4-CMTB

Last updated

4-CMTB
4-CMTB structure.png
Identifiers
  • 2-(4-chlorophenyl)-3-methyl-N-(1,3-thiazol-2-yl)butanamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H15ClN2OS
Molar mass 294.80 g·mol−1
3D model (JSmol)
  • CC(C)C(C1=CC=C(C=C1)Cl)C(=O)NC2=NC=CS2
  • InChI=1S/C14H15ClN2OS/c1-9(2)12(10-3-5-11(15)6-4-10)13(18)17-14-16-7-8-19-14/h3-9,12H,1-2H3,(H,16,17,18)
  • Key:AZYDQCGCBQYFSE-UHFFFAOYSA-N

4-CMTB is an experimental drug which acts as a potent and selective agonist for the free fatty acid receptor FFAR2 (GPR43). It has antiinflammatory effects and has been used to study the role of FFAR2 in immune system function and the potential application of FFAR2 agonists in the treatment of conditions such as dermatitis and asthma. [1] [2] [3] [4] [5] [6] [7]

References

  1. Brown AJ, Tsoulou C, Ward E, Gower E, Bhudia N, Chowdhury F, et al. (June 2015). "Pharmacological properties of acid N-thiazolylamide FFA2 agonists". Pharmacology Research & Perspectives. 3 (3): e00141. doi:10.1002/prp2.141. PMC   4492757 . PMID   26236484.
  2. Grundmann M, Tikhonova IG, Hudson BD, Smith NJ, Mohr K, Ulven T, et al. (March 2016). "A Molecular Mechanism for Sequential Activation of a G Protein-Coupled Receptor". Cell Chemical Biology. 23 (3): 392–403. doi:10.1016/j.chembiol.2016.02.014. PMID   26991104.
  3. Wang G, Jiang L, Wang J, Zhang J, Kong F, Li Q, et al. (January 2020). "The G Protein-Coupled Receptor FFAR2 Promotes Internalization during Influenza A Virus Entry". Journal of Virology. 94 (2). doi:10.1128/JVI.01707-19. PMC   6955252 . PMID   31694949.
  4. Kang J, Im DS (May 2020). "FFA2 Activation Ameliorates 2,4-Dinitrochlorobenzene-Induced Atopic Dermatitis in Mice". Biomolecules & Therapeutics. 28 (3): 267–271. doi:10.4062/biomolther.2019.160. PMC   7216749 . PMID   32279475.
  5. Lee JH, Im DS (July 2021). "4-CMTB Ameliorates Ovalbumin-Induced Allergic Asthma through FFA2 Activation in Mice". Biomolecules & Therapeutics. 29 (4): 427–433. doi:10.4062/biomolther.2020.176. PMC   8255137 . PMID   33875623.
  6. Binienda A, Owczarek K, Sałaga M, Fichna J (December 2024). "Synthetic free fatty acid receptor (FFAR) 2 agonist 4-CMTB and FFAR4 agonist GSK13764 inhibit colon cancer cell growth and migration and regulate FFARs expression in in vitro and in vivo models of colorectal cancer". Pharmacological Reports : PR. 76 (6): 1403–1414. doi:10.1007/s43440-024-00667-5. PMC   11582145 . PMID   39432182.
  7. Kugawa M, Kawakami K, Kise R, Suomivuori CM, Tsujimura M, Kobayashi K, et al. (March 2025). "Structural insights into lipid chain-length selectivity and allosteric regulation of FFA2". Nature Communications. 16 (1) 2809. Bibcode:2025NatCo..16.2809K. doi:10.1038/s41467-025-57983-4. PMC   11947310 . PMID   40140663.