nonylsulfonyl chloride | 63353-34-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 英文名称: nonylsulfonyl chloride
• 英文别名: n-nonylsulfonyl chloride；nonane-1-sulfonyl chloride；1-nonanesulfonyl chloride
• CAS: 63353-34-4
• 化学式: C₉H₁₉ClO₂S
• 分子量: 226.768
• InChiKey: AJOTWPQTESRFCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904909090

反应信息

• 作为反应物：
  描述：

  nonylsulfonyl chloride 、 2-氨基苯甲腈 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以19%的产率得到N-(2-cyanophenyl)nonane-1-sulfonamide
  参考文献：
  名称：

  [EN] INHIBITORS OF PHOSPHOLIPID SYNTHESIS AND METHODS OF USE
  [FR] INHIBITEURS DE LA SYNTHÈSE DES PHOSPHOLIPIDES ET PROCÉDÉS D'UTILISATION

  摘要：

  甘油3-磷酸酰基转移酶（GPAT）的抑制剂已提供；以及在癌症治疗中的使用方法；以及治疗与代谢综合征、高脂血症、感染和炎症相关的疾病的方法。

  公开号：

  WO2021035031A1
• 作为产物：
  描述：

  1-溴壬烷 在 氯化亚砜 、 sodium sulfite 作用下， 以 水 、 苯 为溶剂， 反应 28.0h， 生成 nonylsulfonyl chloride
  参考文献：
  名称：

  N-Sulfonyl homoserine lactones as antagonists of bacterial quorum sensing

  摘要：

  A series of 11 new analogues of N-acylhomoserine lactones in which the carboxamide bond was replaced by a sulfonamide one, has been synthesised. These compounds were evaluated for their ability to competitively inhibit the action of 3-oxohexanoyl-L-homoserine lactone, the natural ligand of the quorum sensing transcriptional regulator LuxR, which in turn activates expression of bioluminescence in the model bacterium Vibrio fischeri. Several compounds were found to display antagonist activity. Molecular modeling suggests that the latter prevent a cascade of structural rearrangements necessary for the formation of the active LuxR dimer. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.088

文献信息

• Design and Synthesis of Small Molecule Glycerol 3-Phosphate Acyltransferase Inhibitors
  作者：Edward A. Wydysh、Susan M. Medghalchi、Aravinda Vadlamudi、Craig A. Townsend

  DOI：10.1021/jm900251a

  日期：2009.5.28

  mass is growing rapidly, particularly in the United States. Glycerol 3-phosphate acyltransferase (GPAT) catalyzes the rate-limiting step of glycerolipid biosynthesis, the acylation of glycerol 3-phosphate with saturated long-chain acyl-CoAs. In an effort to produce small molecule inhibitors of this enzyme, a series of benzoic and phosphonic acids was designed and synthesized. In vitro testing of this series

  肥胖症和其他与甘油三酯含量增加相关的疾病的发病率正在迅速增长，尤其是在美国。甘油 3-磷酸酰基转移酶 (GPAT) 催化甘油脂生物合成的限速步骤，即甘油 3-磷酸与饱和长链酰基辅酶 A 的酰化。为了生产这种酶的小分子抑制剂，设计并合成了一系列苯甲酸和膦酸。该系列的体外测试导致鉴定了几种化合物，特别是 2-(壬基磺酰胺基)苯甲酸 ( 15g )，在完整线粒体分析中具有中等 GPAT 抑制活性。
• [EN] NOVEL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME, METHODS OF USE FOR SAME, AND METHODS FOR PREPARING SAME<br/>[FR] NOUVEAUX COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT, ET LEURS PROCÉDÉS D'UTILISATION ET DE PRÉPARATION
  申请人：FASGEN INC

  公开号：WO2010005922A1

  公开（公告）日：2010-01-14

  The present invention relates to a novel class of compounds comprising formula I, wherein n is 0 or 1. A is NR1, O, or S, wherein R1 is H, hydroxyl, C1-C10 alkyl, C1-C10 alkoxy, alkenyl, aryl, alkylaryl or arylalkyl. X is a carboxylate, a phosphonate, or a phosphate residue, or a C1-C10 alkyl residue optionally substituted with a carboxylate, phosphonate or phosphate residue. Y is a C1-C20 alkyl, alkenyl, halide, hydroxyl, C1-C20 alkoxy, aryl, alkylaryl, arylalkyl, cycloalkyl, cycloalkenyl, or a heterocyclic ring and is optionally substituted with one or more halides. Z is a H, a hydroxyl group, a halide, an aryl group, an alkylaryl group, an arylalkyl group, a cycloalkyl group, a cycloalkenyl group or a heterocyclic ring and is optionally substituted with one or more C1-C10 alkyl groups, C1-C10alkoxy groups, hydroxyl groups, cyano groups, carboxylate groups, halides, aryl groups, alkylaryl groups, arylalkyl groups, cycloalkyl groups, cycloalkenyl groups or heterocyclic rings.

  本发明涉及一类新型化合物，其包括式I，其中n为0或1。A为NR1、O或S，其中R1为H、羟基、C1-C10烷基、C1-C10烷氧基、烯基、芳基、烷基芳基或芳基烷基。X为羧酸酯、膦酸酯或磷酸酯残基，或者是一个C1-C10烷基残基，可选择地被羧酸酯、膦酸酯或磷酸酯残基取代。Y为C1-C20烷基、烯基、卤素、羟基、C1-C20烷氧基、芳基、烷基芳基、芳基烷基、环烷基、环烯基或杂环，并且可选择地被一个或多个卤素取代。Z为H、羟基、卤素、芳基、烷基芳基、芳基烷基、环烷基、环烯基或杂环，并且可选择地被一个或多个C1-C10烷基、C1-C10烷氧基、羟基、氰基、羧酸酯基、卤素、芳基、烷基芳基、芳基烷基、环烷基、环烯基或杂环取代。
• Berthold,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, p. 279 - 292
  作者：Berthold,H. et al.

  DOI：——

  日期：——
• Preparation of 2-chloroethyl alkyl sulfones by the addition of alkanesulfonyl chlorides to ethylene
  作者：L. D. Konyushkin、A. R. Derzhinskii、E. N. Prilezhaeva

  DOI：10.1007/bf01108223

  日期：1977.4
• Synthesis of novel ceramide-like penetration enhancers
  作者：Mária Takács、Máté Bubenyák、András Váradi、Balázs Blazics、Péter Horváth、József Kökösi

  DOI：10.1016/j.tetlet.2011.02.024

  日期：2011.4

  Ceramide-like penetration enhancers have been synthesized by isosteric replacements of the 1-hydroxymethyl and amide moieties of natural ceramides. Metabolically more stable oxime and five-membered heterocyclic (1,2,4-oxadiazole, 1,2,4-triazole, tetrazole) analogues are more polar and possess H-bond acceptor properties, which make them potentially useful in optimizing key intermolecular features in interactions between the modified ceramide structures and the lipid layers of stratum corneum. (C) 2011 Elsevier Ltd. All rights reserved.