(9ci)-1-苯基-1H-1,2,3-噻唑-4-羰酰氯 | 134541-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (9ci)-1-苯基-1H-1,2,3-噻唑-4-羰酰氯
• 英文名称: 1-phenyl-1H-1,2,3-triazole-4-carboxylic acid chloride
• 英文别名: 1-phenyl-1H-1,2,3-triazole-4-carbonyl chloride；1-phenyltriazole-4-carbonyl chloride
• CAS: 134541-91-6
• 化学式: C₉H₆ClN₃O
• 分子量: 207.619
• InChiKey: ZYJYMUFRLYTMNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (9ci)-1-苯基-1H-1,2,3-噻唑-4-羰酰氯 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-(4,5-Dihydro-4,4-dimethyloxazol-2-yl)-1-phenyl-1,2,3-triazole
  参考文献：
  名称：

  Ghose, Sagorika; Gilchrist, Thomas L., Journal of the Chemical Society. Perkin transactions I, 1991, # 4, p. 775 - 779

  摘要：

  DOI：
• 作为产物：
  描述：

  1-phenyl-1H-1,2,3-triazole-4-carbonitrile 在 氯化亚砜 、 sodium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 10.0h， 生成 (9ci)-1-苯基-1H-1,2,3-噻唑-4-羰酰氯
  参考文献：
  名称：

  Discovery of a novel 6,7-disubstituted-4-(2-fluorophenoxy)quinolines bearing 1,2,3-triazole-4-carboxamide moiety as potent c-Met kinase inhibitors

  摘要：

  A series of 6,7-disubstituted-4-(2-fluorophenoxy)quinoline derivatives possessing 1,2,3-triazole-4-carboxamide moiety were designed, synthesized and evaluated for their in vitro cytotoxic activities against four typical cancer cell lines (A549, H460, HT-29, and MKN-45). Most compounds showed moderate-to-excellent antiproliferative activity. Compounds 32, 36, 37, 45, 51, and 52 were further examined for their inhibitory activity against c-Met kinase. The promising compound 37, with a c-Met IC50 value of 2.27 nM, was identified as a multitargeted receptor tyrosine kinase inhibitor. The analysis of their structure-activity relationships indicated that compounds with EWGs, especially chloro group, at 2-position on the phenyl ring (moiety B) have potent antitumor activity. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.04.035

文献信息

• [EN] NOVEL OXABOROLE ANALOGS AND USES THEREOF<br/>[FR] NOUVEAUX ANALOGUES D'OXABOROLE ET UTILISATIONS DE CES DERNIERS
  申请人：ANACOR PHARMACEUTICALS INC

  公开号：WO2018160845A1

  公开（公告）日：2018-09-07

  This application describes compounds, compositions, and methods which are useful in treating, preventing, inhibiting, ameliorating, or eradicating the pathology and/or symptomology of a disease caused by a parasite.

  这个应用描述了一些化合物、组合物和方法，这些化合物、组合物和方法可用于治疗、预防、抑制、改善或根除由寄生虫引起的疾病的病理学和/或症状学。
• Triazole containing novobiocin and biphenyl amides as Hsp90 C-terminal inhibitors
  作者：Jinbo Zhao、Huiping Zhao、Jessica A. Hall、Douglas Brown、Eileen Brandes、Joseph Bazzill、Patrick T. Grogan、Chitra Subramanian、George Vielhauer、Mark S. Cohen、Brian S. J. Blagg

  DOI：10.1039/c4md00102h

  日期：——

  1,2,3-Triazole side chain containing coumarin and biphenyl amides were designed, synthesized and evaluated as potent Hsp90 C-terminal inhibitors, which exhibited improved anti-proliferative activities against a panel of cancer cell lines.

  设计、合成和评估了含有香豆素和联苯酰胺的1,2,3-三唑侧链，作为强效的Hsp90 C-末端抑制剂，对一系列癌细胞系表现出改进的抗增殖活性。
• 4-(Boc-amino)-1Н-1,2,3-triazole-5-carboxylic acids –convenient reagents for the synthesis of 1,4,6,7-tetrahydro[1,2,3]- triazolo[4,5-е][1,4]diazepine-5,8-diones
  作者：Natalia А. Syrota、Sergiy V. Kemskiy、Andriy V. Bol’but、Mikhailo V. Vovk

  DOI：10.1007/s10593-019-02583-6

  日期：2019.11

  The corresponding ethyl 5-carbonylglycinates were synthesized by condensation of 4-(Boc-amino)-1,2,3-triazole-5-carboxylic acids with ethyl glycinate hydrochloride. They were intramolecularly cyclized with the selective formation of 1,4,6,7-tetrahydro[1,2,3]triazolo[4,5-e]- [1,4]diazepine-5,8-diones.

  通过将4-（Boc-氨基）-1，2，3-三唑-5-羧酸与甘氨酸乙酯盐酸盐缩合来合成相应的5-羰基甘氨酸乙酯。它们被分子内环化，选择性地形成了1,4,6,7-四氢[1,2,3]三唑并[4,5- e ]-[1,4]二氮杂5,8-二酮。
• 一类1,2,3-三唑-4-酰肼衍生物在制备农用杀 菌剂中的应用
  申请人：南京农业大学

  公开号：CN104926738B

  公开（公告）日：2017-05-24

  一类含1，2，3‑三唑‑4‑酰肼结构的化合物，其特征是它有如下通式：式中，当R1＝2‑Cl时，R2＝H、2‑F、3‑F、4‑F、2‑Cl、3‑Cl、4‑Cl、2‑Br、2，5‑2Cl、2，6‑2Cl、3，5‑2Cl、2，5‑2F、2，3‑2F；当R2＝2，3‑2F时，R1＝H、2‑Cl、3‑Cl、4‑Cl、2‑F、3‑F、4‑F、2，5‑2Cl。该类化合物对植物病原菌具有较强的抑制活性，可作为农用杀菌剂应用于植物病害防治。
• Synthesis of aminoquinolones from triazoles via carboxamidoketenimine and amidinoketene intermediates
  作者：V. V. Ramana Rao、Curt Wentrup

  DOI：10.1039/a802768d

  日期：——

  1-Aryl-1H-1,2,3-triazole-4-carboxamides 7d–f have been synthesized and converted to 2-dimethylamino-4-quinolones 12d–f by flash vacuum thermolysis (FVT). The reaction takes place via carboxamidoketenimine 9 and amidinoketene intermediates 10. The former are observed by FTIR spectroscopy at 77 K or in Ar matrices at 12 K.

  1 芳基-1H-1,2,3-三唑-4-甲酰胺 7d-f 已被合成，并通过闪速真空热解（FVT）转化为 2-二甲基氨基-4-喹啉酮 12d-f。反应通过羧酰胺基乙烯亚胺 9 和脒基乙烯中间体 10 进行。前者可在 77 K 或 12 K 的氩基质中通过傅立叶变换红外光谱观察到。