CAS 501926-82-5

7-Methoxy-1-[2-(4-morpholinyl)ethyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-indole-3-carboxamide

Description:

7-Methoxy-1-[2-(4-morpholinyl)ethyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-indole-3-carboxamide, with CAS number 501926-82-5, is a synthetic compound characterized by its complex structure, which includes an indole moiety, a carboxamide functional group, and a morpholine ring. This compound exhibits properties typical of indole derivatives, such as potential biological activity, including interactions with various receptors or enzymes. The presence of the morpholine group may enhance its solubility and bioavailability, while the bicyclic structure contributes to its rigidity and conformational stability. The methoxy group can influence the electronic properties and reactivity of the molecule. Overall, this compound is of interest in medicinal chemistry, particularly for its potential therapeutic applications, although specific biological activities and mechanisms of action would require further investigation through experimental studies. As with many synthetic compounds, safety and handling precautions should be observed, given the potential for biological activity and toxicity.

Formula: C₂₆H₃₇N₃O₃

InChI: InChI=1S/C26H37N3O3/c1-25(2)18-8-9-26(3,16-18)24(25)27-23(30)20-17-29(11-10-28-12-14-32-15-13-28)22-19(20)6-5-7-21(22)31-4/h5-7,17-18,24H,8-16H2,1-4H3,(H,27,30)/t18-,24-,26+/m1/s1

InChI key: InChIKey=VQGDMQICNRCQEH-UFKXBGGNSA-N

SMILES: C(CN1CCOCC1)N2C=3C(C(C(N[C@H]4[C@]5(C)C[C@](C4(C)C)(CC5)[H])=O)=C2)=CC=CC3OC

Synonyms:

• 7-Methoxy-1-[2-(4-morpholinyl)ethyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-indole-3-carboxamide
• 1H-Indole-3-carboxamide, 7-methoxy-1-[2-(4-morpholinyl)ethyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-

MN-25

CAS: 501926-82-5

MN-25 (compound 4a) is an orally active indole pyridinone that functions as a novel cannabinoid ligand. It exhibits binding affinities (Ki) of 245 nM for CB1 and 11 nM for CB2 receptors. As a CB2 agonist, MN-25 inhibits TNF-R release from human peripheral blood mononuclear cells in vitro, with an IC50 of 33 μM. However, in an acute inflammation model in mice, MN-25 did not demonstrate efficacy at oral doses up to 50 mg/kg.

Formula: C₂₆H₃₇N₃O₃

Molecular weight: 439.59

Ref: TM-T203060