2-肼基-1H-1,3-苯并咪唑 | 15108-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2-肼基-1H-1,3-苯并咪唑
• 中文别名: 1H-苯并咪唑-2-基肼；苯并咪唑,2-肼基-；2H-苯并咪唑-2-酮,1,3-二氢-,腙；2-肼基-1H-苯并咪唑
• 英文名称: 2-hydrazinyl-1H-benzo[d]imidazole
• 英文别名: 2-hydrazinyl-1H-benzimidazole；2-Hydrazinobenzimidazole；1H-benzimidazol-2-yl hydrazine；1H-benzimidazole-2-yl-hydrazine；2-hydrazino-1H-benzimidazole；1H-benzimidazol-2-ylhydrazine
• CAS: 15108-18-6
• 化学式: C₇H₈N₄
• mdl: MFCD00513603
• 分子量: 148.167
• InChiKey: PXUYWNZBZXDJEU-UHFFFAOYSA-N

物化性质

• 熔点：
  224-225
• 沸点：
  318.2±25.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)
• 溶解度：
  DMSO（微溶，加热）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 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：
  66.7
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• 海关编码：
  2933990090
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  -20°C下保存，请避光并置于惰性气体环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Hydrazino-1h-1,3-benzimidazole
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-Hydrazino-1h-1,3-benzimidazole
CAS number: 15108-18-6

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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.
Storage: Store in closed vessels, under −20◦C.

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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: C7H8N4
Molecular weight: 148.2

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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.

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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-肼基-1H-1,3-苯并咪唑 反应 38.0h， 生成 3-methyl-1,2,4-triazolo<4,3-b>benzimidazole
  参考文献：
  名称：

  2-肼基苯并咪唑、-苯并恶唑和-苯并噻唑的缩合和环化反应

  摘要：

  2-肼基苯并恶唑 (1)、-苯并咪唑 (2) 和苯并噻唑 (3) 与氯甲酸乙酯和/或草酸二乙酯缩合生成 1,2,4-三唑并和 1,2,4-三嗪酮稠合酮分别为标题唑。1 和 2 与芳香醛和/或乙酸酐缩合，分别产生 3-芳基和 3-甲基取代的 1,2,4-三唑并稠合唑。肼 1 和 2 与乙酰丙酮环化生成相应的 2-(1-吡唑基) 衍生物。2-乙酰噻唑并苯并咪唑与羟胺和/或烷基胺反应生成相应的缩合产物。它也与芳香醛缩合得到查耳酮。与重氮苯盐反应，得到相应的2-芳基偶氮取代化合物。

  DOI：

  10.1246/bcsj.61.1339
• 作为产物：
  描述：

  (1H-苯并咪唑-2-基硫代)乙酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以63%的产率得到2-肼基-1H-1,3-苯并咪唑
  参考文献：
  名称：

  1H-苯并咪唑-2-基腙作为微管蛋白靶向剂：合成、结构表征、抗蠕虫活性和抗 MCF-7 乳腺癌细胞增殖活性和分子对接研究

  摘要：

  在本研究中，合成了 15 个苯并咪唑基-2-腙7a-7o的氟-、羟基-和甲氧基-取代的苯甲醛和 1,3-苯并二氧戊环-5-甲醛，并通过红外、核磁共振和元素分析鉴定了它们的结构. 化合物7j 2-(3-羟基苯亚甲基)-1-(5(6)-甲基-1 H-苯并咪唑-2-基)腙和7i 2-(3-羟基苯亚甲基)-1-(1 H-苯并咪唑-2基）腙都产生最强的驱虫活性（100％后，在37℃）对的分离的肌幼虫24小时温育期旋毛虫在体外实验。在体外向细胞毒性测定MCF-7乳腺癌细胞和小鼠胚胎成纤维细胞3T3表明所研究的苯并咪唑基-2-腙表现出低至中度的细胞毒性作用。所研究的苯并咪唑基-2-腙调节微管聚合的能力得到证实，并表明它们的驱虫作用是通过抑制微管蛋白聚合来介导的，与其他已知的苯并咪唑驱虫药一样。还表明，四种最有希望的苯并咪唑基-2-腙即使在高测试浓度下也不会显着影响 AChE 活性，因此表明它们不具有神经

  DOI：

  10.1016/j.cbi.2021.109540

文献信息

• Tautomerism of guanidines studied by 15N NMR: 2-hydrazono-3-phenylquinazolin-4(3H)-ones and related compounds
  作者：Ion Ghiviriga、Bahaa El-Dien M. El-Gendy、Peter J. Steel、Alan R. Katritzky

  DOI：10.1039/b907577a

  日期：——

  2-Hydrazono-3-phenylquinazolin-4(3H)-ones 11a–i are shown by 15N NMR to exist in DMSO solution predominantly as the imino tautomers B and not the amino tautomers A. 2-Hydrazino-benzim