3-(4-fluoro-phenoxy)-benzyl alcohol | 60254-16-2

• 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: 3-(4-fluoro-phenoxy)-benzyl alcohol
• 英文别名: 3-(4-fluorophenoxy)benzyl alcohol；3-(4'-fluorophenoxy)-benzyl alcohol；[3-(4-fluorophenoxy)phenyl]methanol；3-(4-Fluorphenoxy)-benzylalkohol
• CAS: 60254-16-2
• 化学式: C₁₃H₁₁FO₂
• 分子量: 218.228
• InChiKey: LDVNDECONPCEAK-UHFFFAOYSA-N

物化性质

• 沸点：
  333.8±32.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-fluoro-phenoxy)-benzyl alcohol 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 3.5h， 以90%的产率得到3-(4-氟苯氧基)苯甲醛
  参考文献：
  名称：

  Inhibitors of Acyl-CoA:Cholesterol O-Acyltransferase. 3. Discovery of a Novel Series of N-Alkyl-N-[(fluorophenoxy)benzyl]-N‘-arylureas with Weak Toxicological Effects on Adrenal Glands

  摘要：

  A series of N-alkyl-N-[(fluorophenoxy)benzyl] -N'-arylureas were prepared and evaluated for their ability to inhibit intestinal acyl-CoA:cholesterol O-acyltransferase and to inhibit accumulation of cholesteryl esters in macrophages in vitro. In vivo hypocholesterolemic activity was assessed in cholesterol-fed rats by oral administration as a dietary admixture and/or by gavage in a PEG400 vehicle. Modification of the alkyl substituent on the N'-aryl moiety and on the urea nitrogen significantly influenced macrophage assay in vitro. Toxicological study revealed a distinct relationship between macrophage assay and the toxicity observed in adrenal glands of rabbits treated with representatives of this series of compounds. Investigations utilizing the macrophage assay as an indicator for adrenal toxicity led to the identification of compounds 1g (FR190809) and 1k (FR186485, or FR195249 as its hydrochloride salt) as potent, nonadrenotoxic, orally efficacious ACAT inhibitors irrespective of the administration method.

  DOI：

  10.1021/jm980399q
• 作为产物：
  描述：

  3-(4-氟苯氧基)苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.67h， 以93%的产率得到3-(4-fluoro-phenoxy)-benzyl alcohol
  参考文献：
  名称：

  通过对接辅助结构-活性分析探讨G蛋白偶联的溶血磷脂酰丝氨酸受体GPR34 / LPS 1的疏水结合口袋。

  摘要：

  某些G蛋白偶联受体（GPCR）的配体已被鉴定为内源性脂质，例如溶血磷脂酰丝氨酸（LysoPS）。在这里，我们分析了LysoPS受体亚型之一的GPR34配体的结构-活性关系的分子基础，重点是疏水口袋对长链脂肪酸部分的识别。通过将苯环引入2-脱氧的脂肪酸部分-LysoPS，我们探索了结合位点对疏水形状的偏好。具有末端芳族部分的修饰的含三苯的脂肪酸替代物显示出对GPR34的有效激动活性。这些衍生物与基于GPR34的同源性建模/基于分子动力学的虚拟结合位点的计算对接表明，基于苯的脂质替代物中的纽结与GPR34的L形疏水口袋相匹配。在末端苯环的4-位带有庞大的叔丁基的基于四苯的脂质类似物表现出强效的GPR34激动活性，证实了本发明的疏水结合口袋模型。

  DOI：

  10.1021/acs.jmedchem.7b00693

文献信息

• Carboxylic acid esters for combating pests
  申请人：Bayer Aktiengesellschaft

  公开号：US04242357A1

  公开（公告）日：1980-12-30

  3-Phenoxybenzyl alcohols and carboxylic acid esters thereof for combating pests of the formula ##STR1## in which R and R.sup.1 are different and each represent hydrogen, fluorine or bromine, R.sup.2 represents cyano or ethynyl and R.sup.3 represents the ##STR2## or the ##STR3## wherein the phenyl ring can optionally carry one or more substituents selected independently from halogen, alkyl, alkylthio and alkoxy with in each case 1 to 4 carbon atoms, nitro and methylenedioxy, and R.sup.4 and R.sup.5 are identical and each represent chlorine, bromine or methyl, and R.sup.2 represents hydrogen in case that R.sup.3 represents the ##STR4## wherein R.sup.4 and R.sup.5 are identical and each represent chlorine or bromine and R.sup.3 represents the ##STR5## wherein the phenyl ring can carry the above mentioned substituents which possess insecticidal and acaricidal properties. The benzyl alcohols from which the esters are made are also new.

  3-苯氧基苄醇及其对抗公式##STR1##中的害虫的羧酸酯，其中R和R.sup.1不同且分别代表氢、氟或溴，R.sup.2代表氰基或乙炔基，R.sup.3代表##STR2##或##STR3##其中苯环可以选择性地携带一个或多个取代基，独立选择自卤素、烷基、烷硫基和烷氧基，每种情况下为1至4个碳原子，硝基和亚甲氧基，R.sup.4和R.sup.5相同且分别代表氯、溴或甲基，且在R.sup.3代表##STR4##的情况下，R.sup.2代表氢，其中R.sup.4和R.sup.5相同且分别代表氯或溴，R.sup.3代表##STR5##其中苯环可以携带上述提及的取代基，具有杀虫和杀螨性质。制备酯的苄醇也是新的。
• 2-Arylpropyl ether or thioether derivatives and insecticidal and
  申请人：Mitsuitoatsu Chemicals Inc.

  公开号：US04397864A1

  公开（公告）日：1983-08-09

  The present invention relates to 2-arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different, and also to processes for the preparation or these ethers of thioethers and a use of these ethers or thioethers. These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.

  本发明涉及由以下一般式[I]表示的2-芳基丙基醚或硫醚衍生物：其中Ar代表芳基，R代表甲基或乙基，Y代表氧原子或硫原子，B代表由以下式[I]或以下一般式[III]表示的基团：其中Z代表氧原子或硫原子或羰基或亚甲基基团，R1代表氢原子或卤素原子或较低烷基基团或较低烷氧基团，n是1至5的整数，但当n为2或更多时，基团R1可以相同或不同，并且本发明还涉及制备这些醚或硫醚的方法以及这些醚或硫醚的用途。这些本发明的化合物具有出色的杀虫和杀螨活性，同时这些化合物的毒性非常低。
• Combating pests with fluorine-substituted
  申请人：Bayer Aktiengesellschaft

  公开号：US04318922A1

  公开（公告）日：1982-03-09

  2,2,3,3-Tetramethylcyclopropanecarboxylic acid fluorine-substituted-benzyl esters of the formula ##STR1## in which R.sup.1 is hydrogen, cyano, or alkyl, alkenyl or alkynyl each with up to 4 carbon atoms, and R.sup.2 is a phenyl radical which is substituted by halogen and/or by optionally halogen-substituted phenoxy, with the proviso that the radical R.sup.2 in total contains at least one fluorine substituent, which possess insecticidal and acaricidal properties.

  具有杀虫和杀螨特性的式子为##STR1##的氟代苄酯化2,2,3,3-四甲基环丙烷羧酸，其中R1为氢、氰或碳数不超过4的烷基、烯基或炔基，且R2为苯基基团，该基团被卤素和/或可选卤素取代的苯氧基取代，但前提是基团R2总共至少包含一个氟代取代基。
• Process for the preparation of 2-arylpropyl ether or thioether
  申请人：Mitsuitoatsu Chemicals Inc.

  公开号：US04570005A1

  公开（公告）日：1986-02-11

  2-Arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different, are produced by reacting a compound represented by the following formula (V): ##STR4## with a compound represented by the following formula (VI): B--CH.sub.2 --D (VI) wherein Ar, R and B are defined above, A is a halogen atom and D is Y--H in which Y is as defined above, in the presence of a base in dimethylsulfoxide or sulfolane. The compounds thus prepared have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.

  以下是2-芳基丙基醚或硫醚衍生物的通式[I]：##STR1##其中Ar代表芳基，R代表甲基或乙基，Y代表氧原子或硫原子，B代表以下通式[II]所代表的基团：##STR2##或以下通式[III]的通式：##STR3##其中Z代表氧原子或硫原子或羰基或亚甲基基团，R.sup.1代表氢原子或卤素原子或较低的烷基基团或较低的烷氧基基团，n是1到5之间的整数，但当n为2或更多时，基团R.sup.1可以相同或不同。这些衍生物是通过将以下通式(V)所代表的化合物与以下通式(VI)所代表的化合物反应而制备的：##STR4##其中Ar，R和B如上所定义，A是卤素原子，D是Y-H，其中Y如上所定义，在二甲基亚砜或硫代乙醇中，在碱的存在下。这样制备的化合物具有优异的杀虫和杀螨活性，而这些化合物的毒性非常低。
• Receptor Function Regulation Agent
  申请人：Fukatsu Kohji

  公开号：US20080167378A1

  公开（公告）日：2008-07-10

  An agent for regulating 14273 receptor function, which is useful as a preventing or treating drug for diabetes mellitus, hyperlipidemia or the like, is provided. An agent for regulating 14273 receptor function comprising a compound containing an aromatic ring and a group capable of releasing a cation.

  提供了一种用于调节14273受体功能的药物代理，可用作预防或治疗糖尿病、高脂血症等疾病。该调节14273受体功能的药物代理包含一种含有芳香环和能释放阳离子的基团的化合物。