ethyl 3-chloro-2-oxopentanoate | 50774-87-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-chloro-2-oxopentanoate
• 英文别名: 3-chloro-2-oxo-pentanoic acid ethyl ester
• CAS: 50774-87-3
• 化学式: C₇H₁₁ClO₃
• mdl: MFCD10003237
• 分子量: 178.616
• InChiKey: ZJYHNBMVJPEIQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  140 °C(Press: 3 Torr)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-chloro-1-(tetrahydropyran-4-yl)methyl-1H-indole-3-carbothioic acid amide 、 ethyl 3-chloro-2-oxopentanoate 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  设计，合成和（吲哚-3-基）杂环衍生物作为CB1受体激动剂的结构活性关系。发现临床候选者

  摘要：

  我们报告了一种新型的吲哚-3-杂环CB1受体激动剂的结构-活性关系（SAR）的扩展。从强力但难溶的铅开始，1，采取了一种合理的方法来平衡溶解度，hERG活性和效价，同时在小鼠甩尾试验中保持所需的长效作用。这导致了化合物38的发现，该化合物成功地进入了临床开发阶段。

  DOI：

  10.1016/j.bmcl.2011.02.023
• 作为产物：
  描述：

  2-chloro-3-ethyl-oxiranecarboxylic acid ethyl ester 在 aluminum oxide 作用下， 以 xylene 为溶剂， 反应 4.0h， 以77%的产率得到ethyl 3-chloro-2-oxopentanoate
  参考文献：
  名称：

  A Facile Synthesis of 3-Chloro-2-oxoalkanoatesviaThermal Rearrangement of 2-Chloro-2,3-epoxyalkanoates Promoted by Alumina

  摘要：

  描述了一种通过铝土矿促进的2-氯-2,3-环氧烷酸酯的热重排，便捷合成3-氯-2-氧烷酸酯的方法。

  DOI：

  10.1055/s-1987-27923

文献信息

• [EN] (INDOL-3-YL)-HETEROCYCLE DERIVATIVES AS AGONISTS OF THE CANNABINOID CB1 RECEPTOR<br/>[FR] DERIVES HETEROCYCLIQUES-(INDOL-3-YL) COMME AGONISTES DU RECEPTEUR DU CANNABINOIDE CB1
  申请人：AKZO NOBEL NV

  公开号：WO2005089754A1

  公开（公告）日：2005-09-29

  The invention relates to (indol-3-yl)-heterocycle derivatives having general Formula (I) wherein A represents a 5-membered aromatic heterocyclic ring, wherein X1, X2 and X3 are independently selected from N, O, S and CR; R is H or (C1-4)alkyl; or R, when present in X2 or X3, may form together with R3 a 5-8 membered ring; R1 is a 5-8 mem­bered saturated carbocyclic ring, optionally containing a heteroatom selected from O and S; R2 is H, CH3 or CH2-CH3; or R2 is joined together with R7 to form a 6-mem­bered ring, optionally containing a heteroatom selected from O and S, and which heteroatom is bonded to the 7-position of the indole ring; R3 and R4 are independent­ly H, (C1-6)alkyl or (C3-7)cycloalkyl, the alkyl groups being optionally substituted with OH, (C1-4)alkyloxy, (C1-4)alkylthio, (C1-4)alkylsulfonyl, CN or halogen; or R3 together with R4 and the N to which they are bonded form a 4-8 membered ring optionally containing a further heteroatom selected from O and S, and which is optionally sub­stituted with OH, (C1-4)alkyl, (C1-4)alkyloxy, (C1-4)alkyloxy- (C1-4)alkyl, or halogen; or R3 together with R5 forms a 4-8 membered ring optionally containing a further hetero­atom selected from O and S, and which is optionally substituted with OH, (C1-4)alkyl, (C1-4)alkyloxy, (C1-4)alkyloxy- (C1-4)alkyl, or halogen; or R3 together with R, when present in X2 or X3, forms a 5-8 membered ring; R5 is H or (C1-4)alkyl; or R5 together with R3 forms a 4-8 membered ring optionally containing a further heteroatom select­ed from O and S, and which is optionally substituted with OH, (C1-4)alkyl, (C1-4)alkyl­oxy, (C1-4) alkyloxy- (C1-4)alkyl, or halogen; R5' is H or (C1-4)alkyl; R6 represents 1-3 substituents independently selected from H, (C1-4 alkyl, (C1-4) alkyloxy, CN and halogen; R7 is H, (C1-4)alkyl, (C1-4)alkyloxy, CN or halogen; or R7 is joined together with R2 to form a 6-membered ring, optionally containing a further heteroatom selected from O and S, and which heteroatom is bonded to the 7-position of the indole ring; or a pharmaceutically acceptable salt thereof, as agonists of the cannabinoid CB1 receptor, which can be used in the treatment of pain such as for example peri-operative pain, chronic pain, neuropathic pain, cancer pain and pain and spasticity associated with multiple sclerosis.

  该发明涉及具有一般式（I）的（吲哚-3-基）-杂环衍生物，其中A代表一个5-成员芳香杂环环，其中X1、X2和X3分别选自N、O、S和CR；R为H或（C1-4）烷基；或者R，在X2或X3中时，可以与R3一起形成一个5-8成员环；R1是一个5-8成员饱和碳环，可选地含有从O和S中选取的杂原子；R2为H、CH3或CH2-CH3；或者R2与R7结合形成一个6-成员环，可选地含有从O和S中选取的杂原子，并且该杂原子与吲哚环的7-位置相结合；R3和R4独立地为H、（C1-6）烷基或（C3-7）环烷基，烷基基团可选地用OH、（C1-4）烷氧基、（C1-4）烷基硫醚、（C1-4）烷基磺酰基、CN或卤素取代；或者R3与R4和它们结合的N形成一个4-8成员环，可选地含有从O和S中选取的进一步杂原子，并且可选地用OH、（C1-4）烷基、（C1-4）烷氧基、（C1-4）烷氧基-（C1-4）烷基或卤素取代；或者R3与R5形成一个4-8成员环，可选地含有从O和S中选取的进一步杂原子，并且可选地用OH、（C1-4）烷基、（C1-4）烷氧基、（C1-4）烷氧基-（C1-4）烷基或卤素取代；或者R3与R，在X2或X3中时，形成一个5-8成员环；R5为H或（C1-4）烷基；或者R5与R3一起形成一个4-8成员环，可选地含有从O和S中选取的进一步杂原子，并且可选地用OH、（C1-4）烷基、（C1-4）烷氧基、（C1-4）烷氧基-（C1-4）烷基或卤素取代；R5'为H或（C1-4）烷基；R6代表独立选择的1-3个取代基，选自H、（C1-4）烷基、（C1-4）烷氧基、CN和卤素；R7为H、（C1-4）烷基、（C1-4）烷氧基、CN或卤素；或者R7与R2结合形成一个6-成员环，可选地含有从O和S中选取的进一步杂原子，并且该杂原子与吲哚环的7-位置相结合；或其药学上可接受的盐，作为大麻素CB1受体的激动剂，可用于治疗疼痛，例如围手术期疼痛、慢性疼痛、神经痛、癌症疼痛以及与多发性硬化相关的疼痛和痉挛。
• A Facile Synthesis of 3-Chloro-2-oxoalkanoates<i>via</i>Thermal Rearrangement of 2-Chloro-2,3-epoxyalkanoates Promoted by Alumina
  作者：Sadao Tsuboi、Hiroyuki Furutani、Akira Takeda

  DOI：10.1055/s-1987-27923

  日期：——

  Convenient synthesis of 3-chloro-2-oxoalkanoates via the thermal rearrangement of 2-chloro-2,3-epoxyalkanoates promoted by alumina is described.

  描述了一种通过铝土矿促进的2-氯-2,3-环氧烷酸酯的热重排，便捷合成3-氯-2-氧烷酸酯的方法。
• (Indol-3-yl) heterocycle derivatives as a agonists of the cannabinoid cb1 receptor
  申请人：Adam-Worrall Julia

  公开号：US20070142446A1

  公开（公告）日：2007-06-21

  Disclosed herein are indole derivatives of the formula (I) wherein each of the substitutents is given the definition as set forth in the specification and claims. Also disclosed are pharmaceutical compositions containing the indole derivatives and use of the derivatives for the treatment of pain.

  本文揭示了公式(I)的吲哚衍生物，其中每个取代基的定义如规范和要求所述。还揭示了含有这些吲哚衍生物的药物组合物，并且这些衍生物可用于治疗疼痛。
• (Indol-3-yl) heterocycle derivatives as agonists of the cannabinoid CB1 receptor
  申请人：N.V. Organon

  公开号：US07700634B2

  公开（公告）日：2010-04-20

  Disclosed herein are indole derivatives of the formula (I) wherein each of the substitutents is given the definition as set forth in the specification and claims. Also disclosed are pharmaceutical compositions containing the indole derivatives and use of the derivatives for the treatment of pain.

  本文揭示了式(I)的吲哚衍生物，其中每个取代基的定义如规范和权利要求所述。还揭示了含有吲哚衍生物的药物组合物以及利用这些衍生物治疗疼痛的用途。
• Combret,J.-C.; Patard,J.-M., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1975, vol. 281, p. 329 - 331
  作者：Combret,J.-C.、Patard,J.-M.

  DOI：——

  日期：——