4-methyl-thiobenzoic acid S-chloro ester | 88584-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-thiobenzoic acid S-chloro ester
• 英文别名: S-chloro 4-methylbenzenecarbothioate
• CAS: 88584-74-1
• 化学式: C₈H₇ClOS
• 分子量: 186.662
• InChiKey: LFKHAWIUKCHLBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₂₈H₂₄O₂S₂Sn 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 0.25h， 以43%的产率得到4-methyl-thiobenzoic acid S-chloro ester
  参考文献：
  名称：

  A Convenient Preparation of Acylsulfenyl Chlorides

  摘要：

  DOI：

  10.1055/s-1983-30525

文献信息

• [EN] SULFATED-GLYCOLIPIDS AS ADJUVANTS FOR VACCINES<br/>[FR] GLYCOLIPIDES SULFATÉS COMME ADJUVANTS DE VACCINS
  申请人：NAT RES COUNCIL CANADA

  公开号：WO2016004512A1

  公开（公告）日：2016-01-14

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol% ratio of from 100:0 to 30:70 (sulfated glycolipid: uncharged glycolipid) and which induce a protective immune response, including CD8+ and CD4+ T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol% ratio of about 50:50.

  描述了一种合成带电糖脂，其中含有一个硫酸酯化糖基，与古菌核心脂质的甘油骨架的树状sn-1羟基通过β键共价连接。这种合成带电糖脂包括具有以下结构的化合物：式I中n为0或1；R为氢或羟基；Y为氢或硫酸酯基，至少一个Y为硫酸酯基；并包括其药用可接受的盐。硫酸酯化糖脂在100:0至30:70（硫酸酯化糖脂：非带电糖脂）的摩尔比下产生稳定的古菌体，并诱导一种保护性免疫反应，包括CD8+和CD4+ T细胞反应。所述的含硫酸酯化糖脂的古菌体具有理想的佐剂性能，特别是当与非带电糖脂混合在大约50:50的摩尔比时。
• Thiophilic halogenation of thiocarboxylic acid O-silyl esters. A facile preparation of acylsulfenyl halides
  作者：Toshiaki Murai、Shigeru Oida、Shi Min、Shinzi Kato

  DOI：10.1016/s0040-4039(00)85012-1

  日期：——

  Halogenation of thiocarboxylic acid O-silyl esters gave acylsulfenyl halides in high yields, involving a thiophilic attack of halogen ion on the sulfur atom of thiocarbonyl group. Aliphatic acylsulfenyl bromide was isolated for the first time.

  硫代羧酸O-甲硅烷基酯的卤化反应以高收率得到酰硫磺酰卤，涉及卤离子对硫代羰基的硫原子的亲硫攻击。首次分离出脂肪族酰基亚磺酰基溴。
• Sulfated-glycolipids as adjuvants for vaccines
  申请人：National Research Council of Canada

  公开号：US10647737B2

  公开（公告）日：2020-05-12

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol % ratio of from 100:0 to 30:70 (sulfated glycolipid:uncharged glycolipid) and which induce a protective immune response, including CD8+ and CD4+ T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol % ratio of about 50:50.

  本发明描述了一种合成带电糖脂，它包括一个硫酸化的糖基，通过β连接与古核脂质的甘油骨架的树 Sn-1 羟基共价连接。合成的带电糖脂包括式 I 的化合物，其中 n 是 0 或 1；R 是氢或羟基；Y 是氢或硫酸基团，至少一个 Y 是硫酸基团；还包括其药学上可接受的盐。硫酸化糖脂可产生稳定的弓形体，其摩尔比为 100:0 至 30:70（硫酸化糖脂：无电荷糖脂），可诱导保护性免疫反应，包括 CD8+ 和 CD4+ T 细胞反应。由所述硫酸化糖脂组成的弓形体具有理想的佐剂特性，特别是当与不带电荷的糖脂以约 50:50 的摩尔%比例混合时。
• KATO, SHINZI;ITOH, KATSUMI;MIYAGAWA, KENJI;ISHIDA, MASARU, SYNTHESIS, BRD, 1983, N 10, 814-815
  作者：KATO, SHINZI、ITOH, KATSUMI、MIYAGAWA, KENJI、ISHIDA, MASARU

  DOI：——

  日期：——
• MURAI TOSHIAKI; OIDA SHIGERU; MIN SHI; KATO SHINZI, TETRAHEDRON LETT., 27,(1986) N 38, 4593-4594
  作者：MURAI TOSHIAKI、 OIDA SHIGERU、 MIN SHI、 KATO SHINZI

  DOI：——

  日期：——