thiophene-2-carboxylic acid N'-[2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl]-hydrazide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: thiophene-2-carboxylic acid N'-[2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl]-hydrazide
• 英文别名: N'-[2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetyl]thiophene-2-carbohydrazide
• 化学式: C₂₂H₂₀N₄O₂S
• 分子量: 404.492
• InChiKey: AVXTZSOYRPWQJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid hydrazide 、 2-噻吩甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以83%的产率得到thiophene-2-carboxylic acid N'-[2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl]-hydrazide
  参考文献：
  名称：

  Imidazo[1,2-a]pyridin-3-yl-acetic acid hydrazides, processes for their preparation and pharmaceutical uses thereof

  摘要：

  这项发明提供了式(I)的新型咪唑[1,2-a]吡啶-3-基乙酸腙，其中R1、R2和R3具有不同的含义，以及其药学上可接受的盐、多型体、水合物、互变异构体、溶剂合物和立体异构体。式(I)的化合物对治疗或预防与GABAA受体调节、焦虑、癫痫、包括失眠在内的睡眠障碍以及诱导镇静-催眠、麻醉、睡眠和肌肉松弛相关的疾病有用。该发明还提供了用于制备所述化合物及其某些中间化合物的合成方法。

  公开号：

  EP1803722A1

文献信息

• IMIDAZO (1,2-A)PYRIDIN-3-YL-ACETIC ACID HYDRAZIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL USES THEREOF
  申请人：Ferrer Internacional, S.A.

  公开号：EP1973907B1

  公开（公告）日：2009-05-06
• Imidazo (1,2-a)Pyridin-3-YL-Acetic Acid Hydrazides, Proesses for Their Preparation and Pharmaceutical Uses Thereof
  申请人：Falco Jose Luis

  公开号：US20090176777A1

  公开（公告）日：2009-07-09

  The invention provides novel imidazo[1,2-a]pyridin-3-yl-acetic acid hydrazides of formula (I) wherein R 1 , R 2 and R 3 have different meanings, and pharmaceutically acceptable salts, polymorphs, hydrates, tautomers, solvates and stereoisomers thereof. Compounds of formula (I) are useful for treating or preventing, in a human or non-human mammal, diseases associated with GABA A receptors modulation, anxiety, epilepsy, sleep disorders including insomnia, and for inducing sedation-hypnosis, anesthesia, sleep and muscle relaxation. The invention also provides synthetic processes for preparing said compounds.
• IMIDAZO [1,2-A] PYRIDIN-3-YL-ACETIC ACID HYDRAZIDES, PROCESSES, USES AND COMPOSITIONS
  申请人：FALCÓ José Luís

  公开号：US20110118256A1

  公开（公告）日：2011-05-19

  The invention provides novel imidazo[1,2-a]pyridin-3-yl-acetic acid hydrazides of formula (I) wherein R 1 , R 2 and R 3 have different meanings, and pharmaceutically acceptable salts, polymorphs, hydrates, tautomers, solvates and stereoisomers thereof. Compounds of formula (I) are useful for treating or preventing, in a human or non-human mammal, diseases associated with GABA A receptors modulation, anxiety, epilepsy, sleep disorders including insomnia, and for inducing sedation-hypnosis, anesthesia, sleep and muscle relaxation. The invention also provides synthetic processes for preparing said compounds.
• US7943611B2
  申请人：——

  公开号：US7943611B2

  公开（公告）日：2011-05-17
• [EN] IMIDAZO (1,2-A)PYRIDIN-3-YL-ACETIC ACID HYDRAZIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL USES THEREOF<br/>[FR] HYDRAZIDES DE L'ACIDE IMIDAZO(1,2-A)PYRIDIN-3-YL-ACÉTIQUE, PROCÉDÉS DE SYNTHÈSE ET APPLICATIONS PHARMACEUTIQUES
  申请人：FERRER INT

  公开号：WO2007077159A1

  公开（公告）日：2007-07-12

  [EN] The invention provides novel imidazo[1,2-a]pyridin- 3-yl-acetic acid hydrazides of formula (I) wherein R₁, R₂ and R₃ have different meanings, and pharmaceutically acceptable salts, polymorphs, hydrates, tautomers, solvates and stereoisomers thereof. Compounds of formula (I) are useful for treating or preventing, in a human or non-human mammal, diseases associated with GABA_A receptors modulation, anxiety, epilepsy, sleep disorders including insomnia, and for inducing sedation-hypnosis, anesthesia, sleep and muscle relaxation. The invention also provides synthetic processes for preparing said compounds.
  [FR] La présente invention concerne de nouveaux hydrazides de l'acide imidazo[1,2-a]pyridin-3-yl-acétique de formule (I) où R₁, R₂ et R₃ ont des valeurs différentes, ainsi que les sels de qualité pharmaceutique, les formes polymorphiques, les hydrates, les tautomères, les solvates et les stéréoisomères desdits hydrazides. Les composés de formule (I) peuvent être employés dans le traitement prophylactique ou thérapeutique, chez un humain ou un mammifère non humain, de maladies associées à la modulation des récepteurs GABA_A, de l'anxiété, de l'épilepsie, de troubles du sommeil incluant l'insomnie, ainsi que pour induire une hypnose sédative, une anesthésie, le sommeil et la relaxation musculaire. La présente invention concerne également des procédés de synthèse pour l'obtention desdits composés.