喜巴辛

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喜巴辛
臨床資料
ATC碼
  • 未分配
识别信息
  • (3aR,4R,4aS,8aR,9aS)- 4(E)-[(2R,6S)- 1,6-dimethylpiperidin- 2-yl]vinyl 3-methyldecahydronaphtho[2,3-c]furan- 1(3H)-one
CAS号6879-74-9  checkY
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
化学信息
化学式C22H35NO2
摩尔质量345.53 g·mol−1
3D模型(JSmol英语JSmol
  • O=C3O[C@H]([C@@H]4[C@H](/C=C/[C@@H]1N(C)[C@@H](C)CCC1)[C@@H]2[C@H](CCCC2)C[C@H]34)C
  • InChI=1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/b12-11+/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1 checkY
  • Key:FMPNFDSPHNUFOS-LPJDIUFZSA-N checkY

喜巴辛(英語:Himbacine)是一种含氮有机化合物,分子式C22H35NO2,最早分离自白木兰属植物( Australian magnolias)的树干中,后可由狄尔斯–阿尔德反应作为关键步骤人工合成[1],可作为蕈毒鹼型乙醯膽鹼受體受体拮抗剂[2][3]

参考文献

  1. ^ Chackalamannil S, Davies RJ, Wang Y, et al. Total Synthesis of (+)-Himbacine and (+)-Himbeline. J. Org. Chem. March 1999, 64 (6): 1932–1940. PMID 11674285. doi:10.1021/jo981983+. 
  2. ^ Malaska MJ, Fauq AH, Kozikowski AP, Aagaard PJ, McKinney M. Chemical Modification of Ring C of Himbacine: Discovery of a Pharmacophoric Element for M2-Selectivity. Bioorganic & Medicinal Chemistry Letters. 1995, 5 (1): 61–66. doi:10.1016/0960-894X(94)00459-S. 
  3. ^ Chackalamannil S, Doller D, McQuade R, Ruperto V. Himbacine analogs as muscarinic receptor antagonists-effects of tether and heterocyclic variations. Bioorganic & Medicinal Chemistry Letters. 2004, 14 (15): 3967–3970. PMID 15225708. doi:10.1016/j.bmcl.2004.05.047.