N-[(1S)-1-(4-acetylphenyl)ethyl]acetamide | 88146-41-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(1S)-1-(4-acetylphenyl)ethyl]acetamide
• CAS: 88146-41-2
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: RZAWAOKACCQVTF-QMMMGPOBSA-N

物化性质

• 沸点：
  415.2±28.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(1S)-1-(4-acetylphenyl)ethyl]acetamide 在 sodium hydroxide 、 硫酸 、 溴 作用下， 以 1,4-二氧六环 为溶剂， 生成 (S)-N-(4-methoxycarbonylphenylethyl)acetamide
  参考文献：
  名称：

  Novel DMARDs on the basis of a new concept of dual cytokine regulation, TNF-α suppression and IL-10 augmentation

  摘要：

  A series of arylpiperazine derivatives was synthesized to obtain agents showing apparent therapeutic effects in a chronic inflammatory animal model, starting from a lead possessing potent dual cytokine regulatory activity in vivo. We found a pyrimidylpiperazine derivative 17c showing the dual regulatory activity and an excellent therapeutic effect in an adjuvant-induced arthritis model. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00129-3
• 作为产物：
  描述：

  N-(1-(4-acetylphenyl)vinyl)acetamide 在 1,2-bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(l) tetrafluoroborate 氢气 作用下， 以 甲醇 为溶剂， 30.0 ℃ 、999.99 kPa 条件下， 生成 N-[(1S)-1-(4-acetylphenyl)ethyl]acetamide
  参考文献：
  名称：

  A complementary method to obtain N-acyl enamides using the Heck reaction: extending the substrate scope for asymmetric hydrogenation

  摘要：

  A method to prepare N-acyl enamides is reported that is complementary to the existing protocols. Heck reaction of a variety of aryl trifluoromethanesulfonates with commercially available N-vinylacetamide occurred in a highly regioselective fashion to provide these valuable synthetic intermediates. This method permits the formation of N-acyl enamides containing functionality that would not be tolerated by the existing methods. Asymmetric hydrogenation using [diphosphine RhCOD]BF4 complexes provided optically active protected amines in up to 99% ee. De-acylation occurs without affecting the amine enantiopurity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.063

文献信息

• Piperazine compounds and medicinal use thereof
  申请人：Mitsubishi Pharma Corporation

  公开号：US06455528B1

  公开（公告）日：2002-09-24

  The present invention relates to a piperazine compound of the formula wherein R1 and R2 are each hydrogen, halogen, lower alkyl, lower alkoxy, amino, substituted amino, nitro, hydroxy or cyano, R3, R4 and R5 are each hydrogen, halogen, lower alkyl, lower alkoxy, nitro, amino, substituted amino or hydroxy, R6 and R7 are each hydrogen, lower alkyl, lower alkyl substituted by halogen, aralkyl, acyl or lower acyl substituted by halogen, R8 and R9 are each hydrogen or lower alkyl, Y is lower alkylene and the like, and ring A is phenyl, pyrimidyl, thiazolyl, pyridyl, pyrazyl or imidazolyl, a pharmaceutically acceptable salt thereof and pharmaceutical agents containing these compounds. The compound of the present invention has superior TNF-&agr; production inhibitory effect and/or IL-10 production promoting effect, and, since it is free of or shows only strikingly reduced expression of an effect on the central nervous system, the compound is useful as a highly safe and superior TNF-&agr; production inhibitor an/or IL-10 production promoter and is useful as an agent for the prophylaxis or treatment of various diseases caused by abnormal TNF-&agr; production, diseases curable with IL-10, such as chronic inflammatory diseases, acute inflammatory diseases, inflammatory diseases due to infection, autoimmune diseases, allergic diseases, and TNF-&agr; mediated diseases.

  本发明涉及一种哌嗪化合物，其化学式为 其中R1和R2分别为氢、卤素、低烷基、低烷氧基、氨基、取代氨基、硝基、羟基或氰基，R3、R4和R5分别为氢、卤素、低烷基、低烷氧基、硝基、氨基、取代氨基或羟基，R6和R7分别为氢、低烷基、受卤素取代的低烷基、芳基烷基、酰基或受卤素取代的低酰基，R8和R9分别为氢或低烷基，Y为低烷基烯基等，环A为苯基、嘧啶基、噻唑基、吡啶基、吡啉基或咪唑基，其药学上可接受的盐及含有这些化合物的药物制剂。本发明的化合物具有优越的TNF-α产生抑制作用和/或IL-10产生促进作用，由于它不含或仅显示对中枢神经系统有显著减少的作用，该化合物可用作高度安全和优越的TNF-α产生抑制剂和/或IL-10产生促进剂，并可用作预防或治疗由异常TNF-α产生引起的各种疾病的药剂，例如可用于治疗可通过IL-10治愈的慢性炎症性疾病、急性炎症性疾病、感染引起的炎症性疾病、自身免疫疾病、过敏性疾病和TNF-α介导的疾病。
• [EN] METHODS OF PEST CONTROL IN SOYBEAN<br/>[FR] PROCÉDÉ DE LUTTE CONTRE DES ORGANISMES NUISIBLES S'ATTAQUANT AU SOJA
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014019609A1

  公开（公告）日：2014-02-06

  The present invention provides methods comprising applying to a crop of soybean plants, the locus thereof, or propagation material thereof, a compound a compound of formula (I) wherein -B1-B2-B3- is -C=N-O-, -C=N-CH2-, -N-CH2-CH2-, or -C=C-O-; R1 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl; R2 is group (X) wherein X2 is C-X6 or nitrogen; X1, X3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least one of X1, X3 and X6 is not hydrogen; A is selected from group (A1) to (A4) and Y1, Y2, Y3, R5 and R8 are as defined in claim 1. The methods are preferably for the control of stinkbugs, in particular Euschistus.

  本发明提供了一种方法，包括将化合物应用于大豆植株、其基因座位或繁殖材料，所述化合物的化学式为(I)，其中-B1-B2-B3-为-C=N-O-，-C=N-CH2-，-N-CH2-CH2-或-C=C-O-；R1为三氟甲基、二氟甲基或氯二氟甲基；R2为(X)基团，其中X2为C-X6或氮；X1、X3和X6独立地为氢、卤素或三卤甲基，其中至少一个X1、X3或X6不是氢；A选自(A1)至(A4)组和Y1、Y2、Y3、R5和R8如权利要求1所定义。该方法优选用于控制臭虫，特别是Euschistus。
• [EN] METHODS OF CONTROLLING INSECTS<br/>[FR] PROCÉDÉS DE CONTRÔLE DES INSECTES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014029708A1

  公开（公告）日：2014-02-27

  The present invention provides provides a method for controlling and/or preventing insects from the genus of Plutella in useful plants, comprising applying to a crop of useful plants, the locus thereof, or propagation material thereof, a compound of formula (I), wherein -B1-Β2-Β3- is -C=N-O-, -C=N-CH2-, or -N-CH2-CH2-; R1 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl; R2 is group X X2 is C-X6 or nitrogen; X1, X3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least one of X1, X3 and X6 is not hydrogen; A is selected from A1 to A5 Y1 is C-R6, CH or nitrogen; Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is hydrogen, halogen, cyano, nitro, NH2, C1-C4alkyl, C1C4aloalkyl, C3-C5cycloalkyl, C3- C5halocycloalkyl, C1-C2alkoxy, or C1-C2haloalkoxy, preferably provided that when A is A3 or A4 R5 is not hydrogen; R6 when present together with R5 forms a -CH=CH-CH=CH- bridge; R7 is C1C4alkyl; R8 is C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy(C1-C4)alkyl, C1-C4alkylthio(C1-C4)alkyl, C1- C4alkylsulfinyl(C1-C4)alkyl, C1-C4alkylsulfonyl(C1-C4)alkyl, C3-C6cycloalkyl, C3-C6cycloalkyl(C1-C4)alkyl-, or tetrahydrofuranyl; R9 is C1-C4alkyl, C1-C4haloalkyl, C1-C4alkyl-O-CH2-, C1-C4haloalkyl-O-CH2-,C3-C6cycloalkyl, C3-C6cycloalkyl-CH2-, C1-C4alkyl-S-CH2-, C1-C4alkyl-S(O)-CH2-, or C1-C4alkyl-S(O2)-CH2; each Z is independently halogen, C1-C12alkyl or C1-C12alkyl substituted by one to five R12, nitro, C1-C12alkoxy or C1-C12alkoxy substituted by one to five R12 cyano, C1-C12alkylsulfinyl, C1-C12alkylsulfonyl, C1-C12haloalkylsulfinyl, C1-C12haloalkylsulfonyl, hydroxyl or thiol; each R12 is halogen, cyano, nitro, hydroxy, C1-C8alkoxy-, C1-C8haloalkoxy-, mercapto, C1-C8alkylthio-, or C1-C8haloalkylthio; and k is 0, 1,2 or 3.

  本发明提供了一种用于控制和/或预防有用植物中十字花科昆虫属的昆虫的方法，包括将式(I)的化合物施用于有用植物的作物、其位点或繁殖材料，其中-B1-Β2-Β3-为-C=N-O-，-C=N-CH2-或-N-CH2-CH2-；R1为三氟甲基、二氟甲基或氯二氟甲基；R2为X的基团，X2为C-X6或氮；X1、X3和X6独立地为氢、卤素或三卤甲基，其中X1、X3和X6中至少有一个不是氢；A从A1到A5中选择，Y1为C-R6、CH或氮；Y2和Y3独立地为CH或氮；其中Y1、Y2和Y3中不超过两个是氮，且Y2和Y3不同时为氮；R5为氢、卤素、氰基、硝基、NH2、C1-C4烷基、C1-C4烷氧基、C3-C5环烷基、C3-C5卤代环烷基、C1-C2烷氧基或C1-C2卤代烷氧基，优选当A为A3或A4时R5不是氢；R6与R5一起形成一个-CH=CH-CH=CH-桥；R7为C1C4烷基；R8为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧(C1-C4)烷基、C1-C4烷硫基(C1-C4)烷基、C1-C4烷基亚砜基(C1-C4)烷基、C1-C4烷基砜基(C1-C4)烷基、C3-C6环烷基、C3-C6环烷基(C1-C4)烷基或四氢呋喃基；R9为C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧-CH2-、C1-C4卤代烷氧-CH2-、C3-C6环烷基、C3-C6环烷基-CH2-、C1-C4烷硫-CH2-、C1-C4烷硫氧-CH2-或C1-C4烷硫氧2-CH2；每个Z独立地为卤素、C1-C12烷基或被1至5个R12取代的C1-C12烷基，硝基，C1-C12烷氧基或被1至5个R12取代的C1-C12烷氧基，氰基，C1-C12烷基亚砜基，C1-C12烷基砜基，C1-C12卤代烷基亚砜基，C1-C12卤代烷基砜基，羟基或硫醇；每个R12为卤素，氰基，硝基，羟基，C1-C8烷氧基，C1-C8卤代烷氧基，巯基，C1-C8烷硫基或C1-C8卤代烷硫基；k为0、1、2或3。
• Imidazo[2,1-b]-1,3,4-thiadiazole sulfonamides
  申请人：Jaquith B. James

  公开号：US20070088059A1

  公开（公告）日：2007-04-19

  This invention relates to compounds of Formula I and the use of compounds of Formula I as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems. Formula I:

  本发明涉及I式化合物及其在治疗中枢和周围神经系统神经元疾病中作为神经保护剂的应用。I式：
• IMIDAZO [2,1,-b]-1,3,4-THIADIAZOLE SULFONAMIDES
  申请人：JAQUITH James B.

  公开号：US20090042953A1

  公开（公告）日：2009-02-12

  This invention relates to compounds of Formula I and the use of compounds of Formula I as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems. Formula I:

  本发明涉及公式I化合物及其作为神经保护剂用于治疗中枢和外周神经系统的神经元疾病的用途。公式I：