4-amino-N,N-diisopropylbenzamide | 79606-42-1

• 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: 4-amino-N,N-diisopropylbenzamide
• 英文别名: 4-amino-N,N-di(propan-2-yl)benzamide
• CAS: 79606-42-1
• 化学式: C₁₃H₂₀N₂O
• 分子量: 220.315
• InChiKey: SKKDTQJSHOOMHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-N,N-diisopropylbenzamide 在 2,6-二叔丁基-4-甲基吡啶 、 三氟甲烷磺酸乙酯 、 二碳酸二叔丁酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 (4-甲酰苯基)-氨基甲酸叔丁酯
  参考文献：
  名称：

  立体选择N，N-二异丙基酰胺对醛的化学选择性还原

  摘要：

  已经开发出一种用于化学选择性地将空间上需要的N，N-二异丙基酰胺还原成醛的顺序一锅法。在该反应中，酰胺用EtOTf活化形成酰亚胺，然后用LiAlH（OR）3 [R = t- Bu，Et]还原，通过水解所得到的半缩醛产生醛。非亲核碱基2,6-DTBMP显着提高了反应效率。发现EtOTf / 2，6-DTBMP和LiAlH（O- t- Bu）3的组合对于还原烷基，烯基，炔基和2-单取代的芳基N，N-二异丙基酰胺是最佳的。相反，EtOTf和LiAlH（OEt）3在没有碱的情况下，发现其对于还原空间上要求极高的2，6-二取代的N，N-二异丙基苯甲酰胺是最佳的。该反应可耐受各种可还原的官能团，包括醛和酮。1 H NMR研究证实了在水中稳定形成的酰亚胺。这种方法的综合实用性通过N，N-二异丙基酰胺定向的邻位金属化和CH键的活化得到了证明。

  DOI：

  10.1021/acs.joc.7b02868
• 作为产物：
  描述：

  4-硝基苯甲酰氯 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 4-amino-N,N-diisopropylbenzamide
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Amide and Sulfonate Groups Based on the Sulfonylurea Receptor Protein Binding Site for Diflubenzuron and Glibenclamide

  摘要：

  On the basis of the sulfonylurea receptor (SUR) protein binding site for diflubenzuron and glibenclamide, 15 new benzoylphenylureas containing amide and sulfonate groups were designed and synthesized. Their structures were characterized by H-1 nuclear magnetic resonance (NMR) and elemental analysis [or high-resolution mass spectrometry (HRMS)]. The larvicidal activities of the new compounds against oriental armyworm and diamondback moth were evaluated. Compound II-3 showed nearly the same level of insecticidal activity against oriental armyworm as commercial insecticide flucycloxuron and, thus, emerged as a new lead compound for the development of new benzoylurea insecticides.

  DOI：

  10.1021/jf304468b

文献信息

• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US05756507A1

  公开（公告）日：1998-05-26

  There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.

  公式（I）的化合物及其药学上可接受的盐已被披露，它们可作为GnRH拮抗剂，并因此可能对男性和女性的各种性激素相关和其他疾病的治疗有用。
• Disubstituted lavendustin A analogs and pharmaceutical compositions comprising the analogs
  申请人：THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：EP1367046A9

  公开（公告）日：2004-05-12

  Disubstituted lavendustin A analogs that are PTK inhibitors having antiproliferative activity are described. Preferred compounds of the present invention, without limitation, satisfy either Formula 1 or Formula 2. Currently preferred compounds ,based on in vivo biological activity, are 4'-adamantylbenzoate-1'-N-1,4-dihydroxybenzylamine and 4'-adamantylmethylbenzoate-1'-N-1,4-dihydroxybenzylamine. The present invention also provides pharmaceutical compositions comprising effective amounts of disubstituted lavendustin A analogs. Such compositions also may comprise other active ingredients, other materials conventionally used in the formulation of pharmaceutical composition, and mixtures thereof. The compounds and compositions of the present invention can be used for treating subjects to, for example, inhibit the proliferation of living cells in the treatment of proliferative diseases.

  描述了具有抗增殖活性的PTK抑制剂的二取代拉文杜斯汀A类似物。本发明的优选化合物，不受限于，满足Formula 1或Formula 2中的任一种。根据体内生物活性，目前优选的化合物是4'-金刚烷基苯甲酸酯-1'-N-1,4-二羟基苯乙胺和4'-金刚烷基甲基苯甲酸酯-1'-N-1,4-二羟基苯乙胺。本发明还提供了含有二取代拉文杜斯汀A类似物有效量的药物组合物。这种组合物还可以包括其他活性成分、传统用于制备药物组合物的其他材料以及它们的混合物。本发明的化合物和组合物可用于治疗受试者，例如，在治疗增殖性疾病中抑制活细胞的增殖。
• NPYY5 antagonists
  申请人：Shionogi&Co., Ltd.

  公开号：EP2014285A1

  公开（公告）日：2009-01-14

  The present invention provides a pharmaceutical composition for use as an NPY Y5 receptor antagonist comprising a compound of the formula (I): wherein R1 is lower alkyl, cycloalkyl or the like, R2 is hydrogen, lower alkyl or the like, n is 1 or 2, X is lower alkylene, lower alkenylene, arylene, cycloalkylene or the like, Y is CONR7, CSNR7, NR7CO, NR7CS or the like, Z is lower alkyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl or the like and R7 is hydrogen or lower alkyl, prodrug, pharmaceutically acceptable salt or solvate thereof

  本发明提供了一种用作 NPY Y5 受体拮抗剂的药物组合物，该组合物由式（I）化合物组成： 其中 R1 是低级烷基、环烷基或类似物、 R2 是氢、低级烷基或类似物、 n 是 1 或 2、 X 是低级烯烃、低级烯烃、芳基、环烷烃或类似物、 Y 是 CONR7、CSNR7、NR7CO、NR7CS 或类似物、 Z 是低级烷基、任选取代的碳环烷基、任选取代的杂环烷基或类似物，R7 是氢或低级烷基、 其原药、药学上可接受的盐或溶液
• Green Oxidation of Aromatic Hydrazide Derivatives Using an Oxoammonium Salt
  作者：Nidheesh Phadnis、Jessica A. Molen、Shannon M. Stephens、Shayne M. Weierbach、Kyle M. Lambert、John A. Milligan

  DOI：10.1021/acs.joc.3c02752

  日期：2024.4.19

  oxidation of the corresponding hydrazides using stoichiometric quantities of nonrecyclable oxidants. We developed a convenient alternative protocol for the oxidation of aromatic hydrazides using Bobbitt’s salt (1), a metal-free, recyclable, and commercially available oxoammonium reagent. A variety of aryl hydrazides were oxidized within 75 min at room temperature using the developed protocol. Computational

  芳香族二氮烯通常通过使用化学计量的不可回收氧化剂氧化相应的酰肼来制备。我们开发了一种使用博比特盐 ( 1 ) 氧化芳香酰肼的便捷替代方案，博比特盐是一种无金属、可回收且市售的氧铵试剂。使用开发的方案在室温下 75 分钟内氧化多种芳基酰肼。计算洞察表明这种氧化是通过极性氢化物转移机制发生的。
• Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Amide and Sulfonate Groups Based on the Sulfonylurea Receptor Protein Binding Site for Diflubenzuron and Glibenclamide
  作者：Ranfeng Sun、Ziwen Wang、Yongqiang Li、Lixia Xiong、Yuxiu Liu、Qingmin Wang

  DOI：10.1021/jf304468b

  日期：2013.1.23

  On the basis of the sulfonylurea receptor (SUR) protein binding site for diflubenzuron and glibenclamide, 15 new benzoylphenylureas containing amide and sulfonate groups were designed and synthesized. Their structures were characterized by H-1 nuclear magnetic resonance (NMR) and elemental analysis [or high-resolution mass spectrometry (HRMS)]. The larvicidal activities of the new compounds against oriental armyworm and diamondback moth were evaluated. Compound II-3 showed nearly the same level of insecticidal activity against oriental armyworm as commercial insecticide flucycloxuron and, thus, emerged as a new lead compound for the development of new benzoylurea insecticides.