(E)-1-(2,4-dichlorophenyl)-4-methyl-5-(5-(pent-1-enyl)thiophen-2-yl)-1H-pyrazole-3-carboxylic acid | 1020106-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-1-(2,4-dichlorophenyl)-4-methyl-5-(5-(pent-1-enyl)thiophen-2-yl)-1H-pyrazole-3-carboxylic acid
• 英文别名: 1-(2,4-dichloro-phenyl)-4-methyl-5-[((E)-5-pent-1-enyl)-thiophen-2-yl]-1H-pyrazole-3-carboxylic acid；1-(2,4-dichlorophenyl)-4-methyl-5-[5-[(E)-pent-1-enyl]thiophen-2-yl]pyrazole-3-carboxylic acid
• CAS: 1020106-51-7
• 化学式: C₂₀H₁₈Cl₂N₂O₂S
• 分子量: 421.347
• InChiKey: DQKBLNUYFQCIEL-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-(2,4-dichlorophenyl)-4-methyl-5-(5-(pent-1-enyl)thiophen-2-yl)-1H-pyrazole-3-carboxylic acid 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 1-(2,4-dichloro-phenyl)-4-methyl-5-[((E)-5-pent-1-enyl)-thiophen-2-yl]-1H-pyrazole-3-carboxylic chloride
  参考文献：
  名称：

  THIOPHENE COMPOUNDS

  摘要：

  本发明涉及如下所示的公式（I）的噻吩化合物：公式（I）中的每个变量在规范中有定义。这些化合物可用于治疗大麻素受体介导的疾病。

  公开号：

  US20080090810A1
• 作为产物：
  描述：

  1-(2,4-dichloro-phenyl)-4-methyl-5-(5-pent-1-enyl-thiophen-2-yl)-1H-pyrazole-3-carboxylic acid ethyl ester 在 甲醇 、 氢氧化钾 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以92%的产率得到(E)-1-(2,4-dichlorophenyl)-4-methyl-5-(5-(pent-1-enyl)thiophen-2-yl)-1H-pyrazole-3-carboxylic acid
  参考文献：
  名称：

  THIOPHENE COMPOUNDS

  摘要：

  本发明涉及如下所示的公式（I）的噻吩化合物：公式（I）中的每个变量在规范中有定义。这些化合物可用于治疗大麻素受体介导的疾病。

  公开号：

  US20080090810A1

文献信息

• Imidazol-4-one and Imidazole-4-thione Compounds
  申请人：Shia Kak-Shan

  公开号：US20100113546A1

  公开（公告）日：2010-05-06

  Imidazol-4-one or imidazole-4-thione compounds of formula (I): wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are defined herein. Also disclosed is a method for treating a cannabinoid receptor-mediated disorder with these compounds.

  咪唑-4-酮或咪唑-4-硫酮化合物的化学式（I）：其中X，R1，R2，R3，R4，R5和R6在此定义。还揭示了使用这些化合物治疗大麻素受体介导的疾病的方法。
• Bioisosteric Replacement of the Pyrazole 5-Aryl Moiety of <i>N</i>-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1<i>H</i>-pyrazole-3-carboxamide (SR141716A). A Novel Series of Alkynylthiophenes as Potent and Selective Cannabinoid-1 Receptor Antagonists
  作者：Shi-Liang Tseng、Ming-Shiu Hung、Chun-Ping Chang、Jen-Shin Song、Chia-Liang Tai、Hua-Hao Chiu、Wan-Ping Hsieh、Yinchiu Lin、Wan-Ling Chung、Chun-Wei Kuo、Chien-Huang Wu、Cheng-Ming Chu、Yen-Shih Tung、Yu-Sheng Chao、Kak-Shan Shia

  DOI：10.1021/jm800066v

  日期：2008.9.11

  Replacing the conventional pyrazole 5-aryl substituent of 1 (SR141716A) with the 2-thienyl rnoiety appended with ail appropriate alkynyl unit, a novel class of 5-(5-alkynyl-2-thienyl)pyrazole derivatives, behaving as highly potent CB1 receptor antagonists with good CB1/2 selectivity, was discovered, many of which, its typified by compound 18, showed significant weight reduction in diet-indUced obese Mouse model, thus pharmacologically validating that the bioisosteric replacement described above is viable. Also encouraging was the finding that a subtle structural modification of the newly developed series could result in a distinct difference in the intrinsic property, as demonstrated by compounds 12 (NA) and its methylated structural isomers 15 (PA) and 18 (IA). Moreover, current structure-activity relationship Studies revealed that around the pyrazole 5-position of 1, a deep and flat crevice surrounded by a sequence of hydrophobic/aromatic residues as indicated by the CB I-receptor homology model might exist in the binding site.
• US8354442B2
  申请人：——

  公开号：US8354442B2

  公开（公告）日：2013-01-15
• [EN] IMIDAZOL-4-ONE AND IMIDAZOLE-4-THIONE COMPOUNDS<br/>[FR] COMPOSÉS D'IMIDAZOL-4-ONE OU D'IMIDASOLE-4-THIONE
  申请人：NAT HEALTH RESEARCH INSTITUTES

  公开号：WO2010062686A2

  公开（公告）日：2010-06-03

  Imidazol-4-one or imidazole-4-thione compounds of formula (I) shown in the specification. Also disclosed is a method for treating a cannabinoid receptor-mediated disorder with these compounds.