Org 27569

For research use only. Not for therapeutic Use.

  • CAT Number: I005224
  • CAS Number: 868273-06-7
  • Molecular Formula: C24H28ClN3O
  • Molecular Weight: 409.95
  • Purity: ≥95%
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ORG 27569(Cat No.:I005224)is a selective, small molecule inhibitor of the enzyme glycogen synthase kinase-3 (GSK-3), a serine/threonine kinase involved in various cellular processes, including cell survival, gene expression, and metabolism. By inhibiting GSK-3, ORG 27569 can modulate critical pathways such as the Wnt/β-catenin signaling, which plays a key role in cell growth and differentiation. ORG 27569 has been explored for its potential in treating neurodegenerative diseases like Alzheimer’s disease, as well as in promoting neuroprotection and cognitive function. It also has applications in cancer and mood disorders research.


Catalog Number I005224
CAS Number 868273-06-7
Synonyms

5-chloro-3-ethyl-N-[2-(4-piperidin-1-ylphenyl)ethyl]-1H-indole-2-carboxamide

Molecular Formula C24H28ClN3O
Purity ≥95%
Target Neuronal Signaling
Solubility DMSO: ≥ 52.2 mg/mL
Storage 3 years -20C powder
IUPAC Name 5-chloro-3-ethyl-N-[2-(4-piperidin-1-ylphenyl)ethyl]-1H-indole-2-carboxamide
InChI InChI=1S/C24H28ClN3O/c1-2-20-21-16-18(25)8-11-22(21)27-23(20)24(29)26-13-12-17-6-9-19(10-7-17)28-14-4-3-5-15-28/h6-11,16,27H,2-5,12-15H2,1H3,(H,26,29)
InChIKey AHFZDNYNXFMRFQ-UHFFFAOYSA-N
SMILES CCC1=C(NC2=C1C=C(C=C2)Cl)C(=O)NCCC3=CC=C(C=C3)N4CCCCC4
Reference

</br>1:Effects of the cannabinoid CB₁ receptor allosteric modulator ORG 27569 on reinstatement of cocaine- and methamphetamine-seeking behavior in rats. Jing L, Qiu Y, Zhang Y, Li JX.Drug Alcohol Depend. 2014 Oct 1;143:251-6. doi: 10.1016/j.drugalcdep.2014.08.004. Epub 2014 Aug 17. PMID: 25169627 Free PMC Article</br>2:In-vivo pharmacological evaluation of the CB1-receptor allosteric modulator Org-27569. Gamage TF, Ignatowska-Jankowska BM, Wiley JL, Abdelrahman M, Trembleau L, Greig IR, Thakur GA, Tichkule R, Poklis J, Ross RA, Pertwee RG, Lichtman AH.Behav Pharmacol. 2014 Apr;25(2):182-5. doi: 10.1097/FBP.0000000000000027. PMID: 24603340 Free PMC Article</br>3:A key agonist-induced conformational change in the cannabinoid receptor CB1 is blocked by the allosteric ligand Org 27569. Fay JF, Farrens DL.J Biol Chem. 2012 Sep 28;287(40):33873-82. Epub 2012 Jul 30. PMID: 22846992 Free PMC Article

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