(4-(2-(diethylamino)ethoxy)phenyl)methan-1-ol | 46745-36-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-(2-(diethylamino)ethoxy)phenyl)methan-1-ol
• 英文别名: (4-(2-(diethylamino)ethoxy)phenyl)methanol；p-(2-Diethylamino-ethoxy)-benzylalkohol；4-(2-Diethylamino-ethoxy)-benzylalkohol；{4-[2-(Diethylamino)ethoxy]phenyl}methanol；[4-[2-(diethylamino)ethoxy]phenyl]methanol
• CAS: 46745-36-2
• 化学式: C₁₃H₂₁NO₂
• mdl: MFCD11149456
• 分子量: 223.315
• InChiKey: ATDHATXQAQKFNY-UHFFFAOYSA-N

物化性质

• 沸点：
  346.7±27.0 °C(Predicted)
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-(2-(diethylamino)ethoxy)phenyl)methan-1-ol 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Diethyl-{2-[4-(7-methoxy-benzo[4,5]thieno[3,2-b]indol-10-ylmethyl)-phenoxy]-ethyl}-amine
  参考文献：
  名称：

  Benzothieno[3,2-b]indole derivatives as potent selective estrogen receptor modulators

  摘要：

  A series of estrogen receptor ligands based on benzothieno[3,2-b]indole were synthesized and their binding affinity for estrogen receptor subtypes (ER alpha and ER beta) and effects on mouse uterus and bone were evaluated. Some of these compounds showed strong binding affinity to ER and significantly increased the bone mineral density of ovariectomized mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.111
• 作为产物：
  描述：

  2-二乙氨基氯乙烷盐酸盐 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 2.0h， 生成 (4-(2-(diethylamino)ethoxy)phenyl)methan-1-ol
  参考文献：
  名称：

  Design, synthesis and bioevaluation of novel candidate selective estrogen receptor modulators

  摘要：

  In an systematic attempt to develop novel Selective Estrogen Receptor Modulators (SERMs), chiral 1-((4-(2-(dialkylamino)ethoxy)phenyl)(2-hydroxynaphthalen-1-yl)methyl)piperidin-4-ols were designed based on an accepted pharmacophore model. Simpler prototypes, viz. racemic 1-((2-hydroxynaphthalen-1-yl)arylmethyl)piperidin-4-ols, were first synthesized to develop kinetic resolution to pure enantiomers. Simultaneously, a series of racemic 1-((4-(2-(dialkylamino)ethoxy)phenyl)(2-hydroxynaphthalen-1-yl) methyl)piperidin-4-ols were evaluated against estrogen-responsive human MCF-7 breast cancer cells, but the compounds were found to be moderately active. The lack of potency could be due to the molecular bulk resulting in inadequate fit at the receptor. Subsequently, the molecular motif was modified to achiral 1-(4-(2-(dialkylamino)ethoxy)benzyl)naphthalen-2-ols by removing the piperidinol moiety. Bioevaluation of this new series of compounds displayed significantly enhanced cytotoxicity against MCF-7 cells. A representative compound for this series showed estrogen receptor alpha binding activity and the action is that of an antagonist. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.054

文献信息

• [EN] USE OF DISUBSTITUTED BENZENES TO CONTROL INSECTICIDE-RESISTANT PESTS<br/>[FR] UTILISATION DE BENZÈNES DISUBSTITUÉS POUR LUTTER CONTRE DES ORGANISMES NUISIBLES RÉSISTANTS AUX INSECTICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2018202681A1

  公开（公告）日：2018-11-08

  The invention is in the technical field of insect control and relates to the use of a disubstituted benzenes for controlling insecticide-resistant pests such as mosquitoes and cockroaches.

  这项发明属于昆虫控制技术领域，涉及使用二取代苯类化合物来控制对杀虫剂具有抗性的害虫，如蚊子和蟑螂。
• [EN] SELECTIVE ESTROGEN RECEPTOR MODULATORS<br/>[FR] MODULATEURS SÉLECTIFS DES RÉCEPTEURS DES OESTROGÈNES
  申请人：UNIV DALHOUSIE

  公开号：WO2012079154A1

  公开（公告）日：2012-06-21

  The invention provides compounds of Formula (I) : wherein R1 is hydrogen, OH, halo, -CN, -NO2, -N=0, -NHOQ2, -OQ2, -SOQ2, -SO2Q2, -SON(Q2)2, - SO2N(Q2)2, -N(Q2)2, -C(O)OQ2, -C(O)Q2, -C(O)N(Q2)2, -C(=NQ2)NQ2, -NQ2C(=NQ2)NQ2, - C(O)N(Q2)(OQ2), -N(Q2)C(O)-Q2, -N(Q2)C(O)N(Q2)2, -N(Q2)C(O)O-Q2, -N(Q2)SO2Q2, -N(Q2)SOQ2, aliphatic, alkoxy, cycloaliphatic, aryl, arylalkyl, heterocyclic, or heteroaryl ring, each aliphatic, alkoxy, cycloaliphatic, aryl, arylalkyl, heterocyclic, and heteroaryl ring optionally including 1-3 substituents independently selected Q3; R2 and R3 are each independently hydrogen, OH, oxo, aliphatic, cycloaliphatic, heterocycloaliphatic, aryl, or heteroaryl, optionally substituted with 1-3 of Q1 or Q2; X is a branched or straight C1-12 aliphatic chain wherein up to two carbon units are optionally and independently replaced by -C(Q1)2-, -C(Q2)2-, CHQ1, CHQ2-, -CO-, -CS-, -CONQ2, -CO2-, -OCO-, -NQ2-, -NQ2CO2-, - O-, -NQ2CONQ2-, -OCONQ2-, -NQ2CO-, -S-, -SO-, -SO2-, -SO2NQ2-, -NQ2SO2-, or -NQ2SO2NQ2-; G and G1 are each independently a branched or straight C1-2 aliphatic chain, or heterocycloalkyl, wherein up to two carbon units are optionally and independently replaced by -C(Q1)2-, -C(Q2)2-, CHQ1, CHQ2-, -CO-, - CS-, -CONQ2, -CO2-, -OCO-, -NQ2-, -NQ2CO2-, -O-, -NQ2CONQ2-, -OCONQ2-, -NQ2CO-, -S-, -SO-, - SO2-, -SO2NQ2-, -NQ2SO2-, or -NQ2SO2NQ2-, and pharmaceutically acceptable salts, solvates or prodaigs thereof, as well as methods of treating estrogen receptor mediated diseases and disorders using the compounds of Formula (I).

  该发明提供了Formula (I)的化合物：其中R1是氢、OH、卤素、-CN、-NO2、-N=0、-NHOQ2、-OQ2、-SOQ2、-SO2Q2、-SON(Q2)2、-SO2N(Q2)2、-N(Q2)2、-C(O)OQ2、-C(O)Q2、-C(O)N(Q2)2、-C(=NQ2)NQ2、-NQ2C(=NQ2)NQ2、-C(O)N(Q2)(OQ2)、-N(Q2)C(O)-Q2、-N(Q2)C(O)N(Q2)2、-N(Q2)C(O)O-Q2、-N(Q2)SO2Q2、-N(Q2)SOQ2、脂肪族、烷氧基、环脂肪族、芳基、芳基烷基、杂环、或杂芳基环，每个脂肪族、烷氧基、环脂肪族、芳基、芳基烷基、杂环和杂芳基环可选地包括1-3个独立选择的Q3取代基；R2和R3分别独立地是氢、OH、氧化物、脂肪族、环脂肪族、杂环脂肪族、芳基或杂芳基，可选地取代为1-3个Q1或Q2；X是分支或直链C1-12脂肪链，其中最多两个碳单位可选地和独立地被-C(Q1)2-、-C(Q2)2-、CHQ1、CHQ2-、-CO-、-CS-、-CONQ2、-CO2-、-OCO-、-NQ2-、-NQ2CO2-、-O-、-NQ2CONQ2-、-OCONQ2-、-NQ2CO-、-S-、-SO-、-SO2-、-SO2NQ2-、-NQ2SO2-或-NQ2SO2NQ2-取代；G和G1分别独立地是分支或直链C1-2脂肪链，或杂环脂肪族，其中最多两个碳单位可选地和独立地被-C(Q1)2-、-C(Q2)2-、CHQ1、CHQ2-、-CO-、-CS-、-CONQ2、-CO2-、-OCO-、-NQ2-、-NQ2CO2-、-O-、-NQ2CONQ2-、-OCONQ2-、-NQ2CO-、-S-、-SO-、-SO2-、-SO2NQ2-、-NQ2SO2-或-NQ2SO2NQ2-取代；以及药学上可接受的盐、溶剂或其制品，以及使用Formula (I)的化合物治疗雌激素受体介导的疾病和疾病的方法。
• 一种玫瑰树碱衍生物及其制备方法与应用
  申请人：中国药科大学

  公开号：CN117551095A

  公开（公告）日：2024-02-13

  本发明公开了一种结构通式为(1)椭圆玫瑰树碱衍生物，其制备方法为：以椭圆玫瑰树碱及其衍生物为原料，通过不断变换R1，A，获得一系列化合物，合成的新的化合物对结直肠肿瘤细胞具有明显的抑制作用，作用于结直肠癌细胞系HT29，其中IC50最小为1.204μM。#imgabs0#
• 174. Some anti-microbial compounds in the heterocyclic series. Part IV. Non-photosensitizing basic ethers in the benzothiazole series
  作者：H. D. Cossey、J. Judd、F. F. Stephens

  DOI：10.1039/jr9650000954

  日期：——
• ROHMANN; MEISEL, Archiv der Pharmazie, 1961, vol. 294 /66, p. 538 - 549
  作者：ROHMANN、MEISEL

  DOI：——

  日期：——