| Identification | Back Directory | [Name]
N-(3-PYRIDYL)-INDOMETHACIN AMIDE | [CAS]
261766-29-4 | [Synonyms]
N-3PYIA
Indomethacin N-Pyridyl Impurity
N-(3-PYRIDYL)-INDOMETHACIN AMIDE
N-(3-PYRIDYL)-1-P-CHLOROBENZOYL-5-METHOXY-2-METHYLINDOLE-3-ACETAMIDE
N-(3-PYRIDYL)-1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETAMIDE
1-(4-Chlorobenzoyl)-5-Methoxy-2-Methyl-N-3-pyridinyl-1H-indole-3-acetaMide
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-pyridin-3-ylacetamide
1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-N-3-pyridinyl-
N-3PyIA, N-(3-Pyridyl)-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetamide | [Molecular Formula]
C24H20ClN3O3 | [MDL Number]
MFCD02683393 | [MOL File]
261766-29-4.mol | [Molecular Weight]
433.89 |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C | [solubility ]
≤3mg/ml in ethanol;3mg/ml in DMSO;3mg/ml in dimethyl formamide | [form ]
crystalline solid | [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) | [InChIKey]
DTAPHQYAZUTCIG-UHFFFAOYSA-N | [SMILES]
COc1ccc2n(c(C)c(CC(=O)Nc3cccnc3)c2c1)C(=O)c4ccc(Cl)cc4 |
| Hazard Information | Back Directory | [Uses]
An aromatic amide of indomethacin recently reported to be a potent and selective reversible inhibitor of COX-2. Inhibits human recombinant COX-2 with IC50 of 0.1 uM | [Uses]
An aromatic amide of indomethacin recently reported to be a potent and selective reversible inhibitor of COX-2. Inhibits human recombinant COX-2 with IC50 of 0.1 uM. | [Biological Activity]
n-(3-pyridyl)-indomethacin amide is a reversible, potent and selective cox-2 inhibitor [1].cyclooxygenase (cox) is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1].n-(3-pyridyl)-indomethacin amide (n-3pyia) is a reversible, potent and selective cox-2 inhibitor that inhibits human recombinant cox-2 and ovine cox-1 with ic50 values of 0.052 and >66 μm, respectively. it is over 1300 times less potent as an inhibitor of ovine cox-1. n-(3-pyridyl)-indomethacin amide is the 3-pyridyl amide derivative of indomethacin that shows selective against cox-2 [1]. | [References]
[1]. kalgutkar as, marnett ab, crews bc, et al. ester and amide derivatives of the nonsteroidal antiinflammatory drug, indomethacin, as selective cyclooxygenase-2 inhibitors. j med chem. 2000 jul 27;43(15):2860-70. |
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