NO-Indomethacin | CAS 301838-28-8

Element: indomethacin

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C-S » Chemicals » indomethacin-PX76298

Identification

NO-Indomethacin

CAS:

301838-28-8

EINECS:

Molecular Formula:

C₂₈H₃₀ Cl N₃ O₉ S

MDL:

SMILES:

CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)SC[C@@H](C(=O)OCCCCO[N+](=O)[O-])NC(=O)C

Synonym:

ncx 2121 ; no-indomethacin exclusive ; n-acetyl-d-cysteine-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetic acid, 4-(nitrooxy)butyl ester ; d-cysteine, n-acetyl-,4-(nitrooxy)butyl ester,1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetate (ester) (9ci) ; no-indomethacin

Description

NO-Indomethacin is a hybrid molecule of indomethacin and a nitric oxide (NO) donor. This design combines the anti-inflammatory and Cox -1 and -2 inhibitory properties of indomethacin with the gastrointestinal protective effects of NO. Compounds of this class retain their anti-inflammatory and analgesic activity, but have reduced gastrointestinal and kidney toxicity compared to indomethacin alone. NO-Indomethacin also enhances the cancer chemopreventative activity of indomethacin. NO-indomethacin exhibits an IC₅₀ of 82 μM, compared to >1,000 μM for indomethacin alone, for the inhibition of pancreatic cancer cell (PaCa-2) growth after 24 hours in culture.