3-iodo-N,N-dimethylpropan-1-amine;hydroiodide | 494748-91-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-iodo-N,N-dimethylpropan-1-amine;hydroiodide
• CAS: 494748-91-3
• 化学式: C₅H₁₂IN*HI
• 分子量: 340.974
• InChiKey: HZOKSODREVGHBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-iodo-N,N-dimethylpropan-1-amine;hydroiodide 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 96.0h， 生成 1-(3-Dimethylamino-propyl)-7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridin-4-ol
  参考文献：
  名称：

  Dialkylaminoalkylindolonaphthyridines as potential antitumour agents: synthesis, cytotoxicity and DNA binding properties

  摘要：

  The synthesis of new planar derivatives characterised by the presence of an indolonaphthyridine nucleus, carrying a dimethylaminoethyl or a dimethylaminopropyl side chain is reported. The antiproliferative activity of the new products was tested by means of an in vitro assay on human tumour cell lines (HL-60 and HeLa). A number of compounds (1a-d, 1h) showed IC50 values comparable to that obtained with the well-known drug ellipticine on the HL-60 cell line. The interaction with DNA was also investigated. Linear flow dichroism measurements allowed us to understand the interaction geometry. The thermodynamic parameters of the binding process, i.e. intrinsic binding constant and exclusion parameter, were determined by fluorimetric titration. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01372-7

文献信息

• Benzothiopyranoindole-Based Antiproliferative Agents: Synthesis, Cytotoxicity, Nucleic Acids Interaction, and Topoisomerases Inhibition Properties
  作者：Lisa Dalla Via、Sebastiano Marciani Magno、Ornella Gia、Anna Maria Marini、Federico Da Settimo、Silvia Salerno、Concettina La Motta、Francesca Simorini、Sabrina Taliani、Antonio Lavecchia、Carmen Di Giovanni、Giuseppe Brancato、Vincenzo Barone、Ettore Novellino

  DOI：10.1021/jm900627v

  日期：2009.9.10

  Novel benzo[3′,2′:5,6]thiopyrano[3,2-b]indol-10(11H)-ones 1a−v were synthesized and evaluated for their antiproliferative activity in an in vitro assay of human tumor cell lines (HL-60 and HeLa). Compounds 1e−v, substituted at the 11-position with a basic side chain, showed a significant ability to inhibit cell growth with IC50 values in the low micromolar range. Linear dichroism measurements showed

  合成了新型苯并[3'，2'：5,6]硫代吡喃并[3,2 - b ]吲哚-10（11 H）-酮1a - v，并在体外人类肿瘤细胞实验中评估了它们的抗增殖活性线（HL-60和HeLa）。在11位上被碱性侧链取代的化合物1e - v显示出显着的抑制细胞生长的能力，其IC 50值在低微摩尔范围内。线性二色性测量表明，所有11-二烷基氨基烷基取代的衍生物1e - v充当DNA嵌入剂。荧光滴定法证明了它们在与富含A-T的区域结合方面的特异性，并且对活性最高的衍生物（1e，1i，1p）进行了分子建模研究，以详细表征这些苯并硫吡喃并吲哚与DNA的络合机理。弛豫测定法证明了拓扑异构酶II活性的剂量依赖性抑制作用，该抑制作用与抗增殖能力一致。最后，对于最具细胞毒性的衍生物1e，还显示了拓扑异构酶II的中毒作用，以及对拓扑异构酶I介导的舒张作用的弱抑制作用。
• An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature
  作者：Todor Deligeorgiev、Stefka Kaloyanova、Nedyalko Lesev、Juan J. Vaquero

  DOI：10.1016/j.ultsonch.2010.03.002

  日期：2010.6

  A series of 2-alkylthio derivatives of hetaryl thiols were synthesized by selective S-alkylation with alkyl halides (bromides and iodides) with ultrasonic irradiation at room temperature. The reaction was found to be generally applicable to hetaryl thiol derivatives with different substituents in the aromatic nucleus and various alkyl halides. The reaction gives high to excellent yields of products with high purity. (C) 2010 Elsevier B.V. All rights reserved.