2-氯-N-(2-甲氧基乙基)乙酰胺 | 10263-66-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-氯-N-(2-甲氧基乙基)乙酰胺
• 英文名称: 2-chloro-N-(2-methoxyethyl)acetamide
• 英文别名: N-(2-methoxyethyl)-chloroacetamide
• CAS: 10263-66-8
• 化学式: C₅H₁₀ClNO₂
• mdl: MFCD00996278
• 分子量: 151.593
• InChiKey: VPXIGHWTJSUAIH-UHFFFAOYSA-N

物化性质

• 沸点：
  288.5±25.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  2-氯-N-(2-甲氧基乙基)乙酰胺 在 sodium hydride 作用下， 以 异丙醇 为溶剂， 反应 90.0h， 生成 2-[4-(2-{Benzyl-[(S)-3-(4-benzyloxy-phenoxy)-2-hydroxy-propyl]-amino}-ethoxy)-phenoxy]-N-(2-methoxy-ethyl)-acetamide
  参考文献：
  名称：

  Selective .beta.3-adrenergic agonists of brown adipose tissue and thermogenesis. 1. [4-[2-[(2-Hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetates

  摘要：

  The ester methyl [4-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetate (8) has been identified as the most interesting member of a series of selective beta-3-adrenergic agonists of brown adipose tissue and thermogenesis in the rat. In vivo it acts mainly via the related acid 10. Potency was generally markedly reduced by placing substituents on the phenyl ring of the phenoxypropanolamine unit of 8; only the 2-fluoro analogue 16 had comparable potency to 8. Other structure-activity relationships are discussed. Further testing of 8 (ICI 198157) has shown that in the rat it stimulates the beta-3-adrenergic receptor in brown adipose tissue at doses lower than those at which it affects beta-1 and beta-2 adrenergic receptors in other tissues. It increases metabolic rate, as judged by an increase in oxygen consumption, and in the genetically obese Zucker rat it causes a reduced rate of weight gain. This class of compound may be useful in the treatment of obesity in man.

  DOI：

  10.1021/jm00088a009
• 作为产物：
  描述：

  氯乙酰氯 、 2-甲氧基乙胺 以 氯仿 为溶剂， 以75%的产率得到2-氯-N-(2-甲氧基乙基)乙酰胺
  参考文献：
  名称：

  Inhibition of Tumor Cell Growth by A Specific 6-Phosphofructo-2-kinase Inhibitor,N-Bromoacetylethanolamine Phosphate, and Its Analogues

  摘要：

  尽管肿瘤细胞中存在氧和线粒体，但其糖酵解速率依然很高，这意味着该过程在细胞分裂中发挥着重要作用。糖酵解速率被认为依赖于细胞内果糖2,6-二磷酸的浓度，而果糖2,6-二磷酸的浓度又取决于一种双功能酶及该酶的6-磷酸果糖激酶与果糖2,6-二磷酸酶活性的比率。为了验证通过6-磷酸果糖激酶抑制剂抑制肿瘤细胞糖酵解将导致肿瘤细胞增殖抑制的假设，设计、合成并测试了十种N-溴乙酰乙醇胺磷酸类似物。对这些化合物在各种人类肿瘤细胞系中的活性进行了筛选，以研究抑制糖酵解对细胞增殖的影响。同时也讨论了这些化合物的结构与它们对细胞增殖抑制活性之间的关系。研究发现，N-(2-甲氧基乙基)-溴乙酰酰胺、N-(2-乙氧基乙基)-溴乙酰酰胺和N-(3-甲氧基丙基)-溴乙酰酰胺的活性与阳性对照AraC相当。这三种抑制剂在P388移植BDF1小鼠中显示了体内抗癌效果。

  DOI：

  10.1271/bbb.64.2047

文献信息

• [EN] N-SUBSTITUTED PIPERIDINE AND PIPERAZINE DERIVATIVES<br/>[FR] DERIVES DE PIPERIDINE ET DE PIPERAZINE N-SUBSTITUES
  申请人：WARNER LAMBERT CO

  公开号：WO2005066165A1

  公开（公告）日：2005-07-21

  This invention relates to compounds of the formula 1 wherein R1, R2, R7, R8, R9, U, V, Z, A, W, X, M, E, L, T and D are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system and other disorders.

  这项发明涉及式1的化合物，其中R1、R2、R7、R8、R9、U、V、Z、A、W、X、M、E、L、T和D的定义如规范中所述，包含它们的药物组合物以及它们在治疗中枢神经系统和其他疾病中的用途。
• [EN] Phosphatase Binding Compounds and Methods of Using Same<br/>[FR] COMPOSÉS DE LIAISON À LA PHOSPHATASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV YALE

  公开号：WO2020146470A1

  公开（公告）日：2020-07-16

  The present invention provides bifunctional compounds that efficiently dephosphorylate certain phospho-activated target proteins. Such target proteins can be any protein involved in the pathway of a disease or disorder, such as but not limited to cancer, neurodegeneration, metabolic disease, diabetes, insulin resistance, and so forth.

  本发明提供了能够高效去磷酸化特定磷酸激活靶蛋白的双功能化合物。这些靶蛋白可以是与疾病或紊乱途径有关的任何蛋白质，比如但不限于癌症、神经退行性疾病、代谢性疾病、糖尿病、胰岛素抵抗等。
• Composition for magnetic resonance imaging
  申请人：Mallinckrodt Medical, Inc.

  公开号：US05138040A1

  公开（公告）日：1992-08-11

  Methods and compositions for enhancing magnetic resonance imaging in at least a portion of a warm-blooded animal.

  用于增强至少在温血动物部分的磁共振成像的方法和组合物。
• [EN] PRO-SURVIVAL COMPOUNDS<br/>[FR] COMPOSÉS FAVORISANT LA SURVIE
  申请人：UNIV GLASGOW

  公开号：WO2016092327A1

  公开（公告）日：2016-06-16

  Disclosed herein are a class of compounds useful in cell culture, in particular, the in vitro culture of stem cells. The compounds have been found to promote the survival and/or maintenance of stem cells in (or during) culture and/or throughout passage.

  本文披露了一类在细胞培养中有用的化合物，特别是体外培养干细胞。已发现这些化合物能促进干细胞在培养过程中的存活和/或维持，并/或在传代过程中。
• [EN] INHIBITION OF MYCOBACTERIAL TYPE VII SECRETION<br/>[FR] INHIBITION DE LA SÉCRÉTION MYCOBACTÉRIENNE DE TYPE VII
  申请人：STICHTING VUMC

  公开号：WO2021040519A1

  公开（公告）日：2021-03-04

  The invention relates to compounds and pharmaceutically acceptable salts thereof, and to their medical use. Exemplary medical uses are the prevention and treatment of a bacterial infection, for example, a mycobacterial infection, such as a Mycobacterium tuberculosis infection, e.g., in a respiratory system and/or extrapulmonic. The invention further relates to a use of such compounds, pharmaceutically acceptable salts thereof or prodrugs of the compounds as chemotherapeutic agents. Also, the invention relates to a use of such compounds, pharmaceutically acceptable salts thereof or prodrugs of the compounds for inhibiting mycobacterial type VII secretion. The compounds have the following formula (Ia), wherein Q and X are, respectively, CH and C, CR2 and C, CH and N, CR2 and N, or N and C; R1 is hydrogen, halide or optionally substituted linear or branched alkoxy having 1 or 2 carbon atoms; R2 is independently selected from hydrogen, halide or optionally substituted linear or branched alkoxy having 1 or 2 carbon atoms, and R3 is optionally substituted linear or branched alkoxy having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms, n-propyl, 2-propenyl, 2-propynyl, or n-pentyl, or a pharmaceutically acceptable salt of the compound, for use in the prevention or treatment of a bacterial infection.

  该发明涉及化合物及其药用盐，以及它们的医学用途。示例医学用途包括预防和治疗细菌感染，例如分枝杆菌感染，如结核分枝杆菌感染，例如在呼吸系统和/或肺外。该发明还涉及将这些化合物、其药用盐或这些化合物的前体用作化疗药物。此外，该发明涉及将这些化合物、其药用盐或这些化合物的前体用于抑制分枝杆菌的第七型分泌。这些化合物具有以下结构式（Ia），其中Q和X分别是CH和C，CR2和C，CH和N，CR2和N，或N和C；R1是氢、卤素或具有1或2个碳原子的可选择取代的线性或支链烷氧基；R2独立选择自氢、卤素或具有1或2个碳原子的可选择取代的线性或支链烷氧基，R3是可选择取代的具有1-6个碳原子的线性或支链烷氧基、具有1-6个碳原子的卤代烷基、正丙基、2-丙烯基、2-丙炔基或正戊基，或该化合物的药用盐，用于预防或治疗细菌感染。