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N-(2-Phenylethyl)indomethacin Amide

Names

[ CAS No. ]:
261766-32-9

[ Name ]:
N-(2-Phenylethyl)indomethacin Amide

[Synonym ]:
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-(2-phenylethyl)acetamide
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-(2-phenylethyl)acetamide
1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-N-(2-phenylethyl)-

Biological Activity

[Description]:

LM-4108 (N-(2-Phenylethyl)-indomethacin amide) is a selective and orally active COX-2 inhibitor with an IC50 of 0.06 μM for purified human COX-2. LM-4108 shows anti-inflammatory activity and may be effective in prevention of cancer. Half-lives for the disappearance of 10 μM LM-4108 in rat, human, and mouse liver microsomes were 11 min, 21 min, and 51 min, respectively[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

Human COX-2:60 nM (IC50)

Ovine COX-1:>66 μM (IC50)


[References]

[1]. Rory P Remmel, et al. Studies on the metabolism of the novel, selective cyclooxygenase-2 inhibitor indomethacin phenethylamide in rat, mouse, and human liver microsomes: identification of active metabolites. Drug Metab Dispos. 2004 Jan;32(1):113-22.  

[2]. Remmel R P, et al. Studies on the metabolism of the novel, selective cyclooxygenase-2 inhibitor indomethacin phenethylamide in rat, mouse, and human liver microsomes: identification of active metabolites. Drug metabolism and disposition, 2004, 32(1): 113-122.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
640.5±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C27H25ClN2O3

[ Molecular Weight ]:
460.95

[ Flash Point ]:
341.2±31.5 °C

[ Exact Mass ]:
460.155365

[ PSA ]:
63.82000

[ LogP ]:
4.31

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.613

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds