1-Chlor-3-(2,4-dichlor-phenyl)-propan-2-on | 90273-68-0

• 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: 1-Chlor-3-(2,4-dichlor-phenyl)-propan-2-on
• 英文别名: 1-chloro-3-(2,4-dichloro-phenyl)-propan-2-one；1-chloro-3-(2,4-dinitro-phenyl)-2-propanone；1-Chloro-3-(2,4-dichlorophenyl)propan-2-one
• CAS: 90273-68-0
• 化学式: C₉H₇Cl₃O
• 分子量: 237.513
• InChiKey: ZSZUIXSTLQJBLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Chlor-3-(2,4-dichlor-phenyl)-propan-2-on 、 硫脲 以 乙醇 为溶剂， 生成 2-Amino-4-<2,4-dichlor-benzyl>-thiazol
  参考文献：
  名称：

  Mahajanshetti,C.S.; Nargund,K.S., Journal of the Indian Chemical Society, 1962, vol. 39, p. 420 - 426

  摘要：

  DOI：
• 作为产物：
  描述：

  1-Diazo-3-(2,4-dichloro-phenyl)-propan-2-one 在 盐酸 、 水 作用下， 以 乙醚 为溶剂， 以84%的产率得到1-Chlor-3-(2,4-dichlor-phenyl)-propan-2-on
  参考文献：
  名称：

  Synthesis and biological activity of N4-phenylsubstituted-6-(2,4-dichloro phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamines as vascular endothelial growth factor receptor-2 inhibitors and antiangiogenic and antitumor agents

  摘要：

  A series of eight N-4-phenylsubstituted-6-(2,4-dichlorophenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamines 8-15 were synthesized as vascular endothelial growth factor receptor-2 (VEGFR-2) inhibitors with varied substitutions in the phenyl ring of the 4-anilino moiety. In addition, five N-4-phenylsubstituted-6-phenylmethylsubstituted-7H-pyrrolo[2,3-d]pyrimidin-4-amines 16-20 were synthesized to evaluate the importance of the 2-NH2 moiety for multiple receptor tyrosine kinase (RTK) inhibition. Cyclocondensation of alpha-halomethylbenzylketones with 2,6-diamino-4-hydroxypyrimidine afforded 2-amino-6-(2,4-dichlorophenylmethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, 23 and reaction of alpha-bromomethylbenzylketones with ethylamidinoacetate followed by cyclocondensation with formamide afforded the 6-phenylmethylsubstituted-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones, 40-42, respectively. Chlorination of the 4-position and displacement with appropriate anilines afforded the target compounds 8-20. Compounds 8, 10 and 14 were potent VEGFR-2 inhibitors and were 100-fold, 40-fold and 8-fold more potent than the standard semaxanib, respectively. Previously synthesized multiple RTK inhibitor, 5 and the VEGFR-2 inhibitor 8 from this study, were chosen for further evaluation in a mouse orthotopic model of melanoma and showed significant inhibition of tumor growth, angiogenesis and metastasis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.052

文献信息

• N-SULFONYL THIAZOLYLPIPERAZINE DERIVATIVES AND RELATED N-SULFONYL HETEROCYCLIC DERIVATIVES FOR THE TREATMENT OF NEURO DEGENERATIVE DISEASES
  申请人：GRIFFIOEN Gerard

  公开号：US20100197703A1

  公开（公告）日：2010-08-05

  This invention provides thiazolylpiperazine derivatives, and N-sulfonyl heterocyclic derivatives including phenyl- and benzyl-thiazolylpiperidine derivatives, and pharmaceutically acceptable salts thereof, which are useful active ingredients for administration in a method for the treatment of an α-synucleopathy such as Parkinson's disease, diffuse Lewy body disease, traumatic brain injury, amyotrophic lateral sclerosis, Niemann-Pick disease, Hallervorden-Spatz syndrome, Down syndrome, neuroaxonal dystrophy, multiple system atrophy and Alzheimer's disease. This invention also provides methods for making such derivatives, and pharmaceutical compositions including such derivatives together with pharmaceutically acceptable excipients.

  该发明提供了噻唑基哌嗪衍生物，以及包括苯基和苄基噻唑基哌啶衍生物的N-磺酰杂环衍生物，以及其药学上可接受的盐，这些是用于治疗α-突触核蛋白病的有效活性成分，如帕金森病、弥漫性小体病、创伤性脑损伤、肌萎缩侧索硬化症、尼曼-匹克病、哈勒沃登-施帕茨综合征、唐氏综合征、神经轴突萎缩、多系统萎缩和阿尔茨海默病的治疗方法。该发明还提供了制备这些衍生物的方法，以及包括这些衍生物和药学上可接受的辅料的药物组合物。
• [EN] 4-MEMBERED RING CARBOXAMIDES USED AS NEMATICIDES<br/>[FR] CARBOXAMIDES PRÉSENTANT DES CYCLES À 4 CHAÎNONS UTILISÉS COMME NÉMATICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015003951A1

  公开（公告）日：2015-01-15

  Compounds of the formula (I), in which the substituents are as defined in claim 1, are suitable for use as nematicides.

  式（I）中的化合物，其中取代基如权利要求1中定义的那样，适用于作为线虫杀虫剂。
• 4-MEMBERED RING CARBOXAMIDES USED AS NEMATICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：US20160157485A1

  公开（公告）日：2016-06-09

  Compounds of the formula (I), in which the substituents are as defined in claim 1 , are suitable for use as nematicides.

  公式(I)的化合物，其中取代基的定义如权利要求书1所述，适用于用作线虫灭除剂。
• US8722681B2
  申请人：——

  公开号：US8722681B2

  公开（公告）日：2014-05-13
• US9867371B2
  申请人：——

  公开号：US9867371B2

  公开（公告）日：2018-01-16