(4-aminophenyl)ethylphenylamine | 5543-89-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (4-aminophenyl)ethylphenylamine
• 英文别名: 1,4-Benzenediamine, N-ethyl-N-phenyl-；4-N-ethyl-4-N-phenylbenzene-1,4-diamine
• CAS: 5543-89-5
• 化学式: C₁₄H₁₆N₂
• mdl: MFCD09740646
• 分子量: 212.294
• InChiKey: HIWOQWICOFGBEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 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：

  (4-aminophenyl)ethylphenylamine 在 碳酸氢钠 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 24.75h， 生成 3-[4-(Ethyl-phenyl-amino)-phenyl]-1-(2-hydroxy-1-methyl-2-phenyl-ethyl)-1-methyl-urea
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists

  摘要：

  1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC(50)s less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in acellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).

  DOI：

  10.1021/jm0004547
• 作为产物：
  描述：

  N-ethyl-4-nitro-N-phenylaniline 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以95%的产率得到(4-aminophenyl)ethylphenylamine
  参考文献：
  名称：

  发现 Apararenone (MT-3995) 作为一种高度选择性、有效的新型非甾体盐皮质激素受体拮抗剂

  摘要：

  盐皮质激素受体 (MR) 的过度激活与许多疾病有关，例如高血压、肾病和心力衰竭。因此，预计 MR 拮抗剂 (MRA) 将对患有这些疾病的患者有益。为了确定能够克服已上市甾体 MRA 问题的新型非甾体 MRA，我们根据我们的假设寻找新的化合物，即具有疏水核心结构的 T 形化合物，两端的两个极性官能团能够与 MR 相互作用，并且可以干扰C-末端螺旋12折叠的庞大取代基可能表现出对MR的拮抗活性。我们发现新型 1,4-benzoxazin-3-one 衍生物19(apararenone: MT-3995) 作为一种高度选择性和有效的非甾体 MRA。在通过在未切除肾的大鼠中注入醛固酮获得的原发性醛固酮增多症大鼠模型中，Apararenone 表现出比甾体 MRA 依普利酮更有效的抗高血压和器官保护活性。

  DOI：

  10.1021/acs.jmedchem.2c00402

文献信息

• Synthesis of New Benzoxazinone Derivatives as Neuropeptide Y5 Antagonists for the Treatment of Obesity
  作者：Antoni Torrens、Josep Mas、Adriana Port、José Aurelio Castrillo、Olga Sanfeliu、Xavier Guitart、Alberto Dordal、Gonzalo Romero、M Angeles Fisas、Elisabeth Sánchez、Enrique Hernández、Pilar Pérez、Raquel Pérez、Helmut Buschmann

  DOI：10.1021/jm049599u

  日期：2005.3.1

  NPY Y5 receptor and showing functional antagonism in the forskolin-induced cyclic AMP test. Prelimminary studies in order to understand the structure-activity relationship were undertaken. Selected compounds were further evaluated for in vivo efficacy, affording the lead compound 2-[4-(8-methyl-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)piperidin-1-yl]-N-(9-oxo-9H-fluo ren-3-yl)acetamide 5p, which displayed

  我们针对神经肽Y5（NPY Y5）受体的内部化学物质的筛选可以将苯并恶嗪衍生物5f鉴定为具有中等亲和力的命中分子（IC（50）= 300 nM）。为了提高体外效能，已经合成了一系列2-苯并恶嗪酮衍生物，并测试了其NPY Y5活性。发现大多数化合物是有效的和选择性的NPY Y5拮抗剂，对NPY Y5受体具有纳摩尔结合亲和力，并且在毛喉素诱导的环AMP测试中显示出功能拮抗作用。为了理解结构-活性关系进行了初步研究。进一步评估所选化合物的体内功效，得到前导化合物2- [4-（8-甲基-2-氧代-4H-苯并[d] [1,3]恶嗪-1-基）哌啶-1-基] -N-（9-氧代-9H-氟烯-3-基）乙酰胺5p，
• Method of suppressing background rise in color reagent solution, color reagent solution, reagent kit, and measuring apparatus
  申请人：ARKRAY, Inc.

  公开号：EP2923691A1

  公开（公告）日：2015-09-30

  A method is provided for suppressing, in a color reagent solution which is used to measure a component within a sample and which contains an oxidative color reagent dissolved therein, a background rise that occurs when the color reagent solution is stored. The method includes adjusting a hydrogen ion exponent (pH) of the color reagent solution so as to be strongly acidic. The hydrogen ion exponent is preferably adjusted to 2.9 or below or to 2.1 or below. The color reagent solution is preferably used to measure the degree of oxidative stress. The oxidative color reagent is preferably a phenylenediamine derivative.

  本发明提供了一种方法，可抑制用于测量样品中某种成分的颜色试剂溶液中的本底升高，该试剂溶液含有溶解在其中的氧化性颜色试剂，当颜色试剂溶液储存时会出现本底升高。该方法包括调节颜色试剂溶液的氢离子指数（pH 值），使其呈强酸性。氢离子指数最好调节到 2.9 或以下，或 2.1 或以下。颜色试剂溶液最好用于测量氧化应激程度。氧化着色试剂最好是苯二胺衍生物。
• Pyrrolidone carboxamides
  申请人：Isler Markus

  公开号：US20050192292A1

  公开（公告）日：2005-09-01

  Pyrrolidone carboxamides of formula (I) where R 2 =a group of formula (a) or (b), R 5 =phenyl, heteroalkyl, aryloxy, alkoxy, alkanoyl or —NR 6 R 7 and R 1 , X, R 3 , R 4 , R 6 and R 7 have the meanings given in the description and the claims, pharmaceutically applicable acid addition salts with basic compounds of formula (I), pharmaceutically applicable salts of acid compounds of formula (I) with bases, pharmaceutically applicable esters of hydroxy- or carboxy-group containing compounds of formula (I) and hydrates and solvates thereof, inhibit the interaction of neuropeptide Y (NPY) with one of the neuropeptide receptor subtypes (NPY-Y5) and are particularly suitable for the prevention and treatment of arthritis, diabetes and especially eating disorders and obesity. The above can be produced by known methods and converted into a galenic dosage form.

  式 (I) 的吡咯烷酮羧酰胺，其中 R 2 =式 (a) 或 (b) 的基团，R 5 =苯基、杂烷基、芳氧基、烷氧基、烷酰基或-NR 6 R 7 和 R 1 ，X，R 3 , R 4 , R 6 和 R 7 具有在说明书和权利要求书中给出的含义；式(I)碱性化合物的药学上适用的酸加成盐；式(I)酸性化合物与碱的药学上适用的盐；含羟基或羧基的式(I)化合物的药学上适用的酯及其水合物和溶剂、抑制神经肽 Y（NPY）与一种神经肽受体亚型（NPY-Y5）的相互作用，特别适用于预防和治疗关节炎、糖尿病，尤其是进食障碍和肥胖症。上述药物可通过已知方法生产，并转化为半成品剂型。
• Phthalide compounds, and recording materials using the compounds
  申请人：YAMAMOTO CHEMICALS, INC.

  公开号：EP0581589B1

  公开（公告）日：2003-03-26
• Process for the preparation of antioxidant amides
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP0028999B1

  公开（公告）日：1983-03-23