GPR39-C3 Chemical Properties

Boiling point:

662.1±65.0 °C(Predicted)

Density 

1.462±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO:63.97(Max Conc. mg/mL);152.72(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:5):0.16(Max Conc. mg/mL);0.38(Max Conc. mM)
Ethanol:2.0(Max Conc. mg/mL);4.77(Max Conc. mM)

form 

A crystalline solid

pka

7.43±0.10(Predicted)

color 

White to off-white

InChI

1S/C18H19ClN6O2S/c1-20-18-23-16(15-5-3-4-8-21-15)10-17(24-18)22-11-12-6-7-13(9-14(12)19)25-28(2,26)27/h3-10,25H,11H2,1-2H3,(H2,20,22,23,24)

InChIKey

DRSZMILOMUPIBJ-UHFFFAOYSA-N

SMILES

CNC1=NC(C2=CC=CC=N2)=CC(NCC3=C(Cl)C=C(NS(C)(=O)=O)C=C3)=N1

Safety Information

WGK Germany 

WGK 3

Storage Class

11 - Combustible Solids

GPR39-C3 Usage And Synthesis

Description

GPR39-C3 is a potent agonist of the orphan G protein-coupled receptor GPR39 with EC₅₀ values of 0.8 and 0.4 nM for cAMP production in HEK293 cells expressing human and rat receptors, respectively. It is selective for GPR39 over a panel of kinases (IC₅₀s = >10 μM), ghrelin and neurotensin-1 receptors (IC₅₀s = >30 μM), and a variety of enzymes, transporters, or G protein-coupled receptors. GPR39-C3 increases secretion of glucagon-like peptide 1 (GLP-1; ) in STC-1 mouse enteroendocrine cells (EC₅₀ = 0.06 μM) and is protective against cytokine-induced cell death in INS-1E rat insulinoma cells (EC₅₀ = 0.02 μM). In vivo, GPR39-C3 (30 mg/kg) increases the amount of active GLP-1 in sera by 6-fold in glucose-challenged mice when administered concurrently with a dipeptidyl peptidase 4 (DPP-4) inhibitor.

Uses

TC-G 1008 is the first potent, selective, and orally bioavailable GPR39 agonist.

in vivo

storage

Store at +4°C

References

[1] STEFAN PEUKERT*. Discovery of 2-Pyridylpyrimidines as the First Orally Bioavailable GPR39 Agonists[J]. ACS Medicinal Chemistry Letters, 2014, 5 10: 1114-1118. DOI: 10.1021/ml500240d