技术文章

Etodolac: COX-Inhibitor for Anti-Inflammatory Research

Etodolac is a selective cyclooxygenase-2 (COX-2) inhibitor belonging to the pyranocarboxylic acid class of nonsteroidal anti-inflammatory drugs (NSAIDs), widely employed in biomedical research to dissect prostaglandin-mediated inflammatory pathways and to investigate potential anti-tumor mechanisms.

Chemical Name
(±)-1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid
Molecular Formula
C₁₇H₂₁NO₃
Molecular Weight
287.35 g/mol
Primary Target
Cyclooxygenase-2 (COX-2)
Drug Class
NSAID — pyranocarboxylic acid derivative
Aladdin SKU
E408574
Selleck Reference Number
S1328

Mechanism of Action

Etodolac exerts its pharmacological effects primarily by inhibiting cyclooxygenase enzymes, which catalyze the conversion of arachidonic acid to prostaglandin H₂, the precursor of pro-inflammatory prostaglandins and thromboxanes. Compared with non-selective NSAIDs, Etodolac demonstrates preferential selectivity toward the inducible COX-2 isoform over the constitutively expressed COX-1 isoform. This selectivity is of particular research interest because COX-2 is upregulated in inflamed tissues, many solid tumors, and cells stimulated by cytokines or growth factors.

By suppressing COX-2-dependent prostaglandin E₂ (PGE₂) biosynthesis, Etodolac attenuates downstream signaling cascades that promote vasodilation, vascular permeability, and sensitization of nociceptors. In oncological research contexts, reduced PGE₂ levels have been associated with decreased tumor cell proliferation, enhanced apoptosis, and modulation of immune-suppressive microenvironments, making Etodolac a useful pharmacological tool in these investigative areas.

Key Physicochemical Properties and Handling

Etodolac (C₁₇H₂₁NO₃; MW 287.35 g/mol) is a white to off-white crystalline powder at ambient temperature. It possesses a carboxylic acid moiety (pKa approximately 4.7) that governs its ionization state across physiologically relevant pH ranges, influencing both aqueous solubility and membrane permeability. The compound is sparingly soluble in water but dissolves readily in dimethyl sulfoxide (DMSO) and ethanol, making DMSO the recommended vehicle for preparing concentrated stock solutions in cell-based assays.

When preparing working solutions, researchers should pre-warm DMSO stocks to room temperature before dilution into aqueous buffers or culture media to avoid precipitation. Final DMSO concentrations in biological assays should be maintained below 0.1% (v/v) to minimize cytotoxic effects on cell cultures. Stock solutions stored at −20 °C under desiccated, light-protected conditions are generally stable; however, researchers are advised to verify stability periodically and consult the certificate of analysis (CoA) supplied with each lot of SKU E408574 for lot-specific purity data.

Research Applications

Inflammation models: Etodolac is routinely employed in vitro to quantify COX-2 inhibitory potency using microsomal or whole-blood COX activity assays. In rodent models, oral or intraperitoneal administration of Etodolac has been used to study carrageenan-induced paw edema, adjuvant arthritis, and LPS-stimulated cytokine release, providing a pharmacological comparator against other COX-2-selective agents.

Oncology research: Several preclinical studies have investigated Etodolac's capacity to reduce PGE₂ production in colorectal, breast, and bladder cancer cell lines, where COX-2 overexpression correlates with poor prognosis. Researchers have used Etodolac as a positive control compound in screens evaluating combinatorial regimens with chemotherapeutic agents or immune checkpoint modulators.

Apoptosis and cell-cycle studies: Independent of prostaglandin modulation, some investigations have reported that Etodolac can influence apoptotic pathways and cell-cycle arrest, suggesting potential COX-independent mechanisms that remain an active area of inquiry. These observations underscore the compound's utility as a multifaceted pharmacological probe.

Ordering and Quality Information

Aladdin Scientific supplies Etodolac under SKU E408574, cross-referenced to Selleck catalog number S1328. Each lot is accompanied by a certificate of analysis confirming identity, purity, and appearance. Researchers are encouraged to request the CoA at the time of ordering to confirm that the purity specification meets the requirements of their assay system.

For bulk quantities or custom packaging requirements, laboratory managers and procurement teams should contact Aladdin Scientific's technical sales team directly. Standard packaging is suitable for laboratory-scale research use. All products are shipped in compliance with applicable regulations governing research chemical transportation, and cold-chain options are available upon request to maintain compound integrity during transit.

Frequently asked questions

What solvents are recommended for dissolving Etodolac (E408574) in cell-based assays?

DMSO is the preferred solvent for preparing Etodolac stock solutions, as the compound has limited aqueous solubility. Ethanol can also be used. When diluting into culture media or aqueous buffers, ensure the final DMSO concentration remains below 0.1% (v/v) to avoid solvent-mediated cytotoxicity.

How selective is Etodolac for COX-2 over COX-1?

Etodolac exhibits preferential selectivity for COX-2 over COX-1, which distinguishes it from non-selective NSAIDs such as indomethacin. The precise selectivity ratio can vary depending on the assay format (e.g., whole-blood versus microsomal assay), so researchers should consult primary literature and their CoA for lot-specific activity data.

What storage conditions are recommended for Etodolac to maintain stability?

Etodolac stock solutions and solid material should be stored at −20 °C in a desiccated, light-protected environment. Aliquoting stocks into single-use volumes is advisable to minimize freeze-thaw cycles. Always refer to the lot-specific certificate of analysis provided with SKU E408574 for confirmed stability data.

Can Etodolac be used as a positive control in COX-2 inhibition assays?

Yes, Etodolac is commonly employed as a COX-2-selective positive control compound in pharmacological screening assays, including both cell-free enzyme assays and cell-based prostaglandin release assays. Its well-characterized selectivity profile makes it a useful benchmark for comparing novel anti-inflammatory compounds.

References

  1. Selleck Chemicals. Etodolac (S1328) product information. Selleck Chemicals LLC.
  2. Vane JR, Botting RM. Mechanism of action of anti-inflammatory drugs. Scand J Rheumatol Suppl. 1996;102:9-21.
  3. Dannhardt G, Kiefer W. Cyclooxygenase inhibitors — current status and future prospects. Eur J Med Chem. 2001;36(2):109-126.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

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Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《Etodolac: COX-Inhibitor for Anti-Inflammatory Research》. 阿拉丁知识库,更新于 2026年10月29日。 https://www.aladdin-e.com/zh_cn/faqs/etodolac-cox-inhibitor-anti-inflammatory-research-en.html
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