methyl 4-trifluoromethylthiobenzoate | 127918-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-trifluoromethylthiobenzoate
• 英文别名: O-methyl 4-(trifluoromethyl)benzothioate；methyl 4-trifluoromethylbenzenecarbothioate；O-methyl 4-(α,α,α-trifluoromethyl)thiobenzoate；O-methyl 4-(trifluoromethyl)benzenecarbothioate
• CAS: 127918-61-0
• 化学式: C₉H₇F₃OS
• 分子量: 220.215
• InChiKey: XYNNNAAQKGIOSD-UHFFFAOYSA-N

物化性质

• 沸点：
  214.2±50.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4-trifluoromethylthiobenzoate 以60%的产率得到ethyl 5-(α,α,α-trifluoro-4-methylphenyl)-4-thiazolecarboxylate
  参考文献：
  名称：

  Compounds for treating and preventing cognitive diseases and depression

  摘要：

  公开了具有单胺氧化酶抑制性能且具有低毒性的乙二胺单酰胺化合物，其化学式为R--CO--NH--CH.sub.2 --CH.sub.2 --NH.sub.2，其中R是下列基团之一：##STR1## 其中R.sup.1为苯基、单卤苯基、单较低烷基苯基、单较低烷氧基苯基、单三氟甲基苯基、单氰基苯基或单芳基-较低烷氧基苯基、双卤苯基、呋喃基、噻吩基或单卤噻吩基，R.sup.2为氢、卤素或氨基，R.sup.3、R.sup.5和R.sup.7各自为苯基、单卤苯基、双卤苯基、噻吩基、呋喃基或单卤呋喃基，R.sup.4和R.sup.6各自为氢或氨基，R.sup.8为氢或较低烷基，以及它们的药用可用酸盐。这些化合物具有单胺氧化酶抑制性能，低毒性，可用于治疗抑郁状态和认知障碍。

  公开号：

  US05011849A1
• 作为产物：
  描述：

  4-(三氟甲基)苯甲酸甲酯 在 劳森试剂 作用下， 以 对二甲苯 为溶剂， 反应 24.0h， 以61%的产率得到methyl 4-trifluoromethylthiobenzoate
  参考文献：
  名称：

  从末端炔烃，磺酰基叠氮化物和亚硫酸酯轻松合成2,5-二取代的噻唑

  摘要：

  据报道从末端炔烃，磺酰基叠氮化物和硫代磺酸酯合成2，5-二取代的噻唑的顺序方法。末端炔烃与磺酰基叠氮化物的铜（I）催化的1,3-偶极环加成反应生成1-磺酰基-1,2,3-三唑，然后在铑（II）催化剂存在下与硫磺酸酯反应。随后通过消除磺酰基基团将所得的3-磺酰基-4-噻唑啉芳香化为相应的2，5-二取代的噻唑。

  DOI：

  10.1021/acs.orglett.5b00960

文献信息

• Synthesis of 5-(1-Alkoxyalkylidene)tetronates by Direct Condensation Reactions of Tetronates with Thionolactones and Thionoesters
  作者：Ya-Qing Huang、Xiong-Zhi Huang、Pei-Qiang Huang

  DOI：10.1021/acs.joc.0c02502

  日期：2021.2.5

  thionolactones and thionoesters as activated forms of lactones/esters that allows the direct condensation with tetronates via one-pot enolate formation, nucleophilic addition, S-methylation, and DBU-promoted elimination. The value of the method was demonstrated by the stereoselective syntheses of two natural products: 5,6-Z-fadyenolide (Z/E ratio = 6:1) and 9,10-methylenedioxy-5,6-Z-fadyenolide (Z/E

  我们报告了从内酯/酯开始的双环和单环5-（1-烷氧基亚烷基）代酸酯的两步方法。该方法的特征在于使用硫代内酯和硫代酸酯作为内酯/酯的活化形式，其允许通过一锅式烯醇化物形成，亲核加成，S-甲基化和DBU促进的消除而与四价酸酯直接缩合。该方法的价值通过两种天然产物的立体选择性合成得到证明：5,6- Z-脂肪酸（Z / E比= 6：1）和9,10-亚甲基二氧基-5,6- Z-脂肪酸（Z / E比= 9：1）。
• Bismuth(<scp>iii</scp>) β-thioxoketonates as antibiotics against Helicobacter pylori and as anti-leishmanial agents
  作者：Philip C. Andrews、Victoria L. Blair、Richard L. Ferrero、Peter C. Junk、Lukasz Kedzierski、Roshani M. Peiris

  DOI：10.1039/c3dt52544a

  日期：——

  Nine different β-thioxoketones of general formula R1C(O)CH2C(S)R2 (R1 = C6H5, R2 = C6H5L1; R1 = C6H5, R2 = p-CF3C6H4L2; R1 = p-MeOC6H4, R2 = C6H5L3; R1 = p-MeOC6H4, R2 = p-CF3C6H4L4; R1 = C5H4N, R2 = C6H5L5; R1 = p-IC6H4, R2 = C6H5L6; R1 = C6H5, R2 = p-IC6H4L7; R1 = C6H5, R2 = C10H7L8 and R1 = CH3, R2 = C6H5L9) and their tris-substituted bismuth(III) complexes having the general formula [BiR1C(O)CHC(S)R2}3] were synthesised and fully characterised. The solid state structure of [BiC5H4NC(O)CHC(S)C6H5}3] B5 was determined by crystallography and revealed that the three β-thioxoketonato ligands are bound to bismuth(III) centre in a bidentate fashion through O and S atoms. The bismuth(III) complexes and the corresponding thioxoketones were assessed for their activity against H. pylori. All of the bismuth(III) complexes were highly active against H. pylori having a MIC of greater than or equal to 3.125 μg mL−1, while the free acids were essentially not toxic to the bacteria. The anti-leishmanial activity of all the bismuth(III) β-thioxoketonates and the corresponding free acids were assessed against L. major promastigotes. The toxicity towards human fibroblast cells was also assessed. All of the free β-thioxoketones were selectively toxic to the L. major promastigotes displaying some potential as anti-leishmanial agents. Among these [C6H5C(O)CH2C(S)C6H5] L1 and [C5H4NC(O)CH2C(S)C6H5] L5 showed comparable activity to that of Amphotericin B, killing about 80% of the L. major promastigotes at a concentration of 25 μM (6.0 μg mL−1). The bismuth(III) β-thioxoketonate complexes were toxic to both the L. major promastigotes and fibroblast cells at high concentrations, but gave no improvement in anti-leishmanial activity over the free β-thioxoketones.

  通式为 R1C(O)CH2C(S)R2（R1 = C6H5，R2 = C6H5L1；R1 = C6H5，R2 = p-CF3C6H4L2；R1＝p-MeOC6H4，R2＝C6H5L3； R1＝p-MeOC6H4，R2＝p-CF3C6H4L4； R1＝C5H4N，R2＝C6H5L5； R1＝p-IC6H4，R2＝C6H5L6；R1＝C6H5，R2＝p-IC6H4L7；R1＝C6H5，R2＝C10H7L8 和 R1＝CH3，R2＝C6H5L9）及其通式为 [BiR1C(O)CHC(S)R2}3] 的三取代铋（III）配合物进行了合成和全面表征。通过晶体学方法确定了 [BiC5H4NC(O)CHC(S)C6H5}3] B5 的固态结构，发现三个δ-硫酮配体通过 O 原子和 S 原子以双齿方式与铋（III）中心结合。评估了铋（III）配合物和相应的硫酮酮对幽门螺杆菌的活性。所有铋（III）络合物对幽门螺杆菌都有很高的活性，其 MIC 大于或等于 3.125 δ¼g mLâ1 ，而游离酸对细菌基本上没有毒性。对所有δ-硫酮酸铋（III）和相应游离酸的抗大肠杆菌原虫活性进行了评估。此外，还评估了对人类成纤维细胞的毒性。所有游离的 β-thioxoketone 都能选择性地对 L. major 原虫产生毒性，显示出作为抗利什曼病原体制剂的一些潜力。其中[C6H5C(O)CH2C(S)C6H5] L1和[C5H4NC(O)CH2C(S)C6H5] L5显示出与两性霉素B相当的活性，在浓度为25δ¼M（6.0δ¼g mLâ1）时可杀死约80%的大鼠原虫。在高浓度下，δ-硫酮酸铋（III）络合物对大叶原虫和成纤维细胞都有毒性，但与游离的δ-硫酮相比，抗利什曼病的活性没有提高。
• P4S10/dimethicone tandem: efficient reagent for thionation of various aromatic amides and esters
  作者：Dongho Cho、Jiyoung Ahn、Kathlia A. De Castro、Hyunseok Ahn、Hakjune Rhee

  DOI：10.1016/j.tet.2010.05.100

  日期：2010.7

  Organosulfur compounds are valuable because of their rich and varied chemistry especially in biological field. We report a new and efficient way for thionation of various aromatic amides and esters using P4S10/dimethicone tandem. The ease of handling and higher yield makes this protocol economical. (C) 2010 Elsevier Ltd. All rights reserved.
• LEAVING SUBSTITUENT-CONTAINING COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL FORMED THEREFROM, ORGANIC ELECTRONIC DEVICE, ORGANIC THIN-FILM TRANSISTOR AND DISPLAY DEVICE USING THE ORGANIC SEMICONDUCTOR MATERIAL, METHOD FOR PRODUCING FILM-LIKE PRODUCT, PI-ELECTRON CONJUGATED COMPOUND AND METHOD FOR PRODUCING THE PI ELECTRON CONJUGATED COMPOUND
  申请人：Goto Daisuke

  公开号：US20130095605A1

  公开（公告）日：2013-04-18

  A leaving substituent-containing compound represented by General Formula (I), wherein the leaving substituent-containing compound can be converted to a compound represented by General Formula (Ia) and a compound represented by General Formula (II), by applying energy to the leaving substituent-containing compound, in General Formulas (I), (Ia) and (II), X and Y each represent a hydrogen atom or a leaving substituent, where one of X and Y is the leaving substituent and the other is the hydrogen atom; Q 2 to Q 5 each represent a hydrogen atom, a halogen atom or a monovalent organic group; Q 1 and Q 6 each represent a hydrogen atom or a monovalent organic group other than the leaving substituent; and among the monovalent organic groups represented by Q 1 to Q 6 , adjacent monovalent organic groups may be linked together to form a ring.
• ARYLAMINE COMPOUND
  申请人：GOTO Daisuke

  公开号：US20130225858A1

  公开（公告）日：2013-08-29

  An arylamine compound including: a partial structure shown in formula (1-1) or (1-2), wherein either X or Y is one of leaving substituents and the other is a hydrogen atom; either (X 1 , X 2 ) or (Y 1 , Y 2 ) is one of the leaving substituents respectively and the other is the hydrogen atom respectively; each of Q 1 , Q 2 , Q 3 , Q 4 , Q 5 , and Q 6 is selected from the hydrogen atom, a halogen atom, organic substituents other than the leaving substituents, and an atomic bonding to link with an adjacent arylamine group respectively; and adjacent two substituents selected from Q 1 , Q 2 , Q 3 , Q 4 , Q 5 , and Q 6 may be linked together to form the ring which may be a part of an arylamine group.