TUG-424

Names

[ CAS No. ]:
1082058-99-8

[ Name ]:
TUG-424

[Synonym ]:
3-{4-[(2-Methylphenyl)ethynyl]phenyl}propanoic acid
3-(4-(o-Tolylethynyl)phenyl)propanoic acid
TUG-424
Benzenepropanoic acid, 4-[2-(2-methylphenyl)ethynyl]-

Biological Activity

[Description]:

TUG-424 is a potent and selective free fatty acid receptor 1 (FFA1/GPR40) agonist with an EC50 of 32 nM. TUG-424 significantly increases glucose-stimulated insulin secretion at 100 nM. TUG-424 may serve to explore the role of FFA1 in metabolic diseases such as diabetes or obesity[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> GPR40

Research Areas >> Metabolic Disease

[Target]

EC50: 32 nM (FFA1/GPR40)[1]

[In Vitro]

Increasing concentrations (100 nM to 10 µM) of TUG-424 enhances glucose-stimulated insulin secretion significantly already at 100 nM and with a maximal effect at 3 µM. The approximately 2-fold stimulation of secretion by TUG-424 in the presence of 12 mM glucose is comparable to that induced by palmitate in the presence of the same glucose concentration. Basal insulin secretion at 2.8 mM glucose is slightly but significantly reduces by TUG-424[1].

[References]

[1]. Discovery of Potent and Selective Agonists for the Free Fatty Acid Receptor 1 (FFA1/GPR40), a Potential Target for the Treatment of Type II DiabetesJ. Med. Chem., 2008, 51 (22), pp 7061-7064

[2]. Christiansen E, et al. Discovery of potent and selective agonists for the free fatty acid receptor 1 (FFA(1)/GPR40), a potential target for the treatment of type II diabetes. J Med Chem. 2008 Nov 27;51(22):7061-4.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
448.1±38.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₈H₁₆O₂

[ Molecular Weight ]:
264.318

[ Flash Point ]:
205.9±21.4 °C

[ Exact Mass ]:
264.115021

[ PSA ]:
37.30000

[ LogP ]:
4.86

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.617

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319-H410

[ Precautionary Statements ]:
P273-P305 + P351 + P338-P501

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ RIDADR ]:
UN 3077 9 / PGIII

Articles

A potent class of GPR40 full agonists engages the enteroinsular axis to promote glucose control in rodents.

PLoS ONE 7 , e46300, (2012)

Type 2 diabetes is characterized by impaired glucose homeostasis due to defects in insulin secretion, insulin resistance and the incretin response. GPR40 (FFAR1 or FFA1) is a G-protein-coupled recepto...