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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Indomethacin heptyl ester

Cayman Chemical Item Number 70271

Indomethacin heptyl ester

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Description

Indomethacin is a potent but non-selective inhibitor of both COX-1 and COX-2 in sheep and humans.1 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-1.2 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.2

1 Barnett, J., Chow, J., Ives, D., et al. Purification, characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system. Biochim Biophys Acta 1209 130-139 (1994).

2 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 2860-2870 (2000).

Formal Name 1-​(4-​chlorobenzoyl)-​5-​methoxy-​2-​methyl-​1H-​indole-​3-​acetic acid,​ 1-​heptyl ester
Molecular Formula C26H30ClNO4
Formula Weight 456.0
Formulation A solution in methyl acetate
Purity ≥98%
λmax 230, 260, 319 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ClC1=CC=C(C(N2C(C=CC(OC)​=C3)​=C3C(CC(OCCCCCCC)​=O)​=C2C)​=O)​C=C1

Background Reading

Barnett, J., Chow, J., Ives, D., et al. Purification, characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system. Biochim Biophys Acta 1209 130-139 (1994).

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 2860-2870 (2000).

Indomethacin heptyl ester is available in the following screening library:

Size Price Quantity Subtotal
1 mg $19.00 $0.00
5 mg $86.00 $0.00
10 mg $152.00 $0.00
50 mg $665.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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