(S)-1,2-dimethyl-4-(4-nitrophenyl)piperazine | 915722-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-1,2-dimethyl-4-(4-nitrophenyl)piperazine
• 英文别名: 1,2S-dimethyl-4-(4-nitro-phenyl)-piperazine；(2S)-1,2-dimethyl-4-(4-nitrophenyl)piperazine
• CAS: 915722-89-3
• 化学式: C₁₂H₁₇N₃O₂
• 分子量: 235.286
• InChiKey: LHVNLXVOVGXVQC-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1,2-dimethyl-4-(4-nitrophenyl)piperazine 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 以380 mg的产率得到(S)-4-(3,4-dimethylpiperazin-1-yl)phenylamine
  参考文献：
  名称：

  [EN] WEE1 INHIBITOR, PREPARATION THEREFOR AND USE THEREOF
  [FR] INHIBITEUR DE WEE1, SA PRÉPARATION ET SON UTILISATION
  [ZH] WEE1抑制剂及其制备和用途

  摘要：

  本发明涉及WEE1抑制剂及其制备和用途，所述WEE1抑制剂结构为式(I)所示，本发明涉及式(I)化合物、或其立体异构体、或其药学上可接受的盐，及其在制备用来治疗WEE1活性相关的疾病的药物中的用途。

  公开号：

  WO2024011883A1
• 作为产物：
  描述：

  (S)-(+)-2-甲基哌嗪 在 sodium hydride 、 potassium carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 (S)-1,2-dimethyl-4-(4-nitrophenyl)piperazine
  参考文献：
  名称：

  Structure−Activity Relationship of Quinoline Derivatives as Potent and Selective α_2C-Adrenoceptor Antagonists

  摘要：

  Starting from two acridine compounds identified in a high-throughput screening campaign (1 and 2, Table 1), a series of 4-aminoquinolines was synthesized and tested for their properties on the human alpha(2)-adrenoceptor subtypes (alpha(2A), alpha(2B), and alpha(2C.)). A number of compounds with good antagonist potencies against the alpha(2C)-adrenoceptor and excellent subtype selectivities over the other two subtypes were discovered. For example, (R)-{4-[4-(3,4-dimethylpiperazin-1-yl) phenylamino] quinolin- 3- yl} methanol 6j had an antagonist potency of 8.5 nM against, and a subtype selectivity of more than 200-fold for, the alpha(2C)-adrenoceptor. Investigation of the structure-activity relationship identified a number of structural features, the most critical of which was an absolute need for a substituent in the 3-position of the quinoline ring. The 3-position on the piperazine ring was also found to play an appreciable role, as substitutions in that position exerted a significant and stereospecific beneficial effect on the alpha(2C)-adrenoceptor affinity and potency. Replacing the piperazine ring proved difficult, with 1,4-diazepanes representing the only viable alternative.

  DOI：

  10.1021/jm060262x

文献信息

• 4-Aminothiazole derivatives, their preparation and their use as inhibitors of cyclin-dependent kinases
  申请人：AGOURON PHARMACEUTICALS, INC.

  公开号：EP1215208B1

  公开（公告）日：2006-07-12
• INDOLINE DERIVATIVES AND THEIR USE IN TREATING DISEASE-STATES SUCH AS CANCER
  申请人：Treu Matthias

  公开号：US20100184747A1

  公开（公告）日：2010-07-22

  The present invention encompasses compounds of general formula (1) wherein R 1 to R 4 are defined as in claim 1 , which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use for preparing a pharmaceutical composition having the above-mentioned properties.
• [EN] INDOLINONE DERIVATIVES AND THEIR USE IN TREATING DISEASE-STATES SUCH AS CANCER<br/>[FR] DÉRIVÉS D'INDOLINONE ET LEUR UTILISATION DANS LE TRAITEMENT D'ÉTATS PATHOLOGIQUES TELS QUE LE CANCER
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2008152013A1

  公开（公告）日：2008-12-18

  [EN] The present invention encompasses compounds of general formula (1) wherein R1 to R4 are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use for preparing a pharmaceutical composition having the above-mentioned properties.
  [FR] La présente invention concerne des composés de formule générale (1), les R1 à R4 étant définis tels que dans la revendication 1, qui sont appropriés pour traiter des maladies caractérisées par une prolifération cellulaire excessive ou anormale, et leur utilisation pour préparer une composition pharmaceutique ayant les propriétés mentionnées ci-dessus.