4-Methoxy-2,3-dimethylbenzenemethanamine | 887596-93-2

• 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-Methoxy-2,3-dimethylbenzenemethanamine
• 英文别名: (4-methoxy-2,3-dimethylphenyl)methanamine
• CAS: 887596-93-2
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: KEVNJECLIBLMOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 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-Methoxy-2,3-dimethylbenzenemethanamine 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 Trimethyl-<4-methoxy-2.3-dimethyl-benzyl>-ammoniumhydroxyd
  参考文献：
  名称：

  8-(4-Methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazines: Selective and Centrally Active Corticotropin-Releasing Factor Receptor-1 (CRF₁) Antagonists

  摘要：

  This report describes the syntheses and structure-activity relationships of 8-(4-methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research culminated in the discovery of analogue 12-3. which is a potent, selective CRF1 antagonist (hCRF(1) IC50 = 4.7 +/- 2.0 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 12-3 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 12-3 has been advanced to clinical trials.

  DOI：

  10.1021/jm9000242
• 作为产物：
  描述：

  2,3-二甲基-4-甲氧基苯甲腈 在 lithium aluminium tetrahydride 作用下， 以 乙二醇二甲醚 为溶剂， 生成 4-Methoxy-2,3-dimethylbenzenemethanamine
  参考文献：
  名称：

  8-(4-Methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazines: Selective and Centrally Active Corticotropin-Releasing Factor Receptor-1 (CRF₁) Antagonists

  摘要：

  This report describes the syntheses and structure-activity relationships of 8-(4-methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research culminated in the discovery of analogue 12-3. which is a potent, selective CRF1 antagonist (hCRF(1) IC50 = 4.7 +/- 2.0 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 12-3 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 12-3 has been advanced to clinical trials.

  DOI：

  10.1021/jm9000242

文献信息

• [EN] AMINOPIPERIDINES AND REALTED COMPOUNDS<br/>[FR] AMINOPIPÉRIDINES ET COMPOSÉS APPARENTÉS
  申请人：NEUROGEN CORP

  公开号：WO2008016811A2

  公开（公告）日：2008-02-07

  [EN] Aminopiperidines and related compounds of the formulas are provided: in which variables are described herein. Such compounds may be used to modulate MCH receptor activity in vivo or in vitro, and are particularly useful in the treatment of a variety of metabolic, feeding and sexual disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such Iigands for detecting MCH receptors (e.g., receptor localization studies).
  [FR] L'invention concerne des aminopipéridines et des composés apparentés représentés par les formules dans lesquelles des variables sont décrites dans les présentes. De tels composés peuvent être utilisés pour moduler l'activité du récepteur MCH in vivo ou in vitro, et sont particulièrement utiles dans le traitement d'une diversité de troubles métaboliques, de l'alimentation et sexuels chez les êtres humains, les animaux de compagnie domestiqués et les animaux de bétail. L'invention concerne des compositions pharmaceutiques et des procédés pour traiter de tels troubles, ainsi que des procédés pour utiliser de tels ligands pour détecter les récepteurs MCH (par exemple, études de l'emplacement des récepteurs).
• 8-(4-Methoxyphenyl)pyrazolo[1,5-<i>a</i>]-1,3,5-triazines: Selective and Centrally Active Corticotropin-Releasing Factor Receptor-1 (CRF₁) Antagonists
  作者：Paul J. Gilligan、Liqi He、Todd Clarke、Parcharee Tivitmahaisoon、Snjezana Lelas、Yu-Wen Li、Karen Heman、Lawrence Fitzgerald、Keith Miller、Ge Zhang、Anne Marshall、Carol Krause、John McElroy、Kathyrn Ward、Helen Shen、Harvey Wong、Scott Grossman、Gregory Nemeth、Robert Zaczek、Stephen P. Arneric、Paul Hartig、David W. Robertson、George Trainor

  DOI：10.1021/jm9000242

  日期：2009.5.14

  This report describes the syntheses and structure-activity relationships of 8-(4-methoxyphenyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research culminated in the discovery of analogue 12-3. which is a potent, selective CRF1 antagonist (hCRF(1) IC50 = 4.7 +/- 2.0 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 12-3 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 12-3 has been advanced to clinical trials.