乙基4,4,4-三氟-2-甲基丁酸酯 | 143484-00-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 乙基4,4,4-三氟-2-甲基丁酸酯
• 英文名称: ethyl 2-methyl-4,4,4-trifluorobutanoate
• 英文别名: ethyl 4,4,4-trifluoro-2-methyl-butanoate；ethyl 4,4,4-trifluoro-2-methylbutanoate；ethyl 4,4,4-trifluoro-2-methylbutyrate；Ethyl 2-methyl-4,4,4-trifluorobutyrate
• CAS: 143484-00-8
• 化学式: C₇H₁₁F₃O₂
• mdl: MFCD00190636
• 分子量: 184.158
• InChiKey: ANNZGOFOWCNVBU-UHFFFAOYSA-N

物化性质

• 沸点：
  142～145℃
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙基4,4,4-三氟-2-甲基丁酸酯 在 lithium hydroxide 、 氨 、 N,N'-羰基二咪唑 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 18.5h， 生成 4,4,4-Trifluoro-2,2-dimethyl-butyramide
  参考文献：
  名称：

  Synthesis, Structure-Activity Relationships, and Pharmacological Evaluation of a Series of Fluorinated 3-Benzyl-5-Indolecarboxamides: Identification of 4-[[5-[((2R)-2-Methyl-4,4,4-trifluorobutyl)carbamoyl]-1-methylindol-3-yl]methyl]-3methoxy-N-[(2-methylphenyl)sulfonyl]benzamide, a Potent, Orally Active Antagonist of Leukotrienes D4 and E4

  摘要：

  The continued exploration of a series of 3-(arylmethyl)-1H-indole-5-carboxamides by the introduction of fluorinated amide substituents has resulted in the discovery of 4-[[5-[((2R)-2-methyl-4,4,4-trifluorobutyl)carbamoyl]-1-methylindol-3-yl]methyl]-3-methoxy-N-[(2-methylphenyl)sulfonyl]benzamide (38p, ZENECA ZD 3523),which has been chosen for clinical evaluation. This compound exhibited a K-i of 0.42 nM for displacement of [H-3]LTD(4) on guinea pig lung membranes, a pK(B) Of 10.13 +/- 0.14 versus LTE(4) on guinea pig trachea, and an oral ED(50) Of 1.14 mu mol/kg opposite LTD(4)-induced bronchoconstriction in guinea pigs. The R enantiomer was found to be modestly more potent than the S enantiomer 38o. Modification of the amide substituent to afford achiral compounds was unsuccessful in achieving comparable levels of activity. Profiling of 38p opposite a variety of functional assays has demonstrated the selectivity of this compound as a leukotriene receptor antagonist. The enantioselective synthesis of 38p, which employed a diastereoselective alkylation of (4R,5S)-3-(1-oxo-4,4,4-trifluorobutyl)-4-methyl-5-phenyl-2-oxazolidinone (27) as the key step to establish the chirality of the amide substituent, provided an efficient route for generating 38p in >99% enantiomeric purity.

  DOI：

  10.1021/jm00035a008
• 作为产物：
  描述：

  4,4,4-三氟丁酸乙酯 、 碘甲烷 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以46%的产率得到乙基4,4,4-三氟-2-甲基丁酸酯
  参考文献：
  名称：

  Carbamoyl derivatives

  摘要：

  本发明涉及一种新的氨基甲酰衍生物，其化学式为I，该衍生物在此处列出，能拮抗被称为白三烯的花生四烯酸代谢产物的药理作用，使其在需要拮抗这种作用的情况下非常有用，例如在白三烯参与的疾病治疗中，例如在过敏性或炎症性疾病的治疗中，或在内毒素性或创伤性休克症状的治疗中。该发明还提供了含有这些新衍生物的药物组合物，用于进行这种治疗的方法，以及用于制造这些新衍生物的方法和中间体。

  公开号：

  US05286740A1

文献信息

• [EN] SOLUBLE GUANYLATE CYCLASE ACTIVATORS<br/>[FR] ACTIVATEURS SOLUBLES DE GUANYLATE CYCLASE
  申请人：MERCK SHARP & DOHME

  公开号：WO2015088885A1

  公开（公告）日：2015-06-18

  A compound of Formula I or a pharmaceutically acceptable salt thereof, are capable of modulating the body's production of cyclic guanosine monophosphate (" cGMP") and are generally suitable for the therapy and prophylaxis of diseases which are associated with a disturbed cGMP balance. The invention furthermore relates to processes for preparing compounds of Formula I, or a pharmaceutically acceptable salt thereof, for their use in the therapy and prophylaxis of the abovementioned diseases and for preparing pharmaceuticals for this purpose, and to pharmaceutical preparations which comprise compounds of Formula I or a pharmaceutically acceptable salt thereof.

  公式I的化合物或其药学上可接受的盐，能够调节体内环鸟苷酸单磷酸（"cGMP"）的产生，并且通常适用于治疗和预防与紊乱的cGMP平衡相关的疾病。此外，本发明还涉及制备公式I的化合物或其药学上可接受的盐的方法，用于治疗和预防上述疾病，并为此目的制备药物，以及包含公式I的化合物或其药学上可接受的盐的药物制剂。
• [EN] FUNGICIDAL COMPOSITIONS<br/>[FR] COMPOSITIONS FONGICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2019052930A1

  公开（公告）日：2019-03-21

  A fungicidal composition comprising a mixture of components (A) and (B), wherein component (A) is a quinoline-3-carboxamide of formula (I) and component (B) is selected from the group consisting of pydiflumetofen, benzovindiflupyr, difenoconazole, hexaconazole, azoxystrobin, fludioxonil, cyprodinil, fluazinam, isopyrazam, pyroquilon, tricyclazole, chlorothalonil, propiconazole, aminopyrifen, penconazole, prothioconazole, mancozeb, fenpropimorph, fenpropidin, sulfur, and a biofungicide comprising a Bacillus subtilis strain, as well as to use of the compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  一种杀真菌组合物，包括混合物(A)和(B)，其中组分(A)是式(I)的喹啉-3-羧酰胺，组分(B)选自包括吡啶氟菌酯、苯唑维菌酯、二嗪酮康唑、己唑酮、阿托霉素、氟庚唑、环丙唑、氟吡唑酰胺、异吡唑酰胺、吡喹酮、三唑酮、氯硝托腈、丙环唑、氨基吡菲酚、苯康唑、丙硫唑、甲基托布津、氟苯唑醇、硫磺以及包括枯草芽孢杆菌菌株的生物杀菌剂组成，以及将该组合物用于农业或园艺中控制或预防植物受植物病原微生物，优选真菌，侵害的用途。
• [EN] MICROBIOCIDAL QUINOLINE (THIO)CARBOXAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS MICROBIOCIDES DE QUINOLÉINE (THIO)CARBOXAMIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2017153380A1

  公开（公告）日：2017-09-14

  Compounds of the formula (I) wherein the subsitiuents are as defined in claim 1. Furthermore, the present invention relates to agrochemical compositions which comprise compounds of formula (I), to preparation of these compositions, and to the use of the compounds or compositions in agriculture or horticulture for combating, preventing or controlling infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, in particular fungi.

  式(I)中的化合物，其中取代基如权利要求1所定义。此外，本发明涉及包含式(I)化合物的农药组合物，制备这些组合物以及在农业或园艺中使用这些化合物或组合物来对抗、预防或控制植物、收获的粮食作物、种子或非生物材料受植物病原微生物，特别是真菌的侵害。
• Carbamoyl derivatives
  申请人：Imperial Chemical Industries PLC

  公开号：US05286740A1

  公开（公告）日：1994-02-15

  The present invention concerns novel carbamoyl derivatives of formula I, set out herein, which antagonize the pharmacological actions of one or more of the arachidonic acid metabolites known as leukotrienes, making them useful whenever such antagonism is desired, such as in the treatment of those diseases in which leukotrienes are implicated, for example, in the treatment of allergic or inflammatory diseases, or of endotoxic or traumatic shock conditions. The invention also provides pharmaceutical compositions containing the novel derivatives for use in such treatments, methods for their use and processes and intermediates for the manufacture of the novel derivatives.

  本发明涉及一种新的氨基甲酰衍生物，其化学式为I，该衍生物在此处列出，能拮抗被称为白三烯的花生四烯酸代谢产物的药理作用，使其在需要拮抗这种作用的情况下非常有用，例如在白三烯参与的疾病治疗中，例如在过敏性或炎症性疾病的治疗中，或在内毒素性或创伤性休克症状的治疗中。该发明还提供了含有这些新衍生物的药物组合物，用于进行这种治疗的方法，以及用于制造这些新衍生物的方法和中间体。
• MICROBIOCIDAL QUINOLINE (THIO)CARBOXAMIDE DERIVATIVES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：US20220015364A1

  公开（公告）日：2022-01-20

  Compounds of the formula (I) wherein the substituents are as defined in claim 1. Furthermore, the present invention relates to agrochemical compositions which comprise compounds of formula (I), to preparation of these compositions, and to the use of the compounds or compositions in agriculture or horticulture for combating, preventing or controlling infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, in particular fungi.

  化学式为（I）的化合物，其中取代基如权利要求1所定义。此外，本发明还涉及包括化合物（I）的农药组合物，以及制备这些组合物和在农业或园艺中使用化合物或组合物来对抗、预防或控制植物、收获的食物作物、种子或非生物材料的植物病原微生物，特别是真菌。