2-羟基-3-溴-5-三氟甲基吡啶 | 76041-73-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-羟基-3-溴-5-三氟甲基吡啶
• 中文别名: 3-溴-2-羟基-5-三氟甲基砒啶
• 英文名称: 3-bromo-5-(trifluoromethyl)pyridin-2-ol
• 英文别名: 3-bromo-5-(trifluoromethyl)-1H-pyridin-2-one
• CAS: 76041-73-1
• 化学式: C₆H₃BrF₃NO
• mdl: MFCD02691223
• 分子量: 241.995
• InChiKey: UWHKLLYQUQPOQK-UHFFFAOYSA-N

物化性质

• 沸点：
  252.7±40.0 °C(Predicted)
• 密度：
  1.876±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S45
• 危险类别码：
  R25
• 海关编码：
  2933399090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2-hydroxy-5-trifluoromethylpyridine
Synonyms: 3-Bromo-5-(trifluoromethyl)pyridin-2-ol

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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: 3-Bromo-2-hydroxy-5-trifluoromethylpyridine
CAS number: 76041-73-1

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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.
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: C6H3BrF3NO
Molecular weight: 242.0

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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, nitrogen oxides, 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-羟基-3-溴-5-三氟甲基吡啶 在 五氯化磷 、 三氯氧磷 作用下， 生成 3-溴-2-氯-5-三氟甲基吡啶
  参考文献：
  名称：

  Chemical compounds

  摘要：

  化学式（I）中的杀虫化合物，其中R¹、R²、R³和R⁴可独立选择氢、氰基、卤素、可能被卤素取代的较低烷基、可能被卤素取代的较低烷氧基、可能被卤素取代的较低烯基、氨基和单取代或双取代的（较低烷基）氨基；R⁶为氧或硫；R⁷、R⁸和R¹⁰可独立选择氢、卤素、氰基、可能被卤素取代的较低烷基、可能被卤素取代的较低烷氧基、可能被卤素取代的较低硫代烷氧基；R⁹为可能被卤素取代的较低烷基或可能被卤素取代的较低烯基。这些化合物的制备以及它们在对抗昆虫、螨虫和线虫害中的应用也有描述。

  公开号：

  EP0272824A3
• 作为产物：
  描述：

  2-羟基-5-三氟甲基吡啶 在 溴 作用下， 以 溶剂黄146 为溶剂， 生成 2-羟基-3-溴-5-三氟甲基吡啶
  参考文献：
  名称：

  Trifluoromethyl-2-pyridinone or pyridinthione compounds and process for

  摘要：

  一种具有以下结构式的三氟甲基-2-(硫)吡啶酮化合物：##STR1## 其中X代表氢原子或卤素原子，Y.sub.1和Y.sub.2分别代表氢原子、卤素原子或三氟甲基基团，Z代表氧原子或硫原子，其中Y.sub.1或Y.sub.2代表三氟甲基基团，当X和Y.sub.2，或X和Y.sub.1同时代表氢原子时，Z代表硫原子，以及其制备方法。

  公开号：

  US04546191A1
• 作为试剂：
  描述：

  吲哚啉 在 2-羟基-3-溴-5-三氟甲基吡啶 、 甲氧基胺盐酸盐 、 palladium diacetate 、 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-(2-(fluoromethyl)butyl)benzamide
  参考文献：
  名称：

  Pd催化的游离胺的γ-C(sp3)-H氟化

  摘要：

  游离胺γ-C(sp3)-H氟化的第一个例子是使用2-羟基烟醛作为瞬态导向基团实现的。广泛的环己基和线性脂肪胺可以在 γ-甲基和亚甲基位置选择性氟化。鉴定出吸电子 3,5-二取代吡啶酮配体以促进该反应。计算研究表明，转换确定步骤可能是亚甲基氟化的氧化加成步骤，而它可能是甲基氟化的 CH 活化步骤。Ag 的明确参与导致亚甲基氟化的能量跨度较低，而甲基氟化的能量跨度较高，这与实验观察结果一致，即银盐的加入对亚甲基是可取的，但对于甲基氟化则不是。甲基氟化的动力学研究表明底物和 PdL 参与了速率决定步骤，表明 CH 活化步骤可能是部分速率决定的。重要的是，在亚甲基氟化的氧化加成步骤中，能量优先的途径确定了一个有趣的吡啶酮辅助双金属过渡态，从而揭示了吡啶酮配体的潜在新作用。

  DOI：

  10.1021/jacs.9b13537

文献信息

• [EN] AMINO HETEROCYCLIC MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] COMPOSES AMINO HETEROCYCLIQUES MODULATEURS DE L'ACTIVITE DES RECEPTEURS DE CHIMIOKINES
  申请人：MERCK & CO INC

  公开号：WO2005080371A1

  公开（公告）日：2005-09-01

  Compounds of Formula I and Formula II: (wherein n, R 1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R15, R16, R17, R18, R19, R24, R25, R26, R27, R28, R29, R30, R33 R34, R35, R36, R37, R38, A, j, k, m, n, X, Y and Z are as defined herein) which are modulators of chemokine receptor activity and are useful in the prevention or treatment of certain inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which chemokine receptors are involved.

  公式I和公式II的化合物（其中n、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R15、R16、R17、R18、R19、R24、R25、R26、R27、R28、R29、R30、R33、R34、R35、R36、R37、R38、A、j、k、m、n、X、Y和Z按本说明书中定义）：这些化合物是趋化因子受体活性的调节剂，可用于预防或治疗某些炎症和免疫调节紊乱和疾病、过敏性疾病、变应性条件包括过敏性鼻炎、皮炎、结膜炎和哮喘，以及自身免疫病理学如类风湿性关节炎和动脉粥样硬化。本发明还涉及包含这些化合物的药物组合物以及这些化合物和组合物在预防或治疗涉及趋化因子受体的疾病中的用途。
• [EN] COMPOUNDS AND COMPOSITIONS AS RAF KINASE INHIBITORS<br/>[FR] COMPOSÉS ET COMPOSITIONS COMME INHIBITEURS DE PROTÉINES KINASES
  申请人：NOVARTIS AG

  公开号：WO2016038582A1

  公开（公告）日：2016-03-17

  The present invention provides compounds of Formula (I) and (II) as described herein, and salts thereof, and therapeutic uses of these compounds for treatment of disorders associated with Raf kinase activity. The invention further provides pharmaceutical compositions comprising these compounds, and compositions comprising these compounds and a therapeutic co-agent.

  本发明提供了如下所述的化合物(I)和(II)，以及其盐，并且提供了这些化合物用于治疗与Raf激酶活性相关的疾病的治疗用途。该发明还提供了包含这些化合物的药物组合物，以及包含这些化合物和治疗协同剂的组合物。
• Heterocyclic compounds useful as pharmaceutical agents
  申请人：Zeneca Limited

  公开号：US06313127B1

  公开（公告）日：2001-11-06

  Compounds of formula (I) in which all variables are defined in the description and their salts inhibit the enzyme oxido squalene cyclase and are useful in treating hypercholesterolemia and also as anti-fungal agents. Processes for their preparation are also described together with their use in medicine.

  式(I)的化合物 其中所有变量在描述中定义，并且它们的盐抑制酶氧化甾二烯环化酶，在治疗高胆固醇血症和作为抗真菌剂方面具有用处。还描述了它们的制备过程以及它们在医学上的用途。
• Heterocyclic cyclopentyl tetrahydroisoquinoline and tetrahydropyridopyridine modulators of chemokine receptor activity
  申请人：Butora Gabor

  公开号：US20080081803A1

  公开（公告）日：2008-04-03

  The present invention is directed to compounds of the formula I: Wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , X, n and the broken lines are as defined herein which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptor CCR-2.

  本发明涉及以下式I的化合物： 其中R1、R2、R3、R4、R5、R6、R7、R8、R9、X、n和虚线如本文所定义，这些化合物可用作趋化因子受体活性的调节剂。特别地，这些化合物可用作趋化因子受体CCR-2的调节剂。
• [EN] AMINO CYCLOBUTYLAMIDE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] MODULATEURS AMINO CYCLOBUTYLAMIDE DE L'ACTIVITE DU RECEPTEUR DE CHIMIOKINE
  申请人：MERCK & CO INC

  公开号：WO2004082682A1

  公开（公告）日：2004-09-30

  The present invention is directed to compounds of the formulas I and II : wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R15, R16, R17, R18, R19, R25, R26, Y, Z, l, m, n and the broken lines are as defined herein which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptor CCR-2.

  本发明涉及以下公式I和II的化合物：其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R15、R16、R17、R18、R19、R25、R26、Y、Z、l、m、n和虚线如本文所定义，这些化合物可用作趋化因子受体活性调节剂。特别地，这些化合物可用作趋化因子受体CCR-2的调节剂。