2-(3-methoxyphenyl)ethane-1-thiol | 51526-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3-methoxyphenyl)ethane-1-thiol
• 英文别名: 2-(3-methoxyphenyl)ethanethiol
• CAS: 51526-56-8
• 化学式: C₉H₁₂OS
• mdl: MFCD11521126
• 分子量: 168.26
• InChiKey: OOCJLNWIBOPWRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  10.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-methoxyphenyl)ethane-1-thiol 、 8-氯-3,7-二氢-1,3,7-三甲基-1H-嘌呤-2,6-二酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 8-[2-(3-Methoxyphenyl)ethylsulfanyl]-1,3,7-trimethylpurine-2,6-dione
  参考文献：
  名称：

  Inhibition of monoamine oxidase by 8-[(phenylethyl)sulfanyl]caffeine analogues

  摘要：

  In a previous study we have investigated the monoamine oxidase (MAO) inhibitory properties of a series of 8-sulfanylcaffeine analogues. Among the compounds studied, 8-[(phenylethyl) sulfanyl] caffeine (IC50 = 0.223 mu M) was found to be a particularly potent inhibitor of the type B MAO isoform. In an attempt to discover potent MAO inhibitors and to further examine the structure-activity relationships (SAR) of MAO inhibition by 8-sulfanylcaffeine analogues, in the present study a series of 8-[(phenylethyl)sulfanyl] caffeine analogues were synthesized and evaluated as inhibitors of human MAO-A and -B. The results document that substitution on C3 and C4 of the phenyl ring with alkyl groups and halogens yields 8-[( phenylethyl) sulfanyl] caffeine analogues which are potent and selective MAO-B inhibitors with IC50 values ranging from 0.017 to 0.125 mu M. The MAO inhibitory properties of a series of 8-sulfinylcaffeine analogues were also examined. The results show that, compared to the corresponding 8-sulfanylcaffeine analogues, the 8-sulfinylcaffeins are weaker MAO-B inhibitors. Both the 8-sulfanylcaffeine and 8-sulfinylcaffeine analogues were found to be weak MAO-A inhibitors. This study also reports the MAO inhibition properties of selected 8-[(phenylpropyl) sulfanyl] caffeine analogues. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.005
• 作为产物：
  描述：

  间甲氧基苯乙基溴 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 2-(3-methoxyphenyl)ethane-1-thiol
  参考文献：
  名称：

  Inhibition of monoamine oxidase by 8-[(phenylethyl)sulfanyl]caffeine analogues

  摘要：

  In a previous study we have investigated the monoamine oxidase (MAO) inhibitory properties of a series of 8-sulfanylcaffeine analogues. Among the compounds studied, 8-[(phenylethyl) sulfanyl] caffeine (IC50 = 0.223 mu M) was found to be a particularly potent inhibitor of the type B MAO isoform. In an attempt to discover potent MAO inhibitors and to further examine the structure-activity relationships (SAR) of MAO inhibition by 8-sulfanylcaffeine analogues, in the present study a series of 8-[(phenylethyl)sulfanyl] caffeine analogues were synthesized and evaluated as inhibitors of human MAO-A and -B. The results document that substitution on C3 and C4 of the phenyl ring with alkyl groups and halogens yields 8-[( phenylethyl) sulfanyl] caffeine analogues which are potent and selective MAO-B inhibitors with IC50 values ranging from 0.017 to 0.125 mu M. The MAO inhibitory properties of a series of 8-sulfinylcaffeine analogues were also examined. The results show that, compared to the corresponding 8-sulfanylcaffeine analogues, the 8-sulfinylcaffeins are weaker MAO-B inhibitors. Both the 8-sulfanylcaffeine and 8-sulfinylcaffeine analogues were found to be weak MAO-A inhibitors. This study also reports the MAO inhibition properties of selected 8-[(phenylpropyl) sulfanyl] caffeine analogues. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.005

文献信息

• Azetidine derivatives, their preparation and medicaments containing them
  申请人：——

  公开号：US20020035102A1

  公开（公告）日：2002-03-21

  The invention concerns compounds of formula (1) wherein: R represents a chain (A) or (B); R 1 is methyl or ethyl; R 2 is either an optionally substituted aromatic or an optionally substituted heteroaromatic ring; R 3 and R 4 , identical or different, are either an optionally substituted aromatic or an optionally substituted heteroaromatic ring; R′ represents a hydrogen atom or a —CO—alk radical, their optical isomers, their salts, their preparation and medicines containing them. 1

  本发明涉及通式(1)的化合物，其中：R代表链(A)或(B)；R1是甲基或乙基；R2是可任选取代的芳香环或可任选取代的杂芳香环；R3和R4，相同或不同，是可任选取代的芳香环或可任选取代的杂芳香环；R′代表氢原子或—CO—烷基，它们的光学异构体，它们的盐，它们的制备方法以及含有它们的药物。
• An efficient, one-pot synthesis of trithiocarbonates from the corresponding thiols using the Mitsunobu reagent
  作者：Devdutt Chaturvedi、Amit K. Chaturvedi、Nisha Mishra、Virendra Mishra

  DOI：10.1016/j.tetlet.2008.06.001

  日期：2008.8

  A novel Mitsunobu-based protocol has been developed for the synthesis of a variety of symmetrical and unsymmetrical trithiocarbonates from primary, secondary and tertiary thiols using carbon disulfide, in good to excellent yields. This protocol is mild and efficient compared to other reported methods.

  已经开发了一种新颖的基于Mitsunobu的方案，该方案可使用二硫化碳从伯，仲和叔硫醇合成多种对称和不对称的三硫代碳酸酯，收率良好。与其他报告的方法相比，该协议是温和有效的。
• Acetindine derivatives, their preparation and medicaments containing them
  申请人：——

  公开号：US20030162808A1

  公开（公告）日：2003-08-28

  Disclosed are azetidine derivatives of formula: 1 their optical isomers, their salts, their preparation and medicaments containing them.

  本发明涉及一种公开的式（1）的氮杂环丙烷衍生物，其光学异构体，其盐，其制备方法以及含有它们的药物。
• AZETIDINE DERIVATIVES, THEIR PREPARATION AND MEDICAMENTS CONTAINING THEM
  申请人：Achard Daniel

  公开号：US20060270649A1

  公开（公告）日：2006-11-30

  Disclosed are azetidine derivatives of formula: their optical isomers, their salts, their preparation and medicaments containing them.

  本发明涉及一种式子为的氮杂环丙烷衍生物，包括其光学异构体、其盐、其制备方法以及含有它们的药物。
• PYRIMIDINE DERIVATIVE, PRODUCTION THEREOF, AND ANDROGEN INHIBITOR
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0503099A1

  公开（公告）日：1992-09-16

  A pyrimidine derivative represented by general formula (I), a pharmaceutically acceptable salt thereof, and an androgen inhibitor comprising the same having an excellent effect of treating prostatic hyperplasia, female hypertrichosis, and male baldness or pimple: wherein R¹ represents hydrogen or hydroxyl; R² represents hydrogen, lower alkoxycarbonyl, lower alkoxy, halogen, lower alkyl, C₃ to C₈ cycloalkyl, lower alkoxycarbonyl lower alkyl, carboxyl, carboxylated lower alkyl, CONHR, cyano, phenyl, phenylated lower alkyl, lower alkanoyloxy lower alkyl, benzoyl, lower alkanoyl or hydroxylated lower alkyl; R³ represents hydrogen, hydroxy, lower alkyl, C₃ to C₈ cycloalkyl, halogenated lower alkyl or phenyl; R⁴ represents hydrogen, lower alkyl or lower alkoxy, R⁵ represents hydrogen, lower alkyl, lower alkoxy lower alkyl or halogenated lower alkyl.

  一种由通式(I)代表的嘧啶衍生物、其药学上可接受的盐，以及由其组成的雄激素抑制剂，具有治疗前列腺增生、女性多毛症、男性秃头或丘疹的良好效果：其中，R¹代表氢或羟基；R²代表氢、低级烷氧基羰基、低级烷氧基、卤素、低级烷基、C₃至C₈环烷基、低级烷氧基羰基低级烷基、羧基、羧化低级烷基、CONHR、氰基、苯基、苯基化低级烷基、低级烷酰氧基低级烷基、苯甲酰基、低级烷酰基或羟化低级烷基；R³ 代表氢、羟基、低级烷基、C₃至 C₈ 环烷基、卤代低级烷基或苯基；R⁴ 代表氢、低级烷基或低级烷氧基，R⁵ 代表氢、低级烷基、低级烷氧基低级烷基或卤代低级烷基。