5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one | 32900-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
• 英文别名: 5-acetyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one
• CAS: 32900-18-8
• 化学式: C₁₁H₁₂N₂O₂
• mdl: MFCD00099359
• 分子量: 204.228
• InChiKey: VHRPJWPAYNHCQU-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  491.8±38.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one 在 硫酸 、 溶剂黄146 溴 作用下， 反应 4.0h， 以62%的产率得到5-acetyl-7-bromo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  Convenient Synthesis of 7-Bromo-tetrahydro-1,5-benzodiazepin-2-ones

  摘要：

  Treatment of 5-acyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-ones with bromine in the presence of the sulfuric acid afforded products to be brominated exclusively in the aromatic ring at position 7.

  DOI：

  10.1080/00397919808004518
• 作为产物：
  描述：

  1,3,4,5-四氢-苯并[B][1,4]二氮杂革-2-酮 、 乙酸酐 以 氯仿 为溶剂， 反应 5.0h， 以75%的产率得到5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  Synthesis and biological activity of N-substituted 2,3,4,5-tetrahydro-1H-1,5-Benzodiazepin-2-ones

  摘要：

  DOI：

  10.1007/bf00767169

文献信息

• Dihydroquinazolino[3,2-<i>a</i>][1,5]benzodiazepines: Synthesis and Computational Study of Reductive N-Heterocyclization of<i>N</i>-(2-Nitrobenzoyl)-1,5-benzodiazepin-2-ones
  作者：Regina Janciene、Gema Mikulskiene、Tomas Javorskis、Ausra Vektariene、Gytis Vektaris、Lidija Kosychova

  DOI：10.1002/jhet.2038

  日期：2015.1

  A number of 6,7‐dihydroquinazolino[3,2‐a][1,5]benzodiazepin‐13(5H)‐ones were prepared utilizing the coupling of readily available 5‐acyl‐1,3,4,5‐tetrahydro‐2H‐1,5‐benzodiazepin‐2‐ones with 2‐nitrobenzoyl chloride followed by a reductive N‐heterocyclization. 3‐Methylsubstituted 1‐(2‐nitrobenzoyl)‐1,5‐benzodiazepinone derivatives did not cyclize under the reductive N‐heterocyclization conditions. The

  利用易于获得的5-酰基-1,3,4,5-四氢键耦合制备了许多6,7-二氢喹唑啉代[3,2- a ] [1,5]苯并二氮杂-3-13 （5 H）-酮。 -2 H -1,5-苯并二氮杂-2-酮与2-硝基苯甲酰氯的混合物，然后进行还原性N杂环化。3-甲基取代的1-（2-硝基苯甲酰基）-1,5-苯并二氮杂酮衍生物在还原性N-杂环化条件下不环化。讨论了这种杂环化的可能机理，并证明羟胺中间体是该反应的引发剂。为了阐明各种1,5-苯并二氮杂pine衍生物不同反应性的原因，对羟胺中间体的量子化学反应性描述子进行了计算和评估。
• [EN] MALONAMIDE DERIVATIVES BLOCKING THE ACTIVITY OF GAMA-SECRETASE<br/>[FR] DERIVES DE MALONAMIDE BLOQUANT L'ACTIVITE GAMA-SECRETASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005023772A1

  公开（公告）日：2005-03-17

  The invention relates to malonamide derivatives of formula (I), wherein: R1 is one of the following groups (Formulae a), b), c), d)); R2 is lower alkyl, lower alkinyl, -(CH2)n-O-lower alkyl, -(CH2)n-S-lower alkyl, -(CH2)n-CN, -(CR'R')n-CF3, -(CR'R')n-CHF2, -(CR'R')n-CH2F, -(CH2)n-C(O)O-lower alkyl, -(CH2)n-halogen, or is -(CH2)n-cycloalkyl, optionally substituted by one or more substituents, selected from the group consisting of phenyl, halogen or CF3; R',R' are independently from n and from each other hydrogen, lower alkyl, lower alkoxy, halogen or hydroxy; R3, R4 are independently from each other hydrogen, lower alkyl, lower alkoxy, phenyl or halogen; R5 is hydrogen, lower alkyl, -(CH2)n-CF3 or -(CH2)n-cycloalkyl; R6 is hydrogen or halogen; R7 is hydrogen or lower alkyl; R8 is hydrogen, lower alkyl, lower alkinyl, -(CH2)n-CF3,-(CH2)n-cycloalkyl or -(CH2)n-phenyl, optionally substituted by halogen; R9 is hydrogen, lower alkyl, -C(O)H, -C(O)-lower alkyl, -C(O)-CF3,-C(O)-CH2F,-C(O)-CHF2,-C(O)-cycloalkyl,-C(O)-(CH2)n-O-lower alkyl,-C(O)O-(CH2)n-cycloalkyl, -C(O)-phenyl, optionally substituted by one or more substituents selected from the group consisting of halogen or -C(O)O-lower alkyl, or is -S(O)2-lower alkyl, -S(O)2-CF3,-(CH2)n-cycloalkyl or is -(CH2)n-phenyl, optionally substituted by halogen; n is 0, 1, 2, 3 or 4; and to pharmaceutically suitable acid addition salts, optically pure enantiomers, racemates or diastereomeric mixture thereof. These compounds may be used for the treatment of Alzheimer's disease.

  本发明涉及式（I）的马隆酰胺衍生物，其中：R1是以下组之一（式a，b，c，d）之一；R2是较低的烷基，较低的烯烃基，-(CH2)n-O-较低的烷基，-(CH2)n-S-较低的烷基，-(CH2)n-CN，-(CR'R')n-CF3，-(CR'R')n-CHF2，-(CR'R')n-CH2F，-(CH2)n-C（O）O-较低的烷基，-(CH2)n-卤素，或者是-(CH2)n-环烷基，选自苯基，卤素或CF3的一种或多种取代基；R'，R'分别独立于n和彼此，是氢，较低的烷基，较低的烷氧基，卤素或羟基；R3，R4独立于彼此，是氢，较低的烷基，较低的烷氧基，苯基或卤素；R5是氢，较低的烷基，-(CH2)n-CF3或-(CH2)n-环烷基；R6是氢或卤素；R7是氢或较低的烷基；R8是氢，较低的烷基，较低的烯烃基，-(CH2)n-CF3，-(CH2)n-环烷基或-(CH2)n-苯基，选自卤素的一种或多种取代基；R9是氢，较低的烷基，-C（O）H，-C（O）-较低的烷基，-C（O）-CF3，-C（O）-CH2F，-C（O）-CHF2，-C（O）-环烷基，-C（O）-(CH2)n-O-较低的烷基，-C（O）O-(CH2)n-环烷基，-C（O）-苯基，选自卤素或-C（O）O-较低的烷基的一种或多种取代基，或者是-S（O）2-较低的烷基，-S（O）2-CF3，-(CH2)n-环烷基或是-(CH2)n-苯基，选自卤素的一种或多种取代基；n为0，1，2，3或4；以及药学上适用的酸盐，光学纯对映体，混合物或二对映异构体的制备方法。这些化合物可用于治疗阿尔茨海默病。
• Radical Arylaminomethylation of Unactivated Alkenes
  作者：Frédéric Lebreux、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol901055j

  日期：2009.7.2

  Xanthates derived from open chain or cyclic N-chloromethylanilides are capable of adding to various unactivated alkenes to give adducts which, in suitable cases, can be made to undergo ring closure onto the aromatic ring. This flexible arylaminomethylation of alkenes allows the rapid synthesis of open chain or polycyclic aniline derivatives.
• Synthesis and biological activity of N-alkyl derivatives of 2,3,4,5-tetrahydro-1h-1,5-benzodiazepin-2-one
  作者：B. A. Puodzhyunaite、R. A. Yanchene、A. S. Zaks、Yu. M. Rabotnikov、E. A. Usachev

  DOI：10.1007/bf00763661

  日期：1988.9
• Kalyanam, Nagabhushanam; Manjunatha, Sulur G, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 7, p. 415 - 420
  作者：Kalyanam, Nagabhushanam、Manjunatha, Sulur G

  DOI：——

  日期：——