4-amino-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one | 23984-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 4-amino-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one
• 英文别名: 4-amino-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one；4-Aminotricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-one
• CAS: 23984-94-3
• 化学式: C₁₅H₁₃NO
• 分子量: 223.274
• InChiKey: LDPZORDFWTUIFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one 在 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 1-(6,7-Dihydro-2-aza-dibenzo[cd,h]azulen-2-yl)-ethanone
  参考文献：
  名称：

  Synthesis of Indoles via 6π-Electrocyclic Ring Closures of Trienecarbamates

  摘要：

  A new method for the preparation of indoles from readily available alpha-haloenones and alpha-(trialkylstannyl)enecarbamates is described. Following a Stille coupling, trienecarbamate 2 is electronically activated to undergo a facile 6pi-electrocyclic ring closure and subsequent oxidation to afford protected aniline 4. Upon deprotection and reductive amination, acid 5 underwent clean cyclization to N-acetylindole 6 (Ac2O, NEt3, 130 degrees C). This method has been used to construct a variety of substituted indoles that are not easily prepared by conventional indole annelation methods.

  DOI：

  10.1021/ja060282o
• 作为产物：
  描述：

  (5-Oxo-5,10,11,11a-tetrahydro-1H-dibenzo[a,d]cyclohepten-4-yl)-carbamic acid tert-butyl ester 在 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 4-amino-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one
  参考文献：
  名称：

  Synthesis of Indoles via 6π-Electrocyclic Ring Closures of Trienecarbamates

  摘要：

  A new method for the preparation of indoles from readily available alpha-haloenones and alpha-(trialkylstannyl)enecarbamates is described. Following a Stille coupling, trienecarbamate 2 is electronically activated to undergo a facile 6pi-electrocyclic ring closure and subsequent oxidation to afford protected aniline 4. Upon deprotection and reductive amination, acid 5 underwent clean cyclization to N-acetylindole 6 (Ac2O, NEt3, 130 degrees C). This method has been used to construct a variety of substituted indoles that are not easily prepared by conventional indole annelation methods.

  DOI：

  10.1021/ja060282o

文献信息

• TRICICLIC COMPOUNDS
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：EP0798288A1

  公开（公告）日：1997-10-01

  The present invention relates to tricyclic compounds represented by general formula (I) which are useful as therapeutic agents for urinary incontinence: wherein R1 represents hydrogen and the like; -X1-X2-X3-represents -CR2=CR3-CR4=CR5- (wherein R2, R3, R4, and R5 represent hydrogen and the like) and the like; and Y represents -CH2O- and the like.

  本发明涉及通式(I)代表的三环化合物，该化合物可作为治疗尿失禁的药物： 其中R1代表氢等；-X1-X2-X3-代表-CR2＝CR3-CR4＝CR5-（其中R2、R3、R4和R5代表氢等）等；Y代表-CH2O-等。
• Nortriptyline derivatives, processes for their preparation, conjugates thereof to antigenic proteins and enzymes, antibodies thereto, and related assay methods
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0167256B1

  公开（公告）日：1991-08-21
• US4795822A
  申请人：——

  公开号：US4795822A

  公开（公告）日：1989-01-03
• US6008411A
  申请人：——

  公开号：US6008411A

  公开（公告）日：1999-12-28