3-甲基-1,3-丁二胺 | 116473-67-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-甲基-1,3-丁二胺
• 英文名称: N,N,dimethyl-1,3-propanediamine
• 英文别名: 3-dimethylpropanediamine；dimethyl-1,3-propanediamine；1,1-dimethyl-1,3-diaminopropane；dimethyl-propyl-1,3-diamine；3-Methylbutane-1,3-diamine
• CAS: 116473-67-7
• 化学式: C₅H₁₄N₂
• 分子量: 102.18
• InChiKey: WSDOLNVCEVYCJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-甲基-1,3-丁二胺 在 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 5.5h， 生成 2-hydroxy-3-fluoro-8,8-dimethyl-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one
  参考文献：
  名称：

  Discovery of (2S)-8-[(3R)-3-Methylmorpholin-4-yl]-1-(3-methyl-2-oxobutyl)-2-(trifluoromethyl)-3,4-dihydro-2H-pyrimido[1,2-a]pyrimidin-6-one: A Novel Potent and Selective Inhibitor of Vps34 for the Treatment of Solid Tumors

  摘要：

  Vps34 (the human class III phosphoinositide 3-kinase) is a lipid kinase involved in vesicle trafficking and autophagy and therefore constitutes an interesting target for cancer treatment. Because of the lack of specific Vps34 kinase inhibitors, we aimed to identify such compounds to further validate the role of this lipid kinase in cancer maintenance and progression. Herein, we report the discovery of a series of tetrahydropyrimidopyrimidinone derivatives. Starting with hit compound 1a, medicinal chemistry optimization led to compound 31. This molecule displays potent activity, an exquisite selectivity for Vps34 with excellent properties. The X-ray crystal structure of compound 31 in human Vps34 illustrates how the unique molecular features of the morpholine synthon bestows selectivity against class I PI3Ks. This molecule exhibits suitable in vivo mouse PK parameters and induces a sustained inhibition of Vps34 upon acute administration. Compound 31 constitutes an optimized Vps34 inhibitor that could be used to investigate human cancer biology.

  DOI：

  10.1021/jm5013352

文献信息

• Substituted 2-keto-1,4-diazacycloalkanes
  申请人：The B. F. Goodrich Company

  公开号：US04466916A1

  公开（公告）日：1984-08-21

  Novel polysubstituted 2-keto-1,4-diazacycloalkanes are powerful stabilizers for materials subject to ultraviolet (UV) light degradation, particularly for polyolefins. The cyclic 2-keto compounds of this invention have (a) a fixed two-carbon bridge between the N.sup.1 and N.sup.4 atoms of the diaza ring, the remaining portion of the ring having a variable length bridge of two or more carbon atoms, (b) and N-adjacent carbonyl in the fixed two-carbon bridge, and (c) at least one N.sup.4 -adjacent carbon atom of the diaza ring is polysubstituted, that is, has two substituents which may be cyclizable. Compositions containing (a) the polysubstituted 2-keto-1,4-diazacycloalkanes of this invention, and (b) prior art polysubstituted 2-keto-1,4-diazacycloalkanes, exhibit excellent stability to UV light.

  新型多取代2-酮-1,4-二氮杂环烷是对于受紫外（UV）光降解的材料具有强大的稳定剂，特别是对于聚烯烃。本发明的环状2-酮化合物具有：（a）在二氮杂环烷的N.sup.1和N.sup.4原子之间有一个固定的两碳桥，环的其余部分具有两个或更多碳原子的可变长度桥，（b）固定的两碳桥中有一个N-邻接的羰基，以及（c）至少有一个二氮杂环烷的N.sup.4-邻接碳原子是多取代的，即具有可以环化的两个取代基。含有（a）本发明的多取代2-酮-1,4-二氮杂环烷，以及（b）先前的多取代2-酮-1,4-二氮杂环烷的组合物，表现出对UV光的优异稳定性。
• Bioactivity Study of Tricyclic and Tetracyclic Genipin Derivatives as Anti-inflammatory Agents
  作者：Sin-Min Li、Chia-Yin Chiang、Wei-Zheng Zeng、Cheng-Yen Chung、Ching-Chun Tseng、Yu-Pei Hu、Yu-Ching Lin、Guan-Jhong Huang、Ichiro Arai、Der-Yen Lee、Shuo-En Tsai、Fung Fuh Wong

  DOI：10.1016/j.bioorg.2022.105881

  日期：2022.9

  A series of genipin derivatives included tricyclic cyclopentaimidazopyridine, cyclopentapyridopyrimidine, octahydrocyclopentapyridodiazepine, and tetracyclic decahydrobenzoimidazocyclopentapyridine were synthesized and developed as anti-inflammatory agents. All of them were tested against NO production in LPS-induced RAW264.7 cells. Based on IC50 data and the SAR study, we found that tricyclic cyc

  合成并开发了一系列京尼平衍生物，包括三环环戊并咪唑并吡啶、环戊并嘧啶、八氢环戊并二氮杂和四环十氢苯并咪唑并环戊吡啶。所有这些都在 LPS 诱导的 RAW264.7 细胞中针对 NO 产生进行了测试。基于 IC 50数据和 SAR 研究，我们发现与参考标准消炎痛 (166 μM) 相比，三环环戊咪唑并吡啶3d-f和7-9具有更好的抑制活性 (≦ 28.1 μM)。另一方面，它们对体外环氧合酶 COX-2 抑制试验和化合物8和化合物 8 均显示无活性。9具有细胞毒性。为了探索进一步的抗炎机制，进行了蛋白质印迹分析。此外，化合物3d显示出比吲哚美辛更好的生物活性。还确定了化合物3d对 NF-κB 信号通路的抑制作用。总而言之，化合物3d将是潜在的抗炎先导化合物。
• Synthesis, characterization, and properties of a new thioantimonate(III), [C5N2H16]Sb8S13·H2O
  作者：Xin Wang、Tian-Lu Sheng、Jian-Shan Chen、Sheng-Min Hu、Rui-Biao Fu、Xin-Tao Wu

  DOI：10.1016/j.molstruc.2009.07.029

  日期：2009.11

  A new thioantimonate(III) with the 2D anionic framework, [3-depnH(2)]Sb8S13 center dot H2O 1 (3-depn = 3-dimethylpropanediamine), has been synthesized under solvothermal reactions and characterized by single-crystal X-ray diffraction analysis, IR, elemental analysis, EDS, and X-ray powder diffraction. In the 2D porous (Sb8S132-)n layer of compound 1, there are two different coordination modes for Sb atoms. 1 is a semiconductor with the band gap of E-g = 1.97 eV (629 nm). The thermogravimetric analysis is also discussed. Moreover, the impedance spectroscopic measurements of 1 reveal that the bulk conductivity is 5.68 x 10(-6) S cm(-1), and the grain boundary conductivity is 1.43 x 10(-6) S cm(-1). (C) 2009 Elsevier B.V. All rights reserved.