2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde | 163526-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde
• 英文别名: (R)-2-(2-hydroxyphenyl)-4,5-dihydrothiazole-4-carbaldehyde；(4R)-4,5-Dihydro-2-(2-hydroxyphenyl)-4-thiazolecarboxaldehyde；(4R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazole-4-carbaldehyde
• CAS: 163526-41-8
• 化学式: C₁₀H₉NO₂S
• 分子量: 207.253
• InChiKey: NINIAHXJBYQIFQ-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde 在 potassium acetate 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR TREATING INFLAMMATORY BOWEL DISEASE
  [FR] COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES DE TRAITEMENT D'UNE MALADIE INTESTINALE INFLAMMATOIRE

  摘要：

  The disclosure provides pharmaceutical compositions comprising a therapeutically effective amount of compound (A), compound (B), compound (C), compound (D), compound (E), compound (F), compound (G), compound (H), compound (J), compound (K), compound (L), compound (M), compound (N), compound (O), compound (P), or compound (Q)or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient: Also provided are dosage units comprising one or more of compound (A), compound (B), compound (C), compound (D), compound (E), compound (F), compound (G), compound (H), compound (J), compound (K), compound (L), compound (M), compound (N), compound (O), compound (P), or compound (Q) or the pharmaceutical compositions described herein, methods of treating an inflammatory bowel disease in a subject in need thereof, or methods of modulating an inflammatory bowel disease marker in a subject in need thereof.

  公开号：

  WO2023192388A1
• 作为产物：
  描述：

  (S)-2-(2-hydroxyphenyl)-4,5-dihydrothiazole-4-carboxylic acid 在 lithium aluminium tetrahydride 、 氰基磷酸二乙酯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde
  参考文献：
  名称：

  [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR TREATING INFLAMMATORY BOWEL DISEASE
  [FR] COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES DE TRAITEMENT D'UNE MALADIE INTESTINALE INFLAMMATOIRE

  摘要：

  The disclosure provides pharmaceutical compositions comprising a therapeutically effective amount of compound (A), compound (B), compound (C), compound (D), compound (E), compound (F), compound (G), compound (H), compound (J), compound (K), compound (L), compound (M), compound (N), compound (O), compound (P), or compound (Q)or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient: Also provided are dosage units comprising one or more of compound (A), compound (B), compound (C), compound (D), compound (E), compound (F), compound (G), compound (H), compound (J), compound (K), compound (L), compound (M), compound (N), compound (O), compound (P), or compound (Q) or the pharmaceutical compositions described herein, methods of treating an inflammatory bowel disease in a subject in need thereof, or methods of modulating an inflammatory bowel disease marker in a subject in need thereof.

  公开号：

  WO2023192388A1

文献信息

• An Improved Stereocontrolled Synthesis of Pyochelin, Siderophore of Pseudomonas aeruginosa and Burkholderia cepacia
  作者：Adel Zamri、Mohamed A Abdallah

  DOI：10.1016/s0040-4020(99)00946-1

  日期：2000.1

  A considerably improved stereocontrolled synthesis of pyochelin, a hydroxyphenylthiazolinylthiazolidine type of siderophore common to most strains of Pseudomonas aeruginosa and Burkholderia cepacia is described. 2′-(2-Hydroxyphenyl)-2′-thiazoline-4′-carboxaldehyde, a key molecule involved in this synthesis has been prepared by reduction of 2′-(2-hydroxyphenyl)-2′-thiazoline-4′-(N-methoxy,N-methyl)

  描述了铜绿假单胞菌和洋葱伯克霍尔德氏菌大多数菌株常见的pyochelin（一种羟基苯基噻唑啉基噻唑烷型铁载体）的立体控制合成得到了显着改善。通过还原2'-（2-羟基苯基）-2'-噻唑啉-4'-（2'-（2-羟基苯基）-2'-噻唑啉-4'-甲醛，该合成涉及的关键分子。N-甲氧基，N-甲基）羧酰胺与氢化铝锂。将该醛进一步与（R）-N-甲基半胱氨酸偶联以产生秋水仙素。在报道的条件下，C-4'中心的差向异构化大大减少。
• Bacterial siderophores: synthesis and biological activities of novel pyochelin analogues
  作者：A Zamri、I.J Schalk、F Pattus、M.A Abdallah

  DOI：10.1016/s0960-894x(03)00010-6

  日期：2003.3

  The synthesis and biological activities of four pyochelin analogues substituted in different parts of the molecule are reported: 5-NHBoc-pyochelin, 3"N-Boc-pyochelin, 3"-nor-NH-pyochelin and neopyochelin II, the enantiomer of natural pyochelin. All these compounds complex iron(III) and transport it at different rates into the cells of Pseudomonas aeruginosa. (C) 2003 Elsevier Science Ltd. All rights reserved.