2-氯-3-硝基-咪唑并[1,2-a]吡啶 | 4926-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 中文名称: 2-氯-3-硝基-咪唑并[1,2-a]吡啶
• 中文别名: 2-氯-3-硝基咪唑并[1,2-A]吡啶
• 英文名称: 2-chloro-3-nitroimidazo[1,2-a]pyridine
• CAS: 4926-52-7
• 化学式: C₇H₄ClN₃O₂
• mdl: MFCD07343825
• 分子量: 197.581
• InChiKey: MPYABESQQVTTRX-UHFFFAOYSA-N

物化性质

• 熔点：
  171 °C(Solv: ethanol (64-17-5))
• 密度：
  1.66±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：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 储存条件：
  室温下密封保存，并保持干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-3-nitroimidazo[1,2-a]pyridine
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-Chloro-3-nitroimidazo[1,2-a]pyridine
CAS number: 4926-52-7

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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: C7H4ClN3O2
Molecular weight: 197.6

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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 chloride.

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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-氯-3-硝基-咪唑并[1,2-a]吡啶 在 四(三苯基膦)钯 、 氢气 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 水 、 甲苯 为溶剂， 反应 22.0h， 生成 N-(2-phenyl-imidazo[1,2-a]pyridin-3-yl)-acetamide
  参考文献：
  名称：

  的多功能对2-氯-3-硝基咪唑并反应[1,2勘探一个扩大C2-和C3-官能咪唑的结构多样性[1,2：]吡啶一〕吡啶

  摘要：

  已经开发了功能化2-氯-3-硝基咪唑并[1,2- a ]吡啶的替代策略。Suzuki-Miyaura交叉偶联反应可轻松提供相应的2-芳基化化合物，并由此将硝基还原为胺，从而在3位提供酰胺，苯胺和脲。据报道，使用金属催化的反应使关键化合物胺化。这项研究强调了硝基基团促进氯置换的重要性。其他亲核芳族取代为从咪唑并[1,2- a ]吡啶衍生的各种产物开辟了一条途径。

  DOI：

  10.1016/j.tetlet.2013.07.113
• 作为产物：
  描述：

  2-氯咪唑并[1,2-A]吡啶 在 硫酸 、 硝酸 作用下， 反应 3.5h， 以81%的产率得到2-氯-3-硝基-咪唑并[1,2-a]吡啶
  参考文献：
  名称：

  的多功能对2-氯-3-硝基咪唑并反应[1,2勘探一个扩大C2-和C3-官能咪唑的结构多样性[1,2：]吡啶一〕吡啶

  摘要：

  已经开发了功能化2-氯-3-硝基咪唑并[1,2- a ]吡啶的替代策略。Suzuki-Miyaura交叉偶联反应可轻松提供相应的2-芳基化化合物，并由此将硝基还原为胺，从而在3位提供酰胺，苯胺和脲。据报道，使用金属催化的反应使关键化合物胺化。这项研究强调了硝基基团促进氯置换的重要性。其他亲核芳族取代为从咪唑并[1,2- a ]吡啶衍生的各种产物开辟了一条途径。

  DOI：

  10.1016/j.tetlet.2013.07.113

文献信息

• Pyrrolo-imidazo[1,2-<i>a</i>]pyridine Scaffolds through a Sequential Coupling of <i>N</i>-Tosylhydrazones with Imidazopyridines and Reductive Cadogan Annulation, Synthetic Scope, and Application
  作者：Kena Zhang、Abderrahman El Bouakher、Helene Levaique、Jerome Bignon、Pascal Retailleau、Mouad Alami、Abdallah Hamze

  DOI：10.1021/acs.joc.9b02018

  日期：2019.11.1

  of 3-phenyl-1H-pyrrolo-imidazo[1,2-a]pyridine backbone is described. The reaction starts from the coupling between N-tosylhydrazones and 2-chloro-3-nitroimidazo[1,2-a]pyridines leading to the formation of 3-nitro-2-(arylvinyl)imidazo[1,2-a]pyridine derivatives. Optimization of Cadogan-reductive conditions allowed the conversion of the obtained nitro derivative to a new scaffold of the type 3-aryl-

  描述了构建3-苯基-1H-吡咯并咪唑并[1,2-a]吡啶骨架的新策略。反应从N-甲苯磺酰hydr与2-氯-3-硝基咪唑并[1,2-a]吡啶之间的偶联开始，导致3-硝基-2-（芳基乙烯基）咪唑并[1,2-a]吡啶衍生物的形成。Cadogan还原条件的优化允许将获得的硝基衍生物转化为新的3-芳基-1H-吡咯并咪唑并[1,2-a]吡啶型支架。该方法在面向多样性的合成中提供了对新文库的快速访问，该合成旨在以有效的方式生成具有大结构多样性的小分子。筛选出新产生的化合物的生物活性后，鉴定出了一种新的有前途的化合物5cc，
• NOVEL HETEROCYCLIC DERIVATIVES AS M-GLU5 ANTAGONISTS
  申请人：Leonardi Amedeo

  公开号：US20090042841A1

  公开（公告）日：2009-02-12

  This invention relates to novel heterocyclic compounds having selective affinity for the mGlu5 subtype of metabotropic receptors, pharmaceutical compositions thereof and uses for such compounds and compositions in the treatment of lower urinary tract disorders, such as neuromuscular dysfunction of the lower urinary tract, and in the treatment of migraine and gastroesophagael reflux disease (GERD).

  本发明涉及一种新型杂环化合物，其具有选择性亲和力，适用于代谢型受体mGlu5亚型，以及该类化合物的制药组合物及其在治疗下尿路障碍（例如下尿路神经肌肉功能障碍）、偏头痛和胃食管反流病（GERD）方面的用途。
• Facile synthesis, structural evaluation, antimicrobial activity and synergistic effects of novel imidazo[1,2- a ]pyridine based organoselenium compounds
  作者：Sanjeev Kumar、Nidhi Sharma、Indresh K. Maurya、Aman K.K. Bhasin、Nishima Wangoo、Paula Brandão、Vítor Félix、K.K. Bhasin、Rohit K. Sharma

  DOI：10.1016/j.ejmech.2016.07.076

  日期：2016.11

  unknown imidazo[1,2-a]pyridine selenides (5a-l) by reaction of 2-chloroimidazo [1,2-a]pyridines with aryl/heteroaryl selenols, generated in situ by reduction of various diselenides with hypophosphorous acid. The crystal structures of 3-nitro-2-(phenylselanyl)-imidazo[1,2-a]pyridine (5a), 2-(mesitylselanyl)-3-nitro-imidazo[1,2-a]pyridine (5d) and 3-nitro-2-(pyridin-2-ylselanyl)-imidazo[1,2-a]pyridine (5e)

  已经描述了一种简单有效的方法，通过使2-氯咪唑并[1,2-a]吡啶与芳基/杂芳基硒醇反应，合成迄今未知的咪唑并[1,2-a]吡啶硒化物（5a-1）。通过用次磷酸还原各种二硒化物进行原位反应。3-硝基-2-（苯基杂戊基）-咪唑并[1,2-a]吡啶（5a），2-（间杂杂戊基）-3-硝基-咪唑并[1,2-a]吡啶（5d）和通过X射线晶体学确认3-硝基-2-（吡啶-2-基硒基）-咪唑并[1,2-a]吡啶（5e），并进行DFT计算以确定与X相关的各种结构参数。 -射线晶体结构。对合成的化合物进行抗微生物评价，发现化合物5a和5j对革兰氏阴性细菌大肠杆菌具有活性，而化合物5e对不同的真菌菌株具有活性。进行时间杀灭测定以了解合成的有机硒化合物的微生物活性，并评估这些化合物对人细胞系的毒性。用现有的抗生素药物测试了活性化合物5a和5e的协同作用，这表明抗生素与合成的有机硒化合物的结合有效地增强了抗菌活性。
• 교체가 가능한 안경용 패션 장식테
  申请人：Han Seung Ok 한승옥(420050258724)

  公开号：KR20160001508U

  公开（公告）日：2016-05-11

  본 고안은 교체가 가능한 안경용 패션 장식테에 관한 것이다. 이에 본 고안의 기술적 요지는 기존의 안경테에 손쉽게 장식테를 결합하여 자신만의 개성을 표출함은 물론이고 렌즈를 보호하는 역할까지 겸비하며 나아가서는, 매번 새로운 안경을 구입하지 않아도 다양한 이미지를 연출할 수 있기 때문에 비용 또한 절감할 수 있는 교체가 가능한 안경용 패션 장식테.

  这项发明涉及可更换的眼镜用时尚装饰框架。该发明的技术要点是能够轻松地将装饰框架与现有眼镜框结合，展现个性化风格，同时起到保护镜片的作用。此外，通过这种可更换的眼镜用时尚装饰框架，不仅可以节省成本，还可以展现多样化的形象，而无需每次购买新眼镜。
• 一种吡啶并咪唑并吡咯类化合物及其应用
  申请人：西安瑞联新材料股份有限公司

  公开号：CN112266385A

  公开（公告）日：2021-01-26

  本发明提供一种吡啶并咪唑并吡咯类化合物，属于有机电致发光功能材料技术领域。结构通式如式(Ⅰ)或式(Ⅱ)所示：式(Ⅰ)或式(Ⅱ)中，R1、R2、R3各自独立选自氢、C6～16的芳基、含氮原子给电子基团或含氮原子吸电子基团；且R1、R2、R3至少有一个为含氮原子给电子基团。本发明提供化合物，其具有较平衡的载流子传输性能、较高的三线态能级和较高的玻璃化转变温度，不易结晶，具有良好的热稳定性和成膜性，可以作为主体材料、敏化材料、掺杂材料应用在有机电致发光器件的发光层，有效地提高器件的发光效率及寿命。结构通式如式(Ⅰ)或式(Ⅱ)所示：