5,12-Dihydroxy-6,8,10,14-eicosatetraenoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5,12-Dihydroxy-6,8,10,14-eicosatetraenoic acid
• 英文别名: (6E,8E,10E,14E)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
• 化学式: C₂₀H₃₂O₄
• 分子量: 336.5
• InChiKey: VNYSSYRCGWBHLG-XUOUMLBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

文献信息

• Bis-imidazolinoamino derivatives as useful antiallergy compounds
  申请人：USV PHARMACEUTICAL CORPORATION

  公开号：EP0187989A1

  公开（公告）日：1986-07-23

  Compounds of the formula: and pharmaceutically acceptable salts thereof; wherein Ar, is phenyl, naphthyl, or a nitrogen, oxygen or sulfur heterocyclic ring; X and Y are independently O, S or a chemical bond; Z, and Z3 are each a chemical bond or alkylene chain containing up to 6 carbon atoms in the principal chain and up to a total of 10 carbon atoms; Z2 and Z4 are each chemical bond, alkylene chain containing up to 6 carbon atoms in the principal chain and a total of up to 10 carbon atoms, aryl, cycloalkyl, or a nitrogen, oxygen, sulfur heterocyclic ring; each R, is independently hydrogen, lower alkyl, aryl, lower aralkyl, hydroxy, lower alkoxy, carboxy, lower carbalkoxy, lower carbaralkoxy, lower carbaryloxy, lower alkoxy carbonyl, lower alkanoyl, cyano, halogen, amino loweralkylmercapto, lower alkenyl, lower alkynyl, lowercycloalkyl. R2, R5, R7, R9 and R13 are independently hydrogen, lower alkyl or lower alkanoyl; but when the nitrogen to which R2 is attached contains a double bond, then R2 is -, when the nitrogen to which R9 is attached contains a double bond, then R9 is-, or when the nitrogen to which R,3 is attached contains a double bond, then R,3 is-; then R,3 is -; R3, R4, R6 and R8 are independently hydrogen, lower alkyl, cyano, or nitro; R11 and R,2 are independently hydrogen, or lower alkyl; n is 0, 1, 2, or 3 and m is 0, 1, or 2; provided that when Z2 is a chemical bond or methylene group, X and Y cannot be toth oxygen or sulfur simul- taneousty.

  式化合物 及其药学上可接受的盐； 其中 Ar 是苯基、萘基或氮、氧或硫杂环； X 和 Y 独立地为 O、S 或化学键 Z和Z3各自是化学键或亚烷基链，在主链中最多含有6个碳原子，总共最多含有10个碳原子； Z2和Z4各自是化学键、主链中最多含有6个碳原子且总共最多含有10个碳原子的亚烷基链、芳基、环烷基或氮、氧、硫杂环； 每个 R 独立地是氢、低级烷基、芳基、低级芳烷基、羟基、低级烷氧基、羧基、低级碳烷氧基、低级碳烷氧基、低级碳酰氧基、低级烷氧基羰基、低级烷酰基、氰基、卤素、氨基、低级烷巯基、低级烯基、低级炔基、低级环烷基。 R2、R5、R7、R9 和 R13 独立地为氢、低级烷基或低级烷酰基；但当 R2 所连接的氮含有双键时，则 当 R2 所连接的氮含有双键时，R2 为-；当 R9 所连接的氮含有双键时，R9 为-；或当 R,3 所连接的氮含有双键时，R,3 为-；则 R,3 为-； R3、R4、R6 和 R8 独立地为氢、低级烷基、氰基或硝基； R11 和 R,2 独立地为氢或低级烷基； n 是 0、1、2 或 3，以及 m 为 0、1 或 2； 但当 Z2 是化学键或亚甲基时，X 和 Y 不能是氧或硫的同素异形体。
• Novel alpha-cyano-beta-oxopropionamides
  申请人：CIBA-GEIGY AG

  公开号：EP0372470A2

  公开（公告）日：1990-06-13

  -(Substituted carbamoyl)-β-aryl- and heteroaryl-β-oxopropionitriles of formula enol ethers thereof and salts thereof, as well as pharmaceutical preparations containing same and methods of preparing and using these compounds are disclosed. Said compounds represent novel antiinflammatory and antirheumatic agents. Their property to interfere with both the cyclooxygenase and lipoxygenase pathway of the arachidonic fatty acid bioconversion to inflammatory mediators make them valuable therapeutics. These properties render the mentioned substituted carbamoyl-β-oxopropionitriles useful for the treatment of arthritic and rheumatic diseases and other inflammatory conditions in mammals.

  式中的-(取代氨基甲酰基)-β-芳基-和杂芳基-β-氧代丙腈 公开了这些化合物的烯醇醚及其盐类，以及含有这些化合物的药物制剂和制备及使用这些化合物的方法。上述化合物是新型抗炎药和抗风湿药。它们具有干扰环氧化酶和脂氧合酶将花生四烯酸脂肪酸生物转化为炎症介质的途径的特性，使其成为有价值的治疗药物。这些特性使上述取代的氨基甲酰-β-氧代丙腈类化合物可用于治疗哺乳动物的关节炎、风湿病和其他炎症。
• Certain pyrrolylphenyl-substituted hydroxamic acid derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0378991A1

  公开（公告）日：1990-07-25

  Disclosed are the pyrrolylphenyl-substituted hydroxamic acid derivatives of the formula wherein R represents hydrogen, lower alkyl, halogen or lower alkoxy; R₁ and R₂ indepen­dently represent hydrogen, lower alkyl or aryl; Y represents a direct bond, lower alkylene, lower alkenylene, lower alkadienylene, (thio, sulfinyl or sulfonyl)-lower alkylene or oxy-­lower alkylene; Z represents wherein R₃ represents hydrogen or acyl; R₄ represents lower alkyl, C₃-C₇-cycloalkyl, aryl or aryl-lower alkyl; or Z represents wherein R₃ represents hydrogen or acyl; R₅ represents lower alkyl, C₃-C₇-cycloalkyl, aryl, aryl-lower alkyl, amino or N-(mono- or di-lower alkyl)-amino; R₆ and R₇ represent hydrogen or lower alkyl; and pharmaceutically acceptable salts thereof provided that R₃ represents hydrogen; which are useful as selective lipoxygenase inhibitors, methods for preparation thereof, pharmaceutical compositions comprising said compounds, and a method of inhibiting lipoxygenase and of treating diseases in mammals which are respon­sive to lipoxygenase inhibition using said compounds and pharmaceutical compositions comprising said compounds of the invention.

  所公开的是式中的吡咯基苯基取代的羟肟酸衍生物 其中 R 代表氢、低级烷基、卤素或低级烷氧基；R₁ 和 R₂ 独立地代表氢、低级烷基或芳基；Y 代表直接键、低级亚烷基、低级亚烯基、低级亚烷基二烯基、（硫代、亚砜基或磺酰基）-低级亚烷基或氧基-低级亚烷基；Z 代表 其中 R₃ 代表氢或酰基； R₄ 代表低级烷基、C₃-C₇-环烷基、芳基或芳基-低级烷基；或 Z 代表 其中 R₃ 代表氢或酰基；R₅ 代表低级烷基、C₃-C₇-环烷基、芳基、芳基-低级烷基、氨基或 N-(单-或二-低级烷基)-氨基；R₆ 和 R₇ 代表氢或低级烷基；及其药学上可接受的盐，条件是 R₃ 代表氢；可用作选择性脂氧合酶抑制剂、其制备方法、包含所述化合物的药物组合物，以及使用所述化合物和包含本发明所述化合物的药物组合物抑制脂氧合酶和治疗对脂氧合酶抑制有反应的哺乳动物疾病的方法。
• Certain benzopyran and benzothiopyran derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0412939A2

  公开（公告）日：1991-02-13

  The invention relates to the compounds of the formula wherein each R independently represents hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryloxy, carbocyclic or heterocyclic aryl-lower alkyloxy, carbocyclic or heterocyclic aryl-lower alkyl, C₃-C₇-cycloalkyl-lower alkyloxy, or C₃-C₇-cycloalkyloxy; R₁ represents hydrogen, lower alkyl or carbocyclic aryl; R₂ represents hydrogen or lower alkyl; Y represents oxygen (O), sulfur (S), sulfinyl or sulfonyl; n represents 1, 2 or 3; A represents a direct bond or lower alkylene; Z represents wherein R₃ represents hydrogen or acyl; R₄ represents lower alkyl, C₃-C₇-cycloalkyl, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryl-lower alkyl, or C₃-C₇-cycloalkyl-lower alkyl; or Z represents wherein X represents oxygen or sulfur, R₃ represents hydrogen or acyl; R₅ represents lower alkyl, lower alkoxycarbonyl-lower alkyl, C₃-C₇-cycloalkyl, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryl-lower alkyl, C₃-C₇-cycloalkyl-lower alkyl, amino, mono- or di-lower alkylamino, lower alkenylamino, lower alkynylamino, carbocyclic or heterocyclic aryl-lower alkylamino, carbocyclic or heterocyclic arylamino, C₃-C₇-cycloalkylamino, C₃-C₇-cycloalkyl-lower alkylamino, lower alkoxycarbonyl-lower alkylamino, or lower alkoxy; R₆ and R₇ independently represent hydrogen or lower alkyl; and pharmaceutically acceptable salts thereof; which are useful as 5-lipoxygenase inhibitors.

  本发明涉及式中的化合物 其中每个 R 独立地代表氢、低级烷基、卤素、三氟甲基、低级烷氧基、碳环或杂环芳基、碳环或杂环芳氧基、碳环或杂环芳基-低级烷氧基、碳环或杂环芳基-低级烷基、C₃-C₇-环烷基-低级烷氧基或 C₃-C₇-环烷氧基；R₁ 代表氢、低级烷基或碳环芳基； R₂ 代表氢或低级烷基； Y 代表氧 (O)、硫 (S)、亚砜基或磺酰基； n 代表 1、2 或 3； A 代表直接键或低级亚烷基； Z 代表 其中 R₃ 代表氢或酰基；R₄ 代表低级烷基、C₃-C₇-环烷基、碳环或杂环芳基、碳环或杂环芳基-低级烷基，或 C₃-C₇-环烷基-低级烷基；或 Z 代表 其中 X 代表氧或硫，R₃ 代表氢或酰基；R₅ 代表低级烷基、低级烷氧基羰基-低级烷基、C₃-C₇-环烷基、碳环或杂环芳基、碳环或杂环芳基-低级烷基、C₃-C₇-环烷基-低级烷基、氨基、单或双低级烷基氨基、低级烯基氨基、低级炔基氨基、碳环或杂环芳基-低级烷基氨基、碳环或杂环芳基氨基、C₃-C₇-环烷基氨基、C₃-C₇-环烷基-低级烷基氨基、低级烷氧基羰基-低级烷基氨基或低级烷氧基；R₆ 和 R₇ 独立地代表氢或低级烷基；以及它们的药学上可接受的盐；可用作 5-脂氧合酶抑制剂。
• Certain benzodioxole, benzodioxane and benzodioxepin derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0498770A1

  公开（公告）日：1992-08-12

  The invention relates to the compounds of the formula I wherein each R independently represents hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryloxy, carbocyclic or heterocyclic aryl-lower alkyloxy, carbocyclic or heterocyclic aryl-lower alkyl, C₃-C₇-cycloalkyl-lower alkyloxy, or C₃-C₇-cycloalkyloxy; n represents 1, 2, 3 or 4; m represents 0, 1 or 2; A represents a direct bond or lower alkylene; X represents oxygen or sulfur, R₁ represents hydrogen, acyl, lower alkoxycarbonyl, aminocarbonyl, mono- or di-lower alkylaminocarbonyl, lower alkenylaminocarbonyl, lower alkynylaminocarbonyl, carbocyclic or heterocyclic aryl-lower alkylaminocarbonyl, carbocyclic or heterocyclic arylaminocarbonyl, C₃-C₇-cycloalkylaminocarbonyl or C₃-C₇-cycloalkyl-lower alkylaminocarbonyl; R₂ represents lower alkyl, lower alkoxycarbonyl-lower alkyl, C₃-C₇-cycloalkyl, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryl-lower alkyl, C₃-C₇-cycloalkyl-lower alkyl, amino, mono- or di-lower alkylamino, lower alkenylamino, lower alkynylamino, carbocyclic or heterocyclic aryl-lower alkylamino, carbocyclic or heterocyclic arylamino, C₃-C₇-cycloalkylamino, C₃-C₇-cycloalkyl-lower alkylamino, lower alkoxycarbonyl-lower alkylamino or lower alkoxy; R₃ and R₄ independently represent hydrogen or lower alkyl; and pharmaceutically acceptable salts thereof; which are useful as 5-lipoxygenase inhibitors.

  本发明涉及式 I 的化合物 其中每个 R 独立地代表氢、低级烷基、卤素、三氟甲基、低级烷氧基、碳环或杂环芳基、碳环或杂环芳氧基、碳环或杂环芳基-低级烷氧基、碳环或杂环芳基-低级烷基、C₃-C₇-环烷基-低级烷氧基或 C₃-C₇-环烷氧基；n 代表 1、2、3 或 4； m 代表 0、1 或 2；A 代表直接键或低级亚烷基；X 代表氧或硫，R₁ 代表氢、酰基、低级烷氧基羰基、氨基羰基、单或双低级烷基氨基羰基、低级烯基氨基羰基、低级炔基氨基羰基、碳环或杂环芳基-低级烷基氨基羰基、碳环或杂环芳基氨基羰基、C₃-C₇-环烷基氨基羰基或 C₃-C₇-环烷基-低级烷基氨基羰基；R₂ 代表低级烷基、低级烷氧基羰基-低级烷基、C₃-C₇-环烷基、碳环或杂环芳基、碳环或杂环芳基-低级烷基、C₃-C₇-环烷基-低级烷基、氨基、单-或双-低级烷基氨基、低级烯基氨基、低级炔基氨基、碳环或杂环芳基-低级烷基氨基、碳环或杂环芳基氨基、C₃-C₇-环烷基氨基、C₃-C₇-环烷基-低级烷基氨基、低级烷氧基羰基-低级烷基氨基或低级烷氧基；R₃ 和 R₄ 独立地代表氢或低级烷基；以及它们的药学上可接受的盐；可用作 5-脂氧合酶抑制剂。