180083-23-2

• 常用中文名：(2'-甲基-4'-(5-甲基-1,2,4-恶二唑-3-基)-[1,1'-二苯基]-4-基)(1'-甲基-6,7-二氢螺[呋喃并[2,3-f]吲哚-3,4'-哌啶]-5(2H)-基)甲酮
• 常用英文名：SB 224289 hydrochloride
• CAS号：180083-23-2
• 分子式：C₃₂H₃₂N₄O₃
• 分子量：520.62
• 发布时间：2018-10-13 11:06:23
• 更新时间：2026-08-04 17:47:42
• SB-224289是一种选择性5-HT1B受体拮抗剂,具有抗焦虑作用[1]。

名称

• 中文名: [2'-甲基-4'-(5-甲基-1,2,4-恶二唑-3-基)[1,1'-联苯基]-4-基](2,5,6,7-四氢-1'-甲基螺[3H-呋喃并[2,3-F]吲哚-3,4'-哌啶]-5-基)甲酮
• 英文名: sb 224289
• 英文别名: (1'-Methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methanone hydrochloride (1:1); (1'-Methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-4-biphenylyl]methanone hydrochloride (1:1); (2'-Methyl-4'-(5-Methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-Methyl-6,7-dihydrospiro[furo[2,3-f]indole-3,4'-piperidin]-5(2H)-yl)Methanone; 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]carbonyl]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE; SB 224,289 HYDROCHLORIDE; [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; (2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro[fu; 1'-Methyl-5-[[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] hydrochloride; Methanone, (6,7-dihydro-1'-methylspiro[2H-furo[2,3-f]indole-3(5H),4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]-, hydrochloride (1:1); 1Methyl-5-((2methyl-4(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)carbonyl)-2,3,6,7-tetrahydrospiro(furo[2.3-f]ind; 6,7-DIHYDRO-1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)[1,1'-BIPHENYL]-4-YL]carbonyl]-SPIRO[2H-FURO[2,3-F]INDOLE-3(5H) HYDROCHLORIDE; SB224289HCl; (2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro; Methanone, [2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl](2,5,6,7-tetrahydro-1'-methylspiro[3H-furo[2,3-f]indole-3,4'-piperidin]-5-yl); 1'-methyl-5-[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-carbonyl]-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine; [2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl](2,5,6,7-tetrahydro-1'-methylspiro[3H-furo[2,3-f]indole-3,4'-piperidin]-5-yl)methanone

物化性质

• 密度: 1.34g/ml
• 熔点: 280℃
• 分子式: C₃₂H₃₂N₄O₃
• 分子量: 520.62
• 精确质量: 556.224121
• PSA: 71.70000
• LogP: 6.38400
• 储存条件: 室温，干燥，密封

生物活性

• 描述: SB-224289是一种选择性5-HT1B受体拮抗剂,具有抗焦虑作用[1]。
• 相关类别:
  研究领域 >> 神经疾病
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 5-HT受体
  信号通路 >> 神经信号通路 >> 5-HT受体
• 参考文献:

  [1]. Cassilly CD, et al. SB-224289 Antagonizes the Antifungal Mechanism of the Marine Depsipeptide Papuamide A. PLoS One. 2016 May 16;11(5):e0154932.

安全

• 安全声明 (欧洲): 22-24/25
• WGK德国: 3

合成路线

180082-56-8 148672-68-8 ~30% 180083-23-2

文献：SmithKline Beecham plc Patent: US5972951 A1, 1999 ;

180082-58-0 ~87% 180083-23-2

文献：SmithKline Beecham plc Patent: US5972951 A1, 1999 ;

165381-86-2 180082-56-8 ~30% 180083-23-2

文献：Gaster, Laramie M.; Blaney, Frank E.; Davies, Susannah; Duckworth, D. Malcolm; Ham, Peter; Jenkins, Sarah; Jennings, Andrew J.; Joiner, Graham F.; King, Frank D.; Mulholland, Keith R.; Wyman, Paul A.; Hagan, Jim J.; Hatcher, Jon; Jones, Brian J.; Middlemiss, Derek N.; Price, Gary W.; Riley, Graham; Roberts, Claire; Routledge, Carol; Selkirk, Julie; Slade, Paula D. Journal of Medicinal Chemistry, 1998 , vol. 41, # 8 p. 1218 - 1235

36166-75-3 ~% 180083-23-2

文献：Gaster, Laramie M.; Blaney, Frank E.; Davies, Susannah; Duckworth, D. Malcolm; Ham, Peter; Jenkins, Sarah; Jennings, Andrew J.; Joiner, Graham F.; King, Frank D.; Mulholland, Keith R.; Wyman, Paul A.; Hagan, Jim J.; Hatcher, Jon; Jones, Brian J.; Middlemiss, Derek N.; Price, Gary W.; Riley, Graham; Roberts, Claire; Routledge, Carol; Selkirk, Julie; Slade, Paula D. Journal of Medicinal Chemistry, 1998 , vol. 41, # 8 p. 1218 - 1235

42443-15-2 ~% 180083-23-2

文献：Gaster, Laramie M.; Blaney, Frank E.; Davies, Susannah; Duckworth, D. Malcolm; Ham, Peter; Jenkins, Sarah; Jennings, Andrew J.; Joiner, Graham F.; King, Frank D.; Mulholland, Keith R.; Wyman, Paul A.; Hagan, Jim J.; Hatcher, Jon; Jones, Brian J.; Middlemiss, Derek N.; Price, Gary W.; Riley, Graham; Roberts, Claire; Routledge, Carol; Selkirk, Julie; Slade, Paula D. Journal of Medicinal Chemistry, 1998 , vol. 41, # 8 p. 1218 - 1235

148672-68-8 ~% 180083-23-2

文献：Gaster, Laramie M.; Blaney, Frank E.; Davies, Susannah; Duckworth, D. Malcolm; Ham, Peter; Jenkins, Sarah; Jennings, Andrew J.; Joiner, Graham F.; King, Frank D.; Mulholland, Keith R.; Wyman, Paul A.; Hagan, Jim J.; Hatcher, Jon; Jones, Brian J.; Middlemiss, Derek N.; Price, Gary W.; Riley, Graham; Roberts, Claire; Routledge, Carol; Selkirk, Julie; Slade, Paula D. Journal of Medicinal Chemistry, 1998 , vol. 41, # 8 p. 1218 - 1235

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