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869376-63-6

869376-63-6 Structure

869376-63-6 Structure
IdentificationBack Directory
[Name]

CB-25
[CAS]

869376-63-6
[Synonyms]

CB-25
N-cyclopropyl-11-(3-hydroxy-5-pentylphenoxy)undecanamide
Undecanamide, N-cyclopropyl-11-(3-hydroxy-5-pentylphenoxy)-
[Molecular Formula]

C25H41NO3
[MDL Number]

MFCD09951898
[MOL File]

869376-63-6.mol
[Molecular Weight]

403.6
Chemical PropertiesBack Directory
[Melting point ]

70.7 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
[Boiling point ]

594.7±30.0 °C(Predicted)
[density ]

1.03±0.1 g/cm3(Predicted)
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
[form ]

A crystalline solid
[pka]

9.75±0.10(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Description]

CB-25 is a stable analog of Δ9-tetrahydrocannabinol (THC) and anandamide (AEA). It exhibits high affinity for the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors with Ki values of 5.2 and 13 nM, respectively. CB-25 behaves as an inverse agonist for the CB1 receptor as assessed in a cyclic AMP (cAMP) functional assay.
[Uses]

CB-25 is a stable anandamide analog CB1 inverse agonist.
[References]

[1] ANTONELLA BRIZZI. Design, Synthesis, and Binding Studies of New Potent Ligands of Cannabinoid Receptors[J]. Journal of Medicinal Chemistry, 2005, 48 23: 7343-7350. DOI: 10.1021/jm0501533
[2] M G CASCIO. In vitro and in vivo pharmacology of synthetic olivetol- or resorcinol-derived cannabinoid receptor ligands[J]. British Journal of Pharmacology, 2009, 149 4: 431-440. DOI: 10.1038/sj.bjp.0706888
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