3,6,6-三甲基-4-氧-4,5,6,7-四氢-1氢-吲哚-2-甲酸乙酯 | 37711-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3,6,6-三甲基-4-氧-4,5,6,7-四氢-1氢-吲哚-2-甲酸乙酯
• 中文别名: 3,6,6-三甲基-4-氧代-5,7-二氢-1H-吲哚-2-甲酸乙酯；4-氧代-3,6,6-三甲基-5,7-二氢-1H-2-吲哚甲酸乙酯；3,6,6-三甲基-4-氧代-5,7-二氢-1H-2-吲哚甲酸乙酯；3,6,6-三甲基-4-氧代-4,5,6,7-四氢-1H-吲哚-2-甲酸乙酯
• 英文名称: ethyl 3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindole-2-carboxylate
• 英文别名: ethyl 4-oxo-3,6,6-trimethyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate；ethyl 3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carboxylate；2-Carbethoxy-3,5,5-trimethyl-4-keto-4,5,6,7-tetrahydro-indol；3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indole-2-carboxylic acid ethyl ester；3,6,6-Trimethyl-4-oxo-4,5,6,7-tetrahydro-indol-2-carbonsaeure-aethylester；ethyl 3,6,6-trimethyl-4-oxo-5,7-dihydro-1H-indole-2-carboxylate
• CAS: 37711-24-3
• 化学式: C₁₄H₁₉NO₃
• mdl: MFCD06358659
• 分子量: 249.31
• InChiKey: NSZWVSKVSFAGFP-UHFFFAOYSA-N

物化性质

• 沸点：
  422.6±45.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3,6,6-三甲基-4-氧-4,5,6,7-四氢-1氢-吲哚-2-甲酸乙酯 在 乙醇 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 3,6,6-三甲基-4-氧-4,5,6,7-四氢-1氢-吲哚-2-甲酸
  参考文献：
  名称：

  [EN] INHIBITORS OF METALLO-BETA-LACTAMASES
  [FR] INHIBITEURS DE MÉTALLO-BÊTA-LACTAMASES

  摘要：

  本发明涉及式（I）的化合物，其作为细菌金属β-内酰胺酶的抑制剂。本发明还涉及制备这些化合物的方法，包括它们的药物组合物，以及它们在治疗细菌感染中的应用。

  公开号：

  WO2018215799A1
• 作为产物：
  描述：

  (Z)-2-(5,5-Dimethyl-3-oxo-cyclohex-1-enylamino)-but-2-enoic acid ethyl ester 以 乙醚 为溶剂， 反应 1.0h， 以65%的产率得到3,6,6-三甲基-4-氧-4,5,6,7-四氢-1氢-吲哚-2-甲酸乙酯
  参考文献：
  名称：

  Photochemical heterocyclization of functionalized dienamines

  摘要：

  DOI：

  10.1021/jo00233a017

文献信息

• [EN] INHIBITORS OF METALLO-BETA-LACTAMASES<br/>[FR] INHIBITEURS DE MÉTALLO-BÊTA-LACTAMASES
  申请人：UNIV OXFORD INNOVATION LTD

  公开号：WO2018215799A1

  公开（公告）日：2018-11-29

  The present invention relates to compounds of Formula (I) that function as inhibitors of bacterial metallo-beta-lactamases. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of a bacterial infection. (Formula (I))

  本发明涉及式（I）的化合物，其作为细菌金属β-内酰胺酶的抑制剂。本发明还涉及制备这些化合物的方法，包括它们的药物组合物，以及它们在治疗细菌感染中的应用。
• Porphyrins with exocyclic rings. 1. Chemistry of 4,5,6,7-tetrahydro-1H-indoles: synthesis of acetoxy derivatives, dihydroindoles, and novel porphyrins with four exocyclic rings
  作者：Timothy D. Lash、Karla A. Bladel、Craig M. Shiner、Donna L. Zajeski、Rajiv P. Balasubramaniam

  DOI：10.1021/jo00044a012

  日期：1992.8

  A variety of 4,5,6,7-tetrahydro-1H-indoles (THI's) and 4-oxo-4,5,6,7-tetrahydro-1H-indoles (4-oxoTHIs) have been synthesized from cyclohexanone and 1,3-cyclohexanedione, respectively. The THI's reacted regioselectively with lead tetraacetate in acetic acid to give the 7-acetoxy derivatives. The isomeric 4-acetoxyTHI's were prepared by first reducing the corresponding 4-oxoTHI's with sodium borohydride and then reacting the resulting hydroxyTHI' s with acetic acid-pyridine. Both series of acetoxyTHI's underwent elimination of acetic acid when heated with pyridine-acetic anhydride to give dihydroindoles. The 7-acetoxyTHI's were hydrolyzed with potassium hydroxide in methanol-water and carefully neutralized with hydrochloric acid to give the corresponding hydroxyTHI carboxylic acids. Treatment with potassium ferricyanide in refluxing acetic acid gave good yields of tetrapropanoporphyrins when 3-methyl-, 3-ethyl-, or 3-n-propyl substituents were present. The 3-phenylTHI gave variable yields of the corresponding tetraphenylporphyrin. The 3-isopropylTHI gave only trace amounts of porphyrin under these conditions, and the 3-tert-butylTHI failed to give any porphyrin product. THI's with 6-methyl or 6,6-dimethyl substituents were prepared in two steps from 5-methyl-1,3-cyclohexanedione or dimedone, respectively. These compounds also reacted smoothly with lead tetraacetate to give the 7-acetoxy derivatives in high yield. Attempts to convert the 6,6-dimethylTHI's into symmetrical porphyrins were unsuccessful, although the 6-methylTHI gave a mixture of porphyrin stereoisomers in low yield. The influence of alkyl substituents and carbocyclic rings on the cyclotetramerization of THI's is discussed.
• New method of synthesizing molindone and its analogs
  作者：V. I. Shvedov、L. B. Altukhova、A. N. Grinev

  DOI：10.1007/bf00776813

  日期：1972.9
• Nenitzescu; Scortzeanu, Buletinul Societatii de Chimie din Romania, vol. 10, p. 134
  作者：Nenitzescu、Scortzeanu

  DOI：——

  日期：——
• INHIBITORS OF METALLO-BETA-LACTAMASES
  申请人：Oxford University Innovation Limited

  公开号：EP3630728A1

  公开（公告）日：2020-04-08