4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione
• 英文别名: 3-Methyl-3-[3-[(2-methyl-3-oxobutan-2-yl)amino]propylamino]butan-2-one
• 化学式: C₁₃H₂₆N₂O₂
• 分子量: 242.362
• InChiKey: BGUVXRCSVBRHJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione 在 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以94%的产率得到4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione dioxime
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9
• 作为产物：
  描述：

  3-溴-3-甲基-2-丁酮 、 1,3-丙二胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以94%的产率得到4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9

文献信息

• Therapeutic use of acyl glycerols and the nitrogen- and sulphur- containing analogues thereof
  申请人：Darteil Raphael

  公开号：US20060154984A1

  公开（公告）日：2006-07-13

  The invention relates to the use of acyl glycerols and the nitrogen- and sulfur-containing analogues thereof in the therapeutic field, particularly in human health. The inventive compounds have advantageous pharmacological properties and are particularly of use for the prevention or treatment of neurodegenerative diseases.

  这项发明涉及在治疗领域中使用酰基甘油及其氮和硫含量类似物，特别是在人类健康领域。这些创新化合物具有有益的药理特性，特别适用于预防或治疗神经退行性疾病。
• [EN] SELF-ASSEMBLING MOLECULES THAT ACCUMULATE IN ACIDIC TUMOR MICROENVIRONMENTS<br/>[FR] MOLÉCULES À AUTO-ASSEMBLAGE QUI S'ACCUMULENT DANS DES MICROENVIRONNEMENTS TUMORAUX ACIDES
  申请人：OHIO STATE INNOVATION FOUNDATION

  公开号：WO2016022987A1

  公开（公告）日：2016-02-11

  Disclosed are compositions that contain a plurality of biocompatible self-assembling molecules that transform from isolated molecules or spherical micelles while in blood serum into cylindrical nanofibers in the acidic extracellular environment of tumors, which can be used to achieve a higher relative concentration of imaging, drug delivery, or radiotherapeutic agents at the tumor site compared to non-tumor tissues. This transition is rapid and reversible, indicating the system is in thermodynamic equilibrium.

  披露的是含有多种生物相容性自组装分子的组合物，这些分子在血清中从孤立分子或球形胶束转变为在肿瘤酸性细胞外环境中的柱状纳米纤维，可用于在肿瘤部位实现相对较高浓度的成像、药物输送或放射治疗剂，相比非肿瘤组织。这种转变是快速且可逆的，表明系统处于热力学平衡状态。
• SELF-ASSEMBLING MOLECULES THAT ACCUMULATE IN ACIDIC TUMOR MICROENVIRONMENTS
  申请人：The Ohio State University

  公开号：US20140363378A1

  公开（公告）日：2014-12-11

  Disclosed are compositions that contain a plurality of biocompatible self-assembling molecules that transform from isolated molecules or spherical micelles in the circulation into cylindrical nanofibers in the acidic extracellular environment of tumors which can be used to achieve a higher relative concentration of imaging, drug delivery, or radiotherapeutic agents at the tumor site compared to non-tumor tissues. This transition is rapid and reversible, indicating the system is in thermodynamic equilibrium.

  揭示了包含多种生物相容性自组装分子的组合物，这些分子在循环中从孤立分子或球形胶束转变为肿瘤酸性细胞外环境中的圆柱形纳米纤维，可用于在肿瘤部位实现成像、药物传递或放射治疗剂的相对浓度高于非肿瘤组织。这种转变是快速且可逆的，表明系统处于热力学平衡状态。
• Acylated aminopropanediols and analogues and therapeutic uses thereof
  申请人：Darteil Raphael

  公开号：US20060069156A1

  公开（公告）日：2006-03-30

  The invention relates to novel acylated aminopropanediols and the nitrogen and sulfur analogues thereof, pharmaceutical compositions comprising same, therapeutic uses thereof, in particular for the treatment of cerebral ischemia. The invention also provides a method of preparing said derivatives.

  该发明涉及新型酰化氨基丙二醇及其氮和硫类似物，包括这些化合物的药物组合物，其治疗用途，特别是用于治疗脑缺血。该发明还提供了制备这些衍生物的方法。
• Uses of acylated aminopropanediols and sulphur and nitrogen analogues of same f
  申请人：Najib Jamila

  公开号：US20060035977A1

  公开（公告）日：2006-02-16

  The invention relates to the use of molecules, particularly in the fields of human and veterinary health and cosmetics. The inventive compounds are acylated aminopropanediols and the nitrogen- and sulfur-containing analogues thereof and have advantageous pharmacological and cosmetic properties. In particular, the inventive compounds can be used to prevent and/or treat dyslipidemias, cardiovascular diseases, syndrome X, restenosis, diabetes, obesity, hypertension, some cancers, dermatological diseases, and, in the field of cosmetics, to combat skin ageing and the effects of same, in particular the development of wrinkles and the like.

  这项发明涉及分子的使用，特别是在人类和兽医健康以及化妆品领域。这些创新化合物是酰化氨基丙二醇及其氮和硫含量的类似物，具有有益的药理学和化妆品特性。特别是，这些创新化合物可以用于预防和/或治疗脂质代谢异常、心血管疾病、X综合征、再狭窄、糖尿病、肥胖、高血压、某些癌症、皮肤病，以及在化妆品领域中，用于对抗皮肤衰老及其效应，特别是皱纹等的发展。