| Identification | Back Directory | [Name]
INDOMETHACIN ESTER, N-HEPTYL- | [CAS]
282728-47-6 | [Synonyms]
INDOMETHACIN HEPTYL ESTER
PYBCHCVNKGZCOH-UHFFFAOYSA-N
INDOMETHACIN ESTER, N-HEPTYL-
1-(P-CHLOROBENZOYL)-5-METHOXY-3-METHYL-1H-INDOLE-3-ACETIC ACID, N-HEPTYL ESTER
1-(P-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETIC ACID, N-HEPTYL ESTER
1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOLE-3-ACETIC ACID, 1-HEPTYL ESTER
1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, heptyl ester | [Molecular Formula]
C26H30ClNO4 | [MDL Number]
MFCD03412025 | [MOL File]
282728-47-6.mol | [Molecular Weight]
455.97 |
| Chemical Properties | Back Directory | [Fp ]
-16 °C | [storage temp. ]
−20°C | [solubility ]
≤17mg/ml in ethanol;17mg/ml in DMSO;17mg/ml in dimethyl formamide | [form ]
methyl acetate solution |
| Hazard Information | Back Directory | [Description]
Indomethacin is a potent but non-selective inhibitor of both COX-1 and COX-2 in sheep and humans. Structurally, indomethacin is a substituted indole acetic acid, wherein the carboxylate can be derivatized as an ester or amide. These derivatives show enhanced selectivity for the COX-2 isoform. For example, the IC50 for indomethacin heptyl ester for the inhibition of human recombinant COX-2 is 0.04 μM, making it more than 1,700 times more potent as an inhibitor of COX-2 than COX-1. While indomethacin itself has an IC50 of 0.05 μM for the inhibition of COX-2, it also inhibits COX-1 with a corresponding IC50 of 0.67 μM. | [Definition]
ChEBI: Indomethacin heptyl ester is a N-acylindole. | [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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