6-chloro-4-cyano-4-<(trimethylsilyl)oxy>-4H-2,3-dihydrobenzopyran | 74187-51-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-chloro-4-cyano-4-<(trimethylsilyl)oxy>-4H-2,3-dihydrobenzopyran
• 英文别名: 6-chloro-4-cyano-4-trimethylsilyloxy-3,4-dihydro-2H-1-benzopyran；6-chloro-4-cyano-4-trimethylsilyloxy-4H-2,3-dihydrobenzopyran；6-chloro-4-cyano-4-[(trimethylsilyl)oxy]-4H-2,3-dihydrobenzopyran；6-chloro-4-trimethylsilyloxy-2,3-dihydrochromene-4-carbonitrile
• CAS: 74187-51-2
• 化学式: C₁₃H₁₆ClNO₂Si
• 分子量: 281.814
• InChiKey: LYETYSGUFIQZBO-UHFFFAOYSA-N

物化性质

• 沸点：
  370.1±42.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-4-cyano-4-<(trimethylsilyl)oxy>-4H-2,3-dihydrobenzopyran 在 盐酸 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 32.5h， 生成 6-chloro-spiro-[4H-2,3-dihydrobenzopyran (4,5')oxazolidin]-2',4'-dione
  参考文献：
  名称：

  螺恶唑烷二酮醛糖还原酶抑制剂。

  摘要：

  衍生自五元和六元环芳烷基酮的螺恶唑烷二酮（2）是体外和体内有效的醛糖还原酶抑制剂。他们设计了新颖且通用的合成方法，因为α-羟基亚氨酸盐（5）和4-烷氧基-2-氧代-3-恶唑啉（6）是关键中间体，因为传统的合成途径通常是通过α-羟基酰胺（8）生成α ，β-不饱和酰胺（9）。用辛可尼定拆分得到旋光的螺恶唑烷二酮。最佳生物活性存在于（4S）-6-氯螺[4H-2,3-二氢苯并吡喃-4,5'-恶唑烷] -2'，4'-二酮（21）及其6,8-二氯同类物（23）中。

  DOI：

  10.1021/jm00354a012
• 作为产物：
  描述：

  6-氯-4-二氢色原酮 生成 6-chloro-4-cyano-4-<(trimethylsilyl)oxy>-4H-2,3-dihydrobenzopyran
  参考文献：
  名称：

  SCHNUR, R. C.

  摘要：

  DOI：

文献信息

• NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS
  申请人：Janssen Pharmaceutica NV

  公开号：US20180319797A1

  公开（公告）日：2018-11-08

  The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及新颖的Formula (I)中的取代吡啶哌唑酮衍生物，其中R1、R2、R3、R4、R5、L、Z和X的含义如权利要求中所定义。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新型化合物的方法，包含上述化合物作为活性成分的药物组合物，以及将这些化合物用作药物的用途。
• [EN] NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS<br/>[FR] DÉRIVÉS SUBSTITUÉS DE PYRIDO-PIPÉRAZINONE D'UN NOUVEAU TYPE EN TANT QUE MODULATEURS DE LA GAMMA-SÉCRÉTASE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2014111457A1

  公开（公告）日：2014-07-24

  The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R1, R2, R3, R4, R5, L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及新颖的Formula (I)中R1、R2、R3、R4、R5、L、Z和X所定义含义的取代吡啶哌唑酮衍生物。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新型化合物的方法，包含该化合物作为活性成分的药物组合物，以及将该化合物用作药物的用途。
• Spiro-oxazolidindiones
  申请人：Pfizer Inc.

  公开号：US04200642A1

  公开（公告）日：1980-04-29

  Novel spiro-oxazolidindiones useful as aldose reductase inhibitors and as therapeutic agents for the treatment of chronic diabetic complications are disclosed. Pharmaceutical compositions containing the novel compounds and a method of treating chronic diabetic complications are also disclosed.

  揭示了作为醛糖还原酶抑制剂和治疗慢性糖尿病并发症的治疗剂的新型螺环氧唑烷二酮。还揭示了含有这些新型化合物的制药组合物以及治疗慢性糖尿病并发症的方法。
• Halogen substituted benzopyran- and benzothiopyran-4-carboxylic acids
  申请人：Pfizer Inc.

  公开号：US04210663A1

  公开（公告）日：1980-07-01

  Novel halogen-substituted benzopyran-4-carboxylic acids, benzothiopyran-4-carboxylic acids and derivatives thereof useful as aldose reductase inhibitors and as therapeutic agents for the treatment of chronic diabetic complications are disclosed. Specific compounds disclosed include 6-phenyl-8-chloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6,7-dichloro-3,4-dihydrobenzothiopyran-4-carboxylic acid, 6-chloro-8-methyl-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6,8-dichloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-fluoro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid, 6-chloro-dihydro-2H-naphtho[1,2-b]pyran-4-carboxylic acid, 6-chloro-3,4-dihydro-2H-1-benzothiopyran-4-carboxylic acid and 6-chloro-3,4-dihydro-2H-1-benzopyran-4-acetic acid. Also disclosed are pharmaceutical compositions containing the novel compounds and a method of using the novel compounds for the treatment of chronic diabetic complications.

  本发明揭示了新型卤代苯并吡喃-4-羧酸、苯并噻吩-4-羧酸及其衍生物，其作为醛糖还原酶抑制剂和治疗慢性糖尿病并发症的治疗剂。具体揭示的化合物包括6-苯基-8-氯-3,4-二氢-2H-1-苯并吡喃-4-羧酸、6,7-二氯-3,4-二氢苯并噻吩-4-羧酸、6-氯-8-甲基-3,4-二氢-2H-1-苯并吡喃-4-羧酸、6,8-二氯-3,4-二氢-2H-1-苯并吡喃-4-羧酸、6-氟-3,4-二氢-2H-1-苯并吡喃-4-羧酸、6-氯-3,4-二氢-2H-1-苯并吡喃-4-羧酸、6-氯-二氢-2H-萘并[1,2-b]吡喃-4-羧酸、6-氯-3,4-二氢-2H-1-苯并噻吩-4-羧酸和6-氯-3,4-二氢-2H-1-苯并吡喃-4-乙酸。本发明还揭示了含有新型化合物的制药组合物以及使用新型化合物治疗慢性糖尿病并发症的方法。
• SCHNUR, R. C.;SARGES, R.;PETERSON, M. J., J. MED. CHEM., 1982, 25, N 12, 1451-1454
  作者：SCHNUR, R. C.、SARGES, R.、PETERSON, M. J.

  DOI：——

  日期：——