(Z)-2-(hydroxymethylidene)cyclooctanone | 936-65-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酸
• 英文名称: (Z)-2-(hydroxymethylidene)cyclooctanone
• 英文别名: 2-hydroxymethylene-cyclooctanone；2--cyclooctanon；2-(Hydroxymethylen)-cyclooctanon；(2Z)-2-(hydroxymethylidene)cyclooctan-1-one
• CAS: 936-65-2
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: IBKOLUJZWZCTHN-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-2-(hydroxymethylidene)cyclooctanone 在 乙炔锂乙二胺配合物 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 5.0h， 生成 1-Ethynyl-2-[1-isopropoxy-meth-(Z)-ylidene]-cyclooctanol
  参考文献：
  名称：

  （z）-环氧己烯的热引发反应，一种简便的制备3,4-环氧基呋喃的方法

  摘要：

  通过环氧己烯（I）的热诱导环转化，可以有效而普遍地获得3,4-环氧基2-乙烯基呋喃（II型）。根据取代方式，反应可通过在溶液中加热（）或在短时间热解条件下（）进行。结果与涉及1-氧杂环庚-3,4,6-三烯作为中心中间体的多步机理一致。

  DOI：

  10.1016/s0040-4020(01)90602-7
• 作为产物：
  描述：

  环辛酮 、 甲酸乙酯 在 sodium methylate 作用下， 以 乙醚 为溶剂， 反应 12.0h， 生成 (Z)-2-(hydroxymethylidene)cyclooctanone
  参考文献：
  名称：

  （z）-环氧己烯的热引发反应，一种简便的制备3,4-环氧基呋喃的方法

  摘要：

  通过环氧己烯（I）的热诱导环转化，可以有效而普遍地获得3,4-环氧基2-乙烯基呋喃（II型）。根据取代方式，反应可通过在溶液中加热（）或在短时间热解条件下（）进行。结果与涉及1-氧杂环庚-3,4,6-三烯作为中心中间体的多步机理一致。

  DOI：

  10.1016/s0040-4020(01)90602-7

文献信息

• [EN] INDOLE DERIVATIVE AND USE FOR TREATMENT OF CANCER<br/>[FR] DÉRIVÉ D'INDOLE ET USAGE POUR LE TRAITEMENT DU CANCER
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2005118587A1

  公开（公告）日：2005-12-15

  The present invention relates to a compound represented by the formula (I’) wherein A is a benzene ring optionally having substituents, R1, R2a and R3 are each a hydrogen atom, a hydrocarbon group optionally having substituents or a heterocyclic group optionally having substituents, R1 and R2a may form a ring via X, when R1 and R2a form a ring via X, R1 and R2a are each a bond or a divalent C1-5 acyclic hydrocarbon group optionally having substituents, and X is a bond, an oxygen atom, an optionally oxidized sulfur atom or an imino group optionally having a substituent, provided that R1, R2a and X are not bonds at the same time, or a salt thereof, and an agent for inhibiting kinase (phosphorylation enzyme), which contains this compound or a prodrug thereof. The compound of the present invention has an inhibitory activity against kinase such as a vascular endothelial growth factor receptor (VEGFR) and the like, and is useful as an agent for the prophylaxis or threatment of cancer and the like.

  本发明涉及一种由式(I')表示的化合物，其中A是一个苯环，可选地具有取代基，R1、R2a和R3分别是氢原子，可选地具有取代基的碳氢基团或可选地具有取代基的杂环基团，R1和R2a可以通过X形成环，当R1和R2a通过X形成环时，R1和R2a分别是键或可选地具有取代基的二价C1-5非环烃基团，X是键，氧原子，可选地氧化的硫原子或可选地具有取代基的亚胺基团，前提是R1、R2a和X不同时为键，或其盐，以及含有该化合物或其前药的抑制激酶（磷酸化酶）的药剂。本发明的化合物对激酶如血管内皮生长因子受体（VEGFR）等具有抑制活性，并可用作预防或治疗癌症等疾病的药剂。
• 5,6-Benzo analogues or prostaglandin E
  申请人：Miles Laboratories, Inc.

  公开号：US04096336A1

  公开（公告）日：1978-06-20

  Disclosed are prostaglandin analogues having the structural formula, ##STR1## in which: T is selected from the group consisting of carboxyl, alkoxycarbonyl or cyano; M is selected from the group consisting of carbonyl, R-hydroxymethylene or S-hydroxymethylene; L is selected from the group consisting of methylene or methine, provided L is methine only if J is methine; J is selected from the group consisting of methylene, ethylene, R-hydroxymethylene, S-hydroxymethylene or methine, provided J is methine only if L is methine; W is selected from the group consisting of --CH.sub.2 --CH-- or trans --CH.dbd.C--; T.sub.1 and T.sub.2 are attached to adjacent carbon atoms; T.sub.1 is selected from the group consisting of hydrogen or phenyl, provided T.sub.1 is phenyl only if T.sub.2 is lower alkyl; T.sub.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl; Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms. Also disclosed are methods for preparing such prostaglandin analogues.

  本文披露了具有下列结构式的前列腺素类似物：其中：T选自羧基、烷氧羰基或氰基组成的群；M选自羰基、R-羟甲亚甲基或S-羟甲亚甲基组成的群；L选自亚甲基或亚甲烷基组成的群，只有在J为亚甲基时L才为亚甲烷基；J选自亚甲基、乙烯基、R-羟甲亚甲基、S-羟甲亚甲基或亚甲基组成的群，只有在L为亚甲烷基时J才为亚甲基；W选自--CH.sub.2 --CH--或trans --CH.dbd.C--组成的群；T.sub.1和T.sub.2连接到相邻的碳原子上；T.sub.1选自氢或苯基，只有当T.sub.2为较低的烷基时T.sub.1才为苯基；T.sub.2选自正戊基或较低的烷基，只有当T.sub.1为苯基时T.sub.2才为较低的烷基；或者T.sub.1和T.sub.2连接在一起形成含有4个或6个碳原子的烷基基团。还公开了制备这种前列腺素类似物的方法。
• 5,6-Benzo analogues of prostaglandin E
  申请人：Miles Laboratories, Inc.

  公开号：US04097516A1

  公开（公告）日：1978-06-27

  Disclosed are prostaglandin analogues having the structural formula, ##STR1## in which: T is selected from the group consisting of carboxyl, alkoxycarbonyl or cyano; M is selected from the group consisting of carbonyl, R-hydroxymethylene or S-hydroxymethylene; L is selected from the group consisting of methylene or methine, provided L is methine only if J is methine; J is selected from the group consisting of methylene, ethylene, R-hydroxymethylene, S-hydroxymethylene or methine, provided J is methine only if L is methine; W is selected from the group consisting of --CH.sub.2 --CH-- or trans --CH.dbd.C--; T.sub.1 and T.sub.2 are attached to adjacent carbon atoms; T.sub.1 is selected from the group consisting of hydrogen or phenyl, provided T.sub.1 is phenyl only if T.sub.2 is lower alkyl; T.sub.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl; Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms. Also disclosed are methods for preparing such prostaglandin analogues.

  揭示了具有结构式##STR1##的前列腺素类似物，其中：T从羧基，烷氧羰基或氰基组成的群体中选择；M从羰基，R-羟甲基或S-羟甲基组成的群体中选择；L从亚甲基或甲烷基组成的群体中选择，前提是只有当J为亚甲基时，L才是亚甲基；J从亚甲基，乙烯基，R-羟甲基，S-羟甲基或甲烷基组成的群体中选择，前提是只有当L为亚甲基时，J才是亚甲基；W从--CH.sub.2 --CH--或trans --CH.dbd.C--组成的群体中选择；T.sub.1和T.sub.2连接到相邻的碳原子上；T.sub.1从氢或苯基组成的群体中选择，前提是只有当T.sub.2为较低烷基时，T.sub.1才是苯基；T.sub.2从n-戊基或较低烷基组成的群体中选择，前提是只有当T.sub.1为苯基时，T.sub.2才是较低烷基；或者T.sub.1和T.sub.2结合在一起形成4或6个碳原子的烷基基团。还公开了制备这种前列腺素类似物的方法。
• Indole Derivative and Use for Treatment of Cancer
  申请人：Nishikimi Yuji

  公开号：US20070254877A1

  公开（公告）日：2007-11-01

  The present invention relates to a compound represented by the formula wherein A is a benzene ring optionally having substituents, R 1 , R 2a and R 3 are each a hydrogen atom, a hydrocarbon group optionally having substituents or a heterocyclic group optionally having substituents, R 1 and R 2a may form a ring via X, when R 1 and R 2a form a ring via X, R 1 and R 2a are each a bond or a divalent C 1-5 acyclic hydrocarbon group optionally having substituents, and X is a bond, an oxygen atom, an optionally oxidized sulfur atom or an imino group optionally having a substituent, provided that R 1 , R 2a and X are not bonds at the same time, or a salt thereof, and an agent for inhibiting kinase (phosphorylation enzyme), which contains this compound or a prodrug thereof. The compound of the present invention has an inhibitory activity against kinase such as a vascular endothelial growth factor receptor (VEGFR) and the like, and is useful as an agent for the prophylaxis or treatment of cancer and the like.

  本发明涉及一种化合物，其表示为以下式子： 其中，A是苯环，可选地具有取代基，R1、R2a和R3分别是氢原子、可选地具有取代基的碳氢基团或可选地具有取代基的杂环基团，当R1和R2a通过X形成环时，R1和R2a可以是一个键或可选地具有取代基的双价C1-5非环烃基团，X是键、氧原子、可选地氧化的硫原子或可选地具有取代基的亚胺基团，前提是R1、R2a和X不同时为键，或其盐，以及一种抑制激酶（磷酸化酶）的药剂，其含有该化合物或其前药。 本发明的化合物具有对激酶（如血管内皮生长因子受体（VEGFR）等）的抑制活性，可用作预防或治疗癌症等疾病的药剂。
• Scope and Facial Selectivity of the Prins-Pinacol Synthesis of Attached Rings
  作者：Larry E. Overman、Emile J. Velthuisen

  DOI：10.1021/jo0522862

  日期：2006.2.1

  [GRAPHICS]Using a B-alkyl Suzuki cross-coupling as a key step, a concise and stereocontrolled synthesis of five- to eight-membered triisopropylsiloxy ethers having (2Z)-(6,6-dimethoxyhexylidene) or (2Z)-(5,5-dimethoxypentylidene) side chains was developed. Prins-pinacol reactions of these precursors promoted by SnCl4 provide bicyclic products in which 5-, 6-, or 7-membered rings are joined by a C-C single bond. Synthetically challenging attached ring systems in which both rings are chiral can be prepared in this fashion with high stereo- and enantioselectivity. Stabilizing through-space electrostatic interactions between the alpha-alkoxycarbenium ion and an axially positioned oxygen substituent are believed to play a significant role in organizing the transition structure of the Prins cyclization.