2-(2-溴苯基)咪唑 | 162356-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(2-溴苯基)咪唑
• 中文别名: 2-(2-溴苯基)-1H-咪唑
• 英文名称: 2-(2-bromophenyl)-1H-imidazole
• CAS: 162356-38-9
• 化学式: C₉H₇BrN₂
• 分子量: 223.072
• InChiKey: LMTCUTLBCVWIFS-UHFFFAOYSA-N

物化性质

• 沸点：
  397.3±25.0 °C(Predicted)
• 密度：
  1.565±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 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

---

Section 1. Identification of the substance
Product Name: 2-(2-Bromo-phenyl)-1h-imidazole
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-(2-Bromo-phenyl)-1h-imidazole
CAS number: 162356-38-9

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C9H7BrN2
Molecular weight: 223.1

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(2-溴苯基)咪唑 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.0h， 生成 [2-(1-methyl-1H-imidazol-2-yl)phenyl]boronic acid
  参考文献：
  名称：

  硼酸对顺式-邻苯二甲酸的催化活化：糖的位点选择性酰化

  摘要：

  描述了通过使用稳定的，可储存的且易于处理的含咪唑的有机硼酸催化剂对未保护的碳水化合物进行位点选择性酰化。这种具有低催化剂负载量的催化方法能够将多种酰基官能团引入到未保护的六吡喃糖苷中顺式-邻位二醇的赤道位置，具有出色的位点选择性。这是使用含路易斯碱的硼酸来增强羟基的亲核性的第一个例子。

  DOI：

  10.1021/acs.orglett.9b01231
• 作为产物：
  描述：

  2-(2-bromophenyl)-4,5-dihydro-1H-imidazole 在 碘苯二乙酸 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 18.0h， 以74%的产率得到2-(2-溴苯基)咪唑
  参考文献：
  名称：

  硼酸对顺式-邻苯二甲酸的催化活化：糖的位点选择性酰化

  摘要：

  描述了通过使用稳定的，可储存的且易于处理的含咪唑的有机硼酸催化剂对未保护的碳水化合物进行位点选择性酰化。这种具有低催化剂负载量的催化方法能够将多种酰基官能团引入到未保护的六吡喃糖苷中顺式-邻位二醇的赤道位置，具有出色的位点选择性。这是使用含路易斯碱的硼酸来增强羟基的亲核性的第一个例子。

  DOI：

  10.1021/acs.orglett.9b01231

文献信息

• Certain pyrazoline derivatives with kinase inhibitory activity
  申请人：Adams Ruth S.

  公开号：US20080171754A1

  公开（公告）日：2008-07-17

  The present invention provides certain pyrazoline compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions and methods of using the compositions in the treatment of various diseases.

  本发明提供了某些吡唑啉化合物，可用作蛋白激酶的抑制剂。该发明还提供了药物组合物和使用这些组合物治疗各种疾病的方法。
• [EN] DIARYLSULFONES AS 5-HT2A ANTAGONISTS<br/>[FR] DIARYLSULFONES EMPLOYÉES EN TANT QU'ANTAGONISTES DU RÉCEPTEUR 5-HT2A
  申请人：MERCK SHARP & DOHME

  公开号：WO2006021805A1

  公开（公告）日：2006-03-02

  Compounds of formula (I) are potent and selective antagonists of the human 5-HT2A receptor, and hence useful in treatment of a variety of adverse conditions of the CNS.

  式（I）的化合物是人类5-HT2A受体的强效和选择性拮抗剂，因此在治疗中枢神经系统的各种不良症状中非常有用。
• Reversible Covalent Imine-Tethering for Selective Stabilization of 14-3-3 Hub Protein Interactions
  作者：Peter J. Cossar、Madita Wolter、Lars van Dijck、Dario Valenti、Laura M. Levy、Christian Ottmann、Luc Brunsveld

  DOI：10.1021/jacs.1c03035

  日期：2021.6.9

  Therefore, it is essential to consider, additionally to the potency, also the selectivity of stabilizer molecules. Targeting a lysine residue at the interface of the composite 14-3-3 complex, which can be targeted explicitly via aldimine-forming fragments, we studied the de novo design of PPI stabilizers under consideration of potential selectivity. By applying cooperativity analysis of ternary complex

  蛋白质复合物的稳定化已成为一种有前途的方式，扩大了新治疗干预的切入点数量。靶向介导蛋白质-蛋白质相互作用 (PPI) 的蛋白质，例如中枢蛋白，同样具有挑战性和回报，因为它们为各种疾病提供干预平台，因为它们具有较大的相互作用组。14-3-3 枢纽蛋白在保守的结合通道中结合其相互作用伙伴的磷酸化基序。因此，14-3-3 PPI 接口仅通过其不同的交互伙伴而多样化。因此，除了效力之外，还必须考虑稳定剂分子的选择性。靶向复合 14-3-3 复合物界面处的赖氨酸残基，可以通过形成醛亚胺的片段明确靶向，我们研究了考虑潜在选择性的 PPI 稳定剂的从头设计。通过应用三元复合物形成的协同性分析，我们开发了一种用于 14-3-3/Pin1 相互作用的可逆共价分子胶。这个小片段通过与 Pin1 中独特的色氨酸选择性连接，使 14-3-3/Pin1 相互作用稳定了 250 多倍。这项研究说明了合作复杂的形成如何驱动选择性
• Benzo-fused lactams promote release of growth hormone
  申请人：Merck & Co., Inc.

  公开号：US05583130A1

  公开（公告）日：1996-12-10

  There are disclosed certain novel compounds identified as benzo-fused lactams which promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to increase the stature of those afflicted with a lack of a normal secretion of natural growth hormone. The compounds are prepared by substitution of an amino-lactam with a substituted amide function. Growth promoting compositions containing such bezno-fused lactams as the active ingredient thereof are also disclosed. ##STR1## where L is ##STR2##

  已披露了某些被识别为苯并融合内酰胺的新化合物，这些化合物促进人类和动物体内生长激素的释放。这种特性可用于促进食用动物的生长，使可食用肉制品的生产更加高效，同时在人类中，可增加那些患有正常生长激素分泌不足的人的身高。这些化合物是通过用取代酰胺功能替换氨基内酰胺来制备的。含有这种苯并融合内酰胺作为活性成分的促生长配方也已披露。
• Copper-catalyzed C–N coupling/C–H functionalization: A tandem approach to azole-fused quinazoline derivatives
  作者：Dingben Chen、Ling Huang、Jianguo Yang、Junna Ma、Yingying Zheng、Yi Luo、Yang Shen、Jiashou Wu、Chao Feng、Xin Lv

  DOI：10.1016/j.tetlet.2018.04.020

  日期：2018.5

  A Cu-catalyzed tandem synthesis of azole-fused pyrimido[1,2-c]quinazolines and imidazo[1,2-c]quinazolines has been developed. The reaction is based on a C–N cross-coupling/C–H functionalization reaction of 2-(2-bromophenyl)-1,4,5,6-tetrahydropyrimidines with azoles. A variety of the desired polycyclic products were obtained in moderate to excellent yields.

  已开发出Cu催化串联合成吡咯并嘧啶并[1,2- c ]喹唑啉和咪唑并[1,2- c ]喹唑啉的方法。该反应基于2-（2-溴苯基）-1,4,5,6-四氢嘧啶与唑类的CN交叉偶联/ CH功能化反应。以中等至优异的产率获得了各种所需的多环产物。