]

In Vitro The disclosed lead molecule CYM50308 (Compound 24f) displays low nanomolar S1P4-R agonist activity and exquisite selectivity over the other S1P-Rs subtypes. Noteworthy, CYM50308 provides a valuable pharmacological tool to explore the effects of the S1P4-R signaling cascade and elucidate the molecular basis of the in vivo receptor function[1].
References

[1]. Urbano M, et al. 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.

Density 1.3±0.1 g/cm3
Boiling Point 504.0±60.0 °C at 760 mmHg
Molecular Formula C20H21F2N3O2S
Molecular Weight 405.461
Flash Point 258.6±32.9 °C
Exact Mass 405.132263
PSA 72.13000
LogP 3.29
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.594
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