4-溴-1-对甲苯-1H-吡唑 | 957034-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-溴-1-对甲苯-1H-吡唑
• 中文别名: 4-溴-1-(4-甲基苯基)吡唑
• 英文名称: 4-bromo-1-(p-tolyl)-1H-pyrazole
• 英文别名: 4-bromo-1-(4-methylphenyl)-1H-pyrazole；4-Bromo-1-p-tolyl-1H-pyrazole；4-bromo-1-(4-methylphenyl)pyrazole
• CAS: 957034-98-9
• 化学式: C₁₀H₉BrN₂
• 分子量: 237.099
• InChiKey: MGVVMTZNISBYSO-UHFFFAOYSA-N

物化性质

• 沸点：
  308.1±25.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933199090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromo-1-p-tolyl-1H-pyrazole
Synonyms: 4-Bromo-1-(4-methylphenyl)-1H-pyrazole

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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: 4-Bromo-1-p-tolyl-1H-pyrazole
CAS number: 957034-98-9

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H9BrN2
Molecular weight: 237.1

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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 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：

  4-溴-1-对甲苯-1H-吡唑 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 乙酸-D3 、 silver(I) acetate 、 三苯基膦 作用下， 反应 24.0h， 以64%的产率得到C₁₀H₄⁽²⁾H₅BrN₂
  参考文献：
  名称：

  钌催化的芳烃的邻位和间位H / D交换。

  摘要：

  已经开发了钌催化的[D4]乙酸中的芳族H / D交换。通过使用N-杂芳烃作为指导基团，邻位和间位都可以通过高水平的D掺入选择性地氘化。此外，该策略提供了另一种方法来实现meta-CH激活。

  DOI：

  10.1021/acs.orglett.9b03955
• 作为产物：
  描述：

  对苄基三氟甲磺酸 在 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 33.0h， 生成 4-溴-1-对甲苯-1H-吡唑
  参考文献：
  名称：

  钯催化芳烃三氟甲磺酸酯与吡唑衍生物的偶合反应合成N-芳基吡唑

  摘要：

  描述了通过钯催化的芳基三氟甲磺酸酯与吡唑衍生物的偶合来合成N-芳基吡唑的方法。使用t BuBrettPhos作为配体，钯催化的各种芳基三氟甲磺酸酯（包括邻位取代的芳基三氟甲磺酸酯）与吡唑衍生物的C-N偶联有效地进行，以高收率得到N-芳基吡唑产物。发现3-三甲基甲硅烷基吡唑是偶联的极佳吡唑底物，相应的产物1-芳基-3-三甲基甲硅烷基吡唑也可作为合成N-芳基吡唑衍生物的很好模板，如在该区域的区域选择性卤化所证明的那样。吡唑环的3位，4位和5位。

  DOI：

  10.1021/acs.joc.9b00673

文献信息

• [EN] PYRAN DERVATIVES AS CYP11A1 (CYTOCHROME P450 MONOOXYGENASE 11A1) INHIBITORS<br/>[FR] DÉRIVÉS DE PYRANE EN TANT QU'INHIBITEURS DE CYP11A1 (CYTOCHROME P450 MONOOXYGÉNASE 11A1)
  申请人：ORION CORP

  公开号：WO2018115591A1

  公开（公告）日：2018-06-28

  Compounds of formula (I) wherein R1, R2,R3,R4,R5,R23,R24,L, A and Bare as defined in claim 1, or pharmaceutically acceptable salts thereof are disclosed. The compounds of formula (I) possess utility as cytochrome P450 monooxygenase 11A1(CYP11A1) inhibitors. The compounds are useful as medicaments in the treatment of steroidreceptor, particularly androgen receptor,dependent diseases and conditions, such asprostate cancer.

  公式(I)的化合物，其中R1、R2、R3、R4、R5、R23、R24、L、A和B如权利要求1中定义，或其药用可接受的盐被披露。公式(I)的化合物具有作为细胞色素P450单加氧酶11A1（CYP11A1）抑制剂的使用价值。这些化合物作为药物用于治疗激素受体，尤其是雄激素受体相关的疾病和状况，如前列腺癌。
• Distal Ruthenaelectro‐Catalyzed <i>meta</i> ‐C−H Bromination with Aqueous HBr
  作者：Yulei Wang、Hendrik Simon、Xinran Chen、Zhipeng Lin、Shan Chen、Lutz Ackermann

  DOI：10.1002/anie.202201595

  日期：2022.5.9

  The first electrochemical transition-metal-catalyzed meta-C−H functionalization has been accomplished, affording the positionally selective bromination product in an undivided cell by the catalysis of readily available RuCl3⋅3 H2O with aqueous HBr as the brominating agent.

  第一个电化学过渡金属催化的间位-C−H 官能化已经完成，通过容易获得的 RuCl 3 ⋅3 H 2 O 和水性 HBr 作为溴化剂的催化作用，在未分割的电池中提供了位置选择性的溴化产物。
• AUTOTAXIN INHIBITORS AND USES THEREOF
  申请人：Roppe Jeffrey Roger

  公开号：US20130150326A1

  公开（公告）日：2013-06-13

  Described herein are compounds that are inhibitors of autotaxin. Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such inhibitors, alone and in combination with other compounds, for treating autotaxin-dependent or autotaxin-mediated conditions or diseases.

  本文介绍了一些抑制自体脂肪酶的化合物。还介绍了包括上述化合物的药物组合物和药物，以及使用这些抑制剂的方法，单独或与其他化合物结合，用于治疗依赖或介导自体脂肪酶的疾病或症状。
• Autotaxin inhibitors and uses thereof
  申请人：Roppe Jeffrey Roger

  公开号：US09000025B2

  公开（公告）日：2015-04-07

  Described herein are compounds that are inhibitors of autotaxin. Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such inhibitors, alone and in combination with other compounds, for treating autotaxin-dependent or autotaxin-mediated conditions or diseases.

  本文描述了一些抑制自体荧光素酶的化合物。还描述了包括上述化合物的制药组合物和药物，以及使用这些抑制剂的方法，单独或与其他化合物联合治疗自体荧光素酶依赖性或自体荧光素酶介导的疾病或病情。
• Electrochemical Activation of the C–X Bond on Demand: Access to the Atom Economic Group Transfer Reaction Triggered by Noncovalent Interaction
  作者：Partha Pratim Sen、Vishal Jyoti Roy、Sudipta Raha Roy

  DOI：10.1021/acs.joc.2c00529

  日期：2022.8.5

  demonstrates the involvement of noncovalent interaction via hydrogen or halogen bonding interaction in triggering paired electrolysis for the group transfer reactions. Specifically, this method demonstrated the bromination of several aromatic and heteroaromatic compounds through the activation of the C(sp3)–Br bond of organic–bromo derivatives on demand. This electrochemical protocol is mild, and mostly

  原子经济学方法证明了通过氢或卤素键相互作用的非共价相互作用在触发基团转移反应的配对电解中的作用。具体来说，该方法通过活化 C(sp 3 ) 证明了几种芳族和杂芳族化合物的溴化)–Br 键的有机溴衍生物按需。这种电化学协议是温和的，并且几乎不需要额外的电解质，这使得后处理过程变得简单。与现有的区域选择性单溴化方法不同，这项工作使用相对少量（1.2 equiv）的溴替代物，在电化学条件下按需释放溴，反应完成后生成苯乙酮作为有用的副产物。绿色指标表明该协议具有非常好的原子效率，E- 26.86 公斤废物/1 公斤产品的系数。除了放大过程之外，该策略还可以扩展到氯和硫芳基单元的转移。使用计算、光谱和循环伏安法研究完成了广泛的机制研究，以验证非共价相互作用的假设。最后，这种新开发的非键相互作用触发配对电解的适用性扩展到了几种二卤有机化合物的化学选择性脱溴。