N-(2-((4-methoxyphenyl)thio)ethyl)acetamide | 666847-23-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(2-((4-methoxyphenyl)thio)ethyl)acetamide
• 英文别名: N-(2-(4-methoxyphenylthio)ethyl)acetamide；N-[2-(4-methoxyphenyl)sulfanylethyl]acetamide
• CAS: 666847-23-0
• 化学式: C₁₁H₁₅NO₂S
• 分子量: 225.312
• InChiKey: YWCIUAZHSNNFTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 N-(2-((4-methoxyphenyl)thio)ethyl)acetamide 在 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 46.0h， 以71%的产率得到1-(7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepin-4(5H)-yl)ethan-1-one
  参考文献：
  名称：

  N-酰基亚胺基环化反应合成2,3,4,5-四氢苯并[1,4]噻嗪类

  摘要：

  我们报告了7-甲氧基-2,3,4,5-四氢苯并[1,4]硫氮平的有效和可扩展的合成，该生物活性分子如JTV-519和S107的核心结构。该合成路线从4-甲氧基硫酚开始，并通过亚胺基环化进行，分四个步骤提供目标产物，总收率达68％，与以前公布的工艺相比有实质性的改进。还提供了通过酰基亚胺环闭环合成四氢苯并[1,4]噻氮平的另外九个实例。

  DOI：

  10.1021/acs.oprd.7b00260
• 作为产物：
  描述：

  2-<(4-methoxyphenyl)thio>-1-aminoethane 、 乙酸酐 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以81%的产率得到N-(2-((4-methoxyphenyl)thio)ethyl)acetamide
  参考文献：
  名称：

  Design, synthesis, and pharmacological effects of structurally simple ligands for MT1 and MT2 melatonin receptors

  摘要：

  A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT1 and MT2 receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.100

文献信息

• PROCESS FOR PREPARING BENZOTHIAZEPINES FROM GAMMA-AMINOALKYLBENZENES
  申请人：Deng Shixian

  公开号：US20090227788A1

  公开（公告）日：2009-09-10

  The invention provides a process for preparing a 2,3,4,5-tetrahydro[1,4]benzothiazepine of formula: by reacting a [2-(acylaminoethyl)thio]arene of formula with an aldehyde or a multimer thereof, and with an acid. The invention also provides for first reacting the [2-(acylaminoethyl)thio]arene with the aldehyde or multimer thereof and a base to form an [N-hydroxymethyl-2-[acylaminoethyl)thio]arene of formula then treating the [N-hydroxymethyl-2-(acylaminoethyl)thio]arene with the acid to form the 2,3,4,5-tetrahydro[1,4]benzothiazepine.

  该发明提供了一种制备2,3,4,5-四氢[1,4]苯并噻吩的方法，通过将式中的[2-(酰胺基乙基)硫]芳烃与醛或其多聚物以及酸反应。该发明还提供了首先将[2-(酰胺基乙基)硫]芳烃与醛或其多聚物以及碱反应以形成式的[N-羟甲基-2-(酰胺基乙基)硫]芳烃，然后用酸处理[N-羟甲基-2-(酰胺基乙基)硫]芳烃以形成2,3,4,5-四氢[1,4]苯并噻吩。
• [EN] PROCESS FOR PREPARING BENZOTHIAZEPINES FROM GAMMA-AMINOALKYLBENZENES<br/>[FR] PROCÉDÉ POUR PRÉPARER DES BENZOTHIAZÉPINES À PARTIR DE GAMMA-AMINOALKYLBENZÈNES
  申请人：ARMGO PHARMA INC

  公开号：WO2009111463A1

  公开（公告）日：2009-09-11

  The invention provides a process for preparing a 2,3,4,5-tetrahydro[1,4]benzothiazepine of formula: [I] by reacting a [2-(acylaminoethyl)thio]arene of formula [II] with an aldehyde or a multimer thereof, and with an acid. The invention also provides for first reacting the [2-(acylaminoethyl)thio]arene with the aldehyde or multimer thereof and a base to form an [N-hydroxymethyl-2-[acylaminoethyl)thio]arene of formula [III]; then treating the [N-hydroxymethyl-2-(acylaminoethyl)thio]arene with the acid to form the 2,3,4,5-tetrahydro[1,4]benzothiazepine.

  本发明提供了一种制备式为[I]的2,3,4,5-四氢[1,4]苯并噻吩的方法，该方法通过将式[II]的[2-(酰胺基乙基)硫]芳烃与醛或其多聚物以及酸反应而得到。本发明还提供首先将[2-(酰胺基乙基)硫]芳烃与醛或其多聚物以及碱反应以形成式[III]的[N-羟甲基-2-(酰胺基乙基)硫]芳烃；然后用酸处理[N-羟甲基-2-(酰胺基乙基)硫]芳烃以形成2,3,4,5-四氢[1,4]苯并噻吩。
• Process for preparing benzothiazepines from gamma-aminoalkylbenzenes
  申请人：Deng Shixian

  公开号：US08618282B2

  公开（公告）日：2013-12-31

  The invention provides a process for preparing a 2,3,4,5-tetrahydro[1,4]benzothiazepine of formula: by reacting a [2-(acylaminoethyl)thio]arene of formula with an aldehyde or a multimer thereof, and with an acid. The invention also provides for first reacting the [2-(acylaminoethyl)thio]arene with the aldehyde or multimer thereof and a base to form an [N-hydroxymethyl-2-[acylaminoethyl)thio]arene of formula then treating the [N-hydroxymethyl-2-(acylaminoethyl)thio]arene with the acid to form the 2,3,4,5-tetrahydro[1,4]benzothiazepine.

  本发明提供了一种制备式为2,3,4,5-四氢[1,4]苯并噻吩的方法，该方法通过将式为[2-(酰胺基乙基)硫代]芳烃与醛或其多聚物以及酸反应来实现。本发明还提供了一种先将[2-(酰胺基乙基)硫代]芳烃与醛或其多聚物和碱反应以形成式为[N-羟甲基-2-(酰胺基乙基)硫代]芳烃，然后用酸处理[N-羟甲基-2-(酰胺基乙基)硫代]芳烃以形成2,3,4,5-四氢[1,4]苯并噻吩。
• US8618282B2
  申请人：——

  公开号：US8618282B2

  公开（公告）日：2013-12-31
• US9573914B2
  申请人：——

  公开号：US9573914B2

  公开（公告）日：2017-02-21