2,2,2-三氟-N-2-吡嗪乙酰胺 | 129476-64-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2,2,2-三氟-N-2-吡嗪乙酰胺
• 英文名称: 2,2,2-trifluoro-N-pyrazin-2-ylacetamide
• 英文别名: Acetamide, 2,2,2-trifluoro-N-pyrazinyl-
• CAS: 129476-64-8
• 化学式: C₆H₄F₃N₃O
• mdl: MFCD01671123
• 分子量: 191.112
• InChiKey: KDOPMJSLFQNWGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟-N-2-吡嗪乙酰胺 在 五氯化磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of triazolopiperazine-based β-amino amides as potent, orally active dipeptidyl peptidase IV (DPP-4) inhibitors

  摘要：

  Various P-amino amides containing triazolopiperazine heterocycles have been prepared and evaluated as potent, selective, orally active dipeptidyl peptidase IV (DPP-4) inhibitors. These compounds display excellent oral bioavailability and good overall pharmacokinetic profiles in preclinical species. Moreover, in vivo efficacy in an oral glucose tolerance test in lean mice is demonstrated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.100
• 作为产物：
  描述：

  氨基吡嗪 、 三氟乙酸乙酯 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以97.8%的产率得到2,2,2-三氟-N-2-吡嗪乙酰胺
  参考文献：
  名称：

  一种PARP抑制剂氟唑帕利中间体的合成工 艺

  摘要：

  本发明公开了适合放大制备2‑三氟甲基[1,2,4]三唑并[1,5‑a]吡嗪的工艺方法，属于药物中间体合成领域。以2‑氨基吡嗪和三氟乙酸乙酯为原料，经过氨酯交换反应、取代反应和脱水反应得到2‑三氟甲基[1,2,4]三唑并[1,5‑a]吡嗪，本发明工艺选用便宜的三氟乙酸乙酯代替昂贵的三氟乙酸酐，其他有机溶剂代替一类溶剂二氯乙烷，TFFA代替很难后处理的PPA，大幅降低了现有生物、医药、化学中间体的生产成本，该工艺在公斤级规模进行了放大验证，收率和产品纯度与克级规模基本相当，有望作为工业化规模生产的工艺。

  公开号：

  CN111635407B

文献信息

• <i>The ortho</i>and<i>meta</i>Magnesiation of Functionalized Anilines and Amino-Substituted Pyridines and Pyrazines at Room Temperature
  作者：Gabriel Monzón、Ilaria Tirotta、Paul Knochel

  DOI：10.1002/anie.201205465

  日期：2012.10.15

  A practical ortho,meta, (or even ortho,ortho′) magnesiation of trifluoroacetamides of anilines, aminopyridines, and aminopyrazines at room temperature was performed with TMPMgCl⋅LiCl or TMP2Mg⋅2 LiCl. These magnesiations are compatible with several carbonyl functionalities and allow access to polysubstituted anilides in satisfactory yields.

  一种实用的 邻位，间位，（或甚至邻位，邻位'）的苯胺，氨基吡啶，并在室温下aminopyrazines的trifluoroacetamides的镁化用TMPMgCl⋅LiCl或TMP进行2 Mg⋅2的LiCl。这些放大倍数与几种羰基官能度相容，并允许以令人满意的产率获得多取代的苯胺。
• [EN] AMINOCYCLOHEXANES AS DIPEPTIDYL PEPTIDASE-IV INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES<br/>[FR] AMINOCYCLOHEXANES EN TANT QU'INHIBITEURS DE DIPEPTIDYL PEPTIDASE-IV POUR LE TRAITEMENT OU LA PRÉVENTION DE DIABÈTES
  申请人：MERCK & CO INC

  公开号：WO2006009886A1

  公开（公告）日：2006-01-26

  The present invention is directed to novel substituted aminocyclohexanes which are inhibitors of the dipeptidyl peptidase-IV enzyme ('DPP-IV inhibitors') and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly Type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

  本发明涉及一种新型的取代氨基环己烷，它们是二肽基肽酶-IV酶（'DPP-IV抑制剂'）的抑制剂，并且在治疗或预防涉及二肽基肽酶-IV酶的疾病中具有用处，如糖尿病，特别是2型糖尿病。该发明还涉及包含这些化合物的药物组合物以及在预防或治疗涉及二肽基肽酶-IV酶的这类疾病中使用这些化合物和组合物。
• Practical cleavage of trifluoroacetamides with p-toluensulfonic acid
  作者：Cierra Spencer、Jaume Balsells、Hongmei Li

  DOI：10.1016/j.tetlet.2008.12.050

  日期：2009.3

  A practical and efficient cleavage of trifluoroacetamides with p-TsOH·H2O has been developed. The deprotected amines are isolated directly from the reaction mixture as tosylate salts. This method can be applied to both secondary and tertiary trifluoroacetamides in good isolated yields.

  已经开发了一种实用且有效的用对-TsOH·H 2 O裂解三氟乙酰胺的方法。脱保护的胺以甲苯磺酸盐的形式直接从反应混合物中分离出来。该方法可以良好的分离收率应用于仲和叔三氟乙酰胺。
• Beta-amino heterocyclic dipeptidyl peptidase inhibitors for the treatment or prevention of diabetes
  申请人：Kim Dooseop

  公开号：US20060014953A1

  公开（公告）日：2006-01-19

  The present invention is directed to compounds which are inhibitors of the dipeptidyl peptidase-IV enzyme (“DP-IV inhibitors”) and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

  本发明涉及抑制二肽基肽酶-IV酶（“DP-IV抑制剂”）的化合物，该化合物在治疗或预防二肽基肽酶-IV酶参与的疾病中，如糖尿病和特别是2型糖尿病中有用。本发明还涉及含有这些化合物的药物组合物以及使用这些化合物和组合物在预防或治疗二肽基肽酶-IV酶参与的这些疾病中的应用。
• Aminocyclohexanes as Dipeptidyl Peptidase-Iv Inhibitors for the Treatment or Prevention of Diabetes
  申请人：Biftu Tesfaye

  公开号：US20070254865A1

  公开（公告）日：2007-11-01

  The present invention is directed to novel substituted aminocyclohexanes which are inhibitors of the dipeptidyl peptidase-IV enzyme (“DPP-IV inhibitors”) and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly Type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

  本发明涉及新型的取代氨基环己烷，其为二肽基肽酶-IV酶（“DPP-IV抑制剂”）的抑制剂，并且对于二肽基肽酶-IV酶参与的疾病，例如糖尿病和特别是2型糖尿病的治疗或预防有用。该发明还涉及包含这些化合物的制药组合物以及在预防或治疗二肽基肽酶-IV酶参与的这些疾病中使用这些化合物和组合物。