Potent and selective reversible inhibitor of COX-2
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N-(4-acetamidophenyl)-Indomethacin amide

Item No. 70278

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(4-acetamidophenyl)-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetamide
CAS Number
261766-23-8
Synonyms
  • N-4AIA
Molecular Formula
C27H24ClN3O4
Formula Weight
490.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 23 mg/mlDMF:PBS (5:3): 16 mg/mlDMSO: 15 mg/ml
λmax
267 nm
SMILES
COc1ccc2c(c1)c(CC(=O)Nc1ccc(cc1)NC(=O)C)c(C)n2C(=O)c1ccc(Cl)cc1
InChi Code
InChI=1S/C27H24ClN3O4/c1-16-23(15-26(33)30-21-10-8-20(9-11-21)29-17(2)32)24-14-22(35-3)12-13-25(24)31(16)27(34)18-4-6-19(28)7-5-18/h4-14H,15H2,1-3H3,(H,29,32)(H,30,33)
InChi Key
CVMUUPNNEPVQCL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-(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-2.1 N-4-AIA inhibits human recombinant and ovine COX-2 with IC50 values of 0.12 and 0.625 µM, respectively.1,2 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kalgutkar, A.S., Marnett, A.B., Crews, B.C., et al. Ester and amide derivatives of the nonsteroidal antiinflammatory drug, indomethacin, as selective cyclooxygenase-2 inhibitors. J. Med. Chem. 43(15), 2860-2870 (2000).

    2. Johnson, J.L. . (1999).