4-(2-氯乙氧基)苯甲酸乙酯 | 40992-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-氯乙氧基)苯甲酸乙酯
• 中文别名: 4-(2-氯乙氧)苯甲酸乙酯
• 英文名称: ethyl 4-(2-chloroethoxy)benzoate
• 英文别名: 4-(2-chloro-ethoxy)-benzoic acid ethyl ester；ethyl p-(2-chloroethoxy)benzoate；2-(p-Ethoxycarbonylphenoxy)-1-chloroethane；4-(2-Chlor-aethoxy)-benzoesaeure-aethylester
• CAS: 40992-21-0
• 化学式: C₁₁H₁₃ClO₃
• 分子量: 228.675
• InChiKey: TZDFSADZWOUTMD-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  329.7±17.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

制备方法与用途

化学性质：白色结晶，熔点为70-73℃（68-70℃）。

用途：作为抗凝剂哒唑氯苯的中间体。

生产方法：通过将对羟基苯甲酸乙酯与对甲苯磺酸2-氯乙酯在丁酮中，并在碳酸钾参与下进行反应制得。

反应信息

• 作为反应物：
  描述：

  4-(2-氯乙氧基)苯甲酸乙酯 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以92%的产率得到4-(2-氯乙氧基)苯甲酸
  参考文献：
  名称：

  Discovery of novel benzofuran-based compounds with neuroprotective and immunomodulatory properties for Alzheimer's disease treatment

  摘要：

  To address the multifactorial nature of Alzheimer's Disease (AD), a multi-target-directed ligand approach was herein developed. As a follow-up of our previous studies, a small library of newly designed 2-arylbenzofuran derivatives was evaluated towards cholinesterases and cannabinoid receptors. The two most promising compounds, 8 and 10, were then assessed for their neuroprotective activity and for their ability to modulate the microglial phenotype. Compound 8 emerged as able to fight AD from several directions: it restored the cholinergic system by inhibiting butyrylcholinesterase, showed neuroprotective activity against A beta(1-42) oligomers, was a potent and selective CB2 ligand and had immunomodulatory effects, switching microglia from the pro-inflammatory M1 to the neuroprotective M2 phenotype. Derivative 10 was a potent CB2 inverse agonist with promising immunomodulatory properties and could be considered as a tool for investigating the role of CB2 receptors and for developing potential immunomodulating drugs addressing the endocannabinoid system. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.05.080
• 作为产物：
  描述：

  4-(2-羟基乙氧基)苯甲酸乙酯 在 氯化亚砜 作用下， 生成 4-(2-氯乙氧基)苯甲酸乙酯
  参考文献：
  名称：

  622.一些新的哌替啶类似物。第三部分 1-芳氧基-烷基norpethidines，和类似的类似物

  摘要：

  DOI：

  10.1039/jr9580003065

文献信息

• Arylalkylheterocyclic amines,N-substituted by aryloxyalkyl group in a
  申请人：A. H. Robins Company, Incorporated

  公开号：US04950674A1

  公开（公告）日：1990-08-21

  A method of inhibiting Type 1 allergic responses in a living animal body with substituted heterocyclic amines is disclosed wherein the active agents are expressed generally by the formula which includes certain known and certain known compounds: ##STR1## wherein P is zero, one or two; m is one to six inclusive; A is selected from hydrogen, hydroxy or cyano; d is zero or one; Q is --CH--, CH.sub.2 -- or ##STR2## n is zero or one and when Q is --CH-- and n is one, a double bond is formed with one of the adjacent carbons but not both at the same time, and when n and d are zero at the same time, a double bond is formed between the .alpha. carbon and a carbon of the central heterocyclic amine ring; Ar, D and R are selected from phenyl, substituted phenyl, pyridinyl, thienyl, furanyl or naphthyl and in addition, R may have the values benzyl, substituted benzyl, cycloalkyl or loweralkyl and D may additionally have the values: 2H-1-benzopyran-2-one,4-oxo-4H-1-benzopyran-2-carboxylic acid loweralkyl ester, 2,3-dihydro-4H-1-benzopyran-4-one, 1,4-benzodioxanloweralkyl-2-yl or 1,1'-biphenyl-4-yl and the pharmaceutically acceptable salts thereof.

  揭示了一种利用取代杂环胺抑制活体动物体内的1型过敏反应的方法，其中活性剂通常由以下公式表示：其中P为零、一或二；m为一到六（包括六）；A选自氢、羟基或氰基；d为零或一；Q为--CH--、CH.sub.2--或n为零或一，当Q为--CH--且n为一时，与相邻碳之一形成双键，但不同时与两个相邻碳形成双键；当n和d同时为零时，在中心杂环胺环的α碳和一个碳之间形成双键；Ar、D和R选自苯基、取代苯基、吡啶基、噻吩基、呋喃基或萘基，此外，R可能具有苄基、取代苄基、环烷基或较低烷基的值，D还可能具有以下值：2H-1-苯并吡喃-2-酮、4-氧代-4H-1-苯并吡喃-2-羧酸较低烷基酯、2,3-二氢-4H-1-苯并吡喃-4-酮、1,4-苯并二氧杂环较低烷基-2-基或1,1'-联苯基-4-基，以及其药学上可接受的盐。
• Indolylpiperidine derivatives as antihistaminic and antiallergic agents
  申请人：——

  公开号：US20020147344A1

  公开（公告）日：2002-10-10

  1 Indolylpiperidine compounds of formula (I) wherein: A 1 represents an alkylene, alkyleneoxy, alkylenethio, alkanoyl or hydroxyalkylene group; A 2 represents a single bond, an alkylene or alkenylene group; W represents a single bond or a phenylene or furanylene group which is unsubstituted or substituted by one or more halogen atoms, alkoxy groups and/or alkyl groups; R 1 represents a hydrogen atom or an alkyl, alkenyl, alkynyl, alkoxyalkyl, alkenyloxyalkyl, alkynyloxyalkyl alkoxy-alkoxyalkyl, phenylalkyl group wherein the phenyl ring is unsubstituted or substituted by one or more halogen atoms or alkyl, alkoxy or arylalkoxy groups, or a cycloalkylalkyl group wherein the cycloalkyl group is unsubstituted or substituted by one or more halogen atoms, alkyl groups or alkoxy groups; R 2 represents a hydrogen or halogen atom or an alkyl or alkoxy group; and R 3 represents a carboxyl group or a tetrazolyl group; and pharmaceutically acceptable salts thereof, process for their preparation and medicinal use.

  式（I）的吲哚哌啶化合物，其中： A1代表烷基、烷基氧基、烷基硫基、烷酰基或羟基烷基基团； A2代表单键、烷基或烯基基团； W代表单键或苯基或呋喃基团，该基团未取代或被一个或多个卤素原子、烷氧基团和/或烷基团取代； R1代表氢原子或烷基、烯基、炔基、烷氧基烷基、烯基氧基烷基、炔基氧基烷基、烷氧-烷氧基烷基、苯基烷基团，其中苯环未取代或被一个或多个卤素原子或烷基、烷氧或芳基氧基团取代，或环烷基烷基团，其中环烷基未取代或被一个或多个卤素原子、烷基或烷氧基取代； R2代表氢或卤素原子或烷基或烷氧基； R3代表羧基或四唑基团； 以及其药学上可接受的盐，其制备方法和药用。
• N-Substituted-2-(1-imidazolyl)indoles
  申请人：Ciba-Geigy Corporation

  公开号：US04539410A1

  公开（公告）日：1985-09-03

  Various 1-carboxylic acid substituted-2-(1-imidazolyl)indoles and functional derivatives thereof are highly specific thromboxane synthetase inhibitors. Synthesis of, pharmaceutical compositions thereof, methods of treatment utilizing such compounds and intermediates for their synthesis are included.

  各种1-羧基酸取代的2-(1-咪唑基)吲哚及其功能衍生物是高度特异的血栓素合酶抑制剂。包括它们的合成、药物组合物、利用这些化合物进行治疗的方法以及用于它们合成的中间体。
• Process for preparing alkyl 4,4'-(ethylenedioxy)bis-benzoates
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US03981906A1

  公开（公告）日：1976-09-21

  Alkyl 4,4'-(ethylenedioxy)bis-benzoates having improved properties such as anti-oxidation and anti-coloration are prepared in high yield and selectivity by, at the first step, reacting an excess alkyl p-hydroxybenzoate with a recycling alkyl p-(2-chloro-ethoxy)benzoate with heating in the presence of an alkali carbonate and an inert organic solvent until almost said alkyl p-(2-chloroethoxy)benzoate is consumed to produce an alkyl 4,4'-(ethylenedioxy)bis-benzoate and at the second step adding ethylene dichloride to the reaction system and continuing the heating to produce an alkyl p-(2-chloroethoxy)benzoate which is recycled, and separating the alkyl 4,4'-(ethylenedioxy)bis-benzoate produced.

  高产率和选择性地制备具有抗氧化和抗变色等改良性能的4,4'-(乙二醇二氧基)双苯甲酸酯，第一步是在碱性碳酸盐和惰性有机溶剂的存在下，通过加热反应过量的烷基对羟基苯甲酸酯和回收的烷基对-(2-氯乙氧基)苯甲酸酯，直到几乎消耗完烷基对-(2-氯乙氧基)苯甲酸酯，生成4,4'-(乙二醇二氧基)双烷基苯甲酸酯，第二步是向反应体系中加入1,2-二氯乙烷并继续加热，生成可回收的烷基对-(2-氯乙氧基)苯甲酸酯，然后分离出所制备的4,4'-(乙二醇二氧基)双烷基苯甲酸酯。
• N-substituted-arylalkyl and arylalkylene piperidines as cardiovascular antihistaminic and antisecretory agents
  申请人：A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation)

  公开号：EP0235463A2

  公开（公告）日：1987-09-09

  Cardiovascular disturbances and the effects of histamine and excessive gastric secretion can be countered by compounds expressed generally by the formula: wherein; p is zero, one or two; m is one to six inclusive; A is hydrogen, -O-R1, -C=N, -(O)NR1R2, -C(O)R1, -C(O)-OR1, -CH2OR1, -CH2NR1R2, or -OC(O)R1; Q is d and n are zero or one and the dotted lines represent double bonds which may form consistent with the valence of carbon; B is Ar, D and R are selected from phenyl and substituted phenyl with certain limitations, pyrldinyl, thienyl, furanyl or naphthyl and, in addition, R may have the values: benzyl, substituted benzyl, cycloalkyl or loweralkyl, and D may additionally have the values: 2H-1-benzopyran-2-one, 4-oxo-4H-1-benzopyran-2-carboxylic acid loweralkyl ester, 1,4-benzodioxanloweralkyl-2-yl or quinolinyl, and the pharmaceutically acceptable addition salts thereof.

  心血管紊乱以及组胺和胃液分泌过多的影响可由一般由式表示的化合物来抵消： 其中 p 为 0、1 或 2； m 是 1 至 6（包括 6）； A 是氢、-O-R1、-C=N、-(O)NR1R2、-C(O)R1、-C(O)-OR1、-CH2OR1、-CH2NR1R2 或 -OC(O)R1； Q 是 d 和 n 为 0 或 1，虚线表示可能形成的与碳价位一致的双键； B 是 Ar、D 和 R 选自苯基和有一定限制的取代苯基、吡啶基、噻吩基、呋喃基或萘基，此外，R 可具有以下值：苄基、取代苄基、环烷基或低级烷基，D 可具有以下值：2H-1-苯并吡喃-2-酮、4-氧代-4H-1-苯并吡喃-2-羧酸低级烷基酯、1,4-苯并二恶烷低级烷基-2-基或喹啉基，以及它们的药学上可接受的加成盐。