N'-methoxy-4-methylbenzimidamide | 52093-58-0

• 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'-methoxy-4-methylbenzimidamide
• 英文别名: N-methoxy-4-methylbenzenecarboximidamide；N-methoxy-4-methylbenzimidamide；N-methoxy-4-methyl-benzamidine；p-Tolamidoximmethylaether；O-Methyl-p-tolamidoxim；N-Methoxy-4-methyl-benzamidin
• CAS: 52093-58-0
• 化学式: C₉H₁₂N₂O
• 分子量: 164.2
• InChiKey: HFWRTPBRSUNMAV-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C
• 沸点：
  214.8±33.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N'-methoxy-4-methylbenzimidamide 在 potassium fluoride 、 氢溴酸 、 sodium nitrite 作用下， 反应 24.0h， 生成 methyl (Z)-O,4-dimethylbenzothiohydroximate
  参考文献：
  名称：

  The Preparation of Imidoyl Fluorides

  摘要：

  本文首次报道了酰亚胺基氟化物的一般合成方法。辐照 辐照最初形成的 N-甲氧基苯甲酰亚胺酰氟最初形成的 Z 异构体在辐照下产生了 光平衡，同时含有 E 和 Z 异构体。纯 E 异构体 从这些异构混合物中分离出了纯 E 异构体。讨论了这些异构体的 n.m.r. 光谱。 对这些异构体的 n.m.r. 光谱进行了讨论。

  DOI：

  10.1071/ch99032
• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 methyl 4-methylbenzimidate 在 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以74%的产率得到N'-methoxy-4-methylbenzimidamide
  参考文献：
  名称：

  氮杂多环芳烃的电化学途径：Rhoda电催化的Domino炔环。

  摘要：

  氮掺杂多环芳烃（氮杂-PAHs）已在材料科学中得到广泛应用。本文中，通过铑催化的级联CH活化和炔烃环化反应开发了氮杂-PAHs的模块化电化学合成方法。多功能的O-甲基ami胺肟具有很高的化学和区域选择性。两个关键的rhodocyclic中间体的分离使得有可能描绘出三个CH活化步骤的确切顺序。此外，金属电催化的多CH转化具有独特的官能团耐受性，包括高反应性的碘基和叠氮基。

  DOI：

  10.1002/anie.201914775

文献信息

• [EN] BRIDGED BICYCLIC KALLIKREIN INHIBITORS<br/>[FR] INHIBITEURS BICYCLIQUES PONTÉS DE LA KALLIKRÉINE
  申请人：GLOBAL BLOOD THERAPEUTICS INC

  公开号：WO2016201052A1

  公开（公告）日：2016-12-15

  Provided herein are kallikrein modulating compounds, pharmaceutical compositions comprising the same, and uses thereof.

  本文提供了调节激肽酶的化合物、包含这些化合物的药物组合物，以及它们的用途。
• Direct Conversion of Amidoximes to Amidines via Transfer Hydrogenation
  作者：Chad E. Stephens、Mariappan Anbazhagan、David W. Boykin

  DOI：10.1055/s-2003-42410

  日期：——

  Amidoximes, O-alkylamidoximes, and O-acylamidoximes are directly converted to amidines by reaction with ammonium formate and Pd/C in acetic acid.

  阿米度肟、O-烷基阿米度肟和O-酰基阿米度肟可通过与甲酸铵和Pd/C在醋酸中反应，直接转化为腙。
• Structure-based design, synthesis and evaluation in vitro of arylnaphthyridinones, arylpyridopyrimidinones and their tetrahydro derivatives as inhibitors of the tankyrases
  作者：Katerina Kumpan、Amit Nathubhai、Chenlu Zhang、Pauline J. Wood、Matthew D. Lloyd、Andrew S. Thompson、Teemu Haikarainen、Lari Lehtiö、Michael D. Threadgill

  DOI：10.1016/j.bmc.2015.05.005

  日期：2015.7

  The tankyrases are members of the PARP superfamily; they poly(ADP-ribosyl) ate their target proteins using NAD(+) as a source of electrophilic ADP-ribosyl units. The three principal protein substrates of the tankyrases (TRF1, NuMA and axin) are involved in replication of cancer cells; thus inhibitors of the tankyrases may have anticancer activity. Using structure-based drug design and by analogy with known 3-arylisoquinolin-1-one and 2-arylquinazolin-4-one inhibitors, series of arylnaphthyridinones, arylpyridinopyrimidinones and their tetrahydro-derivatives were synthesised and evaluated in vitro. 7-Aryl-1,6-naphthyridin-5-ones, 3-aryl-2,6-naphthyridin-1-ones and 3-aryl-2,7-naphthyridin-1-ones were prepared by acid-catalysed cyclisation of the corresponding arylethynylpyridinenitriles or reaction of bromopyridinecarboxylic acids with beta-diketones, followed by treatment with NH3. The 7-aryl-1,6-naphthyridin-5-ones were methylated at 1-N and reduced to 7-aryl-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-ones. Cu-catalysed reaction of benzamidines with bromopyridinecarboxylic acids furnished 2-arylpyrido[2,3-d]pyrimidin-4-ones. Condensation of benzamidines with methyl 1-benzyl-4-oxopiperidine-3-carboxylate and deprotection gave 2-aryl-5,6,7,8-tetrahydropyrido[4,3-d] pyrimidin-4-ones, aza analogues of the known inhibitor XAV939. Introduction of the ring-N in the arylnaphthyridinones and the arylpyridopyrimidinones caused > 1000-fold loss in activity, compared with their carbocyclic isoquinolinone and quinazolinone analogues. However, the 7-aryl-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-ones showed excellent inhibition of the tankyrases, with some examples having IC50 = 2 nM. One compound (7-(4-bromophenyl)-1-methyl-1,2,3,4-tetrahydro-1,6-naphthyridin-5-one) showed 70-fold selectivity for inhibition of tankyrase-2 versus tankyrase-1. The mode of binding was explored through crystal structures of inhibitors in complex with tankyrase-2. (C) 2015 Elsevier Ltd. All rights reserved.
• Palladium-catalyzed N-arylation of O-methylamidoximes
  作者：Mariappan Anbazhagan、Chad E Stephens、David W Boykin

  DOI：10.1016/s0040-4039(02)00775-x

  日期：2002.6

  Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole. (C) 2002 Published by Elsevier Science Ltd.
• Schubart, Chemische Berichte, 1886, vol. 19, p. 1490
  作者：Schubart

  DOI：——

  日期：——