(+/-)-2,3-dibromo-bicyclo[3.2.0]heptan-6-one | 925700-98-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-2,3-dibromo-bicyclo[3.2.0]heptan-6-one
• 英文别名: 2,3-dibromobicyclo[3.2.0]heptan-6-one
• CAS: 925700-98-7
• 化学式: C₇H₈Br₂O
• 分子量: 267.948
• InChiKey: SFRZJWGIBHXZBV-UHFFFAOYSA-N

物化性质

• 沸点：
  301.9±42.0 °C(Predicted)
• 密度：
  2.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-2,3-dibromo-bicyclo[3.2.0]heptan-6-one 、 二甲胺 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.0h， 以58%的产率得到(+/-)-anti-endo-5-bromo-7-dimethylamino-bicyclo[2.2.1]heptan-2-one
  参考文献：
  名称：

  WO2007/17670

  摘要：

  公开号：

文献信息

• Bicyclo[2.2.1]hept-7-ylamine Derivatives and Their Uses
  申请人：Finch Harry

  公开号：US20100144852A1

  公开（公告）日：2010-06-10

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; Formula (I) wherein A is an oxygen atom or group —N(R 12 )—; (i) R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group —R 5 , —Z—Y—R 5 —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H; and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (ii) R 1 and R 3 together with the nitrogen to which they are attached form a heterocycloalkyl ring, and R 2 is a hydrogen atom; or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 , —Z—CO—NR 9 R 10 , —Z—NR 9 —CO—R 5 , or —Z—CO 2 H, in which cases the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (iii) R 1 and R 2 together with the nitrogen to which they are attached form a heterocycloalkyl ring, said ring being substituted by a group —Y—R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; R 4 is a group of formula (a), (b), (c) or (d); is an C 1 -C 6 -alkyl, aryl, aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group, and the remaining variables are as defined in the specification.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中A是氧原子或基团-N(R12)-; (i) R1是C1-C6-烷基或氢原子；R2是氢原子或基团-R5、-Z-Y-R5-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H；R3是孤对电子，或C1-C6-烷基，此时它连接的氮原子是季铵氮并带有正电荷；或者(ii) R1和R3与它们连接的氮形成杂环烷基环，R2是氢原子；或者是一个基团-R5、-Z-Y-R5、-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H，此时连接它的氮原子是季铵氮并带有正电荷；或者(iii) R1和R2与它们连接的氮形成杂环烷基环，所述环被基团-Y-R5、-Z-Y-R5、-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H取代，R3是孤对电子，或C1-C6-烷基，此时连接它的氮原子是季铵氮并带有正电荷；R4是式(a)、(b)、(c)或(d)的基团；是C1-C6-烷基、芳基、芳基融合环烷基、芳基融合杂环烷基、杂环芳基、芳基(C1-C8-烷基)-、杂环芳基(C1-C8-烷基)-、环烷基或杂环烷基基团，其余变量如说明书所定义。
• BICYCLO[2.2.1]HEPT-7-YLAMINE DERIVATIVES AND THEIR USES
  申请人：Finch Harry

  公开号：US20110319446A1

  公开（公告）日：2011-12-29

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; wherein A is an oxygen atom or group —N(R 12 )—; (i) R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H; and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (ii) R 1 and R 3 together with the nitrogen to which they are attached form a heterocycloalkyl ring, and R 2 is a hydrogen atom; or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 , —Z—CO—NR 9 R 10 , —Z—NR 9 —CO—R 5 , or —Z—CO 2 H, in which cases the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (iii) R 1 and R 2 together with the nitrogen to which they are attached form a heterocycloalkyl ring, said ring being substituted by a group —Y—R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; R 4 is a group of formula (a), (b), (c) or (d); is an C 1 -C 6 -alkyl, aryl, aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group, and the remaining variables are as defined in the specification.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中A是氧原子或基团—N(R12)—；(i) R1是C1-C6烷基或氢原子；R2是氢原子或基团—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H；R3是孤对电子，或C1-C6烷基，此时它所连接的氮原子是季铵氮并带正电荷；或(ii) R1和R3与它们所连接的氮共同形成杂环烷基环，R2是氢原子；或基团—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H，此时它所连接的氮原子是季铵氮并带正电荷；或(iii) R1和R2与它们所连接的氮共同形成杂环烷基环，所述环被基团—Y—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H取代，R3是孤对电子，或C1-C6烷基，此时它所连接的氮原子是季铵氮并带正电荷；R4是式(a)、(b)、(c)或(d)的基团；是C1-C6烷基、芳基、芳基螺环烷基、芳基螺杂环烷基、杂芳基、芳基(C1-C8烷基)-、杂芳基(C1-C8烷基)-、环烷基或杂环烷基基团，其余变量如规范所定义。
• Cyclic Amine Derivatives and Their Uses
  申请人：Finch Harry

  公开号：US20090182033A1

  公开（公告）日：2009-07-16

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; formula (I) wherein R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group -R 5 or a group, -Z-Y—R 5 , or a group -Z-NR 9 R 10 , or a group -Z-N(R 9 )C(O)R 11 ; and R 3 is a lone pair, or C 1 -C 6 -alkyl; R 4 is selected from one of the groups of formula (a), (b), (c) or (d); formulae (a), (b), (c), (d), Z is a C 1 -C 16 -alkylene, C 2 -C 16 -alkenylene or C 2 -C 16 -alkynylene group; Y is a bond or oxygen atom; R 5 is an C 1 -C 6 -alkyl, aryl, arylalkyl; aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group; R 6 is C 1 -C 6 -alkyl or a hydrogen atom; R 7a and R 7b area C 1 -C 6 -alkyl group or halogen; n and m are independently 0, 1, 2 or 3; R 8a and R 8b are independently selected from the group consisting of aryl, aryl-fused-heterocycloalkyl, heteroaryl, C 1 -C 6 -alkyl, cycloalkyl and hydrogen; R 8c is —OH, C 1 -C 6 -alkyl, hydroxy-C 1 -C 6 -alkyl, or a hydrogen atom; R 8d is C 1 -C 6 -alkyl or a hydrogen atom; R 9 and R 10 are independently a hydrogen atom, C 1 -C 6 -alkyl, aryl aryl-fused-heterocycloalkyl, aryl-fused-cycloalkyl, heteroaryl, aryl(C 1 -C 6 -alkyl)-, or heteroaryl(C 1 -C 6 -alkyl)-group; or R 9 and R 10 together with the nitrogen atom to which they are attached form a heterocyclic ring of 4-8 atoms, optionally containing a further nitrogen or oxygen atom; R 11 is C 1 -C 6 -alkyl or a hydrogen atom; Ar 1 is aryl, heteroaryl or cycloalkyl; Ar 2 are independently aryl, heteroaryl or cycloalkyl; and Q is an oxygen atom, —CH 2 —, —CH 2 CH 2 — or a bond.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中R1为C1-C6烷基或氢原子；R2为氢原子或基团-R5或基团-Z-Y-R5或基团-Z-NR9R10或基团-Z-N(R9)C(O)R11；R3为孤对电子或C1-C6烷基；R4选自式(a)、(b)、(c)或(d)的一种；式(a)、(b)、(c)、(d)中，Z为C1-C16烷基、C2-C16烯基或C2-C16炔基；Y为键或氧原子；R5为C1-C6烷基、芳基、芳基烷基、芳基-螺环烷基、芳基-杂环螺环烷基、杂芳基、芳基(C1-C8烷基)-、杂芳基(C1-C8烷基)-、环烷基或杂环烷基；R6为C1-C6烷基或氢原子；R7a和R7b为C1-C6烷基或卤素；n和m独立地为0、1、2或3；R8a和R8b独立地选自芳基、芳基-杂环螺环烷基、杂芳基、C1-C6烷基、环烷基和氢；R8c为-OH、C1-C6烷基、羟基-C1-C6烷基或氢原子；R8d为C1-C6烷基或氢原子；R9和R10独立地为氢原子、C1-C6烷基、芳基、芳基-杂环螺环烷基、芳基-螺环烷基、杂芳基、芳基(C1-C6烷基)-或杂芳基(C1-C6烷基)-基团；或R9和R10与它们所连接的氮原子一起形成4-8个原子的杂环，可选地含有进一步的氮或氧原子；R11为C1-C6烷基或氢原子；Ar1为芳基、杂芳基或环烷基；Ar2独立地为芳基、杂芳基或环烷基；Q为氧原子、-CH2-、- -或键。
• BICYCLO[2.2.]HEPT-7-YLAMINE DERIVATIVES AND THEIR USES
  申请人：Argenta Discovery Limited

  公开号：EP1924553A1

  公开（公告）日：2008-05-28
• CYCLIC AMINE DERIVATIVES AND THEIR USES
  申请人：Argenta Discovery Limited

  公开号：EP1971572A1

  公开（公告）日：2008-09-24