6-(Isopropylthio) nicotinic acid | 666859-74-1

• 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: 6-(Isopropylthio) nicotinic acid
• 英文别名: 6-(isopropylthio)nicotinic acid；6-propan-2-ylsulfanylpyridine-3-carboxylic acid
• CAS: 666859-74-1
• 化学式: C₉H₁₁NO₂S
• 分子量: 197.258
• InChiKey: SSODSNRLTNOXAP-UHFFFAOYSA-N

物化性质

• 沸点：
  360.6±27.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(Isopropylthio) nicotinic acid 在 吡啶 、 氯化亚砜 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 5-bromo-2-({[6-(isopropylthio)pyridin-3-yl]carbonyl}amino)benzoic acid
  参考文献：
  名称：

  Preparation of novel anthranilic acids as antibacterial agents: Extensive evaluation of structural and physical properties on antibacterial activity and human serum albumin affinity

  摘要：

  In the past few years a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected analogs to probe the dependency of this template for antibacterial activity and the affinity these compounds have for human serum albumin (HSA). These analogs illustrate that decreased affinity for HSA can be achieved while retaining relevant antibacterial activity. The most important factor for reduced HSA affinity is decrease in log P rather than a structural change. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.036
• 作为产物：
  描述：

  2-碘代丙烷 、 6,6ˊ-二硫二烟酸 在 sodium tetrahydroborate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 24.08h， 以60%的产率得到6-(Isopropylthio) nicotinic acid
  参考文献：
  名称：

  [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES
  [FR] DERIVES D'ACIDE BENZOIQUE ANTIBACTERIENS

  摘要：

  公开号：

  WO2004018461A3

文献信息

• Antibacterial benzoic acid derivatives
  申请人：——

  公开号：US20040142981A1

  公开（公告）日：2004-07-22

  The present invention relates to antibacterial agents that are useful for sterilization, sanitation, antisepsis, disinfection, and treatment of antibacterial infections in mammals.

  本发明涉及一种抗菌剂，可用于哺乳动物的消毒、卫生、消毒、抗菌感染的治疗。
• Bacterial translation inhibitors, 1-acylindazol-3-ols as anthranilic acid mimics
  作者：Cory Stiff、David R. Graber、Atli Thorarensen、Brian D. Wakefield、Keith R. Marotti、Earline P. Melchior、Michael T. Sweeney、Fusen Han、Douglas C. Rohrer、Gary E. Zurenko、Donna L. Romero

  DOI：10.1016/j.bmcl.2007.08.041

  日期：2008.12

  The discovery and initial optimization of a novel anthranilic acid derived class of antibacterial agents has been described in a recent series of papers. This paper describes the discovery of 1-acylindazol-3-ols as a novel bioisostere of an anthranilic acid. The synthesis and structure-activity relationships of the indazol bioisosteres are described herein. (C) 2008 Published by Elsevier Ltd.