Potent and selective reversible inhibitor of COX-2
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N-(3-pyridyl)-Indomethacin amide

Item No. 70274

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-pyridyl)-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetamide
CAS Number
261766-29-4
Synonyms
  • N-3PyIA
Molecular Formula
C24H20ClN3O3
Formula Weight
433.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 8.8 mg/mlDMF:PBS (5:3): 5.2 mg/mlDMSO: 5.4 mg/mlEthanol: 3 mg/ml
λmax
240 nm
SMILES
ClC1=CC=C(C(N2C(C=CC(OC)=C3)=C3C(CC(N([H])C4=CN=CC=C4)=O)=C2C)=O)C=C1
InChi Code
InChI=1S/C24H20ClN3O3/c1-15-20(13-23(29)27-18-4-3-11-26-14-18)21-12-19(31-2)9-10-22(21)28(15)24(30)16-5-7-17(25)8-6-16/h3-12,14H,13H2,1-2H3,(H,27,29)
InChi Key
DTAPHQYAZUTCIG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-(3-pyridyl)-indomethacin amide (N-3PyIA) is one of several aromatic amides of indomethacin reported to be potent and selective reversible inhibitors of COX-2.1 N-3PyIA selectively inhibits human recombinant COX-2 with an IC50 of 0.052 µM. It is about 1,300 times less potent as an inhibitor of ovine recombinant COX-1.1 However, N-3PyIA is not selective as an inhibitor of ovine seminal vesicular COX-1 and ovine placental COX-2. The IC50 values for ovine COX-1 and -2 are 75 and 50 µM, respectively.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).