5-氟-4-甲基噻唑-2-胺 | 947179-49-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-氟-4-甲基噻唑-2-胺
• 英文名称: 5-fluoro-4-methylthiazol-2-amine
• 英文别名: 5-Fluoro-4-methyl-1,3-thiazol-2-amine
• CAS: 947179-49-9
• 化学式: C₄H₅FN₂S
• mdl: MFCD18816988
• 分子量: 132.162
• InChiKey: QBDZOLWTYRZKBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氟-4-甲基噻唑-2-胺 、 Methyl 3-chloro-5-(pyrimidin-5-yloxy)benzoate 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 生成 3-chloro-N-(5-fluoro-4-methyl-1,3-thiazol-2-yl)-5-pyrimidin-5-yloxybenzamide
  参考文献：
  名称：

  Discovery of VU0409106: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety

  摘要：

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of tool compound VU0409106 is described in this Letter. VU0409106 is a potent and selective negative allosteric modulator of mGlu5 that binds at the known allosteric binding site and demonstrates good CNS exposure following intraperitoneal dosing in mice. VU0409106 also proved efficacious in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists as well as clinically efficacious anxiolytics. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.001
• 作为产物：
  描述：

  tert-butyl (5-fluoro-4-methylthiazol-2-yl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 5-氟-4-甲基噻唑-2-胺
  参考文献：
  名称：

  4-Aryl-pyridine-2-carboxyamide derivatives

  摘要：

  本发明涉及一种新型吡啶-2-羧酰胺衍生物，其化学式为(I)，可用作代谢型谷氨酸受体拮抗剂： 其中Y、Z、R1、R2和R3如本说明书中所定义。

  公开号：

  US20070197553A1

文献信息

• 4-Aryl-pyridine-2-carboxyamide derivatives
  申请人：Jaeschke Georg

  公开号：US20070197553A1

  公开（公告）日：2007-08-23

  The present invention relates to novel pyridine-2-carboxyamide derivatives of formula (I) useful as metabotropic glutamate receptor antagonists: wherein Y, Z, R 1 , R 2 and R 3 are as defined in the specification herein.

  本发明涉及一种新型吡啶-2-羧酰胺衍生物，其化学式为(I)，可用作代谢型谷氨酸受体拮抗剂： 其中Y、Z、R1、R2和R3如本说明书中所定义。
• [EN] BICYCLOAMINE-SUBSTITUTED-N-BENZENESULFONAMIDE COMPOUNDS WITH SELECTIVE ACTIVITY IN VOLTAGE-GATED SODIUM CHANNELS<br/>[FR] COMPOSÉS DE BENZÈNESULFONAMIDE À SUBSTITUTION BICYCLOAMINE AYANT UNE ACTIVITÉ SÉLECTIVE DANS LES CANAUX SODIQUES SENSIBLES À LA TENSION
  申请人：MERCK SHARP & DOHME

  公开号：WO2015077905A1

  公开（公告）日：2015-06-04

  Disclosed are compounds of Formula (A-a), or a salt thereof, Where "B1" and "R1" through "R5" are as defined herein, which compounds have properties for blocking Nav 1.7 ion channels found in peripheral and sympathetic neurons. Also described are pharmaceutical formulations comprising the compounds of Formula (A-a) or their salts, and methods of treating neuropathic pain disorders using the same.

  公开的是式（A-a）的化合物或其盐，其中“B1”和“R1”至“R5”如本文所定义，这些化合物具有阻断外周和交感神经元中发现的Nav 1.7离子通道的特性。还描述了包含式（A-a）的化合物或其盐的药物配方，以及使用它们治疗神经病性疼痛障碍的方法。
• 4-aryl-pyridine-2-carboxyamide derivatives
  申请人：Hoffman-La Roche Inc.

  公开号：US07951824B2

  公开（公告）日：2011-05-31

  The present invention relates to novel pyridine-2-carboxyamide derivatives of formula (I) useful as metabotropic glutamate receptor antagonists: wherein Y, Z, R1, R2 and R3 are as defined in the specification herein.

  本发明涉及一种新的吡啶-2-羧酰胺衍生物，其化学式为(I)，可以用作代谢型谷氨酸受体拮抗剂：其中Y、Z、R1、R2和R3的定义如本说明书所述。
• [EN] BICYCLOAMINE-SUBSTITUTED-N-BENZENESULFONAMIDE COMPOUNDS WITH SELECTIVE ACTIVITY IN VOLTAGE-GATED SODIUM CHANNELS<br/>[FR] COMPOSÉS DE N-BENZENESULFONAMIDE À SUBSTITUTION BICYCLOAMINE AYANT UNE ACTIVITÉ SÉLECTIVE DANS DES CANAUX SODIQUES VOLTAGE-DÉPENDANTS
  申请人：MERCK SHARP & DOHME

  公开号：WO2015080988A1

  公开（公告）日：2015-06-04

  Disclosed are compounds of Formula A-a, or a salt thereof: Where "B1" and "R1" through "R5" are as defined herein, which compounds have properties for blocking Nav 1.7 ion channels found in peripheral and sympathetic neurons. Also described are pharmaceutical formulations comprising the compounds of Formula A-a or their salts, and methods of treating neuropathic pain disorders using the same.

  公开的是A-a式化合物或其盐：其中“B1”和“R1”至“R5”如本文所定义，这些化合物具有阻断外周和交感神经元中发现的Nav 1.7离子通道的特性。还描述了包含A-a式化合物或其盐的药物配方，以及使用它们治疗神经病性疼痛障碍的方法。
• Discovery of VU0409106: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety
  作者：Andrew S. Felts、Alice L. Rodriguez、Ryan D. Morrison、Daryl F. Venable、Jason T. Manka、Brittney S. Bates、Anna L. Blobaum、Frank W. Byers、J. Scott Daniels、Colleen M. Niswender、Carrie K. Jones、P. Jeffrey Conn、Craig W. Lindsley、Kyle A. Emmitte

  DOI：10.1016/j.bmcl.2013.09.001

  日期：2013.11

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of tool compound VU0409106 is described in this Letter. VU0409106 is a potent and selective negative allosteric modulator of mGlu5 that binds at the known allosteric binding site and demonstrates good CNS exposure following intraperitoneal dosing in mice. VU0409106 also proved efficacious in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists as well as clinically efficacious anxiolytics. (c) 2013 Elsevier Ltd. All rights reserved.