(E)-N-(4-hydroxyphenylethyl)-3-(methylthio)acrylamide | 201531-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-N-(4-hydroxyphenylethyl)-3-(methylthio)acrylamide
• 英文别名: N-(p-hydroxyphenethyl)-(E)-3-(methylthio)-propenamide；(E)-N-(4-hydroxyphenethyl)-3-(methylthio)propenamide；(E)-N-[2-(4-hydroxyphenyl)ethyl]-3-methylsulfanylprop-2-enamide
• CAS: 201531-95-5
• 化学式: C₁₂H₁₅NO₂S
• 分子量: 237.323
• InChiKey: YFJPFCNLHXBMIK-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-hydroxyphenylethyl)-3-(methylthio)acrylamide 在 oxone 、 potassium carbonate 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 3.5h， 生成 gerambullin
  参考文献：
  名称：

  Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides

  摘要：

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10297-6
• 作为产物：
  描述：

  对羟基苯乙胺 、 (E)-3-(甲硫基)丙烯酸 在 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到(E)-N-(4-hydroxyphenylethyl)-3-(methylthio)acrylamide
  参考文献：
  名称：

  Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides

  摘要：

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10297-6

文献信息

• COMPOSÉS DÉRIVÉS DE L'ACIDE 3-(ALKYLTHIO)PROPÉNOÏQUE, ET LEUR APPLICATION EN COSMÉTIQUE
  申请人：Exsymol

  公开号：EP3103436A1

  公开（公告）日：2016-12-14

  La présente invention concerne des composés de formule (I) : dans laquelle Y, R1, R2 et R3 sont tels que définis dans la description. L'invention concerne également une composition cosmétique ou dermocosmétique contenant un tel composé. Les composés de l'invention sont utiles comme agents photoprotecteurs.

  本发明涉及式（I）化合物： 其中 Y、R1、R2 和 R3 如描述中所定义。 本发明还涉及一种含有此类化合物的化妆品或皮肤化妆品组合物。 本发明的化合物可用作光保护剂。
• (3-ALKYLTHIO)PROPENOIC ACID-DERIVED COMPOUNDS AND THEIR APPLICATION IN COSMETICS
  申请人：EXSYMOL

  公开号：US20160362364A1

  公开（公告）日：2016-12-15

  The present invention relates to compounds of general formula (I): wherein Y, R 1 , R 2 and R 3 are as defined in the specification. The invention also relates to cosmetic or dermocosmetic composition containing such compounds. The compounds according to the invention are useful as photoprotective agents.
• US9815783B2
  申请人：——

  公开号：US9815783B2

  公开（公告）日：2017-11-14
• Synthesis of amides from Glycosmis species: Methylthiopropenoic acid, methylsulfonylpropenoic acid, thiocarbamic acid S-methyl ester, and senecioic acid amides
  作者：Sabine Hinterberger、Otmar Hofer、Harald Greger

  DOI：10.1016/s0040-4020(97)10297-6

  日期：1998.1

  Representative samples of several types of naturally occurring amides from south and southeast Asian Glycosmis species were synthesized for proof of structures and for bioactivity testing. With one exception (senecioic acid) all these amides were characterized by sulfur containing acid components (methylthiopropenoic acid methylsulfonylpropenoic acid and thiocarbamic acid) in combination with phenethylamine derived amino moieties. (C) 1997 Elsevier Science Ltd. All rights reserved.