2,3,4,6-tetra-O-acetyl-D-glucopyranosyl isothiocyanate | 18866-59-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl isothiocyanate
• 英文别名: GITC；tetra-O-acetyl-ξ-D-glucopyranosyl isothiocyanate；tetra-O-acetyl-glucopyranosyl isothiocyanate；tetra-O-acetyl-glucopyranosyl-isothiocyanate；[(2R,3R,4S,5R)-3,4,5-triacetyloxy-6-isothiocyanatooxan-2-yl]methyl acetate
• CAS: 18866-59-6
• 化学式: C₁₅H₁₉NO₉S
• 分子量: 389.383
• InChiKey: WOWNQYXIQWQJRJ-HHHGZCDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.17
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  126.79
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-acetyl-D-glucopyranosyl isothiocyanate 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以220 mg (42%)的产率得到1-(4-Pyridylcarbonyl)-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-semicarbazide
  参考文献：
  名称：

  Novel sugar ureide and thioureide derivatives

  摘要：

  本发明提供了一种新型糖脲和硫脲衍生物，对多种革兰氏阳性和阴性细菌表现出一定的抗菌活性，并在治疗细菌感染方面具有用途。这些化合物的分子式为##STR1##其中R.sub.1是醛糖、醛糖酸及其2-氨基衍生物的一价残基，R.sub.2是芳基烷基、杂环、磺胺芳基、R.sub.3 CONH或R.sub.4 NH--其中R.sub.3是杂环，R.sub.4是芳基，Y是氧或硫原子。这些衍生物是通过将分子式为R.sub.1 NC=Y的异氰酸酯或异硫氰酸酯与分子式为R.sub.2 NH.sub.2的氨基化合物反应制备的。

  公开号：

  US04025622A1

文献信息

• [EN] TOPICAL DELIVERY OF PHTHALOCYANINES<br/>[FR] APPORT TOPIQUE DE PHTALOCYANINES
  申请人：UNIV CASE WESTERN RESERVE

  公开号：WO2005099689A1

  公开（公告）日：2005-10-27

  The invention relates to topical pharmaceutical compositions comprising a phthalocyanine, wherein a diamagnetic metal ion moiety is either coordinated or covalently bound to the phthalocyanine core. The invention also relates to methods for destroying cancer tissue, precancerous cells, photo-aged cells, damaged cells, or otherwise pathologic cells, or activated cells, such as lymphocytes or other cells of the immune system, or activated or inflamed tissue cells comprising topically administering to the cancer tissue or surrounding tissue an effective amount of a phthalocyanine composition.

  这项发明涉及含有酞菁的局部药用组合物，其中一种无磁性金属离子部分被配位或共价结合到酞菁核心。该发明还涉及用于破坏癌组织、癌前细胞、光老化细胞、受损细胞或其他病理细胞、或活化细胞，如淋巴细胞或其他免疫系统细胞，或活化或发炎组织细胞的方法，包括局部给予癌组织或周围组织有效量的酞菁组合物。
• Synthesis and surface-active properties of glycosyl carbamates and thioureas
  作者：Carla Prata、Nathalie Mora、Jean-Michel Lacombe、Jean-Claude Maurizis、Bernard Pucci

  DOI：10.1016/s0008-6215(99)00161-5

  日期：1999.9

  Several amphiphilic glycosyl carbamates, glycosyl thiocarbamates and glycosylthioureas were prepared by addition of the anomeric hydroxyl group of acetylated glycosyl derivatives to alkyl isocyanates, or by reaction of glycosyl isothiocyanates with alcohols or amines. The solubility, critical micelle concentrations and detergent efficiency for the extraction of proteins of these compounds were evaluated

  通过将乙酰化的糖基衍生物的异头羟基加到烷基异氰酸酯上，或通过使糖基异硫氰酸酯与醇或胺反应，可以制备几种两亲的糖基氨基甲酸酯，糖基硫代氨基甲酸酯和糖基硫脲。评价并比较了提取这些化合物蛋白质的溶解度，临界胶束浓度和去污剂效率。
• Carbohydrate biguanides as potential hypoglycemic agents.
  作者：Allen B. Reitz、Robert W. Tuman、Carol S. Marchione、Alfonzo D. Jordan、Charles R. Bowden、Bruce E. Maryanoff

  DOI：10.1021/jm00129a015

  日期：1989.9

  A series of monosaccharides containing a biguanide functionality was prepared and evaluated for hypoglycemic activity. Among the analogues prepared were those involving D-glucose substituted on the 6- or 1-position (19 and 24), D-galactose substituted on the 6-position (7), and D-arabinose (31). The target compounds were evaluated in a modified rat glucose-tolerance test (oral glucose load/oral drug

  制备了一系列含有双胍官能团的单糖，并评估了其降血糖活性。在制备的类似物中，包括在6-或1-位上被取代的D-葡萄糖（19和24），在6-位上被取代的D-半乳糖（7）和D-阿拉伯糖（31）的类似物。在改良的大鼠葡萄糖耐量试验（口服葡萄糖负荷/口服药物，100 mg / kg）中评估目标化合物。化合物8 [6-双胍基-1,2：3,5-双-O-（1-甲基亚乙基）-6-脱氧-α-D-葡糖呋喃糖]和23 [甲基6-双胍基-6-脱氧-2， [3,4-O-三苄基-α-D-吡喃葡萄糖苷]的活性最高，通过抑制血糖上升来衡量，其降血糖活性与苯乙双胍（1）和二甲双胍（2）几乎相同。 。化合物31的活性稍差，抑制率为26％，
• PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE AMINE DERIVATIVE
  申请人：Nagasawa Toru

  公开号：US20110262977A1

  公开（公告）日：2011-10-27

  Optically active amine derivatives are produced by acting on imine derivatives with a culture of microorganisms having the ability to stereoselectively reduce the compounds, microbial cells, or processed products thereof, followed by collecting the generated optically active amine derivatives. Optically active amine derivatives obtained in the present invention are useful as materials for pharmaceutical agents. The present invention enables, for example, production of an optically active compound represented by formula (IV): (wherein R group represents an alkyl group having one to three carbon atoms; and n represents an integer of 1 to 4).

  光学活性胺衍生物是通过用具有立体选择性还原化合物的微生物培养物作用于亚胺衍生物，微生物细胞或其加工产品，然后收集生成的光学活性胺衍生物而制备的。本发明所得到的光学活性胺衍生物可用作制药剂的材料。例如，本发明使得可以生产由公式（IV）表示的光学活性化合物：（其中R基表示具有1至3个碳原子的烷基基团；n表示1至4的整数）。
• Materials for separating and detecting enantiomers of amphetamine or methamphetamine, and their application
  申请人：——

  公开号：US20020187562A1

  公开（公告）日：2002-12-12

  The present invention discloses a material for chromatography comprising an antibody capable of differentiating at least an enantiomer of amphetamine or methamphetamine, and a support, wherein the antibody is bonded to the support. The material is capable of being employed to differentiate at least an enantiomer of amphetamine or methamphetamine in a sample. Also disclosed in the present invention are the methods and kits for detecting or identifying at least an enantiomer of amphetamine or methamphetamine in a sample, and methods for separating or purifying at least an enantiomer of amphetamine or methamphetamine from a sample.

  本发明公开了一种色谱材料，该材料包括一种能够区分苯丙胺或甲基苯丙胺的至少一种对映体的抗体和一种支持物，其中抗体与支持物结合。该材料可用于区分样品中的苯丙胺或甲基苯丙胺的至少一种对映体。本发明还公开了检测或鉴定样品中至少一种苯丙胺或甲基苯丙胺对映体的方法和试剂盒，以及从样品中分离或纯化至少一种苯丙胺或甲基苯丙胺对映体的方法。