ChemicalBook Product Catalog Biochemical Engineering Inhibitors GPCR & G Protein Cannabinoid Receptor agonists 5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide

5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide

5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide Basic information
Product Name:5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide
Synonyms:5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide;Org 27569;Org27569 5-Chloro-3-ethyl-N-[2-[4-(1-piperidinyl)phenyl]ethyl-1H -indole-2-carboxamide;5-Chloro-3-ethyl-N-[2-[4-(1-piperidinyl)phenyl]ethyl-1H-indole-2-carboxamide;1H-Indole-2-carboxamide,5-chloro-3-ethyl-N-[2-[4-(1-piperidinyl)phenyl]ethyl]-;CS-412;5-Chloro-3-ethyl-N-(4-(piperidin-1-yl)phenethyl)-1H-indole-2-carboxamide;N-(4-(piperidin-1-yl)phenethyl)-5-chloro-3-ethyl-1H-indole-2-carboxamide
CAS:868273-06-7
MF:C24H28ClN3O
MW:409.95
EINECS:278-169-7
Product Categories:Inhibitors
Mol File:868273-06-7.mol
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide Structure
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide Chemical Properties
Boiling point 660.3±55.0 °C(Predicted)
density 1.218±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility H2O: <2mg/mL
form powder
pka14.87±0.30(Predicted)
color white
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
MSDS Information
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide Usage And Synthesis
UsesOrg 27569 is a drug that is a used in biological studies for structure-activity relationships of indole-carboxamides as CB1 receptor allosteric modulators.
Biological ActivityPotent CB 1 receptor allosteric modulator (pEC 50 = 8.24). Significantly increases binding of the CB 1 agonist [ 3 H]CP 55.940 (pK b = 5.67) and decreases binding of the CB 1 inverse agonist [ 3 H]SR 141716A (pK b = 5.95). Inhibits CB 1 receptor antagonist efficacy in vitro (pK b = 7.57).
storageStore at RT
references[1] price mr1, baillie gl, thomas a, stevenson la, easson m, goodwin r, mclean a, mcintosh l, goodwin g, walker g, westwood p, marrs j, thomson f, cowley p, christopoulos a, pertwee rg, ross ra. allosteric modulation of the cannabinoid cb1 receptor. mol pharmacol. 2005 nov;68(5):1484-95. epub 2005 aug 19.
[2] fay jf1, farrens dl. a key agonist-induced conformational change in the cannabinoid receptor cb1 is blocked by the allosteric ligand org 27569. j biol chem. 2012 sep 28;287(40):33873-82. epub 2012 jul 30.
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide Preparation Products And Raw materials
2-Aminoethyl(ethyl)amine N-(2-Hydroxyethyl)-2-pyrrolidone N-Ethylacetamide N-ethyl-pyrrolidone N-Ethyl-3-methylaniline Org 27569
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