吗啉-4-羧酰胺 | 5638-78-8

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 吗啉-4-羧酰胺
• 中文别名: 吗啉-4-甲脒盐酸盐
• 英文名称: morpholinoformamidine hydrochloride
• 英文别名: morpholine-4-carboxamidine hydrochloride；morpholine-4-carboximidamide;hydrochloride
• CAS: 5638-78-8
• 化学式: C₅H₁₁N₃O*ClH
• 分子量: 165.623
• InChiKey: DUXSXDMXKUUYHP-UHFFFAOYSA-N

物化性质

• 熔点：
  138-139℃

计算性质

• 辛醇/水分配系数(LogP)：
  -0.37
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  62.3
• 氢给体数：
  3
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，密封保存，置于干燥处。

反应信息

• 作为反应物：
  描述：

  吗啉-4-羧酰胺 在 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Syntheses of 2,4,6-trisubstituted pyrimidine derivatives as a new class of antifilarial topoisomerase II inhibitors

  摘要：

  A series of 21 compounds of trisubstituted pyrimidine derivatives have been synthesized and evaluated for their in vitro topoisomerase 11 inhibitory activity against filarial parasite Setaria cervi. Out of these, seven compounds (8, 11-14, 25 and 28) have shown 60-80% inhibition at 40 and 20 mug/mL concentration. Five compounds (12, 13, 14, 25 and 28) exhibited 70-80% inhibition at 10 mug/mL concentration and three compounds (13, 14 and 28) have shown 40-60% inhibition at 5 mug/mL concentration. All the above mentioned compounds have shown better topo 11 inhibitory activity than standard antifilarial drug (DEC) and enzyme topo 11 inhibitors (Novobiocin, Nalidixic acid). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.046
• 作为产物：
  描述：

  4-(4,6-dimethoxypyrimidin-2-yl)morpholine 在 盐酸 作用下， 以 水 为溶剂， 反应 12.0h， 以66%的产率得到吗啉-4-羧酰胺
  参考文献：
  名称：

  Using N-substituted-2-amino-4,6-dimethoxypyrimidines in the synthesis of aliphatic guanidines

  摘要：

  The use of 2-chloro-4,6-dimethoxypyrimdine as a tool for the syntheses of substituted guanidines is presented. This method, that we had previously shown to be very useful for aromatic amines, introduces an atom economical, cost effective and environmentally functionality in aliphatic primary and secondary amin safe method for the installation of the guanidine (C) 2015 Elsevier Ltd. All rights reserved.d

  DOI：

  10.1016/j.tetlet.2015.07.007

文献信息

• Intercepted Retro-Nazarov Reaction: Syntheses of Amidino-Rocaglate Derivatives and Their Biological Evaluation as eIF4A Inhibitors
  作者：Wenhan Zhang、Jennifer Chu、Andrew M. Cyr、Han Yueh、Lauren E. Brown、Tony T. Wang、Jerry Pelletier、John A. Porco

  DOI：10.1021/jacs.9b06446

  日期：2019.8.14

  rocaglate skeleton. Trapping of the oxyallyl cation with a diverse range of nucleophiles has been used to generate over fifty novel amidino-rocaglate (ADR) and amino-rocaglate derivatives. Subsequently, these derivatives were evaluated for their ability to inhibit cap-dependent protein synthesis where they were found to outperform previous lead compounds including the rocaglate hydroxamate CR-1-31-B.

  Rocaglates 是从米兰属中分离出来的一类天然产物，具有高度取代的环戊[b]苯并呋喃骨架，可抑制帽子依赖性蛋白质合成。Rocaglalate 是一种颇具吸引力的化合物，因为它们具有通过特异性靶向真核起始因子 4A (eIF4A) 并干扰核糖体募集至 mRNA 来抑制体内肿瘤细胞维持的潜力。在本文中，我们描述了一种截获的逆纳扎罗夫反应，利用分子内甲苯磺酰迁移在罗卡格特骨架上生成反应性氧化烯丙基阳离子。用多种亲核试剂捕获氧烯丙基阳离子已被用来生成五十多种新型脒基罗卡酸盐 (ADR) 和氨基罗卡酸盐衍生物。随后，对这些衍生物抑制帽子依赖性蛋白质合成的能力进行了评估，结果发现它们优于以前的先导化合物，包括罗卡格酯异羟肟酸 CR-1-31-B。
• SUBSTITUTED PYRIMIDIN-5-CARBOXAMIDES 281
  申请人：GILL Adrian Liam

  公开号：US20090264401A1

  公开（公告）日：2009-10-22

  A compound of formula (I): and pharmaceutically-acceptable salts thereof wherein the variable groups are defined within; their use in the inhibition of 11βHSD1, processes for making them and pharmaceutical compositions comprising them are also described.

  一种具有化学式（I）的化合物： 及其药用盐，其中变量基团在其中定义；还描述了它们在抑制11βHSD1中的应用，制备它们的方法以及包含它们的药物组合物。
• Novel Pyrimidine-based Ferrocenyl substituted Organometallic Compounds: Synthesis, Characterization and Biological Evaluation
  作者：Humaira Parveen、Meshari A. Alsharif、Mohammed I. Alahmdi、Sayeed Mukhtar、Amir Azam

  DOI：10.1002/aoc.4261

  日期：2018.4

  novel pyrimidine‐based ferrocenyl substituted organometallic compounds were synthesized via multistep reactions, well characterized by different spectroscopic techniques and elemental analyses and evaluated for in vitro antiprotozoal susceptibility against HM1: IMSS strain of Entamoeba histolytica. The results of antiprotozoal susceptibility unveiled these compounds, as new leads in protozoal chemotherapy

  一些新的嘧啶基二茂铁基取代的有机金属化合物经由多步反应，由不同的光谱技术和元素分析充分表征和评价合成的体外抗原生动物对HM1易感性：的IMSS应变溶组织内阿米巴。抗原生动物易感性的结果公布这些化合物，如原生动物化疗新的线索，因为大多数有机金属化合物显示的特更高antiamoebic活性（IC 50 = 0.055μM - 0.815μM）比参考药物甲硝唑这给IC 50 （50％抑制浓度）值在我们的实验中为1.781μM，这表明新合成的有机金属化合物有可能被用作有效的抗厌氧剂，并且这些有机金属可用于进一步优化阿米巴化学疗法的工作。
• The use of sulfonylamido pyrimidines incorporating an unsaturated side chain as endothelin receptor antagonists
  作者：Martin H Bolli、Christoph Boss、Martine Clozel、Walter Fischli、Patrick Hess、Thomas Weller

  DOI：10.1016/s0960-894x(02)01084-3

  日期：2003.3

  A series of compounds structurally related to bosentan 1 featuring an unsaturated side chain at position 6 of the core pyrimidine have been studied for their potential to block the ET(A) and ET(B) receptor. Incorporation of a 2-butyne-1,4-diol linker bearing a pyridyl carbamoyl moiety led to in vitro highly potent endothelin receptor antagonists (e.g., 70 and 75). The propargyl derivative 26 significantly

  研究了一系列与波生丹1结构相关的化合物，这些化合物在嘧啶核的6位上具有不饱和侧链，具有阻断ET（A）和ET（B）受体的潜力。掺入带有吡啶基氨基甲酰基部分的2-丁炔-1，4-二醇接头导致体外高效的内皮素受体拮抗剂（例如70和75）。在高血压盐敏感性Dahl大鼠的体内模型研究中，炔丙基衍生物26显着降低了血压。
• Pyrimidine derivatives and new pyridine derivatives
  申请人：AJINOMOTO CO., INC.

  公开号：US20040009991A1

  公开（公告）日：2004-01-15

  Achirai pyrimidine derivatives and pyridine derivatives of the following formulae or analogs thereof have selective N-type calcium channel antagonistic activity and showed analgesic action when they were taken orally. They are useful as therapeutic agents for pains and various diseases associated with the N-type calcium channels. 1

  Achirai嘧啶衍生物和以下结构式或其类似物的吡啶衍生物具有选择性N型钙通道拮抗活性，并在口服时显示镇痛作用。它们可用作与N型钙通道相关的疼痛和各种疾病的治疗药物。