N-(3-oxocyclohexyl)acetamide | 49613-87-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(3-oxocyclohexyl)acetamide
• CAS: 49613-87-8
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: HEMYPFUWQKQXSD-UHFFFAOYSA-N

物化性质

• 熔点：
  86 °C
• 沸点：
  359.1±31.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-oxocyclohexyl)acetamide 在 sodium hydroxide 、 sodium hydride 作用下， 反应 4.0h， 生成 3-aminocyclohexylidenacetic acid
  参考文献：
  名称：

  Ade NovoDesign Probe of a Dopamine Receptor Ligand Based on a Theoretical Approach

  摘要：

  A trial to design de novo a dopamine (DA) receptor ligand was made, taking as the base four structural and electrostatic requirements: (1) a group simulating the interaction of the DA amino group with the TM3 aspartic acid of the receptor, (2) a group that can simulate the interaction of the DA m-hydroxyl group with the TM5 serine of the receptor, (3) a distance between these groups similar to that of the DA anti-coplanar conformer, and (4) a rigid structure keeping the distance between the groups right. After the design ''on paper'' of the models of four structures, quantum chemistry calculations were performed to check the properties of the molecules, and then the most encouraging ones were synthesized. None of the compounds synthesized was able to bind D-1- and D-2-dopamine receptor subtypes; this shows that the structural and electrostatic requirements considered in this work are insufficient. In particular, the presence of an arylethylamine moiety seems to be essential for the interaction of a ligand with the DA receptor. (C) 1996 Academic Press, Inc.

  DOI：

  10.1006/bioo.1996.0031
• 作为产物：
  描述：

  1,4-二氧杂螺[4.5]癸-7-胺 在 溶剂黄146 作用下， 反应 2.0h， 生成 N-(3-oxocyclohexyl)acetamide
  参考文献：
  名称：

  Ade NovoDesign Probe of a Dopamine Receptor Ligand Based on a Theoretical Approach

  摘要：

  A trial to design de novo a dopamine (DA) receptor ligand was made, taking as the base four structural and electrostatic requirements: (1) a group simulating the interaction of the DA amino group with the TM3 aspartic acid of the receptor, (2) a group that can simulate the interaction of the DA m-hydroxyl group with the TM5 serine of the receptor, (3) a distance between these groups similar to that of the DA anti-coplanar conformer, and (4) a rigid structure keeping the distance between the groups right. After the design ''on paper'' of the models of four structures, quantum chemistry calculations were performed to check the properties of the molecules, and then the most encouraging ones were synthesized. None of the compounds synthesized was able to bind D-1- and D-2-dopamine receptor subtypes; this shows that the structural and electrostatic requirements considered in this work are insufficient. In particular, the presence of an arylethylamine moiety seems to be essential for the interaction of a ligand with the DA receptor. (C) 1996 Academic Press, Inc.

  DOI：

  10.1006/bioo.1996.0031

文献信息

• An Unexpected Oxidation of Unactivated Methylene C–H Using DIB/TBHP Protocol
  作者：Yi Zhao、Wai-Leung Yim、Chong Kiat Tan、Ying-Yeung Yeung

  DOI：10.1021/ol2016466

  日期：2011.8.19

  An in situ generated hypervalent iodine species, bis(tert-butylperoxy)iodobenzene, was used as a peroxy radical source for the oxidation of unreactive, remote, and isolated alkyl (cyclic or aliphatic) esters and amides to the corresponding keto compounds under very mild conditions.

  原位生成的高价碘物质双（叔丁基过氧）碘苯用作过氧自由基源，可在非常温和的条件下将未反应的，较远且分离的烷基（环状或脂肪族）酯和酰胺氧化为相应的酮化合物情况。
• Antidepressant 2-amino- and -2-(substituted
  申请人：Endo Laboratories, Inc.

  公开号：US04254134A1

  公开（公告）日：1981-03-03

  2-Amino- and 2-(substituted amino)-tetrahydro- and -cis-hexahydro-carbazoles useful for alleviating depression in mammals or as intermediate compounds thereto.

  用于缓解哺乳动物的抑郁症或作为中间化合物的2-氨基和2-(取代氨基)-四氢和-顺式六氢-咔唑醇。
• Synthesis of 7-Azabicyclo[2.2.1]heptane and 2-Oxa-4-azabicyclo[3.3.1]non-3-ene Derivatives by Base-Promoted Heterocyclization of Alkyl <i>N</i>-(<i>cis</i>(<i>trans</i>)-3,<i>trans</i>(<i>cis</i>)-4-Dibromocyclohex-1-yl)carbamates and <i>N</i>-(<i>cis</i>(<i>trans</i>)-3,<i>trans</i>(<i>cis</i>)-4-Dibromocyclohex-1-yl)-2,2,2-trifluoroacetamides
  作者：Elena Gómez-Sánchez、Elena Soriano、José Marco-Contelles

  DOI：10.1021/jo701625a

  日期：2007.11.1

  trans-4-dibromocyclohex-1-yl)carbamate (10) with sodium hydride in DMF at room temperature provides 2-bromo-7-[(tert-butoxy)carbonyl]-7-azabicyclo[2.2.1]heptane (2) (52% yield), whose t-BuOK-promoted hydrogen bromide elimination affords 7-[(tert-butoxy)carbonyl]-7-azabicyclo[2.2.1]hept-2-ene (31) in 78% yield, an intermediate in the total synthesis of epibatidine (1). However, the NaH/DMF-mediated heterocyclization

  我们已经研究了烷基N-（顺式（反式）-3，反式（顺式）-4-二溴环己基-1-基）氨基甲酸酯和N-（顺式（反式）-3，反式（顺式）- 4-二溴环己基-1-基）-2,2,2-三氟乙酰胺，研究了氮保护基的作用以及C3和C4处离去基团的相对构型对反应结果的影响。我们已经观察到氢化钠促进烷基N-（顺-3，反-4-二溴环己基-1-基）氨基甲酸酯的杂环化（10，12，14，16，18）为7-氮杂双环[2.2.1]庚烷衍生物的合成的便利方法。例如，在室温下，叔丁基N-（顺式-3，反式-4-二溴环己基-1-基）氨基甲酸酯（10）与氢化钠在DMF中的反应可提供2-溴-7-[（叔丁氧基）羰基] -7-氮杂双环[2.2.1]庚烷（2）（52％收率），通过t -BuOK促进的溴化氢消除可得到7-[（（叔丁氧基）羰基] -7-氮杂双环[2.2.1]。 ]庚-2-烯（31）以78％的产率收率，是Epibatidine（
• Antidepressant 2-amino-and-2-(substituted
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04343812A1

  公开（公告）日：1982-08-10

  2-Amino- and 2-(substituted amino)-tetrahydro- and -cis-hexahydro-carbazoles useful for alleviating depression in mammals or as intermediate compounds thereto.

  2-氨基和2-(取代氨基)-四氢和-顺式六氢-咔唑可用于缓解哺乳动物的抑郁症状，或作为其中间化合物。
• Carbazoles, process for their preparation, pharmaceutical compositions containing them, and intermediates thereto
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0004342A1

  公开（公告）日：1979-10-03

  2-Amino- and 2-(substituted amino)-tetrahydro- and -cis-hexahydro-carbazoles, useful for alleviating depression in mammals and intermediate compounds thereto.

  2-氨基-和 2-（取代氨基）-四氢-和-顺式-六氢-咔唑，可用于减轻哺乳动物的抑郁症及其中间化合物。