N-hydroxyethyl-4-chlorobenzyl-N-methylamine | 35113-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-hydroxyethyl-4-chlorobenzyl-N-methylamine
• 英文别名: 3-(4-chlorobenzyl)-3-azabutan-1-ol；N-(4-chlorobenzyl)-N-methylethanolamine；Methyl-<2-hydroxy-aethyl>-<4-chlor-benzyl>-amin；N-p-Chlorbenzyl-N-methylaminoethanol；2-((4-Chlorobenzyl)(methyl)amino)ethanol；2-[(4-chlorophenyl)methyl-methylamino]ethanol
• CAS: 35113-60-1
• 化学式: C₁₀H₁₄ClNO
• mdl: MFCD14646018
• 分子量: 199.68
• InChiKey: LAYGEPQQXIGSHV-UHFFFAOYSA-N

物化性质

• 沸点：
  108 °C(Press: 0.7 Torr)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-hydroxyethyl-4-chlorobenzyl-N-methylamine 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 7.0h， 生成 2-(4-chlorobenzyl)-2,5-diazahexane
  参考文献：
  名称：

  Studies on 1,2,3-triazoles. 13. (Piperazinylalkoxy)-[1]benzopyrano[2,3-d]-1,2,3-triazol-9(1H)-ones with combined H1-antihistamine and mast cell stabilizing properties

  摘要：

  Several N-benzylpiperazino derivatives of [1]benzopyrano[2,3-d]-1,2,3-triazol-9(1H)-one and its 5-methyl homologue have been prepared and evaluated for H1-antihistamine activity on guinea pig ileum. The most potent compounds were also evaluated for their ability to stabilize mast cells in the rat passive peritoneal anaphylaxis (PPA) system and were shown to inhibit histamine release at concentrations below those required to inhibit extravasation, suggesting that this might be relevant to their antianaphylactic activity in this system. The compound tested with the most potent H1-antihistamine activity was 6-[3-[4-(4-chlorobenzyl)-1-piperazinyl]propoxy][1]benzopyrano[2,3- d]-1,2,3-triazol-9(1H)-one, 28, which had a pA2 of 9.1 against histamine on guinea pig ileum, comparable to that of mepyramine, and inhibited histamine release in the rat PPA system with an IC50 value of 5.4 X 10(-6) M.

  DOI：

  10.1021/jm00161a022
• 作为产物：
  描述：

  在 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以15 mg的产率得到N-hydroxyethyl-4-chlorobenzyl-N-methylamine
  参考文献：
  名称：

  通过迭代硼同系化进行可编程胺合成

  摘要：

  可编程胺合成是通过将氮和碳原子顺序插入硼酸CB键来实现的。这一策略是通过一种新的氮烯类试剂实现的，该试剂允许通过N-插入从芳基或烷基硼酸酯直接形成氨基硼烷。

  DOI：

  10.1002/anie.202307118

文献信息

• 一类双季铵化合物及其制备方法和用途
  申请人：四川大学华西医院

  公开号：CN108727248B

  公开（公告）日：2021-05-25

  本发明提供了一类双季铵化合物及其制备方法和用途，具体提供了式(Ⅰ)所示双季胺类化合物：其中，L1为C1～C8的亚烷基；L2为C1～C8的亚烷基；Z1为硝基或卤素或甲氧基；Z2为硝基或卤素或甲氧基；Z3为硝基或卤素或甲氧基；R＝H或C1～C6的烷基；a，b，c独自为0～5的整数；M为药学上可接受的阴离子，如溴离子、氯离子、磺酸根等。(Ⅰ)所示的化合物的立体异构体或立体异构体混合物或药学上可接受的盐或溶剂化物或共晶，与药学上可接受的载体形成的组合物，与其他活性成分形成的复方，可在制备肌肉松弛药物领域中应用。
• 2-(aminoalkoxy) phenylalkylamines with antiinflammatory activity
  申请人：Knoll Aktiengesellschaft

  公开号：US05736568A1

  公开（公告）日：1998-04-07

  Compounds of the formula I ##STR1## including pharmaceutically acceptable salts thereof are disclosed in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 independently represent hydrogen, hydroxy, halo, halogenated alkyl, halogenated alkoxy, alkyl, alkoxy, cyano, a carbamoyl group, carbonyl group, or R.sub.1 and R.sub.2 together with the phenyl ring represent a naphthalene ring (optionally substituted); L.sub.1 represents C.sub.2-6 alkylene; R.sub.5 represents hydrogen or alkyl, R.sub.6 represents hydrogen or alkyl, phenylalkyl (optionally substituted) or R.sub.5 and R.sub.6 together with the nitrogen atom to which they are attached represent a saturated 3-7 membered heterocyclic ring; L.sub.2 represents a C.sub.1-6 alkylene chain; and R.sub.7 and R.sub.8 independently represent hydrogen or alkyl or R.sub.7 and R.sub.8 together with the nitrogen atom to which they are attached represent a saturated 3-7 membered heterocyclic ring. The compounds are anti-inflammatory and/or anti-allergic agents and/or immunomodulants useful in treating rheumatic diseases and/or neurological damage. Compositions containing these compounds and processes to make then are also disclosed.

  公开了具有以下结构的化合物的药学可接受的盐，其中R.sub.1、R.sub.2、R.sub.3和R.sub.4分别表示氢、羟基、卤素、卤代烷基、卤代烷氧基、烷基、烷氧基、氰基、氨基甲酰基、羰基，或R.sub.1和R.sub.2与苯环一起表示一个萘环（可选择性地取代）；L.sub.1表示C.sub.2-6烷基；R.sub.5表示氢或烷基，R.sub.6表示氢或烷基，苯基烷基（可选择性地取代）或R.sub.5和R.sub.6与它们连接的氮原子一起表示饱和的3-7成员杂环；L.sub.2表示C.sub.1-6烷基链；R.sub.7和R.sub.8独立地表示氢或烷基，或R.sub.7和R.sub.8与它们连接的氮原子一起表示饱和的3-7成员杂环。这些化合物是抗炎症和/或抗过敏剂和/或免疫调节剂，可用于治疗风湿性疾病和/或神经损伤。还公开了含有这些化合物的组合物和制备它们的方法。
• Synthesis of new water-soluble dihydropyridine vasodilators.
  作者：MASARU IWANAMI、TADAO SHIBANUMA、MASAHARU FUJIMOTO、RYUTARO KAWAI、KAZUHARU TAMAZAWA、TOICHI TAKENAKA、KOZO TAKAHASHI、MASUO MURAKAMI

  DOI：10.1248/cpb.27.1426

  日期：——

  Several kinds of water-soluble dihydropyridine vasodilators were prepared and their vasodilating activities were evaluated. Among them, 2-(N-benzyl-N-methylamino)-ethyl methyl 2, 6-dimethyl-4-(m-nitrophenyl)-1, 4-dihydropyridine-3, 5-dicarboxylate hydrochloride (YC-93) was found to have outstanding activity and bioavailability. Various synthetic routes for this compound were examined.

  制备了几种水溶性二氢吡啶血管扩张剂，并评估了它们的血管扩张活性。其中，2-（N-苯基-N-甲基氨基）-乙基-甲基-2, 6-二甲基-4-（m-硝基苯基）-1, 4-二氢吡啶-3, 5-二羧酸盐盐酸盐（YC-93）被发现具有出色的活性和生物利用度。对该化合物的各种合成路线进行了研究。
• TWO-QUATERNARY AMMONIUM COMPOUND AND PREPARATION METHOD AND USE THEREOF
  申请人：West China Hospital, Sichuan University

  公开号：EP3828168A1

  公开（公告）日：2021-06-02

  Disclosed are a two-quaternary ammonium compound and a preparation method and a use thereof. Specifically, a two-quaternary ammonium compound depicted by formula (I) is provided: wherein L1 is a C1 to C8alkylene group; L2 is a C1 to C8 alkylene group; Z1 is nitro group or a halogen or methoxy group; Z2 is nitro group or a halogen or methoxy group; Z3 is nitro group or a halogen or methoxy group; R = H or a C1 to C6 alkyl group; a , b, and c are independently an integer from 0-5; and M is a pharmaceutically acceptable anion, such as a bromine ion, chlorine ion, sulfonate radical, etc. A stereoisomer or mixture of stereoisomers, or a pharmaceutically acceptable salt or solvate or eutectic of the compound depicted by formula (I) forms a composition with a pharmaceutically acceptable carrier, or forms a compounded prescription with other active components, and said composition or compounded prescription may be used in the preparation of a muscle relaxant.

  本发明公开了一种双季铵化合物及其制备方法和用途。具体而言，提供了一种由式（I）描述的双季铵化合物：其中 L1 是 C1 至 C8 烯基；L2 是 C1 至 C8 烯基；Z1 是硝基或卤素或甲氧基；Z2 是硝基或卤素或甲氧基；Z3 是硝基或卤素或甲氧基；R = H 或 C1 至 C6 烷基；a、b 和 c 独立地为 0-5 的整数；M 是药学上可接受的阴离子，如溴离子、氯离子、磺酸基等。式（I）所示化合物的立体异构体或立体异构体混合物，或其药学上可接受的盐或溶解物或共晶与药学上可接受的载体形成组合物，或与其他活性成分形成复方，所述组合物或复方可用于制备肌肉松弛剂。
• Class of bisquaternary ammonium compound as well as the preparative method and the use thereof
  申请人：WEST CHINA HOSPITAL, SICHUAN UNIVERSITY

  公开号：US11161828B2

  公开（公告）日：2021-11-02

  A two-quaternary ammonium compound has a structural formula of formula (I). L1 is a C1 to C8 alkylene group; L2 is a C1 to C8 alkylene group; Z1 is nitro group or a halogen or methoxy group; Z2 is nitro group or a halogen or methoxy group; Z3 is nitro group or a halogen or methoxy group; R═H or a C1 to C6 alkyl group; a, b, and c are independently an integer from 0-5; and M is a pharmaceutically acceptable anion, such as a bromine ion, chlorine ion, sulfonate radical, etc. A stereoisomer or mixture of stereoisomers, or a pharmaceutically acceptable salt or solvate or eutectic of the compound of formula (I) forms a composition with a pharmaceutically acceptable carrier, or forms a compounded prescription with other active components, and the composition or compounded prescription may be used in the preparation of a muscle relaxant.

  一种双季铵化合物的结构式为式(I)。L1 是 C1 至 C8 亚烷基；L2 是 C1 至 C8 亚烷基；Z1 是硝基或卤素或甲氧基；Z2 是硝基或卤素或甲氧基；Z3 是硝基或卤素或甲氧基；R═H 或 C1 至 C6 烷基；a、b 和 c 独立地为 0-5 的整数；M 是药学上可接受的阴离子，如溴离子、氯离子、磺酸基等。式（I）化合物的立体异构体或立体异构体混合物，或药学上可接受的盐或溶解物或共晶与药学上可接受的载体形成组合物，或与其他活性成分形成复方制剂，该组合物或复方制剂可用于制备肌肉松弛剂。