N-(DL-3-hydroxytetradecanoyloxy)succinimide | 33796-63-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: N-(DL-3-hydroxytetradecanoyloxy)succinimide
• 英文别名: (R,S)-3-hydroxytetradecanoic acid N-hydroxysuccinimide ester；D,L-3-Hydroxy-tetradecansaeure-N-Hydroxy-succinimidester；(3RS)-3-hydroxytetradecanoyloxysuccinimide；N-[3(R)-hydroxytetradecanoyloxy]succinimide；N-[3(R,S)-hydroxytetradecanoyloxy]succinimide；(2,5-dioxopyrrolidin-1-yl) 3-hydroxytetradecanoate
• CAS: 33796-63-3
• 化学式: C₁₈H₃₁NO₅
• 分子量: 341.448
• InChiKey: XUZQVQPOSKDUDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(DL-3-hydroxytetradecanoyloxy)succinimide 在 三氯化铁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(DL-3-hydroxytetradecanoylamino)-β-D-glucopyranoside
  参考文献：
  名称：

  Biological activities of fundamental, carbohydrate skeleton of lipid A containing amide-linked 3-hydroxytetradecanoic acid.

  摘要：

  DOI：

  10.1271/bbb1961.45.1523

文献信息

• New glycolipids (chitooligosaccharide derivatives) possessing immunostimulating and antitumor activities
  作者：Vladimir I. Gorbach、Inna N. Krasikova、Pavel A. Luk'yanov、Yury N. Loenko、Tamara F. Solov'eva、Yury S. Ovodov、Vadim V. Deev、Alexey A. Pimenov

  DOI：10.1016/0008-6215(94)80023-5

  日期：1994.7

  New glycolipids, derived from chitooligosaccharides of dp 2-4 and containing both free and acylated amino groups, were synthesized. The structure of the key compounds (di-, tri-, and tetra-saccharides acylated with different fatty acids) were elucidated by 13C NMR spectroscopy. Only the amino group of the reducing end of the chitooligosaccharides was found to be acylated when equimolecular amounts

  合成了新的糖脂，该糖脂衍生自dp 2-4的壳寡糖，同时含有游离和酰化氨基。通过13 C NMR光谱阐明了关键化合物（被不同脂肪酸酰化的二糖，三糖和四糖）的结构。当使用等分子量的试剂时，仅发现壳寡糖的还原端的氨基被酰化。已显示获得的化合物具有低毒性以及某些免疫刺激和抗肿瘤活性。观察到免疫功能细胞诱导白细胞介素-1和肿瘤坏死因子的诱导，并增加了Erlich癌小鼠平均寿命的140-180％。
• 2,3-diamino-2,3-didesoxyhexose derivatives and their use
  申请人：Sandoz Ltd.

  公开号：US04698331A1

  公开（公告）日：1987-10-06

  Compounds of formula I ##STR1## wherein R.sub.2 and R.sub.3 are the same or different and each represent unsubstituted or substituted acyl, and (a) R.sub.1 represents lower alkyl, aralkyl or the phosphate, pyrophosphate, phosphorylethanolamine or pyrophosphorylethanolamine group, R.sub.4 represents the phosphate, pyrophosphate, phosphorylethanolamine or pyrophosphorylethanolamine group and one of R.sub.1 and R.sub.4 may additionally represent hydrogen and R.sub.5 represents hydrogen or a glycosyl radical or (b) R.sub.1 represents hydrogen, lower alkyl or aralkyl and R.sub.4 and R.sub.5 represent hydrogen, which compounds are indicated for use as pharmaceuticals, in particular as immunostimulants.

  化学式为I的化合物，其中R.sub.2和R.sub.3相同或不同，且均表示未取代或取代的酰基，(a) R.sub.1表示较低的烷基，芳基烷基或磷酸盐，焦磷酸盐，磷酰乙醇胺或焦磷酸酰乙醇胺基团，R.sub.4表示磷酸盐，焦磷酸盐，磷酰乙醇胺或焦磷酸酰乙醇胺基团，其中R.sub.1和R.sub.4中的一个可以额外表示氢，R.sub.5表示氢或糖基基团，或(b) R.sub.1表示氢，较低的烷基或芳基烷基，R.sub.4和R.sub.5表示氢，这些化合物适用于制药用途，特别是作为免疫刺激剂。
• New 1,4-diaminocyclitol derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0088386A1

  公开（公告）日：1983-09-14

  A compound of the formula: wherein Xl, X2 and X3 are each amino or protected amino, X4 is hydrogen or hydroxy, R1 is hydrogen or lower alkyl, and R2 is higher alkanoyl which may have one or more suitable substituent(s), higher alkenoyl, or higher alkylcarbamoyl, or pharmaceutically acceptable salt thereof, processes for its preparation, pharmaceutical compositions containing them in association with a non-toxic, pharmaceutically acceptable carrier or excipient, and use thereof as an antimicrobial agent.

  式中 Xl、X2 和 X3 分别为氨基或保护氨基，X4 为氢或羟基，R1 为氢或低级烷基，R2 为可具有一个或多个合适取代基的高级烷酰基、高级烯酰基或高级烷基氨基甲酰基的化合物或其药学上可接受的盐、其制备工艺、含有这些化合物并与无毒的药学上可接受的载体或赋形剂结合的药物组合物，以及其作为抗菌剂的用途。
• MACHER, I.;UNGER, F. M.
  作者：MACHER, I.、UNGER, F. M.

  DOI：——

  日期：——
• 2,3-DIAMINO-2,3-DIDESOXYHEXOSE DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND THEIR USE
  申请人：SANDOZ AG

  公开号：EP0180608B1

  公开（公告）日：1990-07-25