3-(3-吡啶基甲氧基)苯甲醛 | 128133-56-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(3-吡啶基甲氧基)苯甲醛
• 英文名称: 3-(3-pyridinylmethoxy)benzaldehyde
• 英文别名: 3-(pyridin-3-ylmethoxy)benzaldehyde；3-(3-pyridylmethoxy)benzaldehyde；3-(Pyridin-3-ylmethoxy)-benzaldehyde
• CAS: 128133-56-2
• 化学式: C₁₃H₁₁NO₂
• mdl: MFCD08056099
• 分子量: 213.236
• InChiKey: MCKRWTOQWYZAKE-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C
• 沸点：
  387.8±22.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 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

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-(3-吡啶基甲氧基)苯甲醛 在 manganese(IV) oxide 、 氢溴酸 、 叔丁基锂 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 22.25h， 生成 2-imidazolidinone 2-<(2-dimethyl-2H-1-benzopyran-6-yl)<3-(3-pyridinylmethoxy)phenyl>methylene>hydrazone
  参考文献：
  名称：

  Guanabenz-related amidinohydrazones: potent non-azole inhibitors of aldosterone biosynthesis

  摘要：

  A new series of potent, guanabenz-derived, non-steroidal aldosterone biosynthesis inhibitors are presented. Salient features of the structure-activity relationship indicate the requirement of a hydrophobic core, presence of a hydrophilic (or basic) peripheral appendage, and, in some cases, profound dependence on hydrazone stereochemistry. The most potent compound of the series, 29, was 2 orders of magnitude more potent than guanabenz as an aldosterone biosynthesis inhibitor.

  DOI：

  10.1016/0223-5234(94)90040-x
• 作为产物：
  描述：

  3-吡啶甲醇 、 间羟基苯甲醛 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以7.0 g的产率得到3-(3-吡啶基甲氧基)苯甲醛
  参考文献：
  名称：

  Guanabenz-related amidinohydrazones: potent non-azole inhibitors of aldosterone biosynthesis

  摘要：

  A new series of potent, guanabenz-derived, non-steroidal aldosterone biosynthesis inhibitors are presented. Salient features of the structure-activity relationship indicate the requirement of a hydrophobic core, presence of a hydrophilic (or basic) peripheral appendage, and, in some cases, profound dependence on hydrazone stereochemistry. The most potent compound of the series, 29, was 2 orders of magnitude more potent than guanabenz as an aldosterone biosynthesis inhibitor.

  DOI：

  10.1016/0223-5234(94)90040-x

文献信息

• Development of novel azabenzofuran TRPA1 antagonists as in vivo tools
  作者：Katrina W. Copeland、Alessandro A. Boezio、Eugene Cheung、Josie Lee、Philip Olivieri、Laurie B. Schenkel、Qian Wan、Weiya Wang、Mary C. Wells、Beth Youngblood、Narender R. Gavva、Sonya G. Lehto、Stephanie Geuns-Meyer

  DOI：10.1016/j.bmcl.2014.05.069

  日期：2014.8

  transient receptor potential ankyrin 1 (TRPA1) channel is activated by noxious stimuli including chemical irritants and endogenous inflammatory mediators. Antagonists of this channel are currently being investigated for use as therapeutic agents for treating pain, airway disorders, and itch. A novel azabenzofuran series was developed that demonstrated in vitro inhibition of allyl isothiocyanate (AITC)-induced

  瞬时受体电位锚蛋白1（TRPA1）通道被有害刺激物激活，包括化学刺激物和内源性炎症介质。目前正在研究该通道的拮抗剂用作治疗疼痛，气道疾病和瘙痒的治疗剂。开发了一种新型的氮杂苯并呋喃系列，该系列证明了对异硫氰酸烯丙基异氰酸酯（AITC）诱导的45 Ca 2+吸收具有纳摩尔浓度的抗人和大鼠TRPA1的体外抑制作用。从该系列中，化合物10在AITC诱导的大鼠退缩模型中表现出体内靶标覆盖率，同时提供的未结合血浆浓度比TRPA1大鼠IC 50高16倍。
• Pyridine derivatives
  申请人：ZENECA LIMITED

  公开号：EP0365328B1

  公开（公告）日：1996-04-03
• US5053415A
  申请人：——

  公开号：US5053415A

  公开（公告）日：1991-10-01
• Guanabenz-related amidinohydrazones: potent non-azole inhibitors of aldosterone biosynthesis
  作者：RM Soll、PJ Dollings、RD Mitchell、DA Hafner

  DOI：10.1016/0223-5234(94)90040-x

  日期：1994.1

  A new series of potent, guanabenz-derived, non-steroidal aldosterone biosynthesis inhibitors are presented. Salient features of the structure-activity relationship indicate the requirement of a hydrophobic core, presence of a hydrophilic (or basic) peripheral appendage, and, in some cases, profound dependence on hydrazone stereochemistry. The most potent compound of the series, 29, was 2 orders of magnitude more potent than guanabenz as an aldosterone biosynthesis inhibitor.