propylsulfanyl-acetyl chloride | 55016-23-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: propylsulfanyl-acetyl chloride
• 英文别名: MeCH2CH2SCH2C(O)Cl；(n-Pr)SCH2C(O)Cl；Propylmercapto-acetylchlorid；S-Propyl-thioglykolsaeure-chlorid；3-thiahexanoyl chloride；2-Propylsulfanylacetyl chloride
• CAS: 55016-23-4
• 化学式: C₅H₉ClOS
• 分子量: 152.645
• InChiKey: HGSSHNPLLWEGMO-UHFFFAOYSA-N

物化性质

• 沸点：
  63-64 °C(Press: 8 Torr)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  propylsulfanyl-acetyl chloride 生成 propylsulfanyl-acetic acid sulfanilylamide
  参考文献：
  名称：

  Acylated p-aminobenzene sulfonamides

  摘要：

  公开号：

  US02457371A1
• 作为产物：
  描述：

  (丙基硫代)乙酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 propylsulfanyl-acetyl chloride
  参考文献：
  名称：

  Studies on topical antiinflammatory agents. IV. 21-(Alkylthio)acetates and (Methylthio)methoxides of corticosteroids.

  摘要：

  一系列含有21-（烷硫基）乙酸酯和21-（甲硫基）甲氧基的皮质类固醇被合成并测试了它们的血管收缩活性。七个化合物的活性等于或超过9α-氟-11β, 21-二羟基-16β-甲基-17α-戊酸酯-1, 4-孕二烯-3, 20-二酮（倍他米松17-戊酸酯，BV）。其中，倍他米松21-（甲硫基）乙酸酯17-丙酸酯（2Ca）显示出最强的活性，优于BV。结构-活性关系研究表明，将皮质类固醇的21-羟基替换为（甲硫基）乙酸酯功能是一种有效的方法，用以获得强大的活性。

  DOI：

  10.1248/cpb.38.786

文献信息

• 5-R-Thiomethyl- and 5-R-Sulfonylmethyl-5-phenylhydantoins
  作者：Loren M. Long

  DOI：10.1021/ja01215a011

  日期：1946.11
• A New Series of Testosterone Esters
  作者：Aram. Mooradian、C. J. Cavallito、A. J. Bergman、E. J. Lawson、C. M. Suter

  DOI：10.1021/ja01178a030

  日期：1949.10
• Mori, Yuji; Fujiwara, Shigeru; Miyachi, Toshiko, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 5, p. 1505 - 1517
  作者：Mori, Yuji、Fujiwara, Shigeru、Miyachi, Toshiko、Kitanishi, Hiroyuki、Oya, Masayuki、et al.

  DOI：——

  日期：——
• Krivenchuk,V.E.; Petrun'kin,V.E., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 2235 - 2238
  作者：Krivenchuk,V.E.、Petrun'kin,V.E.

  DOI：——

  日期：——
• Synthesis, spectral characterization, electrochemical properties and antimicrobial screening of sulfur containing acylferrocenes
  作者：Danijela Ilić、Ivan Damljanović、Dragana Stevanović、Mirjana Vukićević、Niko Radulović、Volker Kahlenberg、Gerhard Laus、Rastko D. Vukićević

  DOI：10.1016/j.poly.2010.03.002

  日期：2010.5

  Several known and eight new sulfur containing acylferrocenes of the general formula FcCO(CH2)(n)SR (where Fc = ferrocenyl, n = 1 or 2 and R = alkyl, 4-bromobenzyl or 2,6-dichlorobenzyl group) were synthesized in order to test their in vitro antimicrobial activity against 11 bacterial and three fungal/yeast strains. It has been shown that only four of the 14 ketones are completely inactive at the tested dose, while the activities of the other ones were noteworthy. All new compounds were well characterized by IR and NMR spectral data, and their electrochemical properties were investigated by cyclic voltammetry. The X-ray crystal structures of two representative ketones are also presented. (C) 2010 Elsevier Ltd. All rights reserved.