2-(6-bromopyridin-3-yl)-1,5,5-trimethylpyrazolidin-3-one | 1429404-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(6-bromopyridin-3-yl)-1,5,5-trimethylpyrazolidin-3-one
• 英文别名: 2-(6-Bromo-pyridin-3-yl)-1,5,5-trimethyl-pyrazolidin-3-one
• CAS: 1429404-22-7
• 化学式: C₁₁H₁₄BrN₃O
• 分子量: 284.156
• InChiKey: CASUGNCZYIQXBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-(6-bromopyridin-3-yl)-5,5-dimethylpyrazolidin-3-one 在 甲酸 作用下， 以 水 为溶剂， 以45%的产率得到2-(6-bromopyridin-3-yl)-1,5,5-trimethylpyrazolidin-3-one
  参考文献：
  名称：

  [EN] ETHYNYL DERIVATIVES AS MGLUR5 ALLOSTERIC MODULATORS
  [FR] DÉRIVÉS D'ÉTHYNYLE COMME MODULATEURS ALLOSTÉRIQUES DE MGLUR5

  摘要：

  本发明涉及公式（I）的乙炔衍生物，其中U为N或CH，R8为氢、卤素、低烷基或低烷氧基；Y为-N(R4)-、-O-或-C(R5R5')-；其中R4为氢或低烷基，R5/R5'分别独立地为氢、羟基、低烷基或低烷氧基；V为-N(R6)-或-C(R7R7')，其中R6为氢或低烷基，R7/R7'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；R1为苯或杂环烷基，可以选择性地被卤素、低烷基或低烷氧基取代；m为0或1；如果m为1，则R3/R3'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；n为0或1；如果n为1，则R2/R2'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；或者如果m为1且n为0，R3和R7可以与其附着的碳原子一起形成C4-6环烷基；或者如果m为1且n为1，R2和R3或R3和R7可以与其附着的碳原子一起形成C4-6环烷基；或者是其对应的药用酸盐、消旋混合物，或其相应的对映体和/或光学异构体和/或立体异构体。已经发现，一般式（I）的化合物是代谢型谷氨酸受体亚型5（mGluR5）的别构调节剂。

  公开号：

  WO2013050454A1

文献信息

• [EN] ETHYNYL DERIVATIVES AS MGLUR5 ALLOSTERIC MODULATORS<br/>[FR] DÉRIVÉS D'ÉTHYNYLE COMME MODULATEURS ALLOSTÉRIQUES DE MGLUR5
  申请人：HOFFMANN LA ROCHE

  公开号：WO2013050454A1

  公开（公告）日：2013-04-11

  The present invention relates to ethynyl derivatives of formula (I) wherein U is N or CH, R8 is hydrogen, halogen, lower alkyl or lower alkoxy;Y is –N(R4)-, -O- or –C(R5R5')-; wherein R4 is hydrogen or lower alkyl and R5/R5' are independently hydrogen, hydroxy, lower alkyl or lower alkoxy; V is –N(R6)- or –C(R7R7'), wherein R6 is hydrogen or lower alkyl and R7/R7' are independently from each other hydrogen, lower alkyl, CH2-lower alkoxy or may form together with the carbon atom to which they are attached a C3-C6-cycloalkyl; R1 is phenyl or heteroaryl, which are optionally substituted by halogen, lower alkyl or lower alkoxy; m is 0 or 1; in case m is 1, R3/R3' are independently from each other hydrogen, lower alkyl, CH2-lower alkoxy or may form together with the carbon atom to which they are attached a C3-C6-cycloalkyl; n is 0 or 1; in case n is 1, R2/R2' are independently from each other hydrogen, lower alkyl, CH2-lower alkoxy or may form together with the carbon atom to which they are attached a C3-C6-cycloalkyl; or if m is 1 and n is 0, R3 and R7 may form together with the carbon atoms to which they are attached a C4-6-cycloalkyl; or if m is 1 and n is 1, R2 and R3 or R3 and R7 may form together with the carbon atoms to which they are attached a C4-6-cycloalkyl; or to a pharmaceutically acceptable acid addition salt, to a racemic mixture, or to its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof. It has been found that the compounds of general formula (I) are allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGluR5).

  本发明涉及公式（I）的乙炔衍生物，其中U为N或CH，R8为氢、卤素、低烷基或低烷氧基；Y为-N(R4)-、-O-或-C(R5R5')-；其中R4为氢或低烷基，R5/R5'分别独立地为氢、羟基、低烷基或低烷氧基；V为-N(R6)-或-C(R7R7')，其中R6为氢或低烷基，R7/R7'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；R1为苯或杂环烷基，可以选择性地被卤素、低烷基或低烷氧基取代；m为0或1；如果m为1，则R3/R3'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；n为0或1；如果n为1，则R2/R2'独立地为氢、低烷基、CH2-低烷氧基或可能与其附着的碳原子一起形成C3-C6环烷基；或者如果m为1且n为0，R3和R7可以与其附着的碳原子一起形成C4-6环烷基；或者如果m为1且n为1，R2和R3或R3和R7可以与其附着的碳原子一起形成C4-6环烷基；或者是其对应的药用酸盐、消旋混合物，或其相应的对映体和/或光学异构体和/或立体异构体。已经发现，一般式（I）的化合物是代谢型谷氨酸受体亚型5（mGluR5）的别构调节剂。
• Ethynyl derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US08969338B2

  公开（公告）日：2015-03-03

  The present invention relates to ethynyl derivatives of formula I wherein U, V, Y, R1, R2, R2′, R3, R3′ and R8 are described herein. It has been found that the compounds of general formula I are allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGluR5).

  本发明涉及公式I的乙炔衍生物，其中U，V，Y，R1，R2，R2′，R3，R3′和R8如本文所述。已发现，通式I化合物是代谢型谷氨酸受体亚型5（mGluR5）的别构调节剂。
• ETHYNYL DERIVATIVES AS MGLUR5 ALLOSTERIC MODULATORS
  申请人：F.Hoffmann-La Roche AG

  公开号：EP2763977A1

  公开（公告）日：2014-08-13
• US8969338B2
  申请人：——

  公开号：US8969338B2

  公开（公告）日：2015-03-03
• ETHYNYL DERIVATIVES
  申请人：Hoffmann-La Roche Inc.

  公开号：US20130090332A1

  公开（公告）日：2013-04-11

  The present invention relates to ethynyl derivatives of formula I wherein U, V, Y, R 1 , R 2 , R 2′ , R 3 , R 3′ and R 8 are described herein. It has been found that the compounds of general formula I are allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGluR5).

  本发明涉及公式I的乙炔衍生物，其中U、V、Y、R1、R2、R2'、R3、R3'和R8如本文所述。已发现通式I的化合物是代谢型谷氨酸受体亚型5（mGluR5）的变构调节剂。