4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride
- Product Name
- 4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride
- CAS No.
- 388575-52-8
- Chemical Name
- 4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride
- Synonyms
- PSN375963;PSN 375963 hydrochloride;PSN 375963, 10 mM in DMSO;5-(4-butylcyclohexyl)-3-pyridin-4-yl-1,2,4-oxadiazole;4-[5-(4-butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridine;Pyridine, 4-[5-(4-butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-;4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride;Inhibitor,inhibit,PSN375963,receptor,PSN 375963,PSN-375963,G Protein-Coupled Receptor 119,endogenous,GPR119,ligand,orphan,cAMP
- CBNumber
- CB12518900
- Molecular Formula
- C17H23N3O
- Formula Weight
- 285.38
- MOL File
- 388575-52-8.mol
4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride Property
- Boiling point:
- 440.1±47.0 °C(Predicted)
- Density
- 1.060±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: >10mg/mL
- form
- powder
- pka
- 0.82±0.10(Predicted)
- color
- white to off-white
- InChI
- 1S/C17H23N3O/c1-2-3-4-13-5-7-15(8-6-13)17-19-16(20-21-17)14-9-11-18-12-10-14/h9-13,15H,2-8H2,1H3
- InChIKey
- OAVLEYPTWABFLF-UHFFFAOYSA-N
- SMILES
- CCCCC1CCC(CC1)c2nc(no2)-c3ccncc3
Safety
- WGK Germany
- nwg
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- P0028
- Product name
- PSN-375963
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $358
- Updated
- 2022/05/15
- Product number
- 10008593
- Product name
- PSN375963
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $18
- Updated
- 2024/03/01
- Product number
- 10008593
- Product name
- PSN375963
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $73
- Updated
- 2024/03/01
- Product number
- 10008593
- Product name
- PSN375963
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $129
- Updated
- 2024/03/01
- Product number
- 10008593
- Product name
- PSN375963
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $278
- Updated
- 2024/03/01
4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride Chemical Properties,Usage,Production
Uses
PSN 375963 is a potent GPR119 agonist, with EC50s of 8.4 and 7.9 μM for human and mouse GPR119, respectively. PSN 375963 shows similar potency to the endogenous agonist oleoylethanolamide (OEA)[1][2].
Biochem/physiol Actions
PSN-375963 is a GPR119 partial agonist. GPR119 is an orphan GPCR, expressed predominantly in pancreas and GI tract, that has been characterized. Its endogenous ligands are oleoylethanolamide (OEA) and oleoyl-lysophosphatidylcholine, lipid signaling molecules that regulate food intake and body weight. OEA decreases food intake, so GPR119 agonists are potential therapies for obesity. Initial studies showed that PSN-375963 has similar potency and partial efficacy compared to OEA. Further studies revealed that although OEA and PSN-375963 are GPR119 agonists, they have divergent effects on insulin secretion, calcium signaling, and cAMP production.
References
[1] Overton HA, et al. Deorphanization of a G protein-coupled receptor for oleoylethanolamide and its use in the discovery of small-molecule hypophagic agents. Cell Metab. 2006;3(3):167-175. DOI:10.1016/j.cmet.2006.02.004
[2] Ning Y, et al. Endogenous and synthetic agonists of GPR119 differ in signalling pathways and their effects on insulin secretion in MIN6c4 insulinoma cells. Br J Pharmacol. 2008;155(7):1056-1065. DOI:10.1038/bjp.2008.337
4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-pyridinehydrochloride Preparation Products And Raw materials
Raw materials
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