N,N-Dimethyl-benzidin | 1141-40-8

• 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,N-Dimethyl-benzidin
• 英文别名: N,N-dimethylbenzidine；Dimethyl-(4'-amino-biphenyl-4-yl)-amine；4-[4-(dimethylamino)phenyl]aniline
• CAS: 1141-40-8
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: VUZYBOVUMSZADI-UHFFFAOYSA-N

物化性质

• 熔点：
  146 °C
• 沸点：
  370.9±25.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-Dimethyl-benzidin 在 吡啶 、 sodium hydroxide 、 氢溴酸 、 丙酮 、 苯酚 作用下， 生成 N-(4'-dimethylamino-biphenyl-4-yl)-N-methyl-acetamide
  参考文献：
  名称：

  Hanousek; Matrka, Collection of Czechoslovak Chemical Communications, 1957, vol. 22, p. 1464,1466

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[4-(4-氨基苯基)苯基]乙酰胺 在 盐酸 、 甲醇 、 sodium hydroxide 作用下， 生成 N,N-Dimethyl-benzidin
  参考文献：
  名称：

  Hanousek; Matrka, Collection of Czechoslovak Chemical Communications, 1957, vol. 22, p. 1464,1466

  摘要：

  DOI：

文献信息

• New Atglistatin closely related analogues: Synthesis and structure-activity relationship towards adipose triglyceride lipase inhibition
  作者：Pierre-Philippe Roy、Kenneth D'Souza、Miroslava Cuperlovic-Culf、Petra C. Kienesberger、Mohamed Touaibia

  DOI：10.1016/j.ejmech.2016.04.021

  日期：2016.8

  Adipose Triglyceride Lipase (ATGL) performs the first and rate-limiting step in lipolysis by hydrolyzing triacylglycerols stored in lipid droplets to diacylglycerols. By mediating lipolysis in adipose and non-adipose tissues, ATGL is a major regulator of overall energy metabolism and plasma lipid levels. Since chronically high levels of plasma lipids are linked to metabolic disorders including insulin

  脂肪甘油三酸酯脂肪酶（ATGL）通过将脂质滴中存储的甘油三酸酯水解为甘油二酯来执行脂解的第一步和限速步骤。通过在脂肪和非脂肪组织中介导脂解作用，ATGL是总体能量代谢和血浆脂质水平的主要调节剂。由于长期高水平的血浆脂质与包括胰岛素抵抗和2型糖尿病在内的代谢紊乱有关，因此ATGL是一种有趣的治疗靶标。在本研究中，合成了新发现的ATGL抑制剂Atglistatin（1）的十四个紧密相关的类似物，并评估了其对ATGL的抑制活性。这些类似物对3T3-L1脂肪细胞脂解的影响清楚地表明，Atglistatin（1）是由于分别在间位和对位的联芳基中心核上存在氨基甲酸酯和N，N-二甲基部分。单氨基甲酸酯取代的类似物C2表现出轻微的抑制作用，其中氨基甲酸酯基团与Atglistatin（1）一样处于间位。与合成类似物相比，Atglistatin（1）的偶极矩低可能解释了较低的抑制活性。
• 말단 아민기에 아릴 또는 헤테로아릴기가 치환된 신규한 히드라존 유도체 및 이의 용도
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY 한국과학기술연구원(319980077518) BRN ▼209-82-03522

  公开号：KR20200076655A

  公开（公告）日：2020-06-29

  본 발명은 말단 아민기에 아릴 또는 헤테로아릴기가 치환된 신규한 히드라존 유도체(hydrazone derivatives) 및 이의 용도에 관한 것이다.

  这项发明涉及末端氨基被芳基或杂芳基取代的新的腙衍生物(hydrazone derivatives)及其用途。
• PPAR-gamma modulator
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030134859A1

  公开（公告）日：2003-07-17

  A compound of the following formula or a pharmacologically acceptable salt thereof: 1 wherein A represents a phenyl group or the like, B represents an aryl group or the like, X represents an oxygen atom or the like, and n represents 0 or 1. The compound is a PPAR &ggr; modulator which is a therapeutic agent for retrograde osteoporosis in which excessive differentiation of adipocytes is inhibited and formation and differentiation of osteoblasts from stem cells is facilitated, and for diabetes mellitus without characteristics such as excessive adipogenesis, liver dysfunction, vascular disorders, heart diseases and the like.

  以下化学式的化合物或其药理学上可接受的盐：其中A代表苯基或类似物，B代表芳基或类似物，X代表氧原子或类似物，n代表0或1。该化合物是一种PPAR &ggr; 调节剂，用于治疗逆行性骨质疏松症，通过抑制脂肪细胞的过度分化并促进干细胞向成骨细胞的形成和分化，以及用于糖尿病而不具有过度脂肪生成、肝功能障碍、血管紊乱、心脏疾病等特征。
• Acidity constants and reactivities of the benzidine and<i>N</i>,<i>N</i>-dimethylbenzidine dications, the two electron oxidation intermediates of benzidine carcinogens
  作者：Robert A McClelland、Daniel Ren、Raechelle D'Sa、Abid R Ahmed

  DOI：10.1139/v00-123

  日期：2000.9.1

  This paper describes the behavior in aqueous solutions of the two electron oxidation products of the carcinogens benzidine and N,N-dimethylbenzidine. In biological systems there is evidence that these diamines are oxidized by peroxidases, and that a product of this oxidation may be partly responsible for carcinogenicity. Entry into the oxidation products in the present study was provided through the bis-perchlorate salts of dications obtained upon chemical oxidation and through the irradiation of 4'-amino and 4'-N,N-dimethylamino-4-azidobiphenyls. The benzidine oxidation product exists in three conjugate acid-base forms, a dication, a monocation and neutral bisimine, with pK_a(1) = 5.0 and pK_a(2) = 9.0. These values stand in marked contrast to ones previously obtained for the two electron oxidation product of p-phenylenediamine, pK_a(1) < 1.5 and pK_a(2) = 5.75. The dimethylamino derivative, blocked from forming the neutral form, exists as a dication and monocation, with pK_a= 5.0. Both systems are quite long-lived in aqueous solution, but they do decay on the minutes-to-hours time scale. The kinetics can be explained by reactions of both the dication and the monocation with water, with a reaction of hydroxide and the monocation becoming important around pH 10. One surprising result is that the monocations are two orders of magnitude more reactive than the dications. Thus, at neutral pH the form that exists in both systems is the monocation, and this is the species that is the most reactive towards the solvent. One of the resonance contributors in the monocation is a 4-biphenylylnitrenium ion. Comparison with other 4'-substituted-4-biphenylylnitrenium ions studied by laser flash photolysis shows that the 4'-amino- and 4'-dimethylamino substituents are highly kinetically stabilizing. These cations, for example, are a billion-fold longer-lived in aqueous solution than the parent 4-biphenylylnitrenium ion.Key words: quinone bisimine, nitrenium, aryl azide.

  本文描述了致癌物苯胺和N,N-二甲基苯胺的两个电子氧化产物在水溶液中的行为。在生物系统中，有证据表明这些二胺类化合物会被过氧化物酶氧化，这种氧化产物可能部分导致了致癌性。本研究中氧化产物的进入是通过化学氧化得到的双氯酸盐和对氨基苯基和N,N-二甲基氨基苯基氮杂联苯的辐照提供的。苯胺氧化产物存在三种共轭酸碱形式，一个双阳离子，一个单阳离子和中性双亚胺，其pK_a(1) = 5.0和pK_a(2) = 9.0。这些值与以前得到的对苯二胺的两个电子氧化产物的值形成鲜明对比，pK_a(1) < 1.5和pK_a(2) = 5.75。被阻止形成中性形式的二甲基氨基衍生物存在为双阳离子和单阳离子，其pK_a = 5.0。这两个体系在水溶液中非常稳定，但在几分钟到几小时的时间尺度上会衰减。动力学可以通过双阳离子和单阳离子与水的反应来解释，碱和单阳离子的反应在pH 10左右变得重要。一个令人惊讶的结果是，单阳离子的反应性比双阳离子高两个数量级。因此，在中性pH下，两个体系中存在的形式都是单阳离子，这是对溶剂最具反应性的物种。单阳离子中的一个共振贡献者是4-联苯基硝基离子。与激光闪光光解研究的其他4'-取代-4-联苯基硝基离子进行比较表明，4'-氨基和4'-二甲基氨基取代基具有很高的动力学稳定性。例如，这些阳离子在水溶液中的寿命比母体4-联苯基硝基离子长了十亿倍。关键词：醌双亚胺，硝基离子，芳基偶氮。
• Compounds and methods useful for rescuing cells from beta-amyloid toxicity and treatment of Alzheimer's disease
  申请人：Jin Lee-Way

  公开号：US20070254889A1

  公开（公告）日：2007-11-01

  The present invention is directed to pharmaceutical compositions comprising one or more compounds of Formulae I, II, III, IV, V, VI, VII, VIII, IX and X, or pharmaceutically acceptable salts thereof and excipients. The present invention provides a method of inhibiting β-amyloid plaque aggregation, the method comprising introducing into a mammal an aggregation-inhibiting amount of a compound of Formula I, II, III, IV, V, VI, VII, VIII, IX or X or a pharmaceutically acceptable salt, ester, amide or prodrug thereof. By inhibiting amyloid aggregation, this method is capable of rescuing cells that otherwise would be susceptible or further damaged by amyloidosis.

  本发明涉及一种制药组合物，包括式I、II、III、IV、V、VI、VII、VIII、IX和X中的一个或多个化合物，或其药学上可接受的盐和辅料。本发明提供了一种抑制β-淀粉样斑块聚集的方法，该方法包括向哺乳动物中引入式I、II、III、IV、V、VI、VII、VIII、IX或X中的一种化合物或其药学上可接受的盐、酯、酰胺或前药的抑制聚集量。通过抑制淀粉样聚集，该方法能够挽救那些本来易受淀粉样蛋白病损伤的细胞。