3-(异丙基硫代)丙酸 | 24383-50-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(异丙基硫代)丙酸
• 英文名称: 3-Isopropylmercapto-propionsaeure
• 英文别名: Propionic acid, 3-(isopropylthio)-；3-propan-2-ylsulfanylpropanoic acid
• CAS: 24383-50-4
• 化学式: C₆H₁₂O₂S
• mdl: MFCD09938047
• 分子量: 148.226
• InChiKey: BSMZRZIXCAUUCT-UHFFFAOYSA-N

物化性质

• 沸点：
  254.8±23.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3-(异丙基硫代)丙酸 在 双氧水 作用下， 以 水 为溶剂， 反应 48.0h， 生成 3-(isopropylsulfinyl)propanoic acid
  参考文献：
  名称：

  软烯化贝克–Venkataraman重排使得能够完全合成Dirchromones和相关的2-取代的chromones

  摘要：

  设计了七步全合成的原始细胞毒性二氢苯并二氢吡喃酮，涉及前所未有的软化贝克-Venkataraman重排。该方法能够以克为单位获取天然存在的敌色酮1（总收率21％），并筛选了对13种癌细胞系的细胞毒性。软化贝克-Venkataraman重排的范围包括不同取代的二氢色酮，包括类黄酮，2-苯乙烯基色酮和2-苯基乙基色酮。

  DOI：

  10.1021/acs.orglett.8b03148
• 作为产物：
  描述：

  异丙硫醇 、 丙烯酸 在 四丁基氟化铵 作用下， 反应 45.0h， 以97%的产率得到3-(异丙基硫代)丙酸
  参考文献：
  名称：

  Fluoride ion-catalyzed conjugate addition for easy synthesis of 3-sulfanylpropionic acid from thiol and α,β-unsaturated carboxylic acid

  摘要：

  3-Sulfanylpropionic acids are obtained in excellent yields by proceeding through a simple, mild, and efficient procedure utilizing tetrabutylammonium fluoride (TBAF) as catalyst. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.11.064

文献信息

• Sulfur‐Containing Ferrocenyl Alcohols and Oximes: New Promising Antistaphylococcal Agents
  作者：Danijela Ilić、Ivan Damljanović、Dragana Stevanović、Mirjana Vukićević、Polina Blagojević、Niko Radulović、Rastko D. Vukićević

  DOI：10.1002/cbdv.201200029

  日期：2012.10

  values were either under the 10 μg/ml MIC limit recognized to delimit efficient antimicrobials or were comparable to/lower than those of the used positive controls (tetracycline/nystatin). The most susceptible organism was found to be Staphylococcus aureus with MIC values even reaching 0.001 μg/ml. The presence of -CH(OH)(CH(2))(n)S- and -CH(=NOH)(CH(2))(n)S- (n=1 or 2) structural fragments seems to be essential

  一个小型图书馆，包含四个不同系列的新二茂铁衍生物，2-（烷基硫烷基）-1-二茂铁基乙烷-1-醇，3-（烷基硫烷基）-1-二茂铁基丙烷-1-醇，（E）-和（Z）-2 -（烷基硫烷基）-1-二茂铁基乙烷-1-酮肟，和（E）-和（Z）-3-（烷基硫烷基）-1-二茂铁基丙烷-1-酮肟（总共36种化合物）从二茂铁开始合成和相应的硫烷基酸。对所有化合物进行光谱分析（IR和NMR）并进行电化学表征。通常，发现所获得的化合物对被测微生物（六种常见人类病原体）表现出非常强的抗菌活性（肉汤微稀释法）。对于大多数测试化合物，确定的MIC值在10μg/ ml MIC限度以下，该限度被认为可以界定有效的抗菌药物，或者与使用的阳性对照（四环素/制霉菌素）相当或更低。发现最易感的生物是金黄色葡萄球菌，MIC值甚至达到0.001μg/ ml。-CH（OH）（CH（2））（n）S-和-CH（= NOH）（CH（2））（n）S-（n
• An Improved and Green Preparation of 3-(Alkylthio)propionic Acids
  作者：Matti J. P. Vaismaa、Sanna M. Yliniemelä、Marja K. Lajunen

  DOI：10.1515/znb-2007-1014

  日期：2007.10.1

  facile microwave-assisted synthesis has been developed for the preparation of unsymmetrical sulfide derivatives from 3-mercaptopropionic acid and a wide variety of alkyl, allyl or aryl chlorides or bromides. The synthesis performed in ethanol at 80 or 120 °C using sodium hydroxide as a base, selectively without an offensive smell, generates 3-(alkylthio)propionic acids in good yields. Effects of reaction

  已经开发了一种高效、简便的微波辅助合成方法，用于从 3-巯基丙酸和各种烷基、烯丙基或芳基氯化物或溴化物制备不对称硫化物衍生物。在 80 或 120 °C 的乙醇中使用氢氧化钠作为碱进行合成，选择性地没有难闻的气味，以良好的收率生成 3-（烷硫基）丙酸。研究了反应组分、温度和加热技术对产物和副产物形成的影响。
• SMALL MOLECULE INHIBITORS OF MCL-1 AND THE USES OF THEREOF
  申请人：WAYNE STATE UNIVERSITY

  公开号：US20140235702A1

  公开（公告）日：2014-08-21

  This invention is in the field of medicinal chemistry. In particular, the invention relates to a new class of small-molecules having sulfonamido-1-hydroxynaphthalene structure which function as inhibitors of Mcl-1 protein, and their use as therapeutics for the treatment of cancer and other diseases.

  这项发明涉及药物化学领域。具体而言，该发明涉及一类新型小分子，具有磺酰胺基-1-羟基萘结构，可作为Mcl-1蛋白酶抑制剂，并可用作治疗癌症和其他疾病的治疗剂。
• On the Substrate Scope of Dimethylsulfonium Propionate Lyases toward Dimethylsulfoxonium Propionate Derivatives
  作者：Anuj K. Chhalodia、Jeroen S. Dickschat

  DOI：10.1002/ejoc.202400098

  日期：2024.4.15

  Six DMSP lyases were investigated for their potential to cleave synthetic DMSOP analogs with longer alkyl chains into sulfoxides and acrylate. The pH dependency and enzyme kinetics of these reactions were determined, showing efficient transformation by four of the studied DMSP lyases.

  研究了六种 DMSP 裂解酶将具有较长烷基链的合成 DMSOP 类似物裂解成亚砜和丙烯酸酯的潜力。确定了这些反应的 pH 依赖性和酶动力学，显示四种所研究的 DMSP 裂解酶的有效转化。
• 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.