N,N'-diacetyl-2,3-diketopiperazine | 3069-10-1

• 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,N'-diacetyl-2,3-diketopiperazine
• 英文别名: bis-N-acetyl-diketopiperazine；1,4-diacetylpiperazine-2,3-dione
• CAS: 3069-10-1
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: PQTRERAGQHJMDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1，4-二乙酰基哌嗪 在 ruthenium(IV) oxide 、 sodium periodate 作用下， 以 四氯化碳 为溶剂， 以100%的产率得到N,N'-diacetyl-2,3-diketopiperazine
  参考文献：
  名称：

  Vetuschi; Tangari; Giovine, Il Farmaco, 1992, vol. 47, # 5, p. 599 - 605

  摘要：

  DOI：

文献信息

• ANALOGS OF DEHYDROPHENYLAHISTINS AND THEIR THEAPEUTIC USE
  申请人：Palladino Michael A.

  公开号：US20080221122A1

  公开（公告）日：2008-09-11

  Compounds represented by the following structure (II) are disclosed: as are methods for making such compounds. Compositions and methods for treating various disease conditions including cancer and non-cancer diseases associated with vascular proliferation are also disclosed.

  由以下结构（II）表示的化合物已被披露：制备这种化合物的方法也已被披露。还披露了用于治疗各种疾病条件的组合物和方法，包括与血管增殖相关的癌症和非癌症疾病。
• Dehydrophenylahistins and analogs thereof and the synthesis of dehydrophenylahistins and analogs thereof
  申请人：Palladino A. Michael

  公开号：US20050197344A1

  公开（公告）日：2005-09-08

  Compounds represented by the following structure (I) are disclosed: as are methods for making such compounds, wherein said methods comprise reacting a diacyldiketopiperazine with a first aldehyde to produce an intermediate compound; and reacting the intermediate compound with a second aldehyde to produce the class of compounds with the generic structure, where the first aldehyde and the second aldehydes are selected from the group consisting of an oxazolecarboxaldeyhyde, imidazolecarboxaldehyde, a benzaldehyde, imidazolecarboxaldehyde derivatives, and benzaldehyde derivatives, thereby forming the above compound wherein R 1 , R 1 ′, R 1 ″, R 2 , R 3 , R 4 , R 5 , and R 6 , X 1 and X 2 , Y, Z, Z 1 , Z 2 , Z 3 , and Z 4 may each be separately defined in a manner consistent with the accompanying description. Compositions and methods for treating vascular proliferation are also disclosed.

  公开了以下结构（I）代表的化合物：制备这种化合物的方法也被公开，其中所述方法包括将二酰基二酮哌嗪与第一醛反应以产生中间化合物；然后将中间化合物与第二醛反应，以产生具有通用结构的化合物类，其中第一醛和第二醛选自氧唑羧醛，咪唑羧醛，苯甲醛，咪唑羧醛衍生物和苯甲醛衍生物组成的群体，从而形成上述化合物，其中R1、R1'、R1''、R2、R3、R4、R5和R6，X1和X2，Y，Z，Z1，Z2，Z3和Z4可以分别根据附带说明书中的描述进行定义。还公开了用于治疗血管增殖的组合物和方法。
• DEUTERATED DEHYDROPHENYLAHISTIN COMPOUNDS AND PREPARATION METHOD THEREOF AND USE THEREOF IN PREPARATION OF ANTI-TUMOR DRUGS
  申请人：MARINE BIOMEDICAL RESEARCH INSTITUTE OF QINGDAO CO., LTD.

  公开号：US20180140600A1

  公开（公告）日：2018-05-24

  Provided are a deuterium-substituted dehydrophenylahistin-like compound, preparation method thereof and use in a preparation of antitumor drugs. The deuterium-substituted dehydrophenylahistin-like compound has a structure of general formula (I), and a synthesis method thereof comprises: firstly conducting a condensation reaction of diacetyldiketopiperazine and an aldehyde intermediate a or a deuterated aldehyde compound b to form a heterocyclic compound c or a deuterium-containing heterocyclic compound d, which is then subjected to a condensation reaction with benzaldehyde and a deuterium-substituted benzaldehyde-like compound to form the deuterium-substituted dehydrophenylahistin-like compound. Also provided are a highly effective deuterated aldehyde intermediate with a high deuterium substitution rate and a deuterium-containing heterocycle intermediate, and a synthesis method thereof. An experiment shows that the deuterium-substituted dehyd-rophenylahistin-like compound provided by the present invention has an effect on tubulin depolymerization and can treat a refractory solid tumor or lymphoma. The present invention provides a method for researching and developing antitumor drugs of the related compound.

  提供了一种氘取代的类脱氢苯基组胺样化合物，其制备方法及在抗肿瘤药物制备中的用途。氘取代的类脱氢苯基组胺样化合物具有一般式(I)的结构，其合成方法包括：首先将双乙酰二酮环己二酮与醛中间体a或氘取代的醛化合物b进行缩合反应，形成杂环化合物c或含氘杂环化合物d，然后将其与苯甲醛和氘取代的苯甲醛样化合物进行缩合反应，形成氘取代的类脱氢苯基组胺样化合物。还提供了一种高效的氘取代的醛中间体，具有高氘取代率，以及含氘杂环中间体，以及其合成方法。实验证明，本发明提供的氘取代的类脱氢苯基组胺样化合物对微管去聚合具有作用，可用于治疗难治性实体肿瘤或淋巴瘤。本发明提供了一种研究和开发相关化合物抗肿瘤药物的方法。
• [EN] DEHYDROPHENYLAHISTINS AND ANALOGS THEREOF AND THE SYNTHESIS OF DEHYDROPHENYLAHISTINS AND ANALOGS THEREOF<br/>[FR] DESHYDROPHENYLAHISTINES ET ANALOGUES DE CEUX-CI ET SYNTHESE DE CES DESHYDROPHENYLAHISTINES ET D'ANALOGUES DE CEUX-CI
  申请人：NEREUS PHARMACEUTICALS INC

  公开号：WO2004054498A2

  公开（公告）日：2004-07-01

  Compounds represented by structure (I) are disclosed, as are methods for making such compounds, wherein said methods comprise reacting a diacyldiketopiperazine with a first aldehyde to produce an intermediate compound; and reacting the intermediate compound with a second aldehyde to produce the class of compounds with the generic structure, where the first aldehyde and the second aldehydes are selected from the group consisting of an oxazolecarboxaldeyhyde, imidazolecarboxaldehyde, a benzaldehyde, imidazolecarboxaldehyde derivatives, and benzaldehyde derivatives, thereby forming the above compound wherein R1, R1', R1'', R2, R3, R4, R5, and R6, X1 and X2, Y, Z, Z1, Z2, Z3, and Z4 may each be separately defined in a manner consistent with the accompanying description. Compositions and methods for treating cancer and fungal infection are also disclosed.

  本发明揭示了结构（I）所代表的化合物，以及制备此类化合物的方法，其中所述方法包括将双酰基二酮哌嗪与第一醛反应以产生中间化合物；并将中间化合物与第二醛反应以产生具有通用结构的化合物类别，其中第一醛和第二醛选自羧醛噁唑，咪唑羧醛，苯甲醛，咪唑羧醛衍生物和苯甲醛衍生物的群体，从而形成上述化合物，其中R1，R1'，R1''，R2，R3，R4，R5和R6，X1和X2，Y，Z，Z1，Z2，Z3和Z4可以分别按照所附说明书的方式定义。本发明还揭示了用于治疗癌症和真菌感染的组合物和方法。
• [EN] DEUTERIUM-SUBSTITUTED DEHYDROPHENYLAHISTIN-LIKE COMPOUND, PREPARATION METHOD THEREOF AND USE IN PREPARATION OF ANTITUMOR DRUG<br/>[FR] COMPOSÉ DE TYPE DÉHYDROPHÉNYLAHISTINE SUBSTITUÉ PAR DU DEUTÉRIUM, SON PROCÉDÉ DE PRÉPARATION ET UTILISATION DANS LA PRÉPARATION D'UN MÉDICAMENT ANTITUMORAL<br/>[ZH] 氘代脱氢苯基阿夕斯丁类化合物及其制备方法和在制备抗肿瘤的药物中的应用
  申请人：MARINE BIOMEDICAL RES INST OF QINGDAO CO LTD

  公开号：WO2016192586A1

  公开（公告）日：2016-12-08

  本发明提供了氘代脱氢苯基阿夕斯丁类化合物及其制备方法和在制备抗肿瘤的药物中的应用，该类化合物具有通式（I）的结构，其合成方法包括：先将二乙酰基哌嗪二酮与醛中间体a或者氘醛化合物b发生缩合反应，形成杂环化合物c或者含氘杂环化合物d，再与苯甲醛、氘代苯甲醛类化合物发生缩合反应形成氘代脱氢苯基阿夕斯丁类化合物。同时，本发明也提供了一种高效的高氘代率的氘醛中间体及含氘杂环中间体及其合成方法。经实验证明本发明提供的氘代脱氢苯基阿夕斯丁类化合物具有影响微管蛋白解聚，治疗难治性实体瘤或淋巴瘤的作用，本发明提供了研究与开发所述相关化合物的抗肿瘤药物的方法，