3-(N,N'-dimethylamino)propyl methanesulfonate hydrochloride | 52413-48-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 3-(N,N'-dimethylamino)propyl methanesulfonate hydrochloride
• 英文别名: 3-(dimethylamino)propyl methanesulfonate;hydron;chloride
• CAS: 52413-48-6
• 化学式: C₆H₁₅NO₃S*ClH
• 分子量: 217.717
• InChiKey: LORXDUXOQFSMQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.34
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(N,N'-dimethylamino)propyl methanesulfonate hydrochloride 、 (4-氧代-3,4-二氢二氮杂萘-1-基)-乙酸乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以75%的产率得到ethyl 2-(3-(3-(dimethylamino)propyl)-4-oxo-3,4-dihydrophthalazin-1-yl)acetate
  参考文献：
  名称：

  靶向白细胞介素15蛋白的N-取代酞嗪酮衍生物的合理修饰、合成和生物学评价

  摘要：

  白细胞介素 (IL)-15 是一种多效性细胞因子，在结构上与 IL-2 接近，并与 IL-2Rβ 和 γc 受体 (R) 亚基共享。IL-15 在先天性和适应性免疫中发挥重要作用，支持 NK、NK-T 和 CD8 +的激活和增殖T细胞。IL-15 的过度表达已被证明参与炎症和自身免疫性疾病以及多种 T 细胞恶性肿瘤的发展。这项研究延续了我们之前的工作，通过基于药效团的虚拟筛选和命中优化方法，已经确定了一系列阻碍 IL-15/IL-2Rβ 与亚微摩尔活性相互作用的小分子抑制剂。为了提高我们先导抑制剂的功效和选择性，在优化的 SAR 和建模的基础上引入了特定的修改。已经评估了产生的新系列化合物抑制 IL-15 依赖性细胞的增殖和下游信号传导以及与 IL-15 结合的能力。

  DOI：

  10.1016/j.bmc.2021.116161
• 作为产物：
  描述：

  3-二甲氨基-1-丙醇 、 甲基磺酰氯 以 二氯甲烷 为溶剂， 反应 8.0h， 以96%的产率得到3-(N,N'-dimethylamino)propyl methanesulfonate hydrochloride
  参考文献：
  名称：

  比色法识别水中α，ω-二胺的长度

  摘要：

  已经构建了两种基于酚酞和两种冠醚的主体分子。这些宿主使识别α，ω-二胺的长度成为可能，并将结合事件转化为缓冲水溶液中可检测到的颜色变化。

  DOI：

  10.1016/j.tetlet.2007.01.099

文献信息

• N-Alkylation of 2-methoxy-10H-phenothiazine revisited. A facile entry to diversely N-substituted phenothiazine-coumarin hybrid dyes
  作者：Valentin Quesneau、Kévin Renault、Myriam Laly、Sébastien Jenni、Flavien Ponsot、Anthony Romieu

  DOI：10.1016/j.tetlet.2020.152582

  日期：2020.12

  phenothiazine-coumarin hybrid dyes whose spectral features, especially their NIR-I emission, have been determined in aqueous media with the ultimate goal of identifying novel fluorescent markers for bioanalytical applications, including fluorogenic detection of reactive oxygen species (ROS) through selective S-oxidation reaction of phenothiazine scaffold.

  2-甲氧基-10 H的N-烷基化已经重新研究了吩噻嗪，它是生物活性化合物和基于反应的荧光探针合成的重要组成部分，旨在引入易于转化为阳离子或两性离子侧链的取代基。我们将注意力集中在3-二甲基氨基丙基上，因为通过与各种烷基卤化物或磺内酯的反应进行衍生化是增强各种疏水性分子支架极性的一种行之有效的方法。此两步功能化方法用于合成新型吩噻嗪-香豆素杂化染料，其光谱特征（尤其是其NIR-1发射）已在水性介质中确定，其最终目的是鉴定用于生物分析应用的新型荧光标记，
• Nanostructured Oligo(<i>p</i>-phenylene Vinylene)/Silicate Hybrid Films:  One-Step Fabrication and Energy Transfer Studies
  作者：Keisuke Tajima、Liang-shi Li、Samuel I. Stupp

  DOI：10.1021/ja058610s

  日期：2006.4.1

  Novel hybrid materials containing silicate and charged oligo(p-phenylene vinylene) (OPV) amphiphiles were fabricated in one step by spin casting using evaporation-induced self assembly. The conjugated segments were substituted with trimethylammonium bromide groups at both termini, and tetraethyl orthosilicate served as the silicate precursor. X-ray diffraction scans of the hybrid films revealed Bragg

  包含硅酸盐和带电低聚（对亚苯基亚乙烯基）（OPV）两亲物的新型杂化材料是通过使用蒸发诱导自组装的旋铸一步制造的。共轭链段在两个末端都被三甲基溴化铵基团取代，原硅酸四乙酯作为硅酸盐前体。混合膜的 X 射线衍射扫描显示布喇格衍射峰的 d 间距为 2.76 和 1.37 nm，表明混合结构中存在有序。混合膜的光学性质通过紫外-可见吸收和荧光光谱表征，分子取向通过红外光谱表征。在溶胶-凝胶反应过程中，含有三乙氧基硅烷基团的罗丹明 B 衍生物共价结合到薄膜的硅酸盐网络中。相对于有机成分相同的无序聚合物薄膜，有序杂化薄膜显示罗丹明 B 的发射显着增强，OPV 链段的荧光猝灭也显着增强。这些结果表明，有序和纳米结构的环境导致这些混合膜中有机组分之间的高效能量转移。
• Molecular Recognition Abilities of a New Class of Water-Soluble Cyclophanes Capable of Encompassing a Neutral Cavity
  作者：Masahiko Inouye、Kazuhisa Fujimoto、Masaru Furusyo、Hiroyuki Nakazumi

  DOI：10.1021/ja9725256

  日期：1999.2.1

  We developed a new class of water-soluble cyclophanes, pyrenophanes, capable of encompassing a neutral cavity, in which the hydrophobic area is constructed by aligning two flat polynuclear aromatic rings parallel at an appropriate space that could interpose just one layer of aromatic plane. The height, depth, and width of the cavity in an open conformation of the pyrenophane are 0.46, 0.95, and 1.31

  我们开发了一类新的水溶性环芳烃，pyrenophanes，能够包含一个中性腔，其中疏水区域是通过将两个扁平的多核芳环平行排列在适当的空间中而构建的，该空间可以仅插入一层芳平面。开放构象的芘的高度、深度和宽度分别为 0.46、0.95 和 1.31 nm，即该腔的面积非常大，甚至可以掺入卟啉化合物。在荧光光谱中，芘仅显示准分子发射，反映了两个近端芘环的存在。用阴离子和阳离子芳族化合物处理芘烷，在紫外和荧光光谱中显示出复合物的形成，表明芘对芳香族化合物的结合亲和力主要受疏水和/或 π 堆积相互作用控制。发现pyrenophanes的大环结构是必不可少的...
• Bicyclo[2.2.1]hept-7-ylamine Derivatives and Their Uses
  申请人：Finch Harry

  公开号：US20100144852A1

  公开（公告）日：2010-06-10

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; Formula (I) wherein A is an oxygen atom or group —N(R 12 )—; (i) R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group —R 5 , —Z—Y—R 5 —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H; and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (ii) R 1 and R 3 together with the nitrogen to which they are attached form a heterocycloalkyl ring, and R 2 is a hydrogen atom; or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 , —Z—CO—NR 9 R 10 , —Z—NR 9 —CO—R 5 , or —Z—CO 2 H, in which cases the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (iii) R 1 and R 2 together with the nitrogen to which they are attached form a heterocycloalkyl ring, said ring being substituted by a group —Y—R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; R 4 is a group of formula (a), (b), (c) or (d); is an C 1 -C 6 -alkyl, aryl, aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group, and the remaining variables are as defined in the specification.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中A是氧原子或基团-N(R12)-; (i) R1是C1-C6-烷基或氢原子；R2是氢原子或基团-R5、-Z-Y-R5-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H；R3是孤对电子，或C1-C6-烷基，此时它连接的氮原子是季铵氮并带有正电荷；或者(ii) R1和R3与它们连接的氮形成杂环烷基环，R2是氢原子；或者是一个基团-R5、-Z-Y-R5、-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H，此时连接它的氮原子是季铵氮并带有正电荷；或者(iii) R1和R2与它们连接的氮形成杂环烷基环，所述环被基团-Y-R5、-Z-Y-R5、-Z-NR9R10、-Z-CO-NR9R10、-Z-NR9-CO-R5或-Z-CO2H取代，R3是孤对电子，或C1-C6-烷基，此时连接它的氮原子是季铵氮并带有正电荷；R4是式(a)、(b)、(c)或(d)的基团；是C1-C6-烷基、芳基、芳基融合环烷基、芳基融合杂环烷基、杂环芳基、芳基(C1-C8-烷基)-、杂环芳基(C1-C8-烷基)-、环烷基或杂环烷基基团，其余变量如说明书所定义。
• BICYCLO[2.2.1]HEPT-7-YLAMINE DERIVATIVES AND THEIR USES
  申请人：Finch Harry

  公开号：US20110319446A1

  公开（公告）日：2011-12-29

  Compounds of formula (I) have muscarinic M3 receptor modulating activity; wherein A is an oxygen atom or group —N(R 12 )—; (i) R 1 is C 1 -C 6 -alkyl or a hydrogen atom; and R 2 is a hydrogen atom or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H; and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (ii) R 1 and R 3 together with the nitrogen to which they are attached form a heterocycloalkyl ring, and R 2 is a hydrogen atom; or a group —R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 , —Z—CO—NR 9 R 10 , —Z—NR 9 —CO—R 5 , or —Z—CO 2 H, in which cases the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; or (iii) R 1 and R 2 together with the nitrogen to which they are attached form a heterocycloalkyl ring, said ring being substituted by a group —Y—R 5 , —Z—Y—R 5 , —Z—NR 9 R 10 ; —Z—CO—NR 9 R 10 ; —Z—NR 9 —CO—R 5 ; or —Z—CO 2 H and R 3 is a lone pair, or C 1 -C 6 -alkyl in which case the nitrogen atom to which it is attached is a quaternary nitrogen and carries a positive charge; R 4 is a group of formula (a), (b), (c) or (d); is an C 1 -C 6 -alkyl, aryl, aryl-fused-cycloalkyl, aryl-fused-heterocycloalkyl, heteroaryl, aryl(C 1 -C 8 -alkyl)-, heteroaryl(C 1 -C 8 -alkyl)-, cycloalkyl or heterocycloalkyl group, and the remaining variables are as defined in the specification.

  式(I)的化合物具有肌动蛋白M3受体调节活性；其中A是氧原子或基团—N(R12)—；(i) R1是C1-C6烷基或氢原子；R2是氢原子或基团—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H；R3是孤对电子，或C1-C6烷基，此时它所连接的氮原子是季铵氮并带正电荷；或(ii) R1和R3与它们所连接的氮共同形成杂环烷基环，R2是氢原子；或基团—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H，此时它所连接的氮原子是季铵氮并带正电荷；或(iii) R1和R2与它们所连接的氮共同形成杂环烷基环，所述环被基团—Y—R5、—Z—Y—R5、—Z—NR9R10、—Z—CO—NR9R10、—Z—NR9—CO—R5或—Z—CO2H取代，R3是孤对电子，或C1-C6烷基，此时它所连接的氮原子是季铵氮并带正电荷；R4是式(a)、(b)、(c)或(d)的基团；是C1-C6烷基、芳基、芳基螺环烷基、芳基螺杂环烷基、杂芳基、芳基(C1-C8烷基)-、杂芳基(C1-C8烷基)-、环烷基或杂环烷基基团，其余变量如规范所定义。