| Identification | Back Directory | [Name]
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide | [CAS]
868273-06-7 | [Synonyms]
CS-412
Org 27569
ORG 27569;ORG-27569
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
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]-
Org27569 5-Chloro-3-ethyl-N-[2-[4-(1-piperidinyl)phenyl]ethyl-1H -indole-2-carboxamide
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 USP/EP/BP | [EINECS(EC#)]
278-169-7 | [Molecular Formula]
C24H28ClN3O | [MDL Number]
MFCD11045300 | [MOL File]
868273-06-7.mol | [Molecular Weight]
409.95 |
| Chemical Properties | Back Directory | [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 | [pka]
14.87±0.30(Predicted) | [color ]
white |
| Hazard Information | Back Directory | [Uses]
Org 27569 is a drug that is a used in biological studies for structure-activity relationships of indole-carboxamides as CB1 receptor allosteric modulators. | [Biological Activity]
Potent 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). | [storage]
Store 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. |
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