3-<<3-(benzyloxy)phenyl>hydroxymethyl>pyridine | 85633-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-<<3-(benzyloxy)phenyl>hydroxymethyl>pyridine
• 英文别名: 3-[(3'-Benzyloxyphenyl)hydroxymethyl]pyridine；(3-Phenylmethoxyphenyl)-pyridin-3-ylmethanol
• CAS: 85633-32-5
• 化学式: C₁₉H₁₇NO₂
• 分子量: 291.349
• InChiKey: SSPQJZWZMGCQBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<<3-(benzyloxy)phenyl>hydroxymethyl>pyridine 在 palladium on activated charcoal 高氯酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 3-(3-Pyridylmethyl)phenol
  参考文献：
  名称：

  Thromboxane A2 synthase inhibitors. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acids

  摘要：

  The synthesis and screening of a series of 5-(3-pyridylmethyl)benzofuran-2-carboxylic acids as selective thromboxane A2 (TxA2) synthase inhibitors is outlined. The ability of these compounds to inhibit TxA2 biosynthesis was assayed using microsomal enzyme from human platelets. Substitution of the benzofuran ring caused small changes in potency; modification of the carboxylic acid group caused modest reductions in potency, and substitution of the pyridine ring resulted in large reductions of potency. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acid sodium salt (9b, sodium furegrelate) was chosen for further evaluation as a TxA2 synthase inhibitor.

  DOI：

  10.1021/jm00158a024
• 作为产物：
  描述：

  3-pyridyllithium 、 3-苄氧基苯甲醛 以 四氢呋喃 、 乙醚 为溶剂， 以73%的产率得到3-<<3-(benzyloxy)phenyl>hydroxymethyl>pyridine
  参考文献：
  名称：

  Thromboxane A2 synthase inhibitors. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acids

  摘要：

  The synthesis and screening of a series of 5-(3-pyridylmethyl)benzofuran-2-carboxylic acids as selective thromboxane A2 (TxA2) synthase inhibitors is outlined. The ability of these compounds to inhibit TxA2 biosynthesis was assayed using microsomal enzyme from human platelets. Substitution of the benzofuran ring caused small changes in potency; modification of the carboxylic acid group caused modest reductions in potency, and substitution of the pyridine ring resulted in large reductions of potency. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acid sodium salt (9b, sodium furegrelate) was chosen for further evaluation as a TxA2 synthase inhibitor.

  DOI：

  10.1021/jm00158a024

文献信息

• Pyridyl-substituted-benzofurans
  申请人：The Upjohn Company

  公开号：US04495357A1

  公开（公告）日：1985-01-22

  The present invention provides novel pyridinyl-benzofurans and derivatives thereof which are useful as thromboxane A.sub.2 (TXA.sub.2) synthetase inhibitors and as such represent potent pharmacological agents.

  本发明提供了一种新型吡啶基苯并呋喃及其衍生物，可作为血栓素A.sub.2（TXA.sub.2）合成酶抑制剂，因此代表了强效的药理剂。
• Pyridinyl and imidazolyl derivatives of benzofurans and benzothiophenes
  申请人：THE UPJOHN COMPANY

  公开号：EP0069521A2

  公开（公告）日：1983-01-12

  Compounds of the formula wherein Z, is pyridinyl or imidazolyl; X, is -(CH2)n-, -0-, -S-, -SO-, -SO2. -CH2-O-, -0-CH2-, -CH2-NR3-, -NR3-CH2-. -CHOH- or -CO-; Y, is -O- or -S-; R2 is H. C1-3 alkyl, phenyl or optionally esterified carboxyl; R7 is H, CH2OH, optionally esterified carboxyl, CN, aminomethyl. aminocarbonyl, CHO or a ketone; either Rg and R12 are independently selected from hydrogen, hydroxy, C1-4 alkyl, fluorine, chlorine, bromine and methoxy, or R9 and R12 are attached to adjacent carbon atoms and together are -O-CH2-O-; = represents a single bond (in which case the compound may be in enantiomeric or racemic form) or a double bond; and m and n are 0,1, 2,3 or 4. These compounds can inhibit TXA2 synthetase.

  式中的化合物 其中 Z 是吡啶基或咪唑基； X 是-(CH2)n-、-0-、-S-、-SO-、-SO2.- -O，-0- -，- -NR3-，-NR3- -。-CHOH-或-CO-；Y 是-O-或-S-；R2 是 H、C1-3 烷基、苯基或任选酯化的羧基；R7 是 H、 OH、任选酯化的羧基、CN、氨甲基或者 Rg 和 R12 独立选自氢、羟基、C1-4 烷基、氟、氯、溴和甲氧基，或者 R9 和 R12 连接到相邻的碳原子上，并共同为 -O- -O-； = 代表单键（在这种情况下，化合物可能是对映异构体或外消旋体）或双键；m 和 n 分别为 0、1、2、3 或 4。这些化合物可抑制 TXA2 合成酶。
• US4495357A
  申请人：——

  公开号：US4495357A

  公开（公告）日：1985-01-22