4-chloro-N-[(dimethylamino)methylene]benzamide | 65675-93-6

• 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-chloro-N-[(dimethylamino)methylene]benzamide
• 英文别名: (E)-4-chloro-N-((dimethylamino)methylene)benzamide；4-chloro-N-(dimethylaminomethylidene)benzamide
• CAS: 65675-93-6
• 化学式: C₁₀H₁₁ClN₂O
• 分子量: 210.663
• InChiKey: CZQXBIJVGNSCQH-UHFFFAOYSA-N

物化性质

• 沸点：
  313.8±44.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-chloro-N-[(dimethylamino)methylene]benzamide 、 2,4-二氯苯肼盐酸盐 在 溶剂黄146 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以53%的产率得到5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Novel derivatives of 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles and their pharmacological evaluation as CB1 cannabinoid ligands

  摘要：

  In a previous study, we have identified 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles to be a novel class of cannabinoid type-1 (CB1) receptor antagonists. However, the synthesis yields for the ligands were low. Here we present an alternative synthesis pathway with improved yields. In addition, we have synthezised new structural derivatives and studied their results in competitive radioligand binding assays for cannabinoid receptors.

  DOI：

  10.1007/s00706-008-0890-8
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 4-氯苯甲酰胺 反应 2.0h， 以82%的产率得到4-chloro-N-[(dimethylamino)methylene]benzamide
  参考文献：
  名称：

  Novel derivatives of 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles and their pharmacological evaluation as CB1 cannabinoid ligands

  摘要：

  In a previous study, we have identified 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles to be a novel class of cannabinoid type-1 (CB1) receptor antagonists. However, the synthesis yields for the ligands were low. Here we present an alternative synthesis pathway with improved yields. In addition, we have synthezised new structural derivatives and studied their results in competitive radioligand binding assays for cannabinoid receptors.

  DOI：

  10.1007/s00706-008-0890-8

文献信息

• PHARMACEUTICAL COMPOUNDS
  申请人：Kiss Laszlo Erno

  公开号：US20120065191A1

  公开（公告）日：2012-03-15

  The invention relates to compounds and compositions for inhibiting the enzyme fatty acid amide hydrolase (FAAH), the use of the compounds in therapy and, in particular, for treating or preventing conditions whose development or symptoms are linked to substrates of the FAAH enzyme, and methods of treatment or prevention using the compounds and compositions.

  这项发明涉及抑制脂肪酰胺水解酶（FAAH）的化合物和组合物，以及在治疗中使用这些化合物，特别是用于治疗或预防与FAAH酶底物相关的疾病的发展或症状的条件，以及使用这些化合物和组合物进行治疗或预防的方法。
• 1,2,4-Triazoles, VI1): Synthesis of New 1,5-Diphenyl-3-H-1,2,4-triazoles Substituted with H-, Alkyl, or Carboxyl Groups at C-3
  作者：LÁSzló Czollner、GÉZa Szilágyi、JÓZsef Langó、Judit Janáky

  DOI：10.1002/ardp.19903230409

  日期：——

  Amidines obtained from benzamides and DMF‐ or DMA‐dimethylacetal were cyclized with phenylhydrazines to 3H‐ or 3‐methyltriazoles. 3‐Ethyltriazoles were synthesized from diacylamides. Triazole‐3‐carboxylic acides were prepared starting from anilines. The compounds were assayed in the rat adjuvant induced arthritis model. Some compounds show significant anti‐inflammatory activity.

  从苯甲酰胺和 DMF-或 DMA-二甲基乙缩醛中获得的脒与苯肼环化成 3H-或 3-甲基三唑。3-乙基三唑由二酰胺合成。以苯胺为原料制备了三唑 - 3 - 羧酸。在大鼠佐剂诱导的关节炎模型中测定化合物。一些化合物显示出显着的抗炎活性。
• US9353082B2
  申请人：——

  公开号：US9353082B2

  公开（公告）日：2016-05-31
• [EN] PHARMACEUTICAL COMPOUNDS<br/>[FR] COMPOSÉS PHARMACEUTIQUES
  申请人：BIAL PORTELA & CA SA

  公开号：WO2010074588A2

  公开（公告）日：2010-07-01

  The invention relates to compounds and compositions for inhibiting the enzyme fatty acid amide hydrolase (FAAH), the use of the compounds in therapy and, in particular, for treating or preventing conditions whose development or symptoms are linked to substrates of the FAAH enzyme, and methods of treatment or prevention using the compounds and compositions.
• Novel derivatives of 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles and their pharmacological evaluation as CB1 cannabinoid ligands
  作者：Laura Hernandez-Folgado、Pilar Goya、Jordi Frigola、María Rosa Cuberes、Alberto Dordal、Jörg Holenz、Nadine Jagerovic

  DOI：10.1007/s00706-008-0890-8

  日期：2008.9

  In a previous study, we have identified 3-alkyl-1,5-diaryl-1H-1,2,4-triazoles to be a novel class of cannabinoid type-1 (CB1) receptor antagonists. However, the synthesis yields for the ligands were low. Here we present an alternative synthesis pathway with improved yields. In addition, we have synthezised new structural derivatives and studied their results in competitive radioligand binding assays for cannabinoid receptors.