ARN 077 (enantiomer)

• CAT Number: I045535
• CAS Number: 1439366-88-7
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.34
• Purity: ≥95%
• Synonyms: 5-phenylpentyl N-[(2R,3S)-2-methyl-4-oxooxetan-3-yl]carbamate
• InChI: InChI=1S/C16H21NO4/c1-12-14(15(18)21-12)17-16(19)20-11-7-3-6-10-13-8-4-2-5-9-13/h2,4-5,8-9,12,14H,3,6-7,10-11H2,1H3,(H,17,19)/t12-,14+/m1/s1
• InChIKey: PTVDTLVLQXSSEC-OCCSQVGLSA-N
• SMILES: CC1C(C(=O)O1)NC(=O)OCCCCCC2=CC=CC=C2

ARN 077 (enantiomer) (Cat No.: I045535) is a selective and potent inhibitor of soluble epoxide hydrolase (sEH), an enzyme responsible for hydrolyzing epoxyeicosatrienoic acids (EETs) into less active diols. By blocking sEH activity, ARN 077 stabilizes EET levels, enhancing their vasodilatory, anti-inflammatory, and cardioprotective effects. The enantiomeric form is studied for stereospecific activity, helping researchers dissect enantiomer-dependent pharmacodynamics. It has been applied in preclinical research on cardiovascular disease, hypertension, inflammation, and pain management, making it a valuable tool in therapeutic exploration.

Reference

[1]. Stefano Ponzano, et al. Synthesis and structure-activity relationship (SAR) of 2-methyl-4-oxo-3-oxetanylcarbamic acid esters, a class of potent N-acylethanolamine acid amidase (NAAA) inhibitors. J Med Chem. 2013 Sep 12;56(17):6917-34.
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