O8014

Org 27569

≥98% (HPLC)

• Synonym(s): 5-Chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-ylphenyl)ethyl]amide
• Empirical Formula (Hill Notation): C₂₄H₂₈ClN₃O
• CAS Number: 868273-06-7
• Molecular Weight: 409.95
• EC Number: 278-169-7
• MDL number: MFCD11045300
• UNSPSC Code: 12352200
• PubChem Substance ID: 329818922

Properties

• assay: ≥98% (HPLC)
• form: powder
• color: white
• solubility: H₂O: <2 mg/mL; DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: CCc1c([nH]c2ccc(Cl)cc12)C(=O)NCCc3ccc(cc3)N4CCCCC4
• 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)
• InChI key: AHFZDNYNXFMRFQ-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Org 27569 is an allosteric modulator of CB₁ cannabinoid receptor. It significantly increases the binding of CB₁ receptor agonist [³H]-CP 55,940 (pK_B = 5.67) and causes a significant decrease in specific binding of CB₁ receptor inverse agonist SR141716A (Rimonabant; pK_B = 5.95); in the reporter gene assay behaves as insurmountable CP 55,940 antagonist; pK_B = 7.57 at CB₁ receptors in mouse vas deferens

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)