4,5-二甲氧基-1,2-苯二胺 | 88580-71-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4,5-二甲氧基-1,2-苯二胺
• 中文别名: 4,5-二甲氧基苯-1,2-二胺
• 英文名称: 4,5-dimethoxy-1,2-phenylenediamine dihydrochloride
• 英文别名: 4,5-dimethoxy-o-phenylenediammonium dichloride；4,5-dimethoxy-1,2-phenylenediamine hydrochloride salt；4,5-dimethoxy-o-phenylenediamine dihydrochloride；1,2-dimethoxy-4,5-diaminobenzene dihydrchloride；4,5-dimethoxy-benzene-1,2-diamine dihydrochloride；4,5-Dimethoxybenzene-1,2-diamine hydrochloride；4,5-dimethoxybenzene-1,2-diamine;hydrochloride
• CAS: 88580-71-6
• 化学式: C₈H₁₂N₂O₂*2ClH
• 分子量: 241.117
• InChiKey: GARYQMCDGJSDRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.5
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  4,5-二甲氧基-1,2-苯二胺 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 1,2-二氨基-4,5-二甲氧基苯
  参考文献：
  名称：

  Antineoplastic Agents. 552. Oxidation of Combretastatin A-1: Trapping the o-Quinone Intermediate Considered the Metabolic Product of the Corresponding Phosphate Prodrug

  摘要：

  The very unstable (<10 min at rt) o-quinone 5 derived from the vicinal diphenol anticancer drug combretastatin A-1 (1) has been obtained by careful oxidation with NaIO4 and tetrabutylammonium bromide in water/dichloromethane. Immediate reaction with phenylenediamine (6) allowed o-quinone 5 to be trapped as the stable phenazine derivative 7. For further confirmation, 5 was also captured as a dimethoxyphenylenediamine-derived phenazine (11). Both phenazines 7 and 11 significantly inhibited (ED50 similar to 0.2 mu g/mL) growth of the murine P388 lymphocytic leukemia cell line and provided a new SAR insight in the combretastatin series of naturally occurring anticancer drugs.

  DOI：

  10.1021/np800179g
• 作为产物：
  描述：

  1,2-二氨基-4,5-二甲氧基苯 在 盐酸 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 以0.32 g的产率得到4,5-二甲氧基-1,2-苯二胺
  参考文献：
  名称：

  Antineoplastic Agents. 552. Oxidation of Combretastatin A-1: Trapping the o-Quinone Intermediate Considered the Metabolic Product of the Corresponding Phosphate Prodrug

  摘要：

  The very unstable (<10 min at rt) o-quinone 5 derived from the vicinal diphenol anticancer drug combretastatin A-1 (1) has been obtained by careful oxidation with NaIO4 and tetrabutylammonium bromide in water/dichloromethane. Immediate reaction with phenylenediamine (6) allowed o-quinone 5 to be trapped as the stable phenazine derivative 7. For further confirmation, 5 was also captured as a dimethoxyphenylenediamine-derived phenazine (11). Both phenazines 7 and 11 significantly inhibited (ED50 similar to 0.2 mu g/mL) growth of the murine P388 lymphocytic leukemia cell line and provided a new SAR insight in the combretastatin series of naturally occurring anticancer drugs.

  DOI：

  10.1021/np800179g

文献信息

• Synthesis of some substituted quinoxalines and polycyclic systems containing the quinoxaline nucleus
  作者：Abid R. Ahmad、Lina K. Mehta、John Parrick

  DOI：10.1039/p19960002443

  日期：——

  The synthesis is described of quinoxalines 11, 14, 15, 16, 20, 21, 23 and 25 of interest as intermediates. The preparation of 21 from 3 by the action of thiourea and the formation of the hexaazapentacycle 23 from sulfide 20 and butylamine are discussed. The methylation of the dione 10 is reinvestigated and the product found to be a mixture of 29 and 30. The preparation of dimethoxyquinoxaline podands, e.g., 32, 33, 34, 40 and 41, tricyclic crown ether 31 and pentacyclic crown ethers, e.g. 38, is described and the effects of metal ions on spectroscopic properties of 40 and 41 are reported.

  所述的合成包括作为中间体的喹唑啉11、14、15、16、20、21、23和25。讨论了从3通过硫脲作用制备21以及从硫化物20和正丁胺形成六氮五元环23的过程。重新研究了二酮10的甲基化，发现产物为29和30的混合物。描述了二甲氧基喹唑啉穴合配体（如32、33、34、40和41）、三环冠醚31和五环冠醚（如38）的制备，并报道了金属离子对40和41光谱性质的影响。
• [EN] INDOLYL PYRAZINONE DERIVATIVES USEFUL FOR TREATING HYPER-PROLIFERATIVE DISORDERS AND DISEASES ASSOCIATED WITH ANGIOGENESIS<br/>[FR] DERIVES D'INDOLYLE PYRAZINONE UTILES POUR LE TRAITEMENT DES MALADIES ET DES TROUBLES HYPERPROLIFERANTS ASSOCIES A L'ANGIOGENESE
  申请人：BAYER PHARMACEUTICALS CORP

  公开号：WO2004043950A1

  公开（公告）日：2004-05-27

  This invention relates to a compound of Formula I (I)and its use in treating hyper-proliferative disorders and diseases associated with angiogenesis.

  这项发明涉及一种式I（I）化合物及其在治疗与血管生成有关的高增殖性疾病和疾病中的应用。
• [EN] 4-(BENZOIMIDAZOL-2-YL)-THIAZOLE COMPOUNDS AND RELATED AZA DERIVATIVES<br/>[FR] COMPOSÉS DE 4-(BENZOIMIDAZOL-2-YLE)-THIAZOLE ET DÉRIVÉS AZA ASSOCIÉS
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013114332A1

  公开（公告）日：2013-08-08

  The invention relates to compounds of Formula (I) wherein ring A, X, (R1)n, R2, R3, R4, R4', R5, n, and p are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments, especially as modulators of the CXCR3 receptor.

  本发明涉及式(I)化合物，其中环A、X、(R1)n、R2、R3、R4、R4'、R5、n和p如描述中所述；涉及药用可接受的盐，以及将此类化合物用作药物，尤其是用作CXCR3受体的调节剂。
• 7-Substituted Purine Derivatives for Immunosuppression
  申请人：Ohlmeyer Michael J.

  公开号：US20080119496A1

  公开（公告）日：2008-05-22

  The present invention provides novel purinone and related derivatives useful for the prevention and treatment of autoimmune diseases, inflammatory disease, mast cell mediated disease and transplant rejection. The compounds are of the general formula III:

  本发明提供了一种新型嘌呤酮及相关衍生物，用于预防和治疗自身免疫疾病、炎症性疾病、肥大细胞介导的疾病和移植排斥反应。这些化合物的一般化学式为III。
• Indolyl pyrazinone derivatives useful for treating hyper-proliferative disorders and diseases associated with angiogenesis
  申请人：Ladouceur H Gaetan

  公开号：US20060004011A1

  公开（公告）日：2006-01-05

  This invention relates to a compound of Formula I (I) and its use in treating hyper-proliferative disorders and diseases associated with angiogenesis.

  本发明涉及一种I式化合物及其在治疗与血管生成相关的过度增殖性疾病中的应用。