2-(2,5-dichloro-phenoxy)-ethylamine | 50912-64-6

• 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-(2,5-dichloro-phenoxy)-ethylamine
• 英文别名: 2-(2,5-Dichlor-phenoxy)-aethylamin；2-(2,5-Dichlorophenoxy)ethanamine
• CAS: 50912-64-6
• 化学式: C₈H₉Cl₂NO
• mdl: MFCD18205883
• 分子量: 206.072
• InChiKey: DSTWHIMNUXBWEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,5-dichloro-phenoxy)-ethylamine 在 potassium permanganate 作用下， 以 溶剂黄146 为溶剂， 生成 2-(2-chloro-phenyl)-3-[2-(2,5-dichloro-phenoxy)-ethyl]-1,1-dioxo-1λ⁶-thiazolidin-4-one
  参考文献：
  名称：

  Patel,P.B.; Trivedi,J.J., Journal of the Indian Chemical Society, 1977, vol. 54, p. 765 - 768

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二氯苯酚 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-(2,5-dichloro-phenoxy)-ethylamine
  参考文献：
  名称：

  Synthesis, Screening, and Molecular Modeling of New Potent and Selective Antagonists at the α_1d Adrenergic Receptor

  摘要：

  In the present study, more than 75 compounds structurally related to BMY 7378 have been designed and synthesized. Structural variations of each part of the reference molecule have been introduced, obtaining highly selective ligands for the aid adrenergic receptor. The molecular determinants for selectivity at this receptor are essentially, held by the phenyl substituent in the phenylpiperazine moiety. The integration of an extensive SAR analysis with docking simulations using the rhodopsin-based models of the three alpha(1)-AR subtypes and of the 5-HT1A receptor provides significant insights into the characterization of the receptor binding sites as well as into the molecular determinants of ligand selectivity at the alpha(1d)-AR and the 5-HT1A receptors. The results of multiple copies simultaneous search (MCSS) on the substituted phenylpiperazines together with those of manual docking of compounds BAN 7378 and 69 into the putative binding sites of the alpha(1a)-AR, alpha(1b)-AR, alpha(1d)-AR, and the 5-HT1A receptors suggest that the phenylpiperazine moiety would dock into a site formed by amino acids in helices 3, 4, 5, 6 and extracellular loop 2, (E2), whereas the spirocyclic ring of the ligand docks into a site formed by amino acids of helices 1, 2, 3, and 7. This docking mode is consistent with the SAR data produced in this work. Furthermore, the binding site of the imide moiety does not allow for the simultaneous involvement of the two carbonyl oxygen atoms in H-bonding, interactions, consistent with the SAR data, in particular with the results obtained with the lactam derivative 128. The results of docking simulations also suggest that the second and third extracellular loops may act as selectivity filters for the substituted phenylpiperazines. The most potent and selective compounds for alpha(1d) adrenergic receptor, i.e., 69 (Rec 26D/038) and 128 (Rec 26D/073), are characterized by the presence of the 2,5-dichlorophenylpiperazine moiety.

  DOI：

  10.1021/jm030944+

文献信息

• Verfahren zur Herstellung von Diphenyläthern
  申请人：CELAMERCK GmbH & Co. KG

  公开号：EP0027555A1

  公开（公告）日：1981-04-29

  Es wird ein neues Verfahren zur Herstellung von Diphenyläthern der Formel in der n eineganzeZahlvon 1 bis 3, R, Wasserstoff, Halogen, Alkyl mit 1 bis 8 C-Atomen, CN, Trifluormethyl, Acetyl, C1-C4-Alkoxy, C1-C4-Alkylthio, R2 Wasserstoff; Alkyl, Alkenyl oder Alkinyl mit bis zu 18 C-Atomen; einen durch Hydroxy, C1-C4-Alkoxy, Phenoxy, Halogenphenoxy, C1-C4-Alkylphenoxy, C1-C4-Alkoxy-phenoxy, Nitrophenoxy, Cyanophenoxy, Amino oder C1-C4-Alkylthio substituierten Alkylrest mit 2 bis 6 C-Atomen; gegebenenfalls halogen-oder CF-substituiertes Benzyl, NR3R4, CHR3-COOR4 oder CHR3-CONR4R5 bedeutet, wobei R3, R, und R5, die gleich oder verschieden sein können, Wasserstoff oder C1-C8-Alkylreste darstellen, und X1 und X2, die gleich oder verschieden sein können, für Wasserstoff oder Halogen stehen. Das Verfahren besteht in der Umsetzung der Verbindungen der Formel imit Aminen der Formel HNR2. Die Verbindungen der Formel I, die zum Teil neu sind, haben insbesondere herbizide Wirkung.

  一种制备式 2 苯醚的新工艺 中的 n 为 1 至 3 的整数、 R，氢，卤素，具有 1 至 8 个碳原子的烷基，CN，三氟甲基，乙酰基，C1-C4 烷氧基，C1-C4 烷硫基、 R2 是氢；具有最多 18 个碳原子的烷基、烯基或炔基；被羟基、C1-C4 烷氧基、苯氧基、卤素苯氧基、C1-C4 烷基苯氧基、C1-C4 烷氧基苯氧基、硝基苯氧基、氰基苯氧基、氨基或 C1-C4 烷硫基取代的具有 2-6 个碳原子的烷基；可选的卤素或 CF 取代的苄基、NR3R4、CHR3-COOR4 或 CHR3-CONR4R5，其中 R3、R 和 R5（可以相同或不同）代表氢或 C1-C8 烷基，以及 X1 和 X2（可以相同或不同）代表氢或卤素。 该工艺包括将式化合物 与式 HNR2 的胺反应。式 I 的化合物，其中一些是新型化合物，尤其具有除草活性。
• Eckstein; Mikulski, Roczniki Chemii, 1959, vol. 33, p. 529
  作者：Eckstein、Mikulski

  DOI：——

  日期：——
• Synthesis and hypotensive activity of novel 3-pyridazinyloxypropanolamines
  作者：E Kasztreiner、K Czakó、J Kosáry、E Diesler、G Rabloczky、L Jaszlits、A Jednákovits

  DOI：10.1016/0223-5234(91)90125-7

  日期：1991.10
• Tribological behaviour of steel-alumina sliding pairs under boundary lubrication conditions
  作者：D.-H. Hwang、K.-H. Zum Ghar

  DOI：10.1002/tt.3020090304

  日期：2003.3

  AbstractThe tribological behaviour of oil‐lubricated steel‐alumina sliding pairs was investigated using a ball‐on‐disc tribometer at room temperature. Commercial bearing balls of 10 mm diameter were mated to 99.7% Al2O3 discs, and additive‐free mineral oil was fed into the contact area. The sliding speed and the applied normal load were varied, and the initial surface roughness of the Al2O3 disc was altered using different polishing and grinding procedures. The results showed that the surface roughness of the ceramic discs dominated the tribological behaviour under the given experimental conditions. The sliding speed as well as the normal load showed less effect on the friction behaviour, but the amount of wear depended strongly on the normal load. From the results it was concluded that improvement of the surface roughness and optimised surface machining of the ceramic material can be essential for improving the tribological performance for boundary‐lubricated steel‐ceramic sliding pairs.
• PATEL P. B.; TRIVEDI J. J., J. INDIAN CHEM. SOC., 1977, 54, NO 8, 765-768
  作者：PATEL P. B.、 TRIVEDI J. J.

  DOI：——

  日期：——