{4-[(E)-2-(1,3-Dimethyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-vinyl]-phenoxy}-acetic acid ethyl ester | 875801-89-1

• 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: {4-[(E)-2-(1,3-Dimethyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-vinyl]-phenoxy}-acetic acid ethyl ester
• 英文别名: ethyl 2-[4-[(E)-2-(1,3-dimethyl-5-nitro-2,6-dioxopyrimidin-4-yl)ethenyl]phenoxy]acetate
• CAS: 875801-89-1
• 化学式: C₁₈H₁₉N₃O₇
• 分子量: 389.365
• InChiKey: PXGSCRCHQBUYTQ-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {4-[(E)-2-(1,3-Dimethyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-vinyl]-phenoxy}-acetic acid ethyl ester 在 亚磷酸三乙酯 作用下， 反应 7.0h， 以30%的产率得到[4-(1,3-Dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)-phenoxy]-acetic acid ethyl ester
  参考文献：
  名称：

  Design, Synthesis, and Structure−Activity Relationships of 1-,3-,8-, and 9-Substituted-9-deazaxanthines at the Human A_2B Adenosine Receptor

  摘要：

  Over two hundred 1-, 3-, 8-, and 9-substituted-9-deazaxanthines were prepared and evaluated for their binding affinity at the recombinant human adenosine receptors, in particular at the hA(2B) and hA(2A) subtypes. Several ligands endowed with sub-micromolar to low nanomolar binding affinity at hA(2B) receptors, good selectivity over hA(2A) and hA(3), but a relatively poor selectivity over hA(1) were obtained. Good antagonistic potencies and efficacies, with pA(2) values close to the corresponding pK(i)s, were observed in functional assays in vitro performed on a selected series of compounds. 1,3-Dimethyl-8-phenoxy-(N-p-halogenophenyl)-acetamido-9-deazaxanthine derivatives appeared as the most interesting leads, some of them showing outstanding hA(2B) affinities, high selectivity over hA(2A) and hA(3), but low selectivity over hA(1). Structure-affinity relationships suggested that the binding potency at the hA(2B) receptor was mainly modulated by the steric (lipophilic) properties of the substituents at positions 1 and 3 and by the electronic and lipophilic characteristics of the substituents at position 8. A comparison among affinity and selectivity profiles of 9-deazaxanthines with the corresponding xanthines suggested some possible differences in their binding mode.

  DOI：

  10.1021/jm0506221
• 作为产物：
  描述：

  1,3,6-三甲基-5-硝基-2,4(1H,3H)-嘧啶二酮 、 4-(乙氧基羰基甲氧基)苯甲醛 在 哌啶 作用下， 以 1,4-二氧六环 为溶剂， 以50%的产率得到{4-[(E)-2-(1,3-Dimethyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-vinyl]-phenoxy}-acetic acid ethyl ester
  参考文献：
  名称：

  Design, Synthesis, and Structure−Activity Relationships of 1-,3-,8-, and 9-Substituted-9-deazaxanthines at the Human A_2B Adenosine Receptor

  摘要：

  Over two hundred 1-, 3-, 8-, and 9-substituted-9-deazaxanthines were prepared and evaluated for their binding affinity at the recombinant human adenosine receptors, in particular at the hA(2B) and hA(2A) subtypes. Several ligands endowed with sub-micromolar to low nanomolar binding affinity at hA(2B) receptors, good selectivity over hA(2A) and hA(3), but a relatively poor selectivity over hA(1) were obtained. Good antagonistic potencies and efficacies, with pA(2) values close to the corresponding pK(i)s, were observed in functional assays in vitro performed on a selected series of compounds. 1,3-Dimethyl-8-phenoxy-(N-p-halogenophenyl)-acetamido-9-deazaxanthine derivatives appeared as the most interesting leads, some of them showing outstanding hA(2B) affinities, high selectivity over hA(2A) and hA(3), but low selectivity over hA(1). Structure-affinity relationships suggested that the binding potency at the hA(2B) receptor was mainly modulated by the steric (lipophilic) properties of the substituents at positions 1 and 3 and by the electronic and lipophilic characteristics of the substituents at position 8. A comparison among affinity and selectivity profiles of 9-deazaxanthines with the corresponding xanthines suggested some possible differences in their binding mode.

  DOI：

  10.1021/jm0506221

文献信息

• [EN] NEMATICIDAL DIFLUOROALKENES<br/>[FR] DIFLUOROALCENES NEMATICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2005026139A1

  公开（公告）日：2005-03-24

  The invention relates to a compound of the formula (I) wherein R represents hydrogen, halogen, alkyl, cycloalkyl, alkoxyalkyl, alkylthioalkyl, haloalkyl, alkoxy, alkylthio, represents optionally substituted phenyl or benzyl, or represents optionally substituted heteroaryl containing at least one heteroatom selected from N, O and S, m represents 3, 4, 5, 6, 7, 8, 9 or 10, and n represents 0, 1 or 2, a process for preparing said compound, compositions comprising said compound and its use for combating pests.

  该发明涉及一种化合物，其化学式为（I），其中R代表氢、卤素、烷基、环烷基、烷氧基烷基、烷硫基烷基、卤代烷基、烷氧基、烷硫基，或者代表可选择取代的苯基或苄基，或者代表至少含有一个来自N、O和S的杂原子的可选择取代的杂芳基，m代表3、4、5、6、7、8、9或10，n代表0、1或2，一种制备该化合物的方法，包含该化合物的组合物以及其用于防治害虫的用途。
• 6-Phenyldihydropyrrolopyrimidinedione derivatives
  申请人：Vidal Juan Bernat

  公开号：US20050070558A1

  公开（公告）日：2005-03-31

  6-phenylpyrrolopyrimidinedione derivatives of the formula (I), and pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 , R 4 and R 5 are organic residues, L 1 is a spacer group and R 6 is C(O) NR 10 R 11 , —S(O) 2 NR 10 R 11 , ? —ON═CR 12 R 13 , or a heterocyclyl, aryl? or heteroaryl group, where R 10 , R 11 , R 12 and R 13 are organic residues, have therapeutic potential as A2 adenosine receptor inhibitors.

  式(I)的6-苯基吡咯嘧啶二酮衍生物及其药学上可接受的盐，其中R1、R2、R3、R4和R5均为有机残基，L1为间隔基，R6为C（O）NR10R11、—S（O）2NR10R11、？—ON═CR12R13或杂环基、芳基或杂芳基，其中R10、R11、R12和R13为有机残基，具有作为A2腺苷受体抑制剂的治疗潜力。
• NEMATICIDAL TRIFLUOROBUTENYL IMIDAZOLE THIOETHER DERIVATIVES
  申请人：Bayer CropScience AG

  公开号：EP1465490A2

  公开（公告）日：2004-10-13
• [EN] NEMATICIDAL TRIFLUOROBUTENYL IMIDAZOLE THIOETHER DERIVATIVES<br/>[FR] DERIVES DE THIOETHER D'IMIDAZOLE DE TRIFLUOROBUTENYLE DE NEMATICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2003049541A2

  公开（公告）日：2003-06-19

  The present invention relates to novel trifluorobutenyl imidazole thioether derivatives of the following formula (I) wherein R1 represents hydrogen or halogen, R2 represents hydrogen, halogen or alkoxycarbonyl, R3 represents hydrogen, alkyl, alkenyl, cycloalkyl or aralkyl, and n represents 0,1 or 2, with the proviso that R?1, R2 and R3¿ do not all represent hydrogen at the same time to a process for their preparation and to their use as nematicides.
• [EN] NEMATICIDAL TETRAZOLE-CONTAINING TRIFLUOROBUTENES<br/>[FR] TRIFLUOROBUTENES NEMATICIDES CONTENANT DU TETRAZOLE
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2003106436A1

  公开（公告）日：2003-12-24

  The present invention relates to novel tetrazole-containing trifluorobutene derivatives of the formula (I) wherein R represents alkyl, alkenyl, haloalkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, optionally substituted phenyl or optionally substituted arylalkyl, and n represents 1 or 2, to a process for their preparation and to their use as nematicides.