methyl 2-cyano-6-methylbenzoate | 127510-98-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-cyano-6-methylbenzoate
• 英文别名: 2-cyano-6-methyl-benzoic acid methyl ester；2-Cyan-6-methyl-benzoesaeure-methylester
• CAS: 127510-98-9
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: OVCFEGUYKGFRQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  methyl 2-cyano-6-methylbenzoate 在 氨 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.17h， 生成 ethyl 2-cyano-2-(2,4-dimethyl-3-oxoisoindol-1-ylidene)acetate
  参考文献：
  名称：

  Novel spirosuccinimides with incorporated isoindolone and benzisothiazole 1,1-dioxide moieties as aldose reductase inhibitors and antihyperglycemic agents

  摘要：

  Compounds from two novel series of spirosuccinimides were prepared. Analogs of series 2 possessed a spiro-fused isoindolone moiety while those of series 3 contained a spiro-fused benzisothiazole S,S-dioxide group. These compounds were evaluated as aldose reductase inhibitors (ARI) in vitro by their ability to inhibit glyceraldehyde reduction using a partially purified bovine lens aldose reductase preparation and in vivo as inhibitors of galactitol accumulation in the lens, sciatic nerve, and diaphragm of galactose-fed rats. Many members from the isoindolone series 2, particularly those containing an isoindolone N-methyl moiety, showed good in vitro and in vivo potency. The most potent member, the 6-chloro analog 32, was resolved, and aldose reductase activity was found to reside almost exclusively in the (+)-enantiomer. Compound 32 was approximately equipotent in the sciatic nerve of the galactose-fed rat to other cyclic imide ARI's of similar in vitro activity, namely sorbinil and ADN-138 and also to tolrestat, an acetic acid-based ARI (ED50's 4-8 mg/kg). Compounds from both series, 2 and 3, were also found to lower plasma glucose levels of genetically obese db/db and ob/ob mice with potency similar to that of ciglitazone. However, members from these series failed to lower insulin levels of the ob/ob mouse at the doses tested.

  DOI：

  10.1021/jm00102a016
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 potassium cyanide 、 copper(II) sulfate 作用下， 生成 methyl 2-cyano-6-methylbenzoate
  参考文献：
  名称：

  Peltier, Bulletin de la Societe Scientifique de Bretagne, 1956, vol. 31, p. Sonderheft S.9,41

  摘要：

  DOI：

文献信息

• PROTEIN-TARGETING COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS THEREOF, AND THEIR THERAPEUTIC APPLICATIONS
  申请人：BioTheryX, Inc.

  公开号：US20200369679A1

  公开（公告）日：2020-11-26

  The present disclosure provides compounds, for example, a compound of Formula (I), that modulate a protein function and/or restore protein homeostasis. The disclosure provides a method of modulating a protein-mediated disease, disorder, condition, or response. Compositions, including in combination with other therapeutic agents, are provided.

  本公开提供了化合物，例如式（I）的化合物，其调节蛋白功能和/或恢复蛋白稳态。该公开提供了一种调节蛋白介导的疾病、紊乱、状况或反应的方法。还提供了与其他治疗剂结合的组合物。
• POLY(ADP-RIBOSE)POLYMERASE INHIBITORS
  申请人：Gandhi B. Virajkumar

  公开号：US20080108659A1

  公开（公告）日：2008-05-08

  Compounds which inhibit the activity of poly(ADP-ribose)polymerase, compositions containing the compounds and methods of treating diseases using the compounds is disclosed.

  抑制聚(ADP-核糖)聚合酶活性的化合物、含有这些化合物的组合物以及使用这些化合物治疗疾病的方法被披露。
• Discovery and SAR of substituted 3-oxoisoindoline-4-carboxamides as potent inhibitors of poly(ADP-ribose) polymerase (PARP) for the treatment of cancer
  作者：Viraj B. Gandhi、Yan Luo、Xuesong Liu、Yan Shi、Vered Klinghofer、Eric F. Johnson、Chang Park、Vincent L. Giranda、Thomas D. Penning、Gui-Dong Zhu

  DOI：10.1016/j.bmcl.2009.12.042

  日期：2010.2

  formation of a seven-membered intramolecular hydrogen bond. Though revealed previously in peptides, this type of seven-membered intramolecular hydrogen bond is rarely observed in small molecules. Largely due to the formation of the intramolecular hydrogen bond, the 3-oxoisoindoline-4-carboxamide core structure appears to be planar in the X-ray structure. An additional hydrogen bond interaction of the piperidine

  通过形成与羟吲哚羰基的七元氢键形成苯甲酰胺的构象限制，设计了一系列PARP抑制剂以使其与PARP表面结合时具有适当的取向。这一系列具有3-氧代异吲哚啉-4-羧酰胺核心结构的化合物在固有和细胞分析中均显示出对PARP-1的适度至良好活性。在药效基团的内酰胺氮上进行的SAR研究表明，仲胺或叔胺对于细胞效能很重要。化合物1e的X射线结构结合到蛋白质上证实了七元分子内氢键的形成。尽管以前在肽中发现过，但这种类型的七元分子内氢键很少在小分子中观察到。在很大程度上，由于分子内氢键的形成，3-氧代异吲哚啉-4-羧酰胺核心结构在X射线结构中似乎是平面的。哌啶氮与Gly-888的其他氢键相互作用也有助于1e与PARP-1的结合亲和力。
• Poly(ADP-ribose)polymerase inhibitors
  申请人：Abbott Laboratories

  公开号：US08143284B2

  公开（公告）日：2012-03-27

  Compounds which inhibit the activity of poly(ADP-ribose)polymerase, compositions containing the compounds and methods of treating diseases using the compounds is disclosed.

  本发明揭示了抑制聚(ADP-核糖)聚合酶活性的化合物、含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• QUINOLINE DERIVATIVE
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0685478A1

  公开（公告）日：1995-12-06

  A compound (quinoline derivative) represented by general formula (I) and having such a potent leucotriene antagonism that it is significantly useful as an antiallergic and an anti-inflammatory.

  一种由通式（I）表示的化合物（喹啉衍生物），它具有强烈的白三烯拮抗作用，因此可作为抗过敏剂和消炎剂。