[(1E)-2-Methyl-4-oxo-5-(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]amino benzoate | 359827-52-4

• 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: [(1E)-2-Methyl-4-oxo-5-(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]amino benzoate
• 英文别名: [(E)-(2-methyl-4-oxo-5-propan-2-ylcyclohexa-2,5-dien-1-ylidene)amino] benzoate
• CAS: 359827-52-4
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: YUCBVFKQMCQQFG-OBGWFSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1E)-2-Methyl-4-oxo-5-(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]amino benzoate 在 氯 、 三乙胺 作用下， 以 氯仿 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  摘要：

  The chlorination and bromination of 2,3-dimethyl-, 3-methyl-6-isopropyl-, and 2,6-diisopropyl-4-aroyl(or arylsulfonyl)oxyimino-2,5-cyclohexadienones follow the proposed rules of halogenation of 4-aroyl-(or arylsulfonyl)oxyimino-2,5-cyclohexadienones: the reaction occurs preferentially at the cis-C=C bond of the quinoid ring; simultaneous halogenation at both double bonds is not observed; halogen adds mainly across unsubstituted C=C bond; no halogenation occurs at the double bond already substituted by a halogen; bromination of the C=C bond with an alkyl substituent is more difficult than chlorination; the second halogen molecule adds only after regioselective dehydrohalogenation.

  DOI：

  10.1023/a:1012403708255
• 作为产物：
  描述：

  (4E)-4-(Hydroxyimino)-2-isopropyl-5-methyl-2,5-cyclohexadien-1-on e 、 苯甲酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 [(1E)-2-Methyl-4-oxo-5-(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]amino benzoate
  参考文献：
  名称：

  摘要：

  The chlorination and bromination of 2,3-dimethyl-, 3-methyl-6-isopropyl-, and 2,6-diisopropyl-4-aroyl(or arylsulfonyl)oxyimino-2,5-cyclohexadienones follow the proposed rules of halogenation of 4-aroyl-(or arylsulfonyl)oxyimino-2,5-cyclohexadienones: the reaction occurs preferentially at the cis-C=C bond of the quinoid ring; simultaneous halogenation at both double bonds is not observed; halogen adds mainly across unsubstituted C=C bond; no halogenation occurs at the double bond already substituted by a halogen; bromination of the C=C bond with an alkyl substituent is more difficult than chlorination; the second halogen molecule adds only after regioselective dehydrohalogenation.

  DOI：

  10.1023/a:1012403708255

文献信息

• Avdeenko, A. P.; Glinyanaya, N. M.; Pirozhenko, V. V., Russian Journal of Organic Chemistry, 1995, vol. 31, # 10, p. 1380 - 1385
  作者：Avdeenko, A. P.、Glinyanaya, N. M.、Pirozhenko, V. V.

  DOI：——

  日期：——
• Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: III. Regioselectivity in the halogenation of N-aroyl(arylsulfonyl)oxyimino-2,5-cyclohexadienones
  作者：A. P. Avdeenko、S. A. Konovalova、A. Ya. Il’chenko、N. M. Glinyanaya

  DOI：10.1134/s1070428006010106

  日期：2006.1

  Halogenation of 4-aroyl(arylsulfonyl)oxyimino-2,5-cyclohexadienones is not accompanied by change of the configuration at the nitrogen atom. p-Benzoquinone oxime ethers and esters take up halogens in a regioselective fashion at the syn-C=C bond of the quinoid ring. The main factor responsible for regioselective addition of halogens is configuration at the nitrogen atom, which determines the stability of intermediate halogenonium ion.
• [EN] SELECTIVE INHIBITION OF POLO-LIKE KINASE 1<br/>[FR] INHIBITION SÉLECTIVE DE LA POLO-LIKE KINASE 1
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2009068322A1

  公开（公告）日：2009-06-04

  The present invention relates to compounds having a 1,4-benzoquinone or 1,4- benzoquinone imine scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with pharmaceutically acceptable carrier, excipient and/or diluents. Said 1,4- benzoquinone or 1,4-benzoquinone imine compounds can be used for prophylaxis and/or treatment of cancer and for prophylaxis and/or treatment of inflammatory diseases.
• ——
  作者：A. P. Avdeenko、S. A. Zhukova、S. A. Konovalova

  DOI：10.1023/a:1012403708255

  日期：——

  The chlorination and bromination of 2,3-dimethyl-, 3-methyl-6-isopropyl-, and 2,6-diisopropyl-4-aroyl(or arylsulfonyl)oxyimino-2,5-cyclohexadienones follow the proposed rules of halogenation of 4-aroyl-(or arylsulfonyl)oxyimino-2,5-cyclohexadienones: the reaction occurs preferentially at the cis-C=C bond of the quinoid ring; simultaneous halogenation at both double bonds is not observed; halogen adds mainly across unsubstituted C=C bond; no halogenation occurs at the double bond already substituted by a halogen; bromination of the C=C bond with an alkyl substituent is more difficult than chlorination; the second halogen molecule adds only after regioselective dehydrohalogenation.