asarinol D | 138199-73-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: asarinol D
• 英文别名: 4,5-dihydroxy-2,6,6-trimethyl-2-cyclohepten-1-one；2-Cyclohepten-1-one, 4,5-dihydroxy-2,6,6-trimethyl-；4,5-dihydroxy-2,6,6-trimethylcyclohept-2-en-1-one
• CAS: 138199-73-2
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: DZJPPPIUXJAURL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 asarinol D 以 吡啶 为溶剂， 生成 (+)-asarinol D diacetate 、 (-)-asarinol diacetate
  参考文献：
  名称：

  Enantioexcess monoterpenes from roots of Asiasarum sieboldi

  摘要：

  Three new monoterpenes, named (+)-asarinol C, (-)-asarinol C and (+)-asarinol D have been isolated from the roots of Asiasarum sieboldi, along with a known compound, trans-4-hydroxy-5-(1-hydroxy-l-methylethyl)-2-methyl-2-cyclohexen-1-one. On the basis of spectral analyses including X-ray crystallographic analysis, the structures of (+)-asarinol C, (-)-asarinol C and (+)-asarinol D have been established as (+)-(1R,5S)-5-hydroxy-4,7,7-trimethyl-8-oxabicyclo[3,21]-hept-3-en-2-one, (-)-(1S,5R)-5-hydroxy-4,7,7-trimethyl-8-oxabicyclo[3.2.1]-hept-3-en-2-one and (+)-(4S,5S)-4,5-dihydroxy-2,6,6-trimethyl-2-cyclohepten-1-one, respectively. The optical resolution of the above compounds suggested that these compounds were enantioexcess monoterpenes.

  DOI：

  10.1016/s0031-9422(00)90649-6

文献信息

• Novel anti-ulcer substance
  申请人：TOKYO TANABE COMPANY LIMITED

  公开号：EP0443848A1

  公开（公告）日：1991-08-28

  There are provided 4,5-dihydroxy-2,6,6-trimethyl-2-cyclohepten-1-one and/or the individual stereoisomers thereof, a process for its preparation, an antiulcer agent in the form of a pharmaceutical composition containing it as an effective ingredient, and its use in the preparation of such a composition.

  本发明提供了 4,5-二羟基-2,6,6-三甲基-2-环庚烯-1-酮和/或其单个立体异构体、其制备工艺、以药物组合物形式存在的抗溃疡剂（含有其作为有效成分）以及其在制备此类组合物中的用途。
• 4-AMINO-5-OXY-2,6,6-TRIMETHYL-2-CYCLOHEPTENE COMPOUNDS
  申请人：TOKYO TANABE COMPANY LIMITED

  公开号：EP0820982A1

  公开（公告）日：1998-01-28

  4-amino-5-oxy-2,6,6-trimethyl-2-cycloheptene compounds represented by the following general formula: (wherein R1 and R2 each independently represent a hydrogen atom, an alkyl group which may have a substituent, or a phenyl group which may have a hydroxyl group, lower alkoxy group, amino group, nitro group, carboxyl group, lower alkoxycarbonyl group or halogen atom, or R1, R2 and the nitrogen atom together represent a saturated nitrogen heterocyclic group; R3 represents a hydrogen atom, a lower alkyl group or a lower aliphatic acyl group); and W represents an oxo group, oxime group or oxime ether group; and their pharmacologically acceptable salts and solvates. The 4-amino-5-oxy-2,6,6-trimethyl-2-cycloheptene compounds exhibit an effect against rat peripheral arterial occlusion models, spontaneous hypertensive rats and histamine-induced airway contraction models, and are thus useful as remedy for hypertension, peripheral arterial occlusion and bronchial asthma.

  4-氨基-5-氧基-2,6,6-三甲基-2-环庚烯化合物，其通式如下： (其中 R1 和 R2 各自独立地代表一个氢原子、一个可带有取代基的烷基或一个可带有羟基、低级烷氧基、氨基、硝基、羧基、低级烷氧羰基或卤素原子的苯基，或 R1、R2 和氮原子共同代表一个饱和氮杂环基团；R3代表氢原子、低级烷基或低级脂肪酰基）；W代表羰基、肟基或肟醚基；以及它们的药理学上可接受的盐和溶剂。 4- 氨基-5-氧基-2,6,6-三甲基-2-环庚烯化合物对大鼠外周动脉闭塞模型、自发性高血压大鼠和组胺诱导的气道收缩模型均有疗效，因此可用于治疗高血压、外周动脉闭塞和支气管哮喘。
• Saishin N derivatives, process for their preparation and anti-ulcer agents containing them
  申请人：TOKYO TANABE COMPANY LIMITED

  公开号：EP0528699B1

  公开（公告）日：1996-11-06
• US5151450A
  申请人：——

  公开号：US5151450A

  公开（公告）日：1992-09-29
• US5661166A
  申请人：——

  公开号：US5661166A

  公开（公告）日：1997-08-26