1-(5-phenylethynyl-furan-2-yl)carbonyl-5'-[hydrazino(imino)methyl]-spiro[piperidine-4,3'-(2H)-benzo[b]furan] | 1025688-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1-(5-phenylethynyl-furan-2-yl)carbonyl-5'-[hydrazino(imino)methyl]-spiro[piperidine-4,3'-(2H)-benzo[b]furan]
• 英文别名: N'-amino-1'-[5-(2-phenylethynyl)furan-2-carbonyl]spiro[2H-1-benzofuran-3,4'-piperidine]-5-carboximidamide
• CAS: 1025688-08-7
• 化学式: C₂₆H₂₄N₄O₃
• 分子量: 440.502
• InChiKey: UKPJDSIWDIDAMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 1'-(5-(phenylethynyl)furan-2-carbonyl)-2H-spiro[benzofuran-3,4'-piperidine]-5-carbimidate 在 肼 作用下， 以 乙醇 为溶剂， 以33%的产率得到1-(5-phenylethynyl-furan-2-yl)carbonyl-5'-[hydrazino(imino)methyl]-spiro[piperidine-4,3'-(2H)-benzo[b]furan]
  参考文献：
  名称：

  Potent, nonpeptide inhibitors of human mast cell tryptase. Synthesis and biological evaluation of novel spirocyclic piperidine amide derivatives

  摘要：

  We have explored a series of spirocyclic piperidine amide derivatives ( 5) as tryptase inhibitors. Thus, 4 (JNJ-27390467) was identified as a potent, selective tryptase inhibitor with oral efficacy in two animal models of airway inflammation ( sheep and guinea pig asthma models). An X-ray co-crystal structure of 4 tryptase revealed a hydrophobic pocket in the enzyme's active site, which is induced by the phenylethynyl group and is comprised of amino acid residues from two different monomers of the tetrameric protein. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.093

文献信息

• [EN] SPIROPIPERIDINES FOR USE AS TRYPTASE INHIBITORS<br/>[FR] SPIROPIPÉRIDINES UTILISABLES EN TANT QU'INHIBITEURS DE LA TRYPTASE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009067202A1

  公开（公告）日：2009-05-28

  The present invention is directed to a compound of Formula (I): (I) or a form thereof, wherein X1, X2, X3, X4, R1, R2 and R3 are as defined herein, useful as tryptase inhibitors.

  本发明涉及一种化合物，其化学式为（I）：（I）或其形式，其中X1、X2、X3、X4、R1、R2和R3如本文所定义，可用作色氨酸蛋白酶抑制剂。
• SPIROPIPERIDINES FOR USE AS TRYPTASE INHIBITORS
  申请人：Costanzo Michael J.

  公开号：US20120165327A1

  公开（公告）日：2012-06-28

  The present invention is directed to a compound of Formula (I): or a form thereof, wherein X 1 , X 2 , X 3 , X 4 , R 1 , R 2 and R 3 are as defined herein, useful as tryptase inhibitors.

  本发明涉及一个公式(I)的化合物或其形式，其中X1，X2，X3，X4，R1，R2和R3如本文所定义，可用作组胺酶抑制剂。
• Spiropiperidines for use as tryptase inhibitors
  申请人：Costanzo Michael J.

  公开号：US20090163527A1

  公开（公告）日：2009-06-25

  The present invention is directed to a compound of Formula (I): or a form thereof, wherein X 1 , X 2 , X 3 , X 4 , R 1 , R 2 and R 3 are as defined herein, useful as tryptase inhibitors.

  本发明涉及一种化合物，其化学式为(I)或其形式，其中X1、X2、X3、X4、R1、R2和R3的定义如本文所述，用作胰蛋白酶抑制剂。
• US8158792B2
  申请人：——

  公开号：US8158792B2

  公开（公告）日：2012-04-17
• US8536189B2
  申请人：——

  公开号：US8536189B2

  公开（公告）日：2013-09-17