6-{1-[4-(3-Aminomethyl-phenyl)-piperidin-1-yl]-methanoyl}-2,3-dihydro-thiazolo [3,2-a]pyrimidin-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 6-{1-[4-(3-Aminomethyl-phenyl)-piperidin-1-yl]-methanoyl}-2,3-dihydro-thiazolo [3,2-a]pyrimidin-5-one
• 英文别名: 6-[4-[3-(Aminomethyl)phenyl]piperidine-1-carbonyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• 化学式: C₁₉H₂₂N₄O₂S
• 分子量: 370.475
• InChiKey: TWMUDIRMTZYXOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-溴苄溴 在 palladium on activated charcoal (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 氢气 、 potassium acetate 、 sodium hydride 、 potassium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 6-{1-[4-(3-Aminomethyl-phenyl)-piperidin-1-yl]-methanoyl}-2,3-dihydro-thiazolo [3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  Structure based design of 4-(3-aminomethylphenyl)piperidinyl-1-amides: novel, potent, selective, and orally bioavailable inhibitors of βII tryptase

  摘要：

  Tryptase is a serine protease found almost exclusively in mast cells. It has trypsin-like specificity, favoring cleavage of substrates with an arginine (or lysine) at the P1 position, and has optimal catalytic activity at neutral pH. Current evidence suggests tryptase beta is the most important form released during mast cell activation in allergic diseases. It is shown to have numerous pro-inflammatory cellular activities in vitro, and in animal models tryptase provokes broncho-constriction and induces a cellular inflammatory infiltrate characteristic of human asthma. Screening of in-house inhibitors of factor Xa (a closely related serine protease) identified beta-amidoester benzamidines as potent inhibitors of recombinant human betaII tryptase. X-ray structure driven template modification and exchange of the benzamidine to optimize potency and pharmacokinetic properties gave selective, potent and orally bioavailable 4-(3-aminomethyl phenyl)piperidinyl-1-amides.

  DOI：

  10.1016/j.bmc.2005.02.014

文献信息

• Chemical compounds
  申请人：——

  公开号：US20030187020A1

  公开（公告）日：2003-10-02

  Provided herein are novel and useful compounds having a tryptase inhibition activity, pharmaceutical compositions comprising such compounds, and methods treating subjects suffering from a condition, disease, or disorder that can be ameliorated by the administration of an inhibitor of tryptase, e.g., asthma and inflammatory diseases, to name only a few.

  本文提供了具有胰蛋白酶抑制活性的新颖和有用化合物，包括含有这些化合物的药物组合物，以及治疗患有可以通过给予胰蛋白酶抑制剂（例如哮喘和炎症性疾病等）而得到改善的疾病、疾病或紊乱的方法。
• [EN] ARYLMETHYLAMINE DERIVATIVES FOR USE AS TRYPTASE INHIBITORS<br/>[FR] DERIVES D'ARYLMETHYLAMINE UTILISES COMME INHIBITEURS DE LA TRYPTASE
  申请人：AVENTIS PHARM PROD INC

  公开号：WO2001090101A1

  公开（公告）日：2001-11-29

  Provided herein are compounds of formula (I) wherein R1-4, n and Ar are as defined in claim 1, and their pharmaceutical compositions. These compounds are tryptase inhibitors and may be used in the treatment of e.g. asthma and inflammatory diseases.

  本发明提供了式(I)的化合物，其中R1-4、n和Ar如权利要求1所定义，以及它们的药物组成物。这些化合物是胰蛋白酶抑制剂，可用于治疗哮喘和炎症性疾病等疾病。
• Phosphorescent material
  申请人：Herron Norman

  公开号：US20050196637A1

  公开（公告）日：2005-09-08

  An organmetallic complex, a method of preparing this composition of matter, and an electronic device including the complex. The organometallic complex comprising: at least one transition metal, at least one first monoanionic bidentate ligand coordinated through a nitrogen on a heteroaromatic ring and a carbon, and at least one second ligand selected from a hydride and a ligand coordinated through a carbon atom which is part of an aromatic group. The electronic device of the invention includes a photoactive layer, electrode and/or an electron transport layer that contains at least one organometallic complex described above.

  一种有机金属络合物、一种制备该物质组合物的方法以及一种包括该络合物的电子器件。有机金属络合物包括：至少一种过渡金属，至少一种通过杂芳香环上的氮和碳配位的第一单阴离子双齿配体，以及至少一种选自氢化物和通过芳香基团中的碳原子配位的配体的第二配体。本发明的电子装置包括光活性层、电极和/或电子传输层，其中至少含有一种上述有机金属复合物。
• ARYLMETHYLAMINE DERIVATIVES FOR USE AS TRYPTASE INHIBITORS
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1296972B1

  公开（公告）日：2009-12-23
• US6977263B2
  申请人：——

  公开号：US6977263B2

  公开（公告）日：2005-12-20