A selective, reversible inhibitor of COX-2
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N-(2-phenylethyl)-Indomethacin amide

Item No. 70272

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-phenylethyl)-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetamide
CAS Number
261766-32-9
Synonyms
  • N-2PIA
Molecular Formula
C27H25ClN2O3
Formula Weight
461.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS (7:5): 8 mg/mlDMSO: 10 mg/mlEthanol: 0.8 mg/ml
λmax
260, 320 nm
SMILES
O=C(CC1=C(C)N(C(C2=CC=C(Cl)C=C2)=O)C3=C1C=C(OC)C=C3)N([H])CCC4=CC=CC=C4
InChi Code
InChI=1S/C27H25ClN2O3/c1-18-23(17-26(31)29-15-14-19-6-4-3-5-7-19)24-16-22(33-2)12-13-25(24)30(18)27(32)20-8-10-21(28)11-9-20/h3-13,16H,14-15,17H2,1-2H3,(H,29,31)
InChi Key
VYDBTNADENXYSN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    N-(2-phenylethyl)-indomethacin amide (N-2PIA) is one of several aromatic amides of indomethacin reported to be potent and selective reversible inhibitors of COX-2.1 N-2PIA inhibits human recombinant and ovine COX-2 with IC50 values of 0.06 and 0.125 µM, respectively.1,2 It is over 400 times less potent as an inhibitor of human recombinant and ovine COX-1. N-2PIA shows anti-inflammatory, antiangiogenic, and cancer chemopreventive activity in various experimental models.1

    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).