Chemistry:7-Fluorotryptamine

From HandWiki

7-Fluorotryptamine (7-FT) is a serotonin receptor modulator and weak GPRC5A agonist of the tryptamine family.[1][2] It is the 7-fluoro derivative of tryptamine.[2] The drug is a low-potency agonist of the orphan receptor GPRC5A, with an EC50 of 7,200 nM.[1][2][3] In addition to its GPRC5A agonism, 7-fluorotryptamine interacts with other receptors, such as the serotonin 5-HT4 receptor.[2] Derivatives of 7-fluorotryptamine have been described.[4] 7-Fluorotryptamine was first described in the scientific literature by 1979.[5] Its GPRC5A agonism was first described in 2023.[2]

See also

References

  1. ↑ 1.0 1.1 "Decrypting orphan GPCR drug discovery via multitask learning". Journal of Cheminformatics 16 (1). January 2024. doi:10.1186/s13321-024-00806-3. PMID 38263092. "During the review process of the manuscript, two agonistic ligands of 7-fluorotryptamine and tryptamine were reported for the orphan GPRC5A [43]. With a Ts of 6.2%, a good MSE of 1.46 was obtained using the MTL-AG-ATG-FS model. Detailed prediction is listed in Additional file 1: Table S5. For the promising agonist of 7-fluorotryptamine, its predicted EC50 is 2.4 μM, which is close to the experimental value of 7.2 μM [43]. This provides a successful example for predicting ligands of an orphan receptor.". 
  2. ↑ 2.0 2.1 2.2 2.3 2.4 "Chemoproteomics reveals microbiota-derived aromatic monoamine agonists for GPRC5A". Nature Chemical Biology 19 (10): 1205–1214. October 2023. doi:10.1038/s41589-023-01328-z. PMID 37248411. 
  3. ↑ "Class C GPRC5A in Human Airway Smooth Muscle". American Journal of Respiratory and Critical Care Medicine 211 (Supplement_1). 1 May 2025. doi:10.1164/ajrccm.2025.211.Abstracts.A3084. ISSN 1073-449X. 
  4. ↑ "Synthesis and biological evaluation of 4-fluoro-, 7-fluoro-, and 4,7-difluoro-5,6-dihydroxytryptamines". Journal of Medicinal Chemistry 33 (8): 2204–2211. August 1990. doi:10.1021/jm00170a026. PMID 2100997. 
  5. ↑ "Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation". European Journal of Biochemistry 101 (1): 225–233. November 1979. doi:10.1111/j.1432-1033.1979.tb04235.x. PMID 510306. Bibcode: 1979EJBio.101..225T. 



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