N-(4-Acetamidophenyl)indomethacin Amide
Basic information
- CAS
261766-23-8- Standard SMILES
COc1ccc2c(c1)c(CC(=O)Nc1ccc(NC(C)=O)cc1)c(C)n2C(=O)c1ccc(Cl)cc1- InChIKey
CVMUUPNNEPVQCL-UHFFFAOYSA-N- Molecular formula
- C27H24ClN3O4
- Average molar mass
- 489.9 g/mol
- Monoisotopic mass
- 489.1455339
Overview
N-(4-acetamidophenyl)-Indomethacin amide is a N-acylindole.
Names & identifiers
- Preferred name
- N-(4-Acetamidophenyl)indomethacin Amide
- IUPAC
- N-(4-acetamidophenyl)-2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetamide
- English name
- N-(4-Acetamidophenyl)-indomethacin amide
- Molecular formula
- C27H24ClN3O4
- Molecular weight
- 489.95
Names & synonyms
261766-23-8N-(4-Acetamidophenyl)indomethacin AmideN-(4-acetamidophenyl)-Indomethacin amideN-(4-acetamidophenyl)-2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetamideCHEMBL954691H-Indole-3-acetamide, N-[4-(acetylamino)phenyl]-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-C27H24ClN3O4N-(4-Acetamidophenyl)-2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetamideN-(4-Acetamidophenyl)-2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetamideIndomethacin derivative, 7SCHEMBL29392557BDBM22954
Show more names
N-4AIAN-4ACETIAN-(4-ACETAMIDOPHENYL)-1-P-CHLOROBENZOYL-5-METHOXY-2-METHYLINDOLE-3-ACETAMIDEN-(4-ACETAMIDOPHENYL)-1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETAMIDEN-4AcetIA, N-(4-Acetamidophenyl)-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetamide
DTXSID80399202CHEBI:188140HMS3649M09MFCD02683236AKOS001120378AB12499EBC-145172WAY-267777
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 89.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 764
Physicochemical properties
- Melting point
- 256 · 256-257°C
- storage temp.
- 20 °C · −20°C
- solubility
- 15 mg/mL · DMSO: ≥15 mg/mL
- form
- crystalline
- color
- Pale Yellow
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
Chemistry & industry
Applications
DescriptionN-(4-acetamidophenyl)-indomethacin amide (N-4-AIA) is one of several aromatic amides of indomethacin reported to be potent and selective reversible inhibitors of COX-2. N-4-AIA inhibits human recombinant and ovine COX-2 with IC50 values of 0.12 and 0.625 μM, respectively. It is about 400 times less potent as an inhibitor of human recombinant COX-1 and 80 times less potent as an inhibitor of ovine COX-1 than ovine COX-2.
UsesAn aromatic amide of indomethacin recently reported to be a potent and selective reversible inhibitor of COX-2. Inhibits human recombinant and ovine COX-2 with IC50 of 0.1 uM and 0.625 uM, respectively
Additional notes
DefinitionChEBI: N-(4-acetamidophenyl)-Indomethacin amide is a N-acylindole.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…