GW-1100

Last updated

GW-1100
GW-1100 structure.png
Identifiers
  • ethyl 4-[5-[(2-ethoxypyrimidin-5-yl)methyl]-2-[(4-fluorophenyl)methylsulfanyl]-4-oxopyrimidin-1-yl]benzoate
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C27H25FN4O4S
Molar mass 520.58 g·mol−1
3D model (JSmol)
  • CCOC1=NC=C(C=N1)CC2=CN(C(=NC2=O)SCC3=CC=C(C=C3)F)C4=CC=C(C=C4)C(=O)OCC
  • InChI=1S/C27H25FN4O4S/c1-3-35-25(34)20-7-11-23(12-8-20)32-16-21(13-19-14-29-26(30-15-19)36-4-2)24(33)31-27(32)37-17-18-5-9-22(28)10-6-18/h5-12,14-16H,3-4,13,17H2,1-2H3
  • Key:PTPNCCWOTBBVJR-UHFFFAOYSA-N

GW-1100 (GW1100) is an experimental drug which acts as a potent and selective antagonist for the free fatty acid receptor FFAR1 (GPR40). [1] [2] Agonists for this receptor have potentially useful antiinflammatory and anti-fibrotic effects, and while GW-1100 does not have therapeutic effects in its own right, it is important for research into the FFAR1 receptor as it allows comparison testing to measure the effectiveness of FFAR1 agonists. [1] [3] [4] [5] [6] [7] [8] GW-1100 also showed inhibition of cancer cell growth in vitro, suggesting potential applications of FFAR1 antagonists in the treatment of cancer. [9] [10]

References

  1. 1 2 Briscoe CP, Peat AJ, McKeown SC, Corbett DF, Goetz AS, Littleton TR, et al. (2006). "Pharmacological regulation of insulin secretion in MIN6 cells through the fatty acid receptor GPR40: Identification of agonist and antagonist small molecules". British Journal of Pharmacology. 148 (5): 619–628. doi:10.1038/sj.bjp.0706770. PMC   1751878 . PMID   16702987.
  2. ↑ Kurihara T (2023). "[Possible involvement of FFAR1 signaling in mouse emotional behaviors through the regulation of brain monoamine releases]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese). 158 (6) 23054: 454–459. doi:10.1254/fpj.23054. PMID   37914322.
  3. ↑ Nakamoto K, Nishinaka T, Sato N, Mankura M, Koyama Y, Kasuya F, et al. (2013). "Hypothalamic GPR40 Signaling Activated by Free Long Chain Fatty Acids Suppresses CFA-Induced Inflammatory Chronic Pain". PLOS ONE. 8 (12) e81563. Bibcode:2013PLoSO...881563N. doi: 10.1371/journal.pone.0081563 . PMC   3865354 . PMID   24349089.
  4. ↑ Lin C, Chao H, Li Z, Xu X, Liu Y, Bao Z, et al. (2017). "Omega-3 fatty acids regulate NLRP3 inflammasome activation and prevent behavior deficits after traumatic brain injury". Experimental Neurology. 290: 115–122. doi:10.1016/j.expneurol.2017.01.005. PMID   28077335.
  5. ↑ Nakamoto K, Aizawa F, Miyagi K, Yamashita T, Mankura M, Koyama Y, et al. (2017). "Dysfunctional GPR40/FFAR1 signaling exacerbates pain behavior in mice". PLOS ONE. 12 (7) e0180610. Bibcode:2017PLoSO..1280610N. doi: 10.1371/journal.pone.0180610 . PMC   5516985 . PMID   28723961.
  6. ↑ Aizawa F, Nakamoto K, Tokuyama S (2018). "The involvement of free fatty acid-GPR40/FFAR1 signaling in chronic social defeat stress-induced pain prolongation in C57BL/6J male mice". Psychopharmacology. 235 (8): 2335–2347. doi:10.1007/s00213-018-4930-8. PMID   29931581.
  7. ↑ Gong Y, Chen J, Jin Y, Wang C, Zheng M, He L (2020). "GW9508 ameliorates cognitive impairment via the cAMP-CREB and JNK pathways in APPswe/PS1dE9 mouse model of Alzheimer's disease". Neuropharmacology. 164 107899. doi:10.1016/j.neuropharm.2019.107899. PMID   31809762.
  8. ↑ Freitas RD, Muradás TC, Dagnino AP, Rost FL, Costa KM, Venturin GT, et al. (2020). "Targeting FFA1 and FFA4 receptors in cancer-induced cachexia". American Journal of Physiology. Endocrinology and Metabolism. 319 (5): E877 –E892. doi:10.1152/ajpendo.00509.2019. PMID   32893672.
  9. ↑ Fukushima K, Takahashi K, Kusaka M, Ishimoto K, Minami K, Otagaki S, et al. (2018). "Induction of GPR40 positively regulates cell motile and growth activities in breast cancer MCF-7 cells". Journal of Receptor and Signal Transduction Research. 38 (4): 311–315. doi:10.1080/10799893.2018.1494742. PMID   30111226.
  10. ↑ Takahashi K, Fukushima K, Onishi Y, Minami K, Otagaki S, Ishimoto K, et al. (2018). "Involvement of FFA1 and FFA4 in the regulation of cellular functions during tumor progression in colon cancer cells". Experimental Cell Research. 369 (1): 54–60. doi:10.1016/j.yexcr.2018.05.005. PMID   29750897.


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