3-azidopropyl methanesulfonate | 105064-28-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 3-azidopropyl methanesulfonate
• CAS: 105064-28-6
• 化学式: C₄H₉N₃O₃S
• mdl: MFCD14658100
• 分子量: 179.2
• InChiKey: MNOUVZLUZFOHAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-azidopropyl methanesulfonate 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 1-叠氮基-3-碘丙烷
  参考文献：
  名称：

  Synthesis via vinyl sulfones. 18. Rapid access to a series of highly functionalized .alpha.,.beta.-unsaturated cyclopentenones. A caveat on aminospirocyclization

  摘要：

  DOI：

  10.1021/jo00380a019
• 作为产物：
  描述：

  二(甲烷磺酸)1,3-丙二醇酯 在 sodium azide 作用下， 以 乙腈 为溶剂， 以46%的产率得到3-azidopropyl methanesulfonate
  参考文献：
  名称：

  In vitro antiplasmodial activity of triazole-linked chloroquinoline derivatives synthesized from 7-chloro-N-(prop-2-yn-1-yl)quinolin-4-amine

  摘要：

  The synthesis and in vitro evaluation of novel triazole-linked chloroquinoline derivatives as potential antiplasmodial agents against Plasmodium falciparum is reported. The 15 synthesized target compounds were obtained by means of a copper(I)-mediated click reaction between a variety of 1,2- and 1,3-azidoamines and 7-chloro-N-(prop-2-yn-1-yl) quinolin-4-amine in moderate to good yields (53-85%). The compounds were screened for antiplasmodial activity against NF54 chloroquine-sensitive and Dd2 chloroquine-resistant strains, alongside chloroquine and artesunate as reference compounds. Six of the test compounds revealed a 3-5 fold increase in antiplasmodial activity against chloroquine-resistant strain Dd2 compared to chloroquine. Among the six compounds with good antiplasmodial activity, a reduced cross-resistance relative to artesunate (>3 fold in comparison to chloroquine) was observed, mainly in derivatives that incorporated chloroquine-resistance reversing pharmacophores. A general trend for reduced chloroquine cross-resistance was also detected among 12 out of the 15 compounds tested. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.06.044

文献信息

• [EN] CATALYTIC SCAVENGERS OF ORGANOPHOSPHATES TO POTENTIATE BUTYRYLCHOLINESTERASE (BCHE) AS A CATALYTIC BIOSCAVENGER AND METHODS FOR MAKING AND USING THEM<br/>[FR] PIÉGEURS CATALYTIQUES D'ORGANOPHOSPHATES POUR POTENTIALISER LA BUTYRYLCHOLINESTÉRASE (HBCHE)
  申请人：UNIV CALIFORNIA

  公开号：WO2015057822A1

  公开（公告）日：2015-04-23

  Provided are N-alkyl imidazole 2-aldoximes, including cationic imidazolium and uncharged tertiary imidazole aldoximes, and compositions and methods for making and using them, including methods for reactivating human butyrylcholinesterase (hBChE) or acetylcholinesterase (hAChE ) inhibited by organophosphate (OP). By administration of a composition of the invention, the inactive or conjugated hBChE-OP or hAChE-OP is reactivated and the catalytic cycle of turnover and inactivation of the OP is completed; and in alternative embodiments, secondary mechanisms of reversible protection of hBChE and hAChE from irreversible inactivation by OPs and reactivation of tissue AChE also contribute to overall efficacy.

  提供了N-烷基咪唑-2-醛肟，包括阳离子咪唑盐和不带电的三级咪唑醛肟，以及制备和使用它们的组合物和方法，包括重新激活被有机磷酸酯（OP）抑制的人丁酰胆碱酯酶（hBChE）或乙酰胆碱酯酶（hAChE）的方法。通过给予本发明的组合物，不活性或结合的hBChE-OP或hAChE-OP被重新激活，完成了OP的催化周转和失活循环；在替代实施方案中，可逆保护hBChE和hAChE免受OP不可逆失活的次要机制以及再激活组织AChE也有助于整体功效。
• [EN] MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)<br/>[FR] MODULATEURS DU STIMULATEUR DES GÈNES DE L'INTERFÉRON (SING)
  申请人：RYVU THERAPEUTICS S A

  公开号：WO2019238786A1

  公开（公告）日：2019-12-19

  The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.

  本发明涉及式(I)化合物及其作为STING（干扰素基因刺激剂）调节剂的盐、立体异构体、互变异构体或N-氧化物。本发明进一步涉及式(I)化合物作为药物的应用以及包含该化合物的药物组合物。
• Peramivir conjugates as orally available agents against influenza H275Y mutant
  作者：Peng-Cheng Wang、Din-Chi Chiu、Jia-Tsrong Jan、Wen-I Huang、Yin-Chen Tseng、Ting-Ting Li、Ting-Jen Cheng、Keng-Chang Tsai、Jim-Min Fang

  DOI：10.1016/j.ejmech.2017.12.072

  日期：2018.2

  lipophilicity of conjugates 8 and 9 also increases by incorporation of the caffeate moiety. Thus, conjugates 8 and 9 offer better effect to protect MDCK cells from infection of H275Y virus with low EC50 value (∼17 nM). Administration of conjugates 8 or 9 by oral gavage is effective in treatment of mice that are infected by lethal dose of wild-type or H275Y influenza viruses. Considering drug metabolism,

  Peramivir 是一种有效的神经氨酸酶 （NA） 抑制剂，用于通过静脉给药治疗流感。然而，帕拉米韦对 H275Y 突变体的疗效明显降低。为了解决这一缺点，本研究设计了帕拉米韦与咖啡酸的偶联，以增强与神经氨酸酶的结合亲和力。帕拉米韦的 C2-OH 基团被详细阐述为与咖啡酸盐衍生物连接，得到所需的偶联物 8 和 9，它们对野生型和 H275Y 病毒都具有有效的 NA 抑制活性，IC50 值在纳摩尔范围内。分子模型显示，偶联物 9 的咖啡酸部分更喜欢驻留在 H275Y 神经氨酸酶的 295 腔中，从而提供额外的氢键和疏水相互作用，以补偿由于 H275Y 突变体中 Glu-276 位错而降低的帕拉米韦部分的结合亲和力。与帕拉米韦相比，偶联物 8 和 9 的亲脂性也因掺入咖啡酸盐部分而增加。因此，偶联物 8 和 9 具有更好的效果来保护 MDCK 细胞免受低 EC50 值 （∼17 nM） 的 H275Y
• Divalent Naphthalene Diimide Ligands Display High Selectivity for the Human Telomeric G-quadruplex in K⁺ Buffer
  作者：Steven T. G. Street、Donovan N. Chin、Gregory J. Hollingworth、Monica Berry、Juan C. Morales、M. Carmen Galan

  DOI：10.1002/chem.201700140

  日期：2017.5.23

  Selective G-quadruplex ligands offer great promise for the development of anti-cancer therapies. A novel series of divalent cationic naphthalene diimide ligands that selectively bind to the hybrid form of the human telomeric G-quadruplex in K+ buffer are described herein. We demonstrate that an imidazolium-bearing mannoside-conjugate is the most selective ligand to date for this quadruplex against

  选择性的G-四链体配体为抗癌疗法的发展提供了广阔的前景。本文描述了一系列新的二价阳离子萘二酰亚胺配体，其在K +缓冲液中选择性结合人端粒G-四链体的杂合形式。我们证明，带有咪唑鎓的甘露糖苷-共轭物是迄今为止针对该四链体对几种其他四链体和双链体结构的最具选择性的配体。我们还显示，具有类似选择性的甲基哌嗪的配体比阿霉素对HeLa癌细胞的毒性更高，而对胎儿肺成纤维细胞WI-38的毒性却低三倍。
• Halogen bonding rotaxanes for nitrate recognition in aqueous media
  作者：Sean W. Robinson、Paul D. Beer

  DOI：10.1039/c6ob02339h

  日期：——

  Targeting the biologically and environmentally important nitrate anion, halogen bonding (XB) has been incorporated into three novel [2]rotaxane structural frameworks via an axle component containing covalently linked 3,5-bis-iodotriazole pyridine–pyridinium motifs. This has enabled the recognition of nitrate in aqueous media containing up to 90% water with equivalent binding affinity to chloride, illustrating

  针对生物学上和环境上重要的硝酸根阴离子，卤素键（XB）已通过包含共价连接的3,5-双-碘代三唑吡啶-吡啶基序的车轴组件纳入了三个新颖的[2]轮烷结构框架。这使得能够识别含水量高达90％的水介质中的硝酸盐，并具有与氯化物同等的结合亲和力，从而说明了XB在竞争激烈的水性溶剂混合物中识别阴离子的能力。