2-[2-(2-dimethylaminothiazol-5-yl)ethenyl]-6-(2-fluoroethyloxy)benzoxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-[2-(2-dimethylaminothiazol-5-yl)ethenyl]-6-(2-fluoroethyloxy)benzoxazole
• 英文别名: 2-[2-(2-dimethylaminothiazol-5-yl)ethenyl]-6-(2-fluoroethoxy)benzoxazole；5-[(E)-2-[6-(2-Fluoroethoxy)-1,3-benzoxazol-2-yl]ethenyl]-N,N-dimethyl-1,3-thiazol-2-amine
• 化学式: C₁₆H₁₆FN₃O₂S
• 分子量: 333.386
• InChiKey: GSZMUPHKOPBPPS-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-[(E)-2-[2-(dimethylamino)-1,3-thiazol-5-yl]ethenyl]-1,3-benzoxazol-6-ol 、 2-氟乙醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以65%的产率得到2-[2-(2-dimethylaminothiazol-5-yl)ethenyl]-6-(2-fluoroethyloxy)benzoxazole
  参考文献：
  名称：

  Probe for diseases with amyloid accumulation, amyloid-staining agent, remedy and preventive for diseases with amyloid accumulation and diagnostic probe and staining agent for neurofibrillary change

  摘要：

  本发明提供了对淀粉样蛋白β具有高亲和力的化合物，用于诊断淀粉样蛋白β在其中积累的疾病，用于特异染色淀粉样蛋白β的试剂，以及用于治疗和/或预防淀粉样蛋白β在其中积累的疾病。本发明还提供了用于神经原纤维缠结的探针和染色试剂。

  公开号：

  US20060018825A1

文献信息

• USE OF NOVEL COMPOUND HAVING AFFINITY FOR AMYLOID, AND PROCESS FOR PRODUCTION OF THE SAME
  申请人：Nihon Medi-Physics Co., Ltd.

  公开号：EP2218463A1

  公开（公告）日：2010-08-18

  The invention provides a reagent for detecting amyloid in a biological tissue which can be detect amyloid in vitro and in vivo with high sensitivity using a compound which has affinity with amyloid and is suppressed in toxicity such as mutagenicity. The reagent for detecting amyloid deposited in a biological tissue comprises a compound represented by the following formula (1) or a salt thereof: wherein A1, A2, A3 and A4 independently represents a carbon or nitrogen; R1 is a halogen substituent; R2 is a halogen substituent; and m is an integer or 0 to 2, provided that at least one of R1 and R2 is a radioactive halogen substituent, at least one of A1, A2, A3 and A4 represents a carbon, and R1 binds to a carbon represented by A1, A2, A3 and A4.

  该发明提供了一种用于检测生物组织中淀粉样蛋白的试剂，可以利用一种与淀粉样蛋白亲和力强且在毒性方面受到抑制（如致突变性）的化合物，在体外和体内高灵敏度地检测淀粉样蛋白。用于检测生物组织中沉积的淀粉样蛋白的试剂包括下式（1）所表示的化合物或其盐：其中A1、A2、A3和A4独立地代表碳或氮；R1是卤素取代基；R2是卤素取代基；m是整数或0到2，但至少R1和R2中的一个是放射性卤素取代基，A1、A2、A3和A4中至少一个代表碳，且R1与A1、A2、A3和A4所代表的碳结合。
• NOVEL COMPOUND WITH AMYLOID AFFINITY
  申请人：Okumura Yuki

  公开号：US20140121377A1

  公开（公告）日：2014-05-01

  A compound represented by the following formula (1), or a salt thereof: wherein R 1 is a radioactive halogen substituent, 0 to 2 of A 1 , A 2 , A 3 and A 4 represent N, and the rest represent —(CH)— is effective as a diagnostic imaging probe targeting amyloid. A diagnostic agent for Alzheimer's disease contains a compound represented by the above formula (1) or a salt thereof. After administration to a patient, the compound and the diagnostic agent for Alzheimer's disease transfer into the patient's brain, and indicate good accumulation on amyloid deposited in the brain.

  由以下公式（1）表示的化合物，或其盐：其中R1是放射性卤素取代基，A1、A2、A3和A4中的0至2个代表N，其余代表—(CH)—，作为靶向淀粉样物的诊断成像探针具有有效性。 一种用于阿尔茨海默病的诊断试剂包含上述公式（1）表示的化合物或其盐。 在向患者施用后，该化合物和用于阿尔茨海默病的诊断试剂转移到患者的大脑，并显示在大脑中沉积的淀粉上有良好的积累。
• Novel Compound Having Affinity for Amyloid
  申请人：Tanifuji Shigeyuki

  公开号：US20090252679A1

  公开（公告）日：2009-10-08

  The present invention provides a compound which has affinity with amyloid, shows sufficiently rapid clearance from normal tissues and is suppressed in toxicity such as mutagencity. Provided is a compound represented by the following formula (1) or a salt thereof: wherein A 1 , A 2 , A 3 and A 4 independently represents a carbon or nitrogen; R 1 is a halogen substituent; R 2 is a halogen substituent; and m is an integer of 0 to 2, provided that at least one of R 1 and R 2 is a radioactive halogen substituent, at least one of A 1 , A 2 , A 3 and A 4 represents a carbon, and R 1 binds to a carbon represented by A 1 , A 2 , A 3 or A 4 as well as a low-toxic diagnostic agent comprising a compound represented by the preceding formula or a salt thereof.

  本发明提供了一种与淀粉样蛋白亲和力强，从正常组织中清除速度足够快且毒性（如诱变性）被抑制的化合物。所提供的化合物由以下公式（1）或其盐所表示：其中，A1、A2、A3和A4独立地表示碳或氮；R1是卤素取代基；R2是卤素取代基；m是0到2的整数，但至少其中一个R1和R2是放射性卤素取代基，至少一个A1、A2、A3和A4表示碳，且R1与由A1、A2、A3或A4表示的碳结合，以及包含由上述公式或其盐所表示的低毒性诊断剂。
• NOVEL COMPOUND WITH AFFINITY FOR AMYLOID
  申请人：Tanifuji Shigeyuki

  公开号：US20090252680A1

  公开（公告）日：2009-10-08

  A compound represented by the following formula or a salt thereof: wherein each of A 1 , A 2 , A 3 and A 4 independently represents a carbon or nitrogen; R 1 is a group selected from the group consisting of hydrogen, hydroxyl group, carboxyl group, sulfuric acid group, amino group, nitro group, cyano group, non-radioactive halogen substituents, alkyl substituents with 1-4 carbon atoms and alkoxy substituents with 1-4 carbon atoms; and R 2 is a radioactive halogen substituent, provided at least one of A 1 , A 2 , A 3 and A 4 represents a carbon, and R1 binds to a carbon represented by A 1 , A 2 , A 3 or A 4 , is effective as an image diagnosis probe targeting amyloid and as well as a diagnostic agent for Alzheimer's disease including the compound represented by the above formula or a salt thereof.

  以下化合物或其盐所代表的化合物： 其中A1，A2，A3和A4各自独立地代表碳或氮；R1是从氢，羟基，羧基，硫酸基，氨基，硝基，氰基，非放射性卤素取代基，1-4个碳原子的烷基取代基和1-4个碳原子的烷氧基取代基的群中选择的基团；而R2是放射性卤素取代基，前提是A1，A2，A3和A4中至少有一个代表碳，并且R1与A1，A2，A3或A4代表的碳结合，该化合物或其盐的有效成分作为靶向淀粉样蛋白的影像诊断探针以及阿尔茨海默病的诊断剂。
• NOVEL COMPOUND HAVING AFFINITY FOR AMYLOID
  申请人：Tanifuji Shigeyuki

  公开号：US20100069640A1

  公开（公告）日：2010-03-18

  A compound represented by the following formula or a salt thereof: wherein each of A 1 , A 2 , A 3 and A 4 independently represents a carbon or nitrogen, R 1 is a radioactive halogen substituent, R 2 is a group selected from the group consisting of hydrogen, a hydroxyl group, a methoxy group, a carboxyl group, an amino group, an N-methylamino group, an N,N-dimethylamino group and a cyano group, and p is an integer of 0 to 2, provided at least one of A 1 , A 2 , A 3 and A 4 represents a carbon, and R 1 binds to a carbon represented by A 1 , A 2 , A 3 or A 4 , is effective as an image diagnosis probe targeting amyloid and a diagnostic agent for Alzheimer's disease.

  以下化合物或其盐，其化学式如下： 其中，每个A1、A2、A3和A4独立地代表碳或氮，R1是一个放射性卤素取代基，R2是从氢、羟基、甲氧基、羧基、氨基、N-甲基氨基、N,N-二甲基氨基和氰基组成的一组基团，p是0到2的整数，至少有一个A1、A2、A3和A4代表碳，且R1结合到由A1、A2、A3或A4代表的碳上，其作为靶向淀粉样蛋白的影像诊断探针和阿尔茨海默病诊断剂具有有效性。