2-溴-2’,5’-二氟苯乙酮 | 258513-41-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-2’,5’-二氟苯乙酮
• 中文别名: 2,5-二氟溴苯乙酮；2-溴-1-(2,5-二氟苯基)乙酮；ALPHA-溴代-2,5-二氟苯乙酮；α-溴代-2,5-二氟苯乙酮；2-溴-2',5'-二氟苯乙酮
• 英文名称: 2-bromo-1-(2,5-difluorophenyl)ethanone
• 英文别名: 2-bromo-2',5'-difluoroacetophenone；2,5-difluorophenacyl bromide；ω-bromo-2,5-difluoroacetophenone
• CAS: 258513-41-6
• 化学式: C₈H₅BrF₂O
• 分子量: 235.028
• InChiKey: SFUWMFXQRHHPJP-UHFFFAOYSA-N

物化性质

• 熔点：
  37-40
• 沸点：
  245.8±25.0 °C(Predicted)
• 密度：
  1.648±0.06 g/cm3(Predicted)
• 溶解度：
  二氯甲烷、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  F,C
• 海关编码：
  2914700090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,5-Difluorophenacyl bromide
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2,5-Difluorophenacyl bromide
CAS number: 258513-41-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H5BrF2O
Molecular weight: 235

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-溴-2’,5’-二氟苯乙酮 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  3-Substituted-(5-arylfuran-2-ylcarbonyl)guanidines as NHE-1 inhibitors

  摘要：

  The C-3 substituents effect on NHE-1 inhibitory activity of (5-arylfuran-2-ylcarbonyl)guanidines, previously identified as potent NHE-1 inhibitors, was investigated. The introduction of amine or alkyl groups at the 3-position of the furan ring, next to the acylguanidine moiety, remarkably improves NHE-1 inhibitory potency. Especially the important finding is that 5-(2,5-dichloro)phenyl and 5-(2-methoxy-5-chloro)phenyl derivatives exhibit high NHE-1 inhibitory activities (IC50 < 0.02 microM) that match those of 3-unsubstituted derivatives.

  DOI：

  10.1016/j.bmcl.2006.12.012
• 作为产物：
  描述：

  2,5-二氟苯乙酮 在 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以60%的产率得到2-溴-2’,5’-二氟苯乙酮
  参考文献：
  名称：

  咪唑并[1,2-a]吡啶衍生物的微波辅助合成和发光活性

  摘要：

  在这项工作中，合成了一系列苯甲酰溴衍生物，并用作合成取代的咪唑并[1,2- a ]吡啶的关键中间体。首先，在微波辐射的辅助下，通过苯乙酮的溴化反应获得苯甲酰溴分子，在15分钟的反应中获得产物4a-v，产率在50％至99％之间。随后，这些分子与2-氨基吡啶共轭，产生了咪唑并[1,2- a ]吡啶衍生物（7a-v）在60秒的反应中产率为24％至99％。相对于通过更繁琐的方法（如热辅助和机械辅助路线）获得的产量，确定了更高的产量。根据取代基的性质，在紫外线激发下观察到电磁光谱的紫色和蓝色区域中的强烈发光发射。这种对环境友好的方法有望构成一类重要的有机化合物，用于开发生物标志物，光化学传感器和医学应用。

  DOI：

  10.1002/jhet.3950

文献信息

• Synthesis of novel amide and urea derivatives of thiazol-2-ethylamines and their activity against Trypanosoma brucei rhodesiense
  作者：Donald A. Patrick、Tanja Wenzler、Sihyung Yang、Patrick T. Weiser、Michael Zhuo Wang、Reto Brun、Richard R. Tidwell

  DOI：10.1016/j.bmc.2016.04.006

  日期：2016.6

  analogues were tested against T. brucei rhodesiense STIB900 and L6 rat myoblast cells (for cytotoxicity) in vitro. Forty-four derivatives were more potent than 1, including eight with IC50 values below 100 nM. The most potent and most selective for the parasite was the urea analogue 2-(2-piperidin-1-ylamido)ethyl-4-(3-fluorophenyl)thiazole (70, IC50 = 9 nM, SI > 18,000). None of 33 compounds tested were able

  2-（2-Benzamido）ethyl-4-phenylthiazole（1）是1035个分子（分为115个不同的支架）之一，被发现可抑制布氏锥虫（引起人类非洲锥虫病的病原体），浓度低于3.6μM，且非在由诺华研究基金会（GNF）的基因组学研究所进行的700,000种化合物库的表型高通量筛选中，对哺乳动物（Huh7）细胞具有毒性。在本实验室中，化合物1和72类似物是通过两种通用途径之一合成的。这些加10代市售的类似物进行了对所测试的T.布氏罗得西亚STIB900和体外大鼠L6成肌细胞（细胞毒性）。四十四个导数的强于一，其中八个IC 50值低于100 nM。对该寄生虫最有效和最具选择性的是尿素类似物2-（2-哌啶-1--1-基氨基）乙基-4-（3-氟苯基）噻唑（70，IC 50  = 9 nM，SI> 18,000）。测试的33种化合物中没有一种能够治愈被寄生虫感染的小鼠。但是，有7种化合
• Synthesis and Biological Evaluation of 7,8,9,10-Tetrahydroimidazo[1,2-<i>c</i>]pyrido[3,4-<i>e</i>]pyrimdin-5(6H)-ones as Functionally Selective Ligands of the Benzodiazepine Receptor Site on the GABA_A Receptor
  作者：Pamela A. Albaugh、Lu Marshall、James Gregory、Geoff White、Alan Hutchison、Phil C. Ross、Dorothy W. Gallagher、John F. Tallman、Matt Crago、James V. Cassella

  DOI：10.1021/jm0202019

  日期：2002.11.1

  benzodiazepines are nonselective and suffer from numerous side effects. Upon the identification of receptor subtypes, we set out to discover selective agents with the anticipation that these agents would have superior therapeutic potential. Herein, we describe the synthesis and biological evaluation of substituted 7,8,9,10-tetrahydroimidazo[1,2-c]pyrido[3,4-e]pyrimidin-5(6H)-ones and disclose that these compounds

  苯二氮卓类是GABA（A）受体的变构调节剂。传统上规定的苯二氮杂类是非选择性的，并且具有许多副作用。在鉴定受体亚型后，我们着手发现选择性药物，并期望这些药物具有更高的治疗潜力。在这里，我们描述了取代的7,8,9,10-四氢咪唑并[1,2-c]吡啶并[3,4-e]嘧啶-5（6H）-的合成及生物学评价，并揭示了这些化合物具有一定的功能。对GABA（A）受体亚型的苯二氮卓受体的选择性。alpha（2）/ alpha（3）-选择性部分激动剂42表现出强大的体内活性。
• 奥格列汀中间体的制备方法
  申请人：广西科技大学

  公开号：CN107325020B

  公开（公告）日：2019-06-21

  本发明涉及一种奥格列汀中间体的制备方法，奥格列汀中间体为[1‑(2,5‑二氟苯基)‑1‑氧代戊‑4‑炔‑2‑基]氨基甲酸叔丁酯，该方法以1,4‑二氟苯为起始原料制备得到式(III)化合物；然后与二苯甲酰亚胺反应，得到式(IV)化合物；再与炔丙基化合物发生取代反应，得到式(V)化合物；再进行酸解和Boc保护，得到式(II)化合物，即奥格列汀中间体。本发明提供的制备方法，革除了现有技术中合成步骤长、使用相当昂贵的起始原料如2,5‑二氟苯甲醛或2‑溴‑1,4‑二氟苯、制备Weinreb酰胺和使用羰基二咪唑(CDI)等技术缺陷；且具有操作简单、收率高、原料价格低且来源广等优点，适合应用于工业化生产。
• Hepatitis C Virus Inhibitors
  申请人：Sin Ny

  公开号：US20090274652A1

  公开（公告）日：2009-11-05

  Hepatitis C virus inhibitors having the general formula are disclosed. Compositions comprising the compounds and methods for using the compounds to inhibit HCV are also disclosed.

  揭示了具有一般公式的丙型肝炎病毒抑制剂。还揭示了包含这些化合物的组合物和使用这些化合物来抑制HCV的方法。
• [EN] THIAZOLE DERIVATIVES FOR THE TREATMENT OF ANIMAL TRYPANOSOMIASIS<br/>[FR] DÉRIVÉS DE THIAZOLE POUR LE TRAITEMENT DE LA TRYPANOSOMIASE ANIMALE
  申请人：UNIV DUNDEE

  公开号：WO2016132134A1

  公开（公告）日：2016-08-25

  The present invention relates to a novel class of compounds of general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, X and Y are as defined herein, to their use in human and veterinary medicine, and in the treatment of animal trypanosomiasis in particular, to compositions containing them, to processes for their preparation and to intermediates used in such processes.

  本发明涉及一种新的化合物类别，其一般式为（I），其中R1、R2、R3、R4、R5、R6、R7、X和Y如本文所定义，以及它们在人类和兽医学中的使用，特别是在动物锥虫病治疗中的应用，包括含有它们的组合物，其制备方法以及用于此类方法的中间体。