FSL0622

Structure

• InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)
• InChIKey=CGIGDMFJXJATDK-UHFFFAOYSA-N

Synonyms

• 53-86-1
• Indomethacin

Origin

Chemically synthesized

Biological activities

Inhibition of the COX-dependent formation of prostaglandin precursors

Therapeutic

Antiinflammatory
Antipyretic

Target

COX-1
COX-2
Phospholipase A2 (PLA2)

Assay information

Inhibitor of phospholipase A2 (IC₅₀ = 145 mM)
Inhibitor of the enzymatic activities of COX-1 (IC₅₀ = 0.01 μg/ml) and COX-2 (IC₅₀ = 0.6 μg/ml)
Inhibitor of the enzymatic activities of hCOX-1 (IC₅₀ = 0.08 mM) and hCOX-2 (IC₅₀ = 0.96 mM)
Inhibitor of the production of prostaglandins
Inducer of differentiation of C3H10T1/2 cells to adipocytes through binding to PPARγ (EC₅₀ = approximately 80 μM)

References

• Lehmann JM, Lenhard JM, Oliver BB, Ringold GM, Kliewer SA
  Peroxisome proliferator-activated receptors alpha and gamma are activated by indomethacin and other non-steroidal anti-inflammatory drugs.
  J Biol Chem, 272(6): 3406-3410 (1997)  9013583
• Kurumbail RG, Stevens AM, Gierse JK, McDonald JJ, Stegeman RA, Pak JY, Gildehaus D, Miyashiro JM, Penning TD, Seibert K, Isakson PC, Stallings WC
  Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents.
  Nature, 384(6610): 644-648 (1996)  8967954  doi: 10.1038/384644a0
• Mitchell JA, Akarasereenont P, Thiemermann C, Flower RJ, Vane JR
  Selectivity of nonsteroidal antiinflammatory drugs as inhibitors of constitutive and inducible cyclooxygenase.
  Proc Natl Acad Sci U S A, 90(24): 11693-11697 (1993)  8265610
• Kaplan L, Weiss J, Elsbach P
  Low concentrations of indomethacin inhibit phospholipase A2 of rabbit polymorphonuclear leukocytes.
  Proc Natl Acad Sci U S A, 75(6): 2955-2958 (1978)  275865
• Prostaglandins: Chemical and Biochemical Aspect
  
• J. Am. Chem. Soc., 85: 488-489 (1963)