3-(4-methyl-2-nitrophenyl)acrylic acid ethyl ester | 105910-05-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-methyl-2-nitrophenyl)acrylic acid ethyl ester
• 英文别名: 4-methyl-2-nitro-trans-cinnamic acid ethyl ester；4-Methyl-2-nitro-trans-zimtsaeure-aethylester；3-(4-methyl-2-nitro-phenyl)-acrylic acid ethyl ester；ethyl (2E)-3-(4-methyl-2-nitrophenyl)-2-propenoate；(E)-ethyl 3-(4-methyl-2-nitrophenyl)acrylate；ethyl (E)-3-(4-methyl-2-nitrophenyl)prop-2-enoate
• CAS: 105910-05-2
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: RIQHRYBNMBKEQN-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methyl-2-nitrophenyl)acrylic acid ethyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以100%的产率得到3-(4-methyl-2-nitrophenyl)prop-2-en-1-ol
  参考文献：
  名称：

  [EN] AMINOBENZIMIDAZOLES AND BENZIMIDAZOLES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION
  [FR] AMINOBENZIMIDAZOLES ET BENZIMIDAZOLES UTILISES EN TANT QU'INHIBITEURS DE LA REPLICATION DU VIRUS SYNCYTIAL RESPIRATOIRE

  摘要：

  氨基苯并咪唑和对RSV复制具有抑制活性的苯并咪唑，其具有式(I)的前药、N-氧化物、加合盐、季铵盐、金属配合物和立体化学异构体形式；其中G是直接键或C1-10烷二基，可选地取代一个或多个羟基、C1-6烷氧基、Ar1Cl-6烷氧基、C1-6烷基硫氧基、Ar1C1-6烷基硫氧基、HO(-CH2-CH2-O)n-、C1-6烷氧基(-CH2-M2-O)n-或Ar1Cl-6烷氧基(-CH2-C2-O)n-；R1是Ar1或单环或双环杂环；Q是氢、氨基或单或双(C1-4烷基)氨基；R2a和R3a中的一个选择自卤素、可选地单或多取代的C1-6烷基、可选地单或多取代的C2-6烯基、硝基、羟基、Ar2、N(R4aR4b)、N(R4aR4b)磺酰基、N(R4aR4b)羰基、C1-6烷氧基、Ar2氧基、Ar2C1-6烷氧基、羧基、C1-6烷氧羰基或-C(=Z)Ar2；R2a和R3a中的另一个是氢；如果R2a不同于氢，则R2b是氢、C1-6烷基或卤素，而R3b是氢；如果R3a不同于氢，则R3b是氢、C1-6烷基或卤素，而R2b是氢。含有这些化合物作为活性成分的组合物以及制备这些化合物和组合物的方法。

  公开号：

  WO2005058869A1
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 4-甲基-2-硝基苯甲醛 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以37.8%的产率得到3-(4-methyl-2-nitrophenyl)acrylic acid ethyl ester
  参考文献：
  名称：

  [EN] COMPOUNDS WHICH HAVE ACTIVITY AT M1 RECEPTOR AND THEIR USES IN MEDICINE
  [FR] COMPOSÉS PRÉSENTANT UNE ACTIVITÉ AU NIVEAU DU RÉCEPTEUR M1 ET LEURS UTILISATIONS EN MÉDECINE

  摘要：

  提供具有公式(I)或其盐的化合物：其中R4、R5、R6、Q、A、Y和R按描述定义。披露了这些化合物作为药物的使用和在制造用于治疗精神病性障碍、认知障碍和阿尔茨海默病药物中的应用。本发明还公开了包含这些化合物的药物组合物。

  公开号：

  WO2009037294A1

文献信息

• [EN] MORPHOLINYL CONTAINING BENZIMIDAZOLES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION<br/>[FR] BENZIMIDAZOLES CONTENANT DU MORPHOLINYLE EN TANT QU'INHIBITEURS DE LA REPLICATION DU VIRUS RESPIRATOIRE SYNCYTIAL
  申请人：TIBOTEC PHARM LTD

  公开号：WO2005058871A1

  公开（公告）日：2005-06-30

  The present invention concerns morpholinyl containing benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I), a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereochemically isomeric form thereof wherein G is a direct bond or optionally substituted C1-10alkanediyl; Rl is Ar1 or a monocyclic or bicyclic heterocycle Q is R7, pyrrolidinyl substituted with R7, piperidinyl substituted with R7 or homopiperidinyl substituted with R7; one of R2a and R3a is selected from halo, optionally mono- or polysubstituted Cl-6alkyl, optionally mono- or polysubstituted C2-6alkenyl, nitro, hydroxy, Ar2, N(R4aR4), N(R4aR4)sulfonyl, N(R4aR4b)carbonyl, C1-6alkyloxy, Ar2oxy, Ar2Cl-6alkyloxy, carboxyl, Cl-6alkyloxycarbonyl, or -C(=Z)Ar2; and the other one of R2a and R3a is hydrogen; in case R2a is different from hydrogen then R2b is hydrogen, C1-6alkyl or halogen and R3b is hydrogen; in case R3a is different from hydrogen then R3b is hydrogen, C1-6alkyl or halogen and R2b is hydrogen. It further concerns the preparation thereof and compositions comprising these compounds, as well as the use thereof as a medicine.

  本发明涉及含有对呼吸道合胞病毒复制具有抑制活性的吗啉基苯并咪唑的化合物，其具有式（I），一种前药、N-氧化物、加合盐、季铵盐、金属配合物或其立体化异构体，其中G是直键或可选择地取代的C1-10烷二基；R1是Ar1或单环或双环杂环；Q是R7，R7取代的吡咯烷基、R7取代的哌啶基或R7取代的同构异哌啶基；R2a和R3a中的一个选自卤素、可选择单取代或多取代的Cl-6烷基、可选择单取代或多取代的C2-6烯基、硝基、羟基、Ar2、N(R4aR4)、N(R4aR4)磺酰基、N(R4aR4b)羰基、C1-6烷氧基、Ar2氧基、Ar2Cl-6烷氧基、羧基、Cl-6烷氧羰基或-C(=Z)Ar2；R2a和R3a中的另一个是氢；如果R2a与氢不同，则R2b是氢、C1-6烷基或卤素，R3b是氢；如果R3a与氢不同，则R3b是氢、C1-6烷基或卤素，R2b是氢。还涉及其制备以及包含这些化合物的组合物，以及其作为药物的用途。
• Aminobenzimidazoles and benzimidazoles as inhibitors of respiratory syncytial virus replication
  申请人：Bonfanti Jean-Francois

  公开号：US20070099924A1

  公开（公告）日：2007-05-03

  Aminobenzimidazoles and benzimidazoles having inhibitory activity on RSV replication and having the formula the prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms thereof, wherein G is a direct bond or C 1-10 alkanediyl optionally substituted with one or more hydroxy, C 1-6 alkyloxy, Ar 1 C 1-6 alkyloxy, C 1-6 alkylthio, Ar 1 C 1-6 alkylthio, HO(—CH 2 —CH 2 —O) n —, C 1-6 alkyloxy(—CH 2 —CH 2 —O) n — or Ar 1 C 1-6 alkyloxy(—CH 2 —CH 2 —O) n —; R 1 is Ar 1 or a monocyclic or bicyclic heterocycle; Q is hydrogen, amino or mono- or di(C 1-4 alkyl)amino; one of R 2a and R 3a is selected from halo, optionally mono- or polysubstituted C 1-6 alkyl, optionally mono- or polysubstituted C 2-6 alkenyl, nitro, hydroxy, Ar 2 , N(R 4a R 4b ), N(R 4a R 4b )sulfonyl, N(R 4a R 4b )carbonyl, C 1-6 alkyloxy, Ar 2 oxy, Ar 2 C 1-6 alkyloxy, carboxyl, C 1-6 alkyloxycarbonyl, or —C(═Z)Ar 2 ; and the other one of R 2a and R 3a is hydrogen; in case R 2a is different from hydrogen then R 2b is hydrogen, C 1-6 alkyl or halogen and R 3b is hydrogen; in case R 3a is different from hydrogen then R 3b is hydrogen, C 1-6 alkyl or halogen and R 2b is hydrogen. Compositions containg these compounds as active ingredient and processes for preparing these compounds and compositions.

  具有RSV复制抑制活性的氨基苯并咪唑和苯并咪唑，其具有以下公式的前药，N-氧化物，加成盐，季铵盐，金属配合物和立体化学异构体形式，其中G是直接键或C1-10烷二基，可选地取代一个或多个羟基，C1-6烷氧基，Ar1C1-6烷氧基，C1-6烷基硫基，Ar1C1-6烷基硫基，HO（-CH2- -O）n-，C1-6烷氧基（- - -O）n-或Ar1C1-6烷氧基（- - -O）n-; R1是Ar1或单环或双环杂环; Q是氢，氨基或单或双（C1-4烷基）氨基之一; R2a和R3a中的一个选自卤素，可选择单或多取代的C1-6烷基，可选择单或多取代的C2-6烯基，硝基，羟基，Ar2，N（R4aR4b），N（R4aR4b）磺酰基，N（R4aR4b）羰基，C1-6烷氧基，Ar2氧基，Ar2C1-6烷氧基，羧基，C1-6烷氧羰基或-C（═Z）Ar2; R2a和R3a中的另一个是氢; 在R2a不同于氢的情况下，R2b是氢，C1-6烷基或卤素，而R3b是氢; 在R3a不同于氢的情况下，R3b是氢，C1-6烷基或卤素，而R2b是氢。含有这些化合物作为活性成分的组合物以及制备这些化合物和组合物的过程。
• MORPHOLINYL CONTAINING BENZIMIDAZOLES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION
  申请人：Bonfanti Jean-Francois

  公开号：US20080280881A1

  公开（公告）日：2008-11-13

  The present invention concerns morpholinyl containing benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereochemically isomeric form thereof wherein G is a direct bond or optionally substituted C 1-10 alkanediyl; R 1 is Ar 1 or a monocyclic or bicyclic heterocycle Q is R 7 , pyrrolidinyl substituted with R 7 , piperidinyl substituted with R 7 or homopiperidinyl substituted with R 7 ; one of R 2a and R 3a is selected from halo, optionally mono- or polysubstituted C 1-6 alkyl, optionally mono- or polysubstituted C 2-6 alkenyl, nitro, hydroxy, Ar 2 , N(R 4a R 4b ), N(R 4a R 4b )sulfonyl, N(R 4a R 4b )carbonyl, C 1-6 alkyloxy, Ar 2 oxy, Ar 2 C 1-6 alkyloxy, carboxyl, C 1-6 alkyloxycarbonyl, or —C(=Z)Ar 2 ; and the other one of R 2a and R 3a is hydrogen; in case R 2a is different from hydrogen then R 2b is hydrogen, C 1-6 alkyl or halogen and R 3b is hydrogen; in case R 3a is different from hydrogen then R 3b is hydrogen, C 1-6 alkyl or halogen and R 2b is hydrogen. It further concerns the preparation thereof and compositions comprising these compounds, as well as the use thereof as a medicine.

  本发明涉及含有吗啡啉基的苯并咪唑，具有对呼吸道合胞病毒复制的抑制活性，其具有以下式子: 其中G为直接键或可选取代的C1-10烷二基；R1为Ar1或单环或双环杂环；Q为R7、用R7取代的吡咯烷基、用R7取代的哌啶基或用R7取代的同型哌啶基；R2a和R3a中的一个选自卤素、可选单或多取代的C1-6烷基、可选单或多取代的C2-6烯基、硝基、羟基、Ar2、N(R4aR4b)、N(R4aR4b)磺酰基、N(R4aR4b)羰基、C1-6烷氧基、Ar2氧基、Ar2C1-6烷氧基、羧基、C1-6烷氧羰基或—C(=Z)Ar2；而R2a和R3a中的另一个为氢；若R2a不为氢，则R2b为氢、C1-6烷基或卤素，而R3b为氢；若R3a不为氢，则R3b为氢、C1-6烷基或卤素，而R2b为氢。 此外，本发明还涉及其制备方法和包含这些化合物的组合物，以及其作为药物的用途。
• Morpholinyl containing benzimidazoles as inhibitors of respiratory syncytial virus replication
  申请人：Bonfanti Jean-Francois

  公开号：US20070043022A1

  公开（公告）日：2007-02-22

  The present invention concerns morpholinyl containing benzimidazoles having inhibitory activity on the replication of the respiratory syncytial virus and having the formula a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereochemically isomeric form thereof wherein G is a direct bond or optionally substituted C 1-10 alkanediyl; R 1 is Ar 1 or a monocyclic or bicyclic heterocycle Q is R 7 , pyrrolidinyl substituted with R 7 , piperidinyl substituted with R 7 or homopiperidinyl substituted with R 7 ; one of R 2a and R 3a is selected from halo, optionally mono- or polysubstituted C 1-6 alkyl, optionally mono- or polysubstituted C 2-6 alkenyl, nitro, hydroxy, Ar 2 , N(R 4a R 4b ) N(R 4a R 4b )sulfonyl, N(R 4a R 4b )carbonyl, C 1-6 alkyloxy, Ar 2 oxy, Ar 2 C 1-6 alkyloxy, carboxyl, C 1-6 alkyloxycarbonyl, or —C(=Z)Ar 2 ; and the other one of R 2a and R 3a is hydrogen; in case R 2a is different from hydrogen then R 2b is hydrogen, C 1-6 alkyl or halogen and R 3b is hydrogen; in case R 3a is different from hydrogen then R 3b is hydrogen, C 1-6 alkyl or halogen and R 2b is hydrogen. It further concerns the preparation thereof and compositions comprising these compounds, as well as the use thereof as a medicine.

  本发明涉及含有morpholinyl的苯并咪唑类化合物，具有抑制呼吸道合胞病毒复制的活性，其具有以下式子：a prodrug，N-oxide，加合盐，季铵盐，金属络合物或其立体化学异构体形式，其中G是直链键或可选取代的C1-10烷二基；R1是Ar1或单环或双环杂环；Q是R7，用R7取代的吡咯烷基，用R7取代的哌啶基或用R7取代的同源哌啶基；R2a和R3a中的一个选自卤素，可选取代的C1-6烷基，可选取代的C2-6烯基，硝基，羟基，Ar2，N（R4aR4b），N（R4aR4b）磺酰基，N（R4aR4b）羰基，C1-6烷氧基，Ar2氧基，Ar2C1-6烷氧基，羧基，C1-6烷氧羰基或-C（=Z）Ar2；R2a和R3a中的另一个是氢；如果R2a与氢不同，则R2b是氢，C1-6烷基或卤素，而R3b是氢；如果R3a与氢不同，则R3b是氢，C1-6烷基或卤素，而R2b是氢。本发明进一步涉及其制备方法和包含这些化合物的组合物，以及将其用作药物的用途。
• Compounds which have activity at M1 receptor and their uses in medicine
  申请人：Cooper David Gwyn

  公开号：US20100204272A1

  公开（公告）日：2010-08-12

  Compounds of formula (I) or a salt thereof are provided: wherein R 4 , R 5 , R 6 , Q, A, Y and R are as defined in the description. Uses of the compounds as medicaments and in the manufacture of medicaments for treating psychotic disorders, cognitive impairments and Alzheimer's Disease are disclosed. The invention further discloses pharmaceutical compositions comprising the compounds.

  本发明提供了化学式(I)的化合物或其盐：其中R4，R5，R6，Q，A，Y和R的定义如说明书中所定义。本发明还揭示了将该化合物用作药物以及制造用于治疗精神障碍，认知障碍和阿尔茨海默病的药物的用途。本发明还揭示了包含该化合物的制药组合物。