1-甲基-3-三氟甲基吡唑-5-硼酸频哪醇酯 | 1025719-23-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸酯
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 中文名称: 1-甲基-3-三氟甲基吡唑-5-硼酸频哪醇酯
• 中文别名: 1-甲基-3-三氟甲基吡唑-5-硼酸频那醇酯
• 英文名称: 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole
• 英文别名: 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyrazole
• CAS: 1025719-23-6
• 化学式: C₁₁H₁₆BF₃N₂O₂
• 分子量: 276.066
• InChiKey: CQKAWCKCEPHXAE-UHFFFAOYSA-N

物化性质

• 熔点：
  64-68°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester
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: 1-Methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester
CAS number: 1025719-23-6

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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, under −20◦C.
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: C11H16BF3N2O2
Molecular weight: 276.1

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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.

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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：

  (2S,4R)-4-(4-bromo-2-trifluoromethylbenzenesulfonyl)-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide 、 1-甲基-3-三氟甲基吡唑-5-硼酸频哪醇酯 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 8.0h， 以74%的产率得到(2S,4R)-4-[4-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-2-trifluoromethylbenzenesulfonyl]-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide
  参考文献：
  名称：

  [EN] NOVEL PYRROLIDINE DERIVATIVES
  [FR] NOUVEAUX DÉRIVÉS DE PYRROLIDINE

  摘要：

  该发明涉及一种化合物，其化学式为（I），其中R1和R2的定义如描述和索赔中所述。该化合物可以用作用于糖尿病、动脉粥样硬化和与半胱氨酸蛋白酶相关的其他疾病的药物。

  公开号：

  WO2017144483A1
• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 、 1-甲基-3-三氟甲基-1H-吡唑 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 14.0h， 以57%的产率得到1-甲基-3-三氟甲基吡唑-5-硼酸频哪醇酯
  参考文献：
  名称：

  官能化的1-甲基-3 / 5-（三氟甲基）-1 H-吡唑的实用合成方法

  摘要：

  一种新的，高产且实用的合成1-甲基-3-（三氟甲基）-1H-吡唑和1-甲基-5-（三氟甲基）-1H-吡唑的重要实用方法到药物和农业化学的发展。从4-乙氧基-1,1,1-三氟-3-丁烯-2-一开始，提出了一步合成目标吡唑区域异构混合物的步骤。此混合物的分离步骤，阐述了沸点的基础上VS压力图分析。证明了在第3和第5位带有CF 3基团的区域异构结构单元的有效合成策略。一组1-甲基-3-（三氟甲基）-1 H基于1-甲基-3-（三氟甲基）-1 H-吡唑的锂化反应，合成了含有醛，酸，松果酸硼酸，亚磺酸锂和磺酰氯等官能团的β-吡唑。NBS在温和的条件下对1-甲基-3-（三氟甲基）-1 H-吡唑和1-甲基-5-（三氟甲基）-1 H-吡唑进行溴化。在1-甲基-5-（三氟甲基）-1 H的4位上引入官能团通过在适当的溴化物中进行Br-Li交换，优化了相应的醛和酸的合成，说明了吡唑。或者，基于4-溴的直接原位金属

  DOI：

  10.1021/acs.oprd.0c00300

文献信息

• SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS
  申请人：GLAXOSMITHKLINE LLC

  公开号：US20150152108A1

  公开（公告）日：2015-06-04

  The present invention relates to novel substituted bridged urea compounds, corresponding related analogs, pharmaceutical compositions and methods of use thereof. Sirtuin-modulating compounds of the present invention may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. The present invention also related to compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本发明涉及新型取代桥式脲化合物，相应的相关类似物，药物组合物以及其使用方法。本发明的抑制素调节化合物可用于延长细胞寿命，并治疗和/或预防各种疾病和疾病，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块疾病、炎症、癌症和/或潮红有关的疾病或疾病，以及那些会受益于增加线粒体活性的疾病或疾病。本发明还涉及包含抑制素调节化合物与另一治疗剂组合的组合物。
• [EN] SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS<br/>[FR] ANALOGUES D'URÉE PONTÉS SUBSTITUÉS EN TANT QUE MODULATEURS DE SIRTUINE
  申请人：GLAXOSMITHKLINE IP NO 2 LTD

  公开号：WO2016079709A1

  公开（公告）日：2016-05-26

  The present invention relates to novel substituted bridged urea analog compounds of Formula (I) or pharmaceutically acceptable salts thereof, corresponding pharmaceutical compositions, processes for making and use of such compounds, alone or in combination with other therapeutic agents, as Sirtuin Modulators useful for increasing lifespan of a cell, and for use in treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity.

  本发明涉及一种新型的取代桥式脲类似物化合物，其化学式为（I）或其药学上可接受的盐，相应的药物组合物，制备这种化合物的方法以及单独使用或与其他治疗剂联合使用的这些化合物作为Sirtuin调节剂，可用于增加细胞寿命，并用于治疗和/或预防各种疾病和紊乱，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块紊乱、炎症、癌症和/或潮红有关的疾病或紊乱，以及那些会受益于增加线粒体活性的疾病或紊乱。
• [EN] 1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS<br/>[FR] DÉRIVÉS DE 1-(HET)ARYLSULFONYLE- (PYRROLIDINE OU PIPÉRIDINE)-2-CARBOXAMIDE ET LEUR UTILISATION COMME ANTAGONISTES DE TRPA1
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016128529A1

  公开（公告）日：2016-08-18

  The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

  本发明涉及公式I的化合物及其盐，以及如本文所述的公式II-IX的其他化合物。此外，本发明还涉及制造和使用公式I-IX化合物的方法，以及含有这些化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，如疼痛或哮喘等有帮助。
• SUBSTITUTED SULFONAMIDE COMPOUNDS
  申请人：Genentech, Inc.

  公开号：US20160264567A1

  公开（公告）日：2016-09-15

  The invention is concerned with the compounds of formula I: and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

  本发明涉及以下式子的化合物：I，并且包括其盐和其他式子II-IX的化合物，如本文所述。此外，本发明涉及制造和使用式I-IX化合物的方法，以及含有这些化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，例如疼痛或哮喘，有用。
• PYRROLOTRIAZINONE DERIVATIVES AS PI3K INHIBITORS
  申请人：ALMIRALL, S.A.

  公开号：US20150291595A1

  公开（公告）日：2015-10-15

  New pyrrolotriazinone derivatives having the chemical structure of Formula (I) are disclosed; as well as process for theft preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Phosphoinositide 3-Kinases (PI3Ks).

  本发明揭示了具有化学结构式（I）的新吡咯三唑酮衍生物；以及其制备过程，包括它们的药物组合物和它们作为磷脂酰肌醇3-激酶（PI3Ks）抑制剂在治疗中的用途。