1-[bis(4-methylphenyl)methyl]pyrrolidine | 252644-52-3

• 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: 1-[bis(4-methylphenyl)methyl]pyrrolidine
• 英文别名: 1-[bis(methylphenyl)methyl]pyrrolidine；1-(di-p-tolylmethyl)pyrrolidine；N-(4,4'-dimethylbenzhydryl)pyrrolidine
• CAS: 252644-52-3
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: SQUJPJBKAWMCDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(1-萘基)苄醇 在 碳酸氢钠 作用下， 以 氯化亚砜 、 乙腈 为溶剂， 生成 1-[bis(4-methylphenyl)methyl]pyrrolidine
  参考文献：
  名称：

  MELANIN PRODUCTION INHIBITOR

  摘要：

  披露了一种黑色素生产抑制剂，它对黑色素的生产具有出色的抑制活性且高度安全。该黑色素生产抑制剂包括由通用公式（1）表示的化合物（不包括克霉唑）和/或其药理上可接受的盐。在公式中，A1、A2和A3独立地选自氢原子、可能带有取代基的芳基团和可能带有取代基的芳香杂环团，其中至少A1、A2和A3之一选自芳基团和芳香杂环团，A1、A2和A3中包含的碳原子总数为6至50，并且当至少两个A1、A2和A3表示芳基团或芳香杂环团时，相邻的两个芳基或芳香杂环团可以通过烷基链或烯基链相互连接形成环；m代表0至2的整数；X代表异原子、氢原子或碳原子；R1和R2独立地选自氢原子和氧代基，其中当R1和R2之一是氧代基时，另一个不出现；R3选自氢原子和C 1-8 碳氢化合物组，其中一些或所有的氢原子或碳原子可能被异原子或异原子取代，其中化合物中存在的R3的数量对应于X的数量，并且当存在两个或更多R3时，R3独立地存在，并且相邻的两个R3可以相互连接以与X一起形成环，并且R3的末端可以与A1、A2和A3连接的碳原子结合，从而形成环。

  公开号：

  US20110243865A1

文献信息

• Synthesis of Tertiary<i>sec</i>-Alkylamines by the Addition of Grignard Reagents to<i>N</i>,<i>N</i>-Dialkylformamides Mediated by Ti(O<i>i</i>Pr)₄and Me₃SiCl
  作者：Olesya Tomashenko、Viktor Sokolov、Alexander Tomashevskiy、Herwig A. Buchholz、Urs Welz-Biermann、Vladimir Chaplinski、Armin de Meijere

  DOI：10.1002/ejoc.200800629

  日期：2008.10

  A number of tertiary sec-alkylamines (22 examples, 29–80 % yield) have been prepared according to a simple one-pot procedure by the addition of Grignard reagents to N,N-dialkylformamides in the presence of Ti(OiPr)4 and Me3SiCl. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  在 Ti(OiPr)4 存在下，通过将格氏试剂加入 N,N-二烷基甲酰胺中，通过简单的一锅法制备了许多叔仲烷基胺（22 个实例，29-80% 产率）和Me3SiCl。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Melanin production inhibitor
  申请人：Yokoyama Kouji

  公开号：US08846012B2

  公开（公告）日：2014-09-30

  Disclosed is a melanin production inhibitor which has an excellent inhibitory activity on the production of melanin and is highly safe. The melanin production inhibitor is represented by general formula (1) (excluding clotrimazole) and/or a pharmacologically acceptable salt thereof. In the formula, A1, A2 and A3 are independently selected from a hydrogen atom, an aryl group which may have a substituent, and an aromatic heterocyclic group which may have a substituent. At least one of A1, A2 and A3 is selected from the aryl group and the aromatic heterocyclic group, the total number of carbon atoms contained in A1, A2 and A3 is 6 to 50 and, when at least two of A1, A2 and A3 represent the aryl groups or the aromatic heterocyclic groups, the adjacent two aryl or aromatic heterocyclic groups may be bound to each other via an alkyl chain or an alkenyl chain to form a ring; m represents an integer of 0 to 2; X represents a hetero atom, a hydrogen atom, or a carbon atom; R1 and R2 are independently selected from a hydrogen atom and an oxo group. When one of R1 and R2 is an oxo group, the other is not present. R3 is selected from a hydrogen atom, and a C1-8 hydrocarbon group in which one or some of hydrogen atoms or carbon atoms may be substituted by a hetero atom or hetero atoms. The number of R3's present in the compound corresponds to X and, when two or more R3's are present, the R3's are independently present and the adjacent two R3's may be bound to each other to form, together with X, a ring, and the terminal of R3 may be bound to a carbon atom to which A1, A2 and A3 are bound, thereby forming a ring.

  本发明涉及一种黑色素生成抑制剂，其在抑制黑色素生成方面具有优异的抑制活性，并且非常安全。该黑色素生成抑制剂由通式（1）（不包括克霉唑）和/或其药理学上可接受的盐所表示。在该式中，A1、A2和A3独立地选自氢原子、可能具有取代基的芳基基团和可能具有取代基的芳香杂环基团。A1、A2和A3中至少有一个选自芳基基团和芳香杂环基团，A1、A2和A3所含的碳原子总数为6到50，当A1、A2和A3中至少有两个表示芳基或芳香杂环基团时，相邻的两个芳基或芳香杂环基团可以通过烷基链或烯基链相互结合形成环；m表示0到2的整数；X表示杂原子、氢原子或碳原子；R1和R2独立地选自氢原子和氧代基团。当R1和R2中的一个是氧代基团时，另一个不存在。R3选自氢原子和C1-8烃基，其中一些氢原子或碳原子可能被杂原子或杂原子取代。化合物中R3的数量对应于X，当存在两个或更多的R3时，R3独立存在，相邻的两个R3可以相互结合形成与X一起的环，R3的末端可以与A1、A2和A3结合的碳原子结合，从而形成一个环。
• 10.1002/adsc.202400484
  作者：Takashima, Mirei、Miyoshi, Makoto、Sako, Makoto、Arisawa, Mitsuhiro、Murai, Kenichi

  DOI：10.1002/adsc.202400484

  日期：——

  We have developed a method for ring contraction of N–H piperidines using oxidative rearrangement with PhI(OAc)2. The reaction forms iminium ion intermediates that are effectively trapped by nucleophiles (e.g., NaBH4, H2O) yielding the corresponding pyrrolidine derivatives. Additionally, we propose an ionic mechanism supported by experiments and density‐functional theory calculations.

  我们开发了一种利用 PhI(OAc)2 氧化重排来收缩 N-H 哌啶环的方法。该反应形成亚胺离子中间体，该中间体被亲核试剂（例如NaBH4、H2O）有效捕获，产生相应的吡咯烷衍生物。此外，我们提出了一种由实验和密度泛函理论计算支持的离子机制。
• US8846012B2
  申请人：——

  公开号：US8846012B2

  公开（公告）日：2014-09-30
• MELANIN PRODUCTION INHIBITOR
  申请人：Yokoyama Kouji

  公开号：US20110243865A1

  公开（公告）日：2011-10-06

  Disclosed is a melanin production inhibitor which has an excellent inhibitory activity on the production of melanin and is highly safe. The melanin production inhibitor comprises a compound represented by general formula (1) (excluding clotrimazole), and/or a pharmacologically acceptable salt thereof. In the formula, A1, A2 and A3 are independently selected from a hydrogen atom, an aryl group which may have a substituent, and an aromatic heterocyclic group which may have a substituent, wherein at least one of A1, A2 and A3 is selected from the aryl group and the aromatic heterocyclic group, the total number of carbon atoms contained in A1, A2 and A3 is 6 to 50 and, when at least two of A1, A2 and A3 represent the aryl groups or the aromatic heterocyclic groups, the adjacent two aryl or aromatic heterocyclic groups may be bound to each other via an alkyl chain or an alkenyl chain to form a ring; m represents an integer of 0 to 2; X represents a hetero atom, a hydrogen atom, or a carbon atom; R1 and R2 are independently selected from a hydrogen atom and an oxo group, wherein when one of R1 and R2 is an oxo group, the other is not present; and R3 is selected from a hydrogen atom, and a C 1-8 hydrocarbon group in which one or some of hydrogen atoms or carbon atoms may be substituted by a hetero atom or hetero atoms, wherein the number of R3's present in the compound corresponds to the number of X's and, when two or more R3's are present, the R3's are independently present and the adjacent two R3's may be bound to each other to form, together with X, a ring, and the terminal of R3 may be bound to a carbon atom to which A1, A2 and A3 are bound, thereby forming a ring.

  披露了一种黑色素生产抑制剂，它对黑色素的生产具有出色的抑制活性且高度安全。该黑色素生产抑制剂包括由通用公式（1）表示的化合物（不包括克霉唑）和/或其药理上可接受的盐。在公式中，A1、A2和A3独立地选自氢原子、可能带有取代基的芳基团和可能带有取代基的芳香杂环团，其中至少A1、A2和A3之一选自芳基团和芳香杂环团，A1、A2和A3中包含的碳原子总数为6至50，并且当至少两个A1、A2和A3表示芳基团或芳香杂环团时，相邻的两个芳基或芳香杂环团可以通过烷基链或烯基链相互连接形成环；m代表0至2的整数；X代表异原子、氢原子或碳原子；R1和R2独立地选自氢原子和氧代基，其中当R1和R2之一是氧代基时，另一个不出现；R3选自氢原子和C 1-8 碳氢化合物组，其中一些或所有的氢原子或碳原子可能被异原子或异原子取代，其中化合物中存在的R3的数量对应于X的数量，并且当存在两个或更多R3时，R3独立地存在，并且相邻的两个R3可以相互连接以与X一起形成环，并且R3的末端可以与A1、A2和A3连接的碳原子结合，从而形成环。