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Chemical Structure| 29679-58-1 Chemical Structure| 29679-58-1
Chemical Structure| 29679-58-1

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Fenoprofen (LILLY-53858) is a non-steroidal anti-inflammatory drug (NSAID) used to relieve symptoms of osteoarthritis and rheumatoid arthritis, including inflammation, swelling, stiffness, and joint pain. Fenoprofen also acts as an allosteric enhancer of melanocortin receptors and promotes ERK1/2 activation.

Synonyms: LILLY-53858

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Product Citations

Product Citations

Wegner, Scott A ; Kim, Hahn ; Avalos, José L ;

Abstract: Lactate transport plays a crucial role in the metabolism, microenvironment, and survival of cancer cells. However, current drugs targeting either MCT1 or MCT4, which traditionally mediate lactate import or efflux respectively, show limited efficacy beyond in vitro models. This limitation partly arises from the existence of both isoforms in certain tumors, however existing high-affinity MCT1/4 inhibitors are years away from human testing. Therefore, we conducted an optogenetic drug screen in Saccharomyces cerevisiae on a subset of the FDA-approved drug library to identify existing scaffolds that could be repurposed as monocarboxylate transporter (MCT) inhibitors. Our findings show that several existing drug classes inhibit MCT1 activity, including non-steroidal estrogens, non-steroidal anti-inflammatory drugs (NSAIDs), and natural products (in total representing approximately 1% of the total library, 78 out of 6400), with a moderate affinity (IC50 1.8–21 μM). Given the well-tolerated nature of NSAIDs, and their known anticancer properties associated with COX inhibition, we chose to further investigate their MCT1 inhibition profile. The majority of NSAIDs in our screen cluster into a single large structural grouping. Moreover, this group is predominantly comprised of FDA-approved NSAIDs, with seven exhibiting moderate MCT1 inhibition. Since these molecules form a distinct structural cluster with known NSAID MCT4 inhibitors, such as diclofenac, ketoprofen, and indomethacin, we hypothesize that these newly identified inhibitors may also inhibit both transporters. Consequently, NSAIDs as a class, and piroxicam specifically (IC50 4.4 μM), demonstrate MCT1 inhibition at theoretically relevant human dosages, suggesting immediate potential for standalone MCT inhibition or combined anticancer therapy.

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Product Details of Fenoprofen

CAS No. :29679-58-1
Formula : C15H14O3
M.W : 242.27
SMILES Code : CC(C1=CC=CC(OC2=CC=CC=C2)=C1)C(O)=O
Synonyms :
LILLY-53858
MDL No. :MFCD00072027
InChI Key :RDJGLLICXDHJDY-UHFFFAOYSA-N
Pubchem ID :3342

Safety of Fenoprofen

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Fenoprofen

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 29679-58-1 ]
 

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