N,2-dimethyl-3-(trifluoromethyl)aniline | 1263378-84-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,2-dimethyl-3-(trifluoromethyl)aniline
• 英文别名: Methyl-(2-methyl-3-trifluoromethyl-phenyl)-amine
• CAS: 1263378-84-2
• 化学式: C₉H₁₀F₃N
• 分子量: 189.18
• InChiKey: RQJQCXJKQDPIIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,2-dimethyl-3-(trifluoromethyl)aniline 在 吡啶 、 N-hydroxy pivalamide 、 一氧化碳 、 palladium diacetate 、 caesium carbonate 、 正丁基二(1-金刚烷基)膦 作用下， 以 二氯甲烷 、 均三甲苯 为溶剂， 反应 3.0h， 生成 1-methyl-4-(trifluoromethyl)indolin-2-one
  参考文献：
  名称：

  化学选择性C（sp3）对钯催化的酰胺化反应？H活化：使用氨基甲酰氯前驱体的简明路线到吲哚

  摘要：

  颇为选择：一个新的战略是为各种羟吲哚从氨基甲酰氯综合方法。在最佳反应条件下，以Ad 2 PBu为配体，t BuCONHOH为添加剂，并在CO气氛下，在C（sp 2）H键的存在下进行选择性C（sp 3）H活化。Ad =金刚烷基。

  DOI：

  10.1002/anie.201108889
• 作为产物：
  描述：

  2-甲基-3-三氟甲基苯胺 、 原甲酸三甲酯 在 硫酸 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 5.5h， 以44%的产率得到N,2-dimethyl-3-(trifluoromethyl)aniline
  参考文献：
  名称：

  N′-3-(Trifluoromethyl)phenyl Derivatives of N-Aryl-N′-methylguanidines as Prospective PET Radioligands for the Open Channel of the N-Methyl-d-aspartate (NMDA) Receptor: Synthesis and Structure–Affinity Relationships

  摘要：

  N-Methyl-D-aspartate (NMDA) receptor dysfunction has been linked to several neuropsychiatric disorders, including Alzheimer's disease, epilepsy, drug addiction, and schizophrenia. A radioligand that could be used with PET to image and quantify human brain. NMDA receptors in the activated "open channel" state would be useful for research on such disorders and for the development of novel therapies,: To date, no radioligands have Shown well-validated efficacy for imaging NMDA receptors in human subjects. In order to discover improved radioligands for PET imaging, we explored structure affinity relationships in N'-3-(trifluoromethyl)phenyl derivatives of N-aryl-N'-methylguanidines, seeking high affinity and moderate lipophilicity, plus necessary amenability for labeling with a positron-emitter, either carbon-11 or fluorine-18. Among a diverse set of 80 prepared N'-3-(trifluoromethyl)phenyl derivatives, four of these compounds (13, 19, 20, and 36) displayed desirable low nanomolar affinity for inhibition of [H-3](+)-MK801 at the PCP binding site and are of interest for candidate PET radioligand development.

  DOI：

  10.1021/acs.jmedchem.5b01510

文献信息

• NOVEL BENZYLAMINO SUBSTITUTED QUINAZOLINES AND DERIVATIVES AS SOS1 INHIBITORS
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP3878850A1

  公开（公告）日：2021-09-15

  The present invention encompasses compounds of formula (I) wherein the groups R1 to R7 have the meanings given in the claims and specification, their use as inhibitors of SOS1, pharmaceutical compositions which contain compounds of this kind and their use as medicaments/medical uses, especially as agents for treatment and/or prevention of oncological diseases.

  本发明包括式 (I) 的化合物 其中基团 R1 至 R7 具有权利要求书和说明书中给出的含义；它们作为 SOS1 抑制剂的用途；含有此类化合物的药物组合物；它们作为药物/医疗用途，特别是作为治疗和/或预防肿瘤疾病的药物的用途。
• OPIOID RECEPTOR MODULATORS AND USE THEREOF
  申请人：Regents of the University of Minnesota

  公开号：EP3344997B1

  公开（公告）日：2020-11-18
• NOVEL SUBSTITUTED TRIAZOLE AND IMIDAZOLE DERIVATIVES AS GAMMA SECRETASE MODULATORS
  申请人：Wu Tongfei

  公开号：US20120135981A1

  公开（公告）日：2012-05-31

  The present invention is concerned with novel substituted triazole and imidazole derivatives of Formula (I) wherein R 1 , R 2 , A 1 , A 2 , A 3 , A 4 , X, and Het 1 have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.
• US8946266B2
  申请人：——

  公开号：US8946266B2

  公开（公告）日：2015-02-03
• <i>N</i>′-3-(Trifluoromethyl)phenyl Derivatives of <i>N</i>-Aryl-<i>N</i>′-methylguanidines as Prospective PET Radioligands for the Open Channel of the <i>N</i>-Methyl-<scp>d</scp>-aspartate (NMDA) Receptor: Synthesis and Structure–Affinity Relationships
  作者：Gregory R. Naumiec、Kimberley J. Jenko、Sami S. Zoghbi、Robert B. Innis、Lisheng Cai、Victor W. Pike

  DOI：10.1021/acs.jmedchem.5b01510

  日期：2015.12.24

  N-Methyl-D-aspartate (NMDA) receptor dysfunction has been linked to several neuropsychiatric disorders, including Alzheimer's disease, epilepsy, drug addiction, and schizophrenia. A radioligand that could be used with PET to image and quantify human brain. NMDA receptors in the activated "open channel" state would be useful for research on such disorders and for the development of novel therapies,: To date, no radioligands have Shown well-validated efficacy for imaging NMDA receptors in human subjects. In order to discover improved radioligands for PET imaging, we explored structure affinity relationships in N'-3-(trifluoromethyl)phenyl derivatives of N-aryl-N'-methylguanidines, seeking high affinity and moderate lipophilicity, plus necessary amenability for labeling with a positron-emitter, either carbon-11 or fluorine-18. Among a diverse set of 80 prepared N'-3-(trifluoromethyl)phenyl derivatives, four of these compounds (13, 19, 20, and 36) displayed desirable low nanomolar affinity for inhibition of [H-3](+)-MK801 at the PCP binding site and are of interest for candidate PET radioligand development.