3-(benzyloxy)picolinoyl chloride | 603955-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(benzyloxy)picolinoyl chloride
• 英文别名: 3-benzyloxypyridine-2-carbonyl chloride；3-phenylmethoxypyridine-2-carbonyl chloride
• CAS: 603955-32-4
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: VBCCAKZSAHUYOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzyloxy)picolinoyl chloride 在 锂硼氢 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.17h， 生成 (2R,5R)-tert-butyl 5-((R)-1-(3-(benzyloxy)picolinamido)-2-hydroxyethyl)-1-methylpyrrolidine-2-carboxylate
  参考文献：
  名称：

  USEFUL COMPOUNDS FOR MODULATING INFLAMMATION

  摘要：

  The present disclosure provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1to R3and X are defined herein; pharmaceutical compositions; dosage forms comprising the compounds or pharmaceutical compositions, and methods of treating inflammation, decreasing inflammation, decreasing an inflammatory marker, treating inflammatory bowel disease, such as Crohn's disease or ulcerative colitis, or treating sepsis in a subject in need thereof, comprising administering the compounds, pharmaceutical compositions or dosage forms disclosed herein to a subject in need thereof.

  公开号：

  WO2024102901A1
• 作为产物：
  描述：

  3-羟基-2-吡啶甲酸 在 氢氧化钾 、 草酰氯 、 silver(l) oxide 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 3-(benzyloxy)picolinoyl chloride
  参考文献：
  名称：

  Inhibitors of type I MetAPs containing pyridine-2-carboxylic acid thiazol-2-ylamide. Part 1: SAR studies on the determination of the key scaffold

  摘要：

  Systematic SAR studies on the HTS hit pyridine-2-carboxylic acid thiazol-2-ylamide (PACT) analogues revealed that the scaffold of OCAT is indispensable for the inhibition of type I MetAP. For effective inhibition of the enzyme, the most suitable position to modify is the 3-position of the pyridine ring of PCAT, and the best substituents are those containing O or N atoms connected directly with the pyridine ring. These findings provide useful information for the design and discovery of more potent inhibitors of type I MetAPs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.034

文献信息

• EP1500655
  申请人：——

  公开号：——

  公开（公告）日：——
• In Pursuit of Natural Product Leads: Synthesis and Biological Evaluation of 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]benzoxazole-4-carboxylic acid (A-33853) and Its Analogues: Discovery of <i>N</i>-(2-Benzoxazol-2-ylphenyl)benzamides as Novel Antileishmanial Chemotypes
  作者：Suresh K. Tipparaju、Sipak Joyasawal、Marco Pieroni、Marcel Kaiser、Reto Brun、Alan P. Kozikowski

  DOI：10.1021/jm801241n

  日期：2008.12.11

  The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T cruzi, and P. falciparum cultures followed by determination of IC50 in L. donovani and cytotoxicity on L6 cells revealed 31 to be 3-fold more active than miltefosine, a known antileishmanial drug, Compounds 14, 15, and 25 selectively inhibited L. donovani at nanomolar concentrations and showed much lower cytotoxicity.
• [EN] CALCILYTIC COMPOUNDS<br/>[FR] COMPOSÉ CALCILYTIQUE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2010039913A1

  公开（公告）日：2010-04-08

  Novel calcilytic compounds, pharmaceutical compositions, methods of synthesis and methods of using them are provided.
• Inhibitors of type I MetAPs containing pyridine-2-carboxylic acid thiazol-2-ylamide. Part 1: SAR studies on the determination of the key scaffold
  作者：Qun-Li Luo、Jing-Ya Li、Zhi-Ying Liu、Ling-Ling Chen、Jia Li、Qi-Zhuang Ye、Fa-Jun Nan

  DOI：10.1016/j.bmcl.2004.11.034

  日期：2005.2

  Systematic SAR studies on the HTS hit pyridine-2-carboxylic acid thiazol-2-ylamide (PACT) analogues revealed that the scaffold of OCAT is indispensable for the inhibition of type I MetAP. For effective inhibition of the enzyme, the most suitable position to modify is the 3-position of the pyridine ring of PCAT, and the best substituents are those containing O or N atoms connected directly with the pyridine ring. These findings provide useful information for the design and discovery of more potent inhibitors of type I MetAPs. (C) 2004 Elsevier Ltd. All rights reserved.
• USEFUL COMPOUNDS FOR MODULATING INFLAMMATION
  申请人：[en]FLAGSHIP PIONEERING INNOVATIONS VI, LLC

  公开号：WO2024102901A1

  公开（公告）日：2024-05-16

  The present disclosure provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1to R3and X are defined herein; pharmaceutical compositions; dosage forms comprising the compounds or pharmaceutical compositions, and methods of treating inflammation, decreasing inflammation, decreasing an inflammatory marker, treating inflammatory bowel disease, such as Crohn's disease or ulcerative colitis, or treating sepsis in a subject in need thereof, comprising administering the compounds, pharmaceutical compositions or dosage forms disclosed herein to a subject in need thereof.