2-bromoethyl 3,4,5-trimethoxybenzoate | 41165-35-9

• 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: 2-bromoethyl 3,4,5-trimethoxybenzoate
• 英文别名: 3,4,5-trimethoxy-benzoic acid-(2-bromo-ethyl ester)；3,4,5-Trimethoxy-benzoesaeure-(2-brom-aethylester)；2-bromoethyl-3,4,5-trimethoxybenzoate；3,4,5-Trimethoxy-benzoesaeure-<2-brom-ethylester>
• CAS: 41165-35-9
• 化学式: C₁₂H₁₅BrO₅
• 分子量: 319.152
• InChiKey: GIOOQVMMXDFBAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromoethyl 3,4,5-trimethoxybenzoate 在 甲醇 、 铂 作用下， 生成 5-(3,4,5-trimethoxy-benzoyloxy)-2-[2-(3,4,5-trimethoxy-benzoyloxy)-ethyl]-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  3, 4, 5-trimethoxybenzoic acid esters of nu-hydroxyalkyl hydroxyisoquinolines and derivatives thereof

  摘要：

  公开号：

  US02800475A1
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酰氯 、 2-溴乙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到2-bromoethyl 3,4,5-trimethoxybenzoate
  参考文献：
  名称：

  Dilazep analogues for the study of equilibrative nucleoside transporters 1 and 2 (ENT1 and ENT2)

  摘要：

  As ENT inhibitors including dilazep have shown efficacy improving oHSV1 targeted oncolytic cancer therapy, a series of dilazep analogues was synthesized and biologically evaluated to examine both ENT1 and ENT2 inhibition. The central diamine core, alkyl chains, ester linkage and substituents on the phenyl ring were all varied. Compounds were screened against ENT1 and ENT2 using a radio-ligand cell-based assay. Dilazep and analogues with minor structural changes are potent and selective ENT1 inhibitors. No selective ENT2 inhibitors were found, although some analogues were more potent against ENT2 than the parent dilazep. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.026

文献信息

• 1-Substituted-3-aminoethoxypyrrolidines
  申请人：A. H. Robins Company, Incorporated

  公开号：US04096331A1

  公开（公告）日：1978-06-20

  1-Substituted-3-aminoethoxypyrrolidines possessing hypotensive properties are disclosed. The compounds are prepared from 3-aminoethoxypyrrolidines.

  揭示了具有降压作用的1-取代-3-氨基乙氧吡咯烷。这些化合物是从3-氨基乙氧吡咯烷制备的。
• 1-Substituted-3-aminoethoxypyrrolidines and use thereof
  申请人：A. H. Robins Company, Inc.

  公开号：US04139620A1

  公开（公告）日：1979-02-13

  1-Substituted-3-aminoethoxypyrrolidines having the formula ##STR1## WHEREIN R is benzyl, 2-ethoxyphenoxylower-alkyl, 2-propionyloxy-ethyl, 2-methoxy-4-acetylphenoxylower-alkyl, 4-fluorophenoxy lower alkyl, benzoyloxylower-alkyl, 3,4,5-trimethoxybenzoyloxylower-alkyl, 3,4,5-trimethoxybenzoyl, N-(4-methoxyphenyl) carbamoyl, 2-methoxyphenoxylower-alkyl, 3,4,5-trimethoxyphenyl-acetyl, 2-piperidinoethyl or carbamoyl, and Am is dilower-alkylamino, morpholino or piperidino having hypotensive properties are disclosed.

  具有以下结构的1-取代-3-氨基乙氧吡咯烷类化合物的化学式为##STR1##其中R为苄基、2-乙氧基苯氧基较低烷基、2-丙酰氧乙基、2-甲氧基-4-乙酰苯氧基较低烷基、4-氟苯氧基较低烷基、苯甲酰氧较低烷基、3,4,5-三甲氧基苯甲酰氧较低烷基、3,4,5-三甲氧基苯甲酰、N-(4-甲氧基苯基)氨甲酰、2-甲氧基苯氧基较低烷基、3,4,5-三甲氧基苯乙酰、2-哌啶乙基或氨甲酰，以及Am为二低烷基氨基、吗啉基或哌啶基，具有降压作用。
• Trialkoxybenzoyloxyalkyl derivatives related to norharman
  申请人：SEARLE &

  公开号：US02852520A1

  公开（公告）日：1958-09-16
• Dilazep analogues for the study of equilibrative nucleoside transporters 1 and 2 (ENT1 and ENT2)
  作者：Hilaire Playa、Timothy A. Lewis、Amal Ting、Byung-Chul Suh、Benito Muñoz、Robert Matuza、Brent J. Passer、Stuart L. Schreiber、John K. Buolamwini

  DOI：10.1016/j.bmcl.2014.10.026

  日期：2014.12

  As ENT inhibitors including dilazep have shown efficacy improving oHSV1 targeted oncolytic cancer therapy, a series of dilazep analogues was synthesized and biologically evaluated to examine both ENT1 and ENT2 inhibition. The central diamine core, alkyl chains, ester linkage and substituents on the phenyl ring were all varied. Compounds were screened against ENT1 and ENT2 using a radio-ligand cell-based assay. Dilazep and analogues with minor structural changes are potent and selective ENT1 inhibitors. No selective ENT2 inhibitors were found, although some analogues were more potent against ENT2 than the parent dilazep. (C) 2014 Elsevier Ltd. All rights reserved.
• 3, 4, 5-trimethoxybenzoic acid esters of nu-hydroxyalkyl hydroxyisoquinolines and derivatives thereof
  申请人：SEARLE &

  公开号：US02800475A1

  公开（公告）日：1957-07-23