4-溴-2-氟苯基异硫氰酸 | 81171-71-3

• 物质功能分类: 化学试剂 - 有机试剂 - 硫氰酸盐/异硫氰酸酯
• 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-溴-2-氟苯基异硫氰酸
• 中文别名: 4-溴-2-氟异硫氰酸苯酯
• 英文名称: 4-bromo-2-fluoro-1-isothiocyanatobenzene
• 英文别名: 2-fluoro-4-bromophenyl isothiocyanate；4-Bromo-2-fluorophenylisothiocyanate
• CAS: 81171-71-3
• 化学式: C₇H₃BrFNS
• 分子量: 232.076
• InChiKey: PWOPDCSAVIMSPX-UHFFFAOYSA-N

物化性质

• 熔点：
  37-42 °C(lit.)
• 沸点：
  278.6±30.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)
• 闪点：
  230 °F
• 稳定性/保质期：

  在常温常压下，该物质是稳定的。

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S27,S36/37/39,S45
• 危险类别码：
  R34
• WGK Germany：
  3
• 海关编码：
  2930909090
• 危险品运输编号：
  UN 1760 8/PG 2
• 储存条件：
  密封，在2°C至-8°C下保存

反应信息

• 作为反应物：
  描述：

  4-溴-2-氟苯基异硫氰酸 在 lithium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 生成 N-(4-溴-2-氟苯基)-5-甲基-1,3-苯并恶唑-2-胺
  参考文献：
  名称：

  A general synthesis of N-aryl- and N-alkyl-2-aminobenzoxazoles

  摘要：

  An efficient and practical synthetic procedure is described for the preparation of a variety of N-substituted aryl- and alkyl-2-aminobenzoxazoles. This new method offers broad utility and provides desired products in good to excellent yield. The title compounds are formed in a one-pot, two step reaction sequence that is safe and operationally straightforward. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.177
• 作为产物：
  描述：

  (4-Bromo-2-fluorophenyl)carbamodithioic acid;1,4-diazabicyclo[2.2.2]octane 在 三光气 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 4-溴-2-氟苯基异硫氰酸
  参考文献：
  名称：

  Structural Optimization and Structure–Activity Relationships of N²-(4-(4-Methylpiperazin-1-yl)phenyl)-N⁸-phenyl-9H-purine-2,8-diamine Derivatives, a New Class of Reversible Kinase Inhibitors Targeting both EGFR-Activating and Resistance Mutations

  摘要：

  This paper describe the structural optimization of a hit compound, N-2-(4-(4-methylpiperazin-1-yl)phenyl)-N-8-phenyl-9H-purine-2,8-diamine (1), which is a reversible kinase inhibitor targeting both EGFR-activating and drug-resistance (T790M) mutations but has poor binding affinity. Structure-activity relationship studies led to the identification of 9-cyclopentyl-N-2-(4-(4-methylpiperazin-1-yl)phenyl)-N-8-phenyl-9H-purine-2,8-diamine (9e) that exhibits significant in vitro antitumor potency against the non-small-cell lung cancer (NSCLC) cell lines HCC827 and H1975, which harbor EGFR-activating and drug-resistance mutations, respectively. Compound 9e was further assessed for potency and selectivity in enzymatic assays and in vivo anti-NSCLC studies. The results indicated that compound 9e is a highly potent kinase inhibitor against both EGFR-activating and resistance mutations and has good kinase spectrum selectivity across the kinome. In vivo, oral administration of compound 9e at a dose of 5 mg/kg caused rapid and complete tumor regression in a HCC827 xenograft model, and an oral dose of 50 mg/kg initiated a considerable antitumor effect in an H1975 xenograft model.

  DOI：

  10.1021/jm301365e

文献信息

• Aminobenzoxazoles as therapeutic agents
  申请人：Wishart Neil

  公开号：US20060025383A1

  公开（公告）日：2006-02-02

  A compound of Formula (I), wherein the substituents are as defined herein, which are useful as kinase inhibitors.

  其中取代基如本文所述的公式(I)的化合物，用作激酶抑制剂。
• Preparation and use of aryl alkyl acid derivatives for the treatment of obesity
  申请人：Bayer Pharmaceuticals Corporation

  公开号：US20040224997A1

  公开（公告）日：2004-11-11

  This invention relates to certain aryl alkyl acid compounds, compositions, and methods for treating or preventing obesity and related diseases.

  这项发明涉及某些芳基烷基酸化合物、组合物以及治疗或预防肥胖和相关疾病的方法。
• [EN] NOVEL FLAVONE BASED EGFR INHIBITORS AND PROCESS FOR PREPARATION THEREOF<br/>[FR] NOUVEAUX INHIBITEURS D'EGFR À BASE DE FLAVONE ET PROCÉDÉ DE PRÉPARATION ASSOCIÉ
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2016125186A1

  公开（公告）日：2016-08-11

  The present invention discloses a novel EGFR inhibitor compound of formula (1), process for preparation thereof and methods of treating abnormal cell growth in mammals by administering the compounds of formula (1). wherein, R is selected from hydrogen, alkyl, nitro, halogens such as chlorine, bromine, fluorine and iodine; Rl= hydrogen, alkyl, alkoxy, aryl, nitro, halogens such as chlorine, bromine, fluorine and iodine, trifluoromethyl, thioalkyl, trifluromethoxy, trialkylsilyl.

  本发明公开了一种新型的EGFR抑制剂化合物，其化学式为(1)，以及其制备方法和通过给予该化合物治疗哺乳动物异常细胞生长的方法。其中，R从氢、烷基、硝基、氯、溴、氟和碘等卤素中选择；Rl=氢、烷基、烷氧基、芳基、硝基、氯、溴、氟和碘、三氟甲基、硫烷基、三氟甲氧基、三烷基硅基中选择。
• BENZOTHIAZOLE AND BENZOOXAZOLE DERIVATIVES AND METHODS OF USE
  申请人：Black Lawrence A.

  公开号：US20090163464A1

  公开（公告）日：2009-06-25

  Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions of compounds of formula (I), methods for using such compounds and compositions, and a process for preparing the compounds.

  式(I)的化合物在治疗受组织胺-3受体配体预防或改善的症状或疾病方面具有用处。还公开了式(I)的化合物的药物组合物、使用这种化合物和组合物的方法，以及制备这些化合物的过程。
• [EN] NOVEL BENZIMIDAZOLE BASED EGFR INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE L'EGFR À BASE DE BENZIMIDAZOLE
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2016079763A1

  公开（公告）日：2016-05-26

  The present invention disclosed a novel EGFR inhibitor compound of formula (I), process for preparation thereof and methods of treating abnormal cell growth in mammals by administering the compounds of formula (I). Wherein, R= -H, 3-CH3, 4-NO2, 4-Cl, 2-CH3, 4-CH3, 4-Br, 4-F R1= -H, -4-OCH3, -4-NO2,-2-NO2, -4-Cl, -2,4,6-CH3, -4-CH3, -2-F,4-Br, -4-CF3, -4-S-CH3, -4-Cl,-3-CF3, -3-S-CH3, -3,5-CF3, -2-S-CH3, -3-CF3,-4-OCF3, -Si-(CH3)3, -Si-(C2H5)3, (CH3)2-Si- C2H5.

  该发明披露了一种新的EGFR抑制剂化合物的结构式（I），其制备方法以及通过给予结构式（I）化合物治疗哺乳动物异常细胞生长的方法。其中，R= -H，3-CH3，4-NO2，4-Cl，2- ，4- ，4-Br，4-F，R1= -H，-4-O ，-4- ，-2- ，-4-Cl，-2,4,6- ，-4- ，-2-F，4-Br，-4-CF3，-4-S- ，-4-Cl，-3- ，-3-S- ，-3,5- ，-2-S- ，-3- ，-4-O ，-Si-( )3，-Si-(C2H5)3，（ ）2-Si- 。