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Key Documents

O8014

Sigma-Aldrich

Org 27569

≥98% (HPLC)

Synonym(s):

5-Chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-ylphenyl)ethyl]amide

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About This Item

Empirical Formula (Hill Notation):
C24H28ClN3O
CAS Number:
Molecular Weight:
409.95
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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

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 (pKB = 5.67) and causes a significant decrease in specific binding of CB1 receptor inverse agonist SR141716A (Rimonabant; pKB = 5.95); in the reporter gene assay behaves as insurmountable CP 55,940 antagonist; pKB = 7.57 at CB1 receptors in mouse vas deferens

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)


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