5,6-dimethoxy-2-(methylamino)indan | 156897-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,6-dimethoxy-2-(methylamino)indan
• 英文别名: 5,6-Dimethoxy-2-(methylamino)-indan；5,6-dimethoxy-N-methyl-2,3-dihydro-1H-inden-2-amine
• CAS: 156897-02-8
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: QQCVBHPIVJRYKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  317.6±42.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-2-(methylamino)indan 在 Lindlar's catalyst 硫酸 、 氢气 、 copper(II) sulfate 作用下， 以 甲醇 、 乙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of verapamil analogs with restricted molecular flexibility

  摘要：

  Several analogs of verapamil, which are characterized by a reduced molecular flexibility, have been synthesized. pharmacological activity has been evaluated on guinea-pig atria (negative chronotropic and inotropic activities) and guinea-pig aorta strips (vasorelaxing activity), Their ability to displace the calcium antagonist (-)-desmethoxyverapamil ((-)-[H-3]-D888) on kitten cardiac tissue has also been evaluated. The pharmacological results are in accord with the previously reported models for negative inotropic and chronotropic activities of verapamil-like compounds, but fail to give information about the conformation(s) that act on smooth muscle.

  DOI：

  10.1016/0223-5234(94)90211-9
• 作为产物：
  描述：

  5,6-二甲氧基茚酮 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 亚硝酸丁酯 、 硫酸 、 氢气 作用下， 以 甲醇 、 氯仿 、 溶剂黄146 、 丙酮 为溶剂， 25.0~40.0 ℃ 、344.73 kPa 条件下， 反应 2.08h， 生成 5,6-dimethoxy-2-(methylamino)indan
  参考文献：
  名称：

  Conformationally restricted congeners of dopamine derived from 2-aminoindan

  摘要：

  Two series of N-substituted 2-aminoindan systems have been prepared: 4,5-dihydroxy-2-aminoindan (1) has a hydroxylation pattern analogous to the alpha conformer of dopamine, and 5,6-dihydroxy-2-aminoindan (2) has a hydroxylation pattern of the beta conformer of dopamine. All members of both series demonstrated only extremely weak binding to calf caudate homogenate. Certain N-alkylated 4,5-dihydroxyindans were violent emetics in the dog and were potent in blockade of the effect of stimulation of the cardioaccelerator nerve of the cat. In contrast, the 5,6-dihydroxy series displayed low or no activity/potency in these assays. Conformational analysis of the 2-aminoindan system is described and discussed.

  DOI：

  10.1021/jm00354a010

文献信息

• HOMOCYSTEINE SYNTHASE INHIBITOR
  申请人：Nakao Akira

  公开号：US20110034440A1

  公开（公告）日：2011-02-10

  The invention provides a homocysteine synthase inhibitor useful for the prophylaxis or treatment of diseases involving homocysteine synthase. The homocysteine synthase inhibitor is a compound of the formula (I) wherein each symbol is as defined herein, or a pharmacologically acceptable salt thereof, or a solvate thereof.

  本发明提供了一种同型半胱氨酸合酶抑制剂，可用于预防或治疗涉及同型半胱氨酸合酶的疾病。该同型半胱氨酸合酶抑制剂是公式(I)的化合物，其中每个符号如本文所定义，或其药理学上可接受的盐，或其溶剂化物。
• US8513235B2
  申请人：——

  公开号：US8513235B2

  公开（公告）日：2013-08-20
• [EN] HOMOCYSTEINE SYNTHASE INHIBITOR<br/>[FR] INHIBITEUR D'HOMOCYSTÉINE SYNTHASE
  申请人：MITSUBISHI TANABE PHARMA CORP

  公开号：WO2009125853A1

  公开（公告）日：2009-10-15

  　本発明は、ホモシステイン合成酵素に関与する疾患の予防又は治療に有用なホモシステイン合成酵素阻害薬を提供することを課題とする。 　本発明は、下記一般式（I） 〔式中の各記号は、明細書の記載と同義である。〕で表される化合物、もしくはその薬理学的に許容できる塩、又はそれらの溶媒和物をホモシステイン合成酵素阻害薬として用いることに関する。
• Synthesis and pharmacological evaluation of verapamil analogs with restricted molecular flexibility
  作者：E Teodori、S Dei、MN Romanelli、S Scapecchi、F Gualtieri、R Budriesi、A Chiarini、H Lemoine、R Mannhold

  DOI：10.1016/0223-5234(94)90211-9

  日期：1994.1

  Several analogs of verapamil, which are characterized by a reduced molecular flexibility, have been synthesized. pharmacological activity has been evaluated on guinea-pig atria (negative chronotropic and inotropic activities) and guinea-pig aorta strips (vasorelaxing activity), Their ability to displace the calcium antagonist (-)-desmethoxyverapamil ((-)-[H-3]-D888) on kitten cardiac tissue has also been evaluated. The pharmacological results are in accord with the previously reported models for negative inotropic and chronotropic activities of verapamil-like compounds, but fail to give information about the conformation(s) that act on smooth muscle.
• Conformationally restricted congeners of dopamine derived from 2-aminoindan
  作者：Joseph G. Cannon、Julio A. Perez、Ranbir K. Bhatnagar、John Paul Long、Fouad M. Sharabi

  DOI：10.1021/jm00354a010

  日期：1982.12

  Two series of N-substituted 2-aminoindan systems have been prepared: 4,5-dihydroxy-2-aminoindan (1) has a hydroxylation pattern analogous to the alpha conformer of dopamine, and 5,6-dihydroxy-2-aminoindan (2) has a hydroxylation pattern of the beta conformer of dopamine. All members of both series demonstrated only extremely weak binding to calf caudate homogenate. Certain N-alkylated 4,5-dihydroxyindans were violent emetics in the dog and were potent in blockade of the effect of stimulation of the cardioaccelerator nerve of the cat. In contrast, the 5,6-dihydroxy series displayed low or no activity/potency in these assays. Conformational analysis of the 2-aminoindan system is described and discussed.