N¹,N¹,N²,N²-tetramethyl-propane-1,2,3-triamine | 6478-42-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N¹,N¹,N²,N²-tetramethyl-propane-1,2,3-triamine
• 英文别名: N,N,N'',N''-tetramethylpropane-1,2,3-triamine；N^1, N¹, N^3,N³-tetramethylpropan-1,2,3-triamine；N¹,N¹,N³,N³-tetramethyl-propane-1,2,3-triyltriamine；N¹,N¹,N³,N³-Tetramethyl-propan-1,2,3-triyltriamin；2-Amino-1,3-bis-dimethylamino-propan；1-N,1-N,3-N,3-N-tetramethylpropane-1,2,3-triamine
• CAS: 6478-42-8
• 化学式: C₇H₁₉N₃
• mdl: MFCD19203713
• 分子量: 145.248
• InChiKey: KBINJKFTDJWMBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯-6-硝基喹啉 、 N¹,N¹,N²,N²-tetramethyl-propane-1,2,3-triamine 生成 N¹,N¹,N³,N³-tetramethyl-N²-(6-nitro-[4]quinolyl)-propane-1,2,3-triyltriamine
  参考文献：
  名称：

  QUINOLINE DERIVATIVES FROM 2- AND 4-CHLOROQUINOLINES¹

  摘要：

  DOI：

  10.1021/jo01186a002
• 作为产物：
  描述：

  N-(2-dimethylamino-1-dimethylaminomethyl-ethyl)-phthalimide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 N¹,N¹,N²,N²-tetramethyl-propane-1,2,3-triamine
  参考文献：
  名称：

  Novel Angular Benzophenazines:  Dual Topoisomerase I and Topoisomerase II Inhibitors as Potential Anticancer Agents

  摘要：

  A series of substituted angular benzophenazines were prepared using a new synthetic route via a novel regiocontrolled condensation of 1,2-naphthoquinones and 2,3-diaminobenzoic acids. The synthesis and biological activity of this new series of substituted 8,9-benzo[a]phenazine carboxamide systems are described. The analogues were evaluated against the H69 parental human small cell lung carcinoma cell line and H69/LX4 resistant cell line which overexpresses P-glycoprotein. Selected analogues were evaluated against the COR-L23-parental human non small cell lung carcinoma cell line and the COR-L23/R resistant cell line which overexpresses multidrug resistance protein. This series of novel angular benzophenazines were potent cytotoxic agents in these cell lines and may be able to circumvent multidrug resistance mechanisms which result in the lack of efficacy of many drugs in cancer chemotherapy. These compounds show dual inhibition of topoisomerase I and topoisomerase II and thus target two key enzymes responsible for the topology of DNA that are active at different points in the cell cycle. The introduction of chirality into the carboxamide side chain of these novel benzophenazine carboxamides has resulted in the discovery of a potent enantiospecific series of cytotoxic agents, exemplified by 4-methoxy-benzo[a]phenazine-11-carboxylic acid (2-(dimethylamino)-1-(R)methyl-ethyl)-amide, XR11576 ((R)-4j"). In vivo activity has been demonstrated for 4-methoxy-benzo[a]phenazine-11-carboxylic acid (2-(dimethylamino)-1-(R)-methyl-ethyl)-amide, XR11576, after intravenous administration to female mice, and this compound has been selected as a development candidate for further evaluation.

  DOI：

  10.1021/jm010329a

文献信息

• TW2016/5810
  申请人：——

  公开号：——

  公开（公告）日：——
• Vectorization Efforts To Increase Gram-Negative Intracellular Drug Concentration: A Case Study on HldE-K Inhibitors
  作者：Dmytro Atamanyuk、Fabien Faivre、Mayalen Oxoby、Benoit Ledoussal、Elodie Drocourt、François Moreau、Vincent Gerusz

  DOI：10.1021/jm400097h

  日期：2013.3.14

  In this paper, we present different strategies to vectorize HldE kinase inhibitors with the goal to improve their Gram-negative intracellular concentration. Syntheses and biological effects of siderophoric, aminoglycosidic, amphoteric, and polycationic vectors are discussed. While siderophoric and amphoteric vectorization efforts proved to be disappointing in this series, aminoglycosidic and polycationic vectors were able for the first time to achieve synergistic effects of our inhibitors with erythromycin. Although these effects proved to be nonspecific, this study provides information about the required stereoelectronic arrangement of the polycationic amines and their basicity requirements to fulfill outer membrane destabilization resulting in better erythromycin synergies.
• 2-Phenyl-substituierte Imidazotriazinone als Phoshodiesterase Inhibitoren
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP1174431B1

  公开（公告）日：2012-05-30
• SYNTHESIS OF SUBSTITUTED QUINOLYLAMINES. DERIVATIVES OF 4-AMINO-7-CHLOROQUINOLINE
  作者：G. BRYANT BACHMAN、GEORGE E. BENNETT、ROBERT S. BARKER

  DOI：10.1021/jo01152a025

  日期：1950.11
• Elslager,E.F. et al., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 1159 - 1176
  作者：Elslager,E.F. et al.

  DOI：——

  日期：——