4-isopropyl-2-methoxyaniline | 1202161-10-1

• 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-isopropyl-2-methoxyaniline
• 英文别名: 2-methoxy-4-propan-2-ylaniline
• CAS: 1202161-10-1
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: PEGQKOUWBGFPTA-UHFFFAOYSA-N

物化性质

• 沸点：
  261.4±28.0 °C(Predicted)
• 密度：
  0.996±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-isopropyl-2-methoxyaniline 在 对甲苯磺酸一水合物 、 potassium iodide 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以65%的产率得到1-iodo-4-isopropyl-2-methoxybenzene
  参考文献：
  名称：

  Evaluation of adenine as scaffold for the development of novel P2X3 receptor antagonists

  摘要：

  Ligands that selectively block P2X3 receptors localized on nociceptive sensory fibres may be useful for the treatment of chronic pain conditions including neuropathic pain, migraine, and inflammatory pain. With the aim at exploring the suitability of adenine moiety as a scaffold for the development of antagonists of this receptor, a series of 9-benzyl-2-aminoadenine derivatives were designed and synthesized. These new compounds were functionally evaluated at rat or human P2X3 receptors expressed in human embryonic kidney (HEK) cells and on native P2X3 receptors from mouse trigeminal ganglion sensory neurons using patch clamp recording under voltage clamp configuration. The new molecules behaved as P2X3 antagonists, as they rapidly and reversibly inhibited (IC50 in the low micromolar range) the membrane currents induced via P2X3 receptor activation by the full agonist alpha,beta-methyleneATP. Introduction of a small lipophilic methyl substituent at the 6-amino group enhanced the activity, in comparison to the corresponding unsubstituted derivative, resulting in the 9-(5-iodo-2-isopropyl-4-methoxybenzyl)-N-6-methyl-9H-purine-2,6-diamine (24), which appears to be a good antagonist on recombinant and native P2X3 receptors with IC50 = 1.74 +/- 0.21 mu M. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.037
• 作为产物：
  描述：

  2-(3-甲氧基苯基)-2-丙醇 在 palladium 10% on activated carbon 、 氢气 、 甲酸铵 、 四丁基硝酸铵 、 三氟乙酸酐 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 20.0 ℃ 、379.22 kPa 条件下， 反应 6.5h， 生成 4-isopropyl-2-methoxyaniline
  参考文献：
  名称：

  Evaluation of adenine as scaffold for the development of novel P2X3 receptor antagonists

  摘要：

  Ligands that selectively block P2X3 receptors localized on nociceptive sensory fibres may be useful for the treatment of chronic pain conditions including neuropathic pain, migraine, and inflammatory pain. With the aim at exploring the suitability of adenine moiety as a scaffold for the development of antagonists of this receptor, a series of 9-benzyl-2-aminoadenine derivatives were designed and synthesized. These new compounds were functionally evaluated at rat or human P2X3 receptors expressed in human embryonic kidney (HEK) cells and on native P2X3 receptors from mouse trigeminal ganglion sensory neurons using patch clamp recording under voltage clamp configuration. The new molecules behaved as P2X3 antagonists, as they rapidly and reversibly inhibited (IC50 in the low micromolar range) the membrane currents induced via P2X3 receptor activation by the full agonist alpha,beta-methyleneATP. Introduction of a small lipophilic methyl substituent at the 6-amino group enhanced the activity, in comparison to the corresponding unsubstituted derivative, resulting in the 9-(5-iodo-2-isopropyl-4-methoxybenzyl)-N-6-methyl-9H-purine-2,6-diamine (24), which appears to be a good antagonist on recombinant and native P2X3 receptors with IC50 = 1.74 +/- 0.21 mu M. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.037

文献信息

• Novel heterocyclic compounds and uses therof
  申请人：Hunag Zilin

  公开号：US20100003246A1

  公开（公告）日：2010-01-07

  New substituted heterocyclic compounds, compositions containing them, and methods of using them for the inhibition of Raf kinase activity are provided. The new compounds and compositions may be used either alone or in combination with at least one additional agent for the treatment of a Raf kinase mediated disorder, such as cancer.

  本文提供了新的取代杂环化合物、含有它们的组合物以及使用它们抑制Raf激酶活性的方法。这些新化合物和组合物可以单独或与至少一种其他药物联合使用，用于治疗Raf激酶介导的疾病，如癌症。
• UNSATURATED NITROGEN HETEROCYCLIC COMPOUNDS USEFUL AS PDE10 INHIBITORS
  申请人：ALLEN Jennifer R.

  公开号：US20110306587A1

  公开（公告）日：2011-12-15

  Unsaturated nitrogen heterocyclic compounds of formula (I): as defined in the specification, compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, Huntington's Disease, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.

  式(I)的不饱和氮杂环化合物，如本说明书中所定义的，含有它们的组合物以及制备这种化合物的方法。本文还提供了治疗可通过抑制PDE10治疗的疾病或疾病的方法，例如肥胖症，亨廷顿病，非胰岛素依赖性糖尿病，精神分裂症，双相情感障碍，强迫症等。
• Verfahren zur Herstellung von Hydroxydiphenylamin-Derivaten
  申请人：CASSELLA Aktiengesellschaft

  公开号：EP0065720A1

  公开（公告）日：1982-12-01

  Verfahren zur Herstellung von Hydroxydiphenylamin- Derivaten durch Kondensation von Dihydroxybenzol- Derivaten mit Anilin-Derivaten im Molverhältnis von 1 : 1 bis 1 : 10 bei erhöhter Temperatur, dadurch gekennzeichnet, daß die Kondensation bei 200 bis 330°C in Gegenwart von 0,05 bis 2 Gew.% Jod, bezogen auf die Menge des Dihydroxybenzol-Derivats als Katalysator durchgeführt, das Reaktionswasser durch Arbeiten im geschlossenen Gefäß im Reaktionssystem festgehalten und ggf. der Mischung der Ausgangsmaterialien vor Beginn der Reaktion zusätzlich Wasser oder ein wasserähnliches organisches Lösungsmittel zugesetzt wird. Das Verfahren dient beispielsweise zur Herstellung von 4-Hydroxy-diphenylamin, das im großen Umfang zur Herstellung von Schwefelfarbstoffen eingesetzt wird.

  一种通过二羟基苯衍生物与苯胺衍生物在高温下以 1:1 至 1:10 的摩尔比缩合制备羟基二苯胺衍生物的工艺，其特征在于，缩合是在 200 至 330°C 下，以二羟基苯衍生物的量为基准，在 0.05 至 2%（按重量计）的碘作为催化剂存在下进行的。以二羟基苯衍生物的量为基准，在 200 至 330°C 的温度下，在 0.05 至 2%（按重量计）的碘作为催化剂的存在下，通过在密闭容器中的工作，将反应水保留在反应体系中，如果合适的话，在反应开始前，将水或类似水的有机溶剂另外加入到起始原料的混合物中。 例如，该工艺可用于生产 4-羟基二苯胺，后者可大规模用于生产硫化染料。
• Oxidation dyeing process using a composition comprising a monoaminobenzene and a metal catalyst
  申请人：L'OREAL

  公开号：US10251827B2

  公开（公告）日：2019-04-09

  The invention relates to a process for dyeing keratin fibers, comprising the use of one or more metal catalysts and of a composition (A) comprising: —one or more oxidizing agents, and —at least one monoaminobenzene of formula (I), or an addition salt or solvate thereof in which the radicals R1 to R5 represent, independently of each other: a hydrogen atom; a halogen atom, a C1-C6 alkyl radical, a C1-C6 alkoxy radical, a carboxylic radical (—COOH), a sulfonic radical (—S03 H); two of the adjacent radicals R1 to R5 possibly forming, with the carbon atoms that bear them, a saturated or unsaturated 5- to 7-membered ring, optionally comprising from 1 to 2 heteroatoms, preferably oxygen, the said ring being optionally fused with a saturated or unsaturated 5- to 6-membered ring; on condition that at least one of the radicals R1 to R5 represents an optionally substituted alkoxy radical and preferably at least one of the other radicals R1 to R5 is a hydrogen atom.

  本发明涉及一种角蛋白纤维染色工艺，包括使用一种或多种金属催化剂和一种组合物（A），组合物（A）包括： -一种或多种氧化剂，和 -至少一种式（I）的单胺苯，或其加成盐或溶液，其中自由基 R1 至 R5 各自代表：氢原子、卤素原子、C1-C6 烷基、C1-C6 烷氧基、羧基 (-COOH)、磺酸基 (-S03 H)；R1 至 R5 中相邻的两个基团可与含有它们的碳原子形成饱和或不饱和的 5 至 7 元环，可选择包含 1 至 2 个杂原子，最好是氧，所述环可选择与饱和或不饱和的 5 至 6 元环融合；条件是 R1 至 R5 自由基中至少有一个代表任选取代的烷氧基，且 R1 至 R5 自由基中至少有一个是氢原子。
• OXIDATION DYEING PROCESS USING A COMPOSITION COMPRISING A MONOAMINOBENZENE AND A METAL CATALYST
  申请人：L'OREAL

  公开号：US20160128922A1

  公开（公告）日：2016-05-12

  The invention relates to a process for dyeing keratin fibres, comprising the use of one or more metal catalysts and of a composition (A) comprising: —one or more oxidizing agents, and —at least one monoaminobenzene of formula (I), or an addition salt or solvate thereof in which the radicals R1 to R5 represent, independently of each other: a hydrogen atom; a halogen atom, a C1-C6 alkyl radical, a C1-C6 alkoxy radical, a carboxylic radical (—COOH), a sulfonic radical (—SO3 H); two of the adjacent radicals R1 to R5 possibly forming, with the carbon atoms that bear them, a saturated or unsaturated 5- to 7-membered ring, optionally comprising from 1 to 2 heteroatoms, preferably oxygen, the said ring being optionally fused with a saturated or unsaturated 5- to 6-membered ring; on condition that at least one of the radicals R1 to R5 represents an optionally substituted alkoxy radical and preferably at least one of the other radicals R1 to R5 is a hydrogen atom.