3-三氟甲基戊二酸 | 4162-55-4

• 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: 3-三氟甲基戊二酸
• 英文名称: 3-(trifluoromethyl)pentanedioic acid
• 英文别名: 3-(trifluoromethyl)glutaric acid；trifluoromethylglutaric acid；3--glutarsaeure；3-Trifluormethyl-glutarsaeure
• CAS: 4162-55-4
• 化学式: C₆H₇F₃O₄
• 分子量: 200.114
• InChiKey: DBOSNGJVSPCAKD-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C
• 沸点：
  284.5±35.0 °C(Predicted)
• 密度：
  1.497±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  3-三氟甲基戊二酸 在 ammonium hydroxide 、 五氯化磷 、 乙酸酐 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 23.5h， 生成 2,6-二氯-4-三氟甲基吡啶
  参考文献：
  名称：

  Convenient Approaches to 4-Trifluoromethylpyridine

  摘要：

  A number of approaches to the synthesis of 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)-ether in two steps.

  DOI：

  10.1021/op000109r
• 作为产物：
  描述：

  Diethyl 3-(trifluoromethyl)glutarate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 生成 3-三氟甲基戊二酸
  参考文献：
  名称：

  Stereoselective Aldol Reaction of Glutarimides Using Pseudo C₂ Symmetry

  摘要：

  The boron aldol reaction of beta-substituted glutaric imides bearing an oxazolidinone-based auxiliary proceeds with excellent diastereoselectivity; switching the tertiary amine employed between i-Pr2EtN or Et3N affords enantiomeric lactone product.

  DOI：

  10.1021/ol902592t

文献信息

• Herbicidal glutaramic acids and derivatives
  申请人：Rohm and Haas Company

  公开号：US05238908A1

  公开（公告）日：1993-08-24

  This invention relates to glutaramic acids and derivatives exhibiting herbicidal activity having the structure ##STR1## wherein A is a carboxylic acid or a derivative thereof, D is CH or N, and R, R.sup.1, R.sup.2, T, X, Y, and Z are as defined within, compositions containing these compounds and methods of controlling weeds with these compounds.

  这项发明涉及具有以下结构的表现出除草活性的谷氨酸和衍生物##STR1##其中A是羧酸或其衍生物，D是CH或N，R、R.sup.1、R.sup.2、T、X、Y和Z的定义如内所述，包含这些化合物的组合物以及使用这些化合物控制杂草的方法。
• N-[3-(2-CARBOXYETHYL)PHENYL]PIPERIDIN-1-YLACETAMIDE DERIVATIVES AND USE THEREOF AS ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US20150152050A1

  公开（公告）日：2015-06-04

  The present application relates to novel substituted 2-(piperidin-1-yl)acetamide derivatives, to processes for preparation thereof, to the use thereof for treatment and/or prevention of diseases, and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of cardiovascular diseases.

  本申请涉及新型取代的2-(哌啶-1-基)乙酰胺衍生物，其制备方法，以及用于治疗和/或预防疾病的用途，以及用于生产用于治疗和/或预防疾病的药物的用途，特别是用于治疗和/或预防心血管疾病。
• Herbicidal glutarimides
  申请人：Rohm and Haas Company

  公开号：US05393735A1

  公开（公告）日：1995-02-28

  This invention relates to glutarimide compounds exhibiting herbicidal activity having the structure ##STR1## wherein A is carbonyl, thiocarbonyl or methylene, A.sup.1 is carbonyl or methylene, Q is O or (CH.sub.2).sub.n where n is 0 or 1, D is CH or N and R, R.sup.1, R.sup.2, T, X, Y and Z are as defined within, compositions containing these compounds and methods of using these compounds as herbicides and algicides.

  本发明涉及一种具有除草活性的戊二酰亚胺化合物，其结构为##STR1##其中A为羰基、硫代羰基或亚甲基，A.sup.1为羰基或亚甲基，Q为O或(CH.sub.2).sub.n，其中n为0或1，D为CH或N，R、R.sup.1、R.sup.2、T、X、Y和Z的定义如下，包含这些化合物的组合物以及使用这些化合物作为除草剂和藻类杀灭剂的方法。
• N-[3-(2-carboxyethyl)phenyl]piperidin-1-ylacetamide derivatives and use thereof as activators of soluble guanylate cyclase
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US09309198B2

  公开（公告）日：2016-04-12

  The present application relates to novel substituted 2-(piperidin-1-yl)acetamide derivatives, to processes for preparation thereof, to the use thereof for treatment and/or prevention of diseases, and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of cardiovascular diseases.

  本申请涉及新型取代的2-(哌啶-1-基)乙酰胺衍生物，其制备过程，用于治疗和/或预防疾病的用途，以及用于制备治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病的药物。
• Design, Synthesis, and Antipicornavirus Activity of 1-[5-(4-Arylphenoxy)alkyl]-3-pyridin-4-ylimidazolidin-2-one Derivatives
  作者：Chih-Shiang Chang、Ying-Ting Lin、Shin-Ru Shih、Chung-Chi Lee、Yen-Chun Lee、Chia-Liang Tai、Sung-Nien Tseng、Jyh-Haur Chern

  DOI：10.1021/jm050033v

  日期：2005.5.1

  A series of pyridylimidazolidinone derivatives was synthesized and tested in vitro against enterovirus 71 (EV71). On the basis of compound 33 (DBPR103), introduction of a methyl group at the 2- or 3-position of the linker between the imidazolidinone and the biphenyl resulted in markedly improved antiviral activity toward EV71 with IC50 values of 5.0 nM (24b) and 9.3 nM (14a), respectively. Increasing the branched chain to propyl resulted in a progressive decrease in activity, while inserting different heteroatoms entirely rendered the compound only weakly active. The introduction of a bulky group (cyclohexyl, phenyl, or benzyl) led to loss of activity against EV71. The 4-chlorophenyl moiety in 14a was replaced with bioisosteric groups such as oxadiazole (28a-d) or tetrazole (32a,b), dramatically improving anti-EV71 activity and selectivity indices. Compounds 14a, 24b, 28b, 28d, and 32a exhibited a strong activity against lethal EV71, and no apparent cellular toxicity was observed. Three of the more potent imidazolidinone compounds, 14a, 28b, and 32b, were subjected to a large group of picornaviruses to determine their spectrum of antiviral activity.