Eisspeedway

SB-224289

SB-224289
Clinical data
Other namesSB224289
Drug classSerotonin 5-HT1B receptor antagonist or inverse agonist
Identifiers
  • [4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]phenyl]-(1'-methylspiro[6,7-dihydro-2H-furo[2,3-f]indole-3,4'-piperidine]-5-yl)methanone
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC32H32N4O3
Molar mass520.633 g·mol−1
3D model (JSmol)
  • CC1=C(C=CC(=C1)C2=NOC(=N2)C)C3=CC=C(C=C3)C(=O)N4CCC5=CC6=C(C=C54)C7(CCN(CC7)C)CO6
  • InChI=1S/C32H32N4O3/c1-20-16-25(30-33-21(2)39-34-30)8-9-26(20)22-4-6-23(7-5-22)31(37)36-13-10-24-17-29-27(18-28(24)36)32(19-38-29)11-14-35(3)15-12-32/h4-9,16-18H,10-15,19H2,1-3H3
  • Key:ATQMRMGXINTJHV-UHFFFAOYSA-N

SB-224289 is a selective serotonin 5-HT1B receptor antagonist or inverse agonist which is used in scientific research.[1][2][3][4][5] It is more than 75-fold selective for the serotonin 5-HT1B receptor over all other serotonin receptors.[3] The drug indirectly increases serotonin release by blocking inhibitory serotonin 5-HT1B autoreceptors.[1][3] In addition to its serotonin 5-HT1B receptor antagonism, SB-224289 has subsequently been found to counteract the antifungal effects of the marine depsipeptide papuamide A.[6]

References

  1. ^ a b Roberts C, Price GW, Middlemiss DN (November 2001). "Ligands for the investigation of 5-HT autoreceptor function". Brain Research Bulletin. 56 (5): 463–469. doi:10.1016/s0361-9230(01)00628-1. PMID 11750791.
  2. ^ Stenfors C, Ross SB (June 2002). "Failure to detect in vivo inverse agonism of the 5-HT(1B) receptor antagonist SB-224289 in 5-HT-depleted guinea-pigs". Naunyn-Schmiedeberg's Archives of Pharmacology. 365 (6): 462–467. doi:10.1007/s00210-002-0564-8. PMID 12070760.
  3. ^ a b c Selkirk JV, Scott C, Ho M, Burton MJ, Watson J, Gaster LM, et al. (September 1998). "SB-224289--a novel selective (human) 5-HT1B receptor antagonist with negative intrinsic activity". British Journal of Pharmacology. 125 (1): 202–208. doi:10.1038/sj.bjp.0702059. PMC 1565605. PMID 9776361.
  4. ^ Slassi A (June 2002). "Recent advances in 5-HT1B/1D receptor antagonists and agonists and their potential therapeutic applications". Current Topics in Medicinal Chemistry. 2 (6): 559–574. doi:10.2174/1568026023393903. PMID 12052194.
  5. ^ Gaster LM, Blaney FE, Davies S, Duckworth DM, Ham P, Jenkins S, et al. (April 1998). "The selective 5-HT1B receptor inverse agonist (SB-224289) potently blocks terminal 5-HT autoreceptor function both in vitro and in vivo". Journal of Medicinal Chemistry. 41 (8): 1218–1235. doi:10.1021/jm970457s. PMID 9548813.
  6. ^ Cassilly CD, Maddox MM, Cherian PT, Bowling JJ, Hamann MT, Lee RE, et al. (2016). "SB-224289 Antagonizes the Antifungal Mechanism of the Marine Depsipeptide Papuamide A". PLOS ONE. 11 (5): e0154932. Bibcode:2016PLoSO..1154932C. doi:10.1371/journal.pone.0154932. PMC 4868317. PMID 27183222.
Quelle: https://en.wikipedia.org/wiki/SB-224289