4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid
- Product Name
- 4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid
- CAS No.
- 1082058-99-8
- Chemical Name
- 4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid
- Synonyms
- TUG 424;CAY10587;TUG-424 >=98% (HPLC);TUG-424, 10 mM in DMSO;FODHWOBAQBTTFS-UHFFFAOYSA-N;3-(4-(o-Tolylethynyl)phenyl)propanoic acid;4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid;3-(4-(o-Tolylethynyl)phenyl)propanoic acid , TUG-424;Benzenepropanoic acid, 4-[2-(2-methylphenyl)ethynyl]-
- CBNumber
- CB72518780
- Molecular Formula
- C18H16O2
- Formula Weight
- 264.32
- MOL File
- 1082058-99-8.mol
4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid Property
- Boiling point:
- 448.1±38.0 °C(Predicted)
- Density
- 1.17±0.1 g/cm3(Predicted)
- storage temp.
- Store at +4°C
- solubility
- DMSO: >10mg/mL
- pka
- 4.62±0.10(Predicted)
- form
- A crystalline solid
- color
- White to off-white
- InChI
- 1S/C18H16O2/c1-14-4-2-3-5-17(14)12-10-15-6-8-16(9-7-15)11-13-18(19)20/h2-9H,11,13H2,1H3,(H,19,20)
- InChIKey
- FODHWOBAQBTTFS-UHFFFAOYSA-N
- SMILES
- Cc1ccccc1C#Cc2ccc(CCC(O)=O)cc2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye irritation
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313IF eye irritation persists: Get medical advice/attention.
P391Collect spillage. Hazardous to the aquatic environment
N-Bromosuccinimide Price
- Product number
- T6829
- Product name
- TUG-424
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $252
- Updated
- 2026/03/19
- Product number
- T6829
- Product name
- TUG-424
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $952
- Updated
- 2022/05/15
- Product number
- 13143
- Product name
- CAY10587
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $33
- Updated
- 2024/03/01
- Product number
- 13143
- Product name
- CAY10587
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $143
- Updated
- 2024/03/01
- Product number
- 13143
- Product name
- CAY10587
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $254
- Updated
- 2024/03/01
4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid Chemical Properties,Usage,Production
Uses
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]. TUG-424 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
Biological Activity
TUG-424 is expected to be useful in the exploration of FFA1 and may also be valuable as a lead structure for new potential antidiabetic therapeutics. TUG-424 significantly increased glucose-stimulated insulin secretion at 100 nM and may serve to explore the role of FFA1 in metabolic diseases such as diabetes or obesity. It enhanced glucose-stimulated insulin secretion in a r at beta-cell line already at 100 nM and from isolated mouse islets through FFA1.
GPR40 (now FFA1) was formerly an orphan GPCR whose endogenous ligands have recently been identified as free fatty acids (FFAs). The receptor appears to be involved in the pathophysiology of type 2 diabetes and is a drug target because of its role in FFA-mediated enhancement of glucose-stimulated insulin release.
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 Diabetes
J. 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. DOI:10.1021/jm8010178
4-[2-(2-methylphenyl)ethynyl]-benzenepropanoicacid Preparation Products And Raw materials
Raw materials
Preparation Products
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