INDOMETHACIN ESTER, N-HEPTYL- Chemical Properties

Flash point:

-16 °C

storage temp. 

−20°C

solubility 

≤17mg/ml in ethanol;17mg/ml in DMSO;17mg/ml in dimethyl formamide

form 

methyl acetate solution

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36-66-67

Safety Statements 

16-26-29-33-36

RIDADR 

UN 1231 3/PG 2

WGK Germany 

1

RTECS 

AI9100000

MSDS

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INDOMETHACIN ESTER, N-HEPTYL- Usage And Synthesis

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.