2-(2-aminophenyloimino)imidazolidine | 59897-70-0

• 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: 2-(2-aminophenyloimino)imidazolidine
• 英文别名: 2-[(2-aminophenyl)imino]imidazolidine；N1-(4,5-Dihydro-1H-imidazol-2-yl)benzene-1,2-diamine；2-N-(4,5-dihydro-1H-imidazol-2-yl)benzene-1,2-diamine
• CAS: 59897-70-0
• 化学式: C₉H₁₂N₄
• 分子量: 176.221
• InChiKey: PZZIYYLXHYLKCG-UHFFFAOYSA-N

物化性质

• 沸点：
  324.0±44.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-aminophenyloimino)imidazolidine 以 甲醇 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 1-(4,5-dihydro-1H-imidazol-2-yl)-2-oxo-2,3-dihydrobenzimidazole
  参考文献：
  名称：

  Synthesis of 2,3,5,6-tetrahydro-3H-imidazo[2,1-b] [1,3,5]benzotriazepines and their oxidative ring contraction into 1-(4,5-dihydro-1H-imidazol-2-yl)-1H-benzimidazoles

  摘要：

  Syntheses of novel 5-aryl-2,3,5,6-tetrahydro-3H-imidazo[2,1-b] [1,3,5]benzotriazepine derivatives 3a-g were performed by reacting 2-(2-aminoarylimino)imidazolidines 1a-b with corresponding aryl aldehydes. The compounds 3 incorporating aminal group upon treatment with 2,3-dichloro-5,6-dicyano-1,2-benzoqinone (DDQ) underwent the oxidative ring contraction to give 1-(4,5-dihydro-1H-imidazol-2-yl)-2-aryl-benzimidazoles 4a-g. Reactions of the compounds 1a-c with carbonyldiimidazole (CDI) afforded novel 2,3,5,6-tetrahydro-1H-imidazo[2,1-b] [1,3,5]benzotriazepin-5-ones 5a-c which when heated in boiling methanol gave the corresponding 1-(4,5-dihydro-1H-imidazol-2-yl)-1,3-dihydro-2H-benzimidazol-2-ones 6a-c. Radioligand binding studies using rat central imidazoline I2 receptors and alpha2-adrenoceptors demonstrated that benzimidazoles 4a-g display a low affinity (microM) for these receptors while benzimidazol-2-ones 6a-b elicited a moderate affinity for I2 receptor with Ki values of 490 and 220 nM, respectively.

  DOI：

  10.1016/j.farmac.2004.10.004
• 作为产物：
  描述：

  邻苯二胺 、 2-氯-4,5-二氢-1H-咪唑 在 二硫化碳 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以61%的产率得到2-(2-aminophenyloimino)imidazolidine
  参考文献：
  名称：

  二硫化碳促进了2-氯-4,5-二氢咪唑与一些N-亲核试剂的反应。

  摘要：

  已经进行了2-氯-4，5-二氢咪唑1与被二硫化碳促进的o-取代的苯胺和唑的反应。从头算MO的计算用来阐明1与N-亲核试剂的反应机理。还描述了与2-BFI具有结构相似性的2-（4,5-二氢咪唑-2-基）-1H-吲唑3e的简便合成，2-BFI是咪唑啉I 2受体的有效和选择性激动剂。通过NMR光谱和X射线分析确认3e的结构。

  DOI：

  10.1248/cpb.49.1203

文献信息

• [EN] IMIDAZOLINE RECEPTOR TYPE 1 LIGANDS FOR USE AS THERAPEUTICS<br/>[FR] LIGANDS DU RÉCEPTEUR AUX IMIDAZOLINES DE TYPE 1 À UTILISER EN TANT QU'AGENTS THÉRAPEUTIQUES
  申请人：RIDEOUT DARRYL

  公开号：WO2016105448A1

  公开（公告）日：2016-06-30

  This disclosure provides compounds and compositions for use as analgesics and for the treatment of various conditions, such as pain, headaches, allodynia, and fibromyalgia. The disclosure also provides compounds that are ligands, and in some embodiments, modulators (e.g., agonists), for the imidazoline receptor type 1.

  本公开提供了作为止痛剂和用于治疗各种病症的化合物和组合物，如疼痛、头痛、触痛和纤维肌痛。本公开还提供了作为嘌呤受体1的配体的化合物，有些实施例中还提供了对其的调节剂（例如，激动剂）。
• Imidazoline derivatives
  申请人：BEECHAM GROUP PLC

  公开号：EP0107306A1

  公开（公告）日：1984-05-02

  Compounds of formula (I): wherein R1 and R2 are the same or different and each is selected from halogen, alkyl, haloalkyl, alkoxy and alkoxyalkyl, R3, R4 and R5 are the same or different and each is alkyl; n is 0,1, 2 or 3; and Z is a pharmaceutically or veterinarily acceptable anion, protect animals from death due to enteropathogenic E.coli infection of the gastro-intestinal tract.

  式(I)化合物： 其中 R1 和 R2 相同或不同，各自选自卤素、烷基、卤代烷基、烷氧基和烷氧基烷基、 R3、R4 和 R5 相同或不同，各自为烷基； n 是 0、1、2 或 3；以及 Z 是药学上或兽医学上可接受的阴离子，可防止动物因肠道致病性大肠杆菌感染而死亡。
• Synthesis and structure of novel 2,3, 5,6-tetrahydro-1H-imidazo[2,1-b][1,3,5]benzotriazepines with vasocontractile activity in rabbit aortic rings
  作者：Franciszek Saczewski、Ewa Kobierska、Jacek Petrusewicz、Anna Gendzwill、Maria Gdaniec

  DOI：10.1016/s0014-827x(03)00200-3

  日期：2003.11

  A series of novel 2,3,5,6-tetrahydro-1H-imidazo[2,1-b][1,3,5]benzotriazepines (3a-n) and hydrochlorides (4a-b) were prepared and their structure was determined by IR and NMR spectroscopic data as well as by X-ray analysis of the hydrochloride 4a. The newly synthesized benzotriazepine 4b exhibited concentration-dependent vasocontractile activity in isolated rabbit aortic rings. Rimalkalim was found to induce a relaxation in rabbit aortic rings precontracted by 4b (3x10(-5) mol). Present results indicate that K(ATP)-dependant channels may contribute in the contractile activity of benzotriazepine 4b.
• HAERTER H. P.; LICHTL H.; STAUSS U.; SCHINDLER O., HELV. CHIM. ACTA <HCAC-AV>, 1976, 59, NO 4, 1203-1212
  作者：HAERTER H. P.、 LICHTL H.、 STAUSS U.、 SCHINDLER O.

  DOI：——

  日期：——
• ELECTROLYTE GELS FOR MAINTAINING HYDRATION AND REHYDRATION
  申请人：PTS Labs

  公开号：EP1178811A1

  公开（公告）日：2002-02-13