2,5,6-三甲基苯并咪唑 | 3363-56-2

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 2,5,6-三甲基苯并咪唑
• 英文名称: 2,5,6-trimethylbenzimidazole
• 英文别名: 2,5,6-trimethyl-1H-benzo[d]imidazole；2,5,6-trimethyl-1H-benzimidazole
• CAS: 3363-56-2
• 化学式: C₁₀H₁₂N₂
• mdl: MFCD00005600
• 分子量: 160.219
• InChiKey: AFNRMRFWCAJQGP-UHFFFAOYSA-N

物化性质

• 熔点：
  239-240 °C(lit.)
• 稳定性/保质期：
  常温常压下稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S24/25,S36
• 危险类别码：
  R20/21/22
• WGK Germany：
  3
• 海关编码：
  2933990090
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方。

SDS

Version 1.2
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name 2,5,6-TRIMETHYLBENZIMIDAZOLE, 96%

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2 - Hazards Identification

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
2,5,6-TRIMETHYLBENZIMIDAZOLE, 97% 3363-56-2 222-130-9 None
Formula C10H12N2
Molecular Weight 160,2200 AMU

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER SKIN CONTACT
In case of contact, immediately wash skin with soap and copious
amounts of water.
AFTER EYE CONTACT
In case of contact, immediately flush eyes with copious amounts
of water for at least 15 minutes.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

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5 - Fire Fighting Measures

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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
appropriate foam.
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SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear respirator, chemical safety goggles, rubber boots, and
heavy rubber gloves.
METHODS FOR CLEANING UP
Sweep up, place in a bag and hold for waste disposal. Avoid
raising dust. Ventilate area and wash spill site after material
pickup is complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Avoid inhalation. Avoid contact
with eyes, skin, and clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed. Store in a cool dry
place.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Safety shower and eye bath. Mechanical exhaust required.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling. Wash contaminated clothing before
reuse.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Respiratory protection is not required. Where
protection is desired, use multi-purpose combination (US) or type
ABEK (EN 14387) respirator cartridges.
Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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pH N/A
BP/BP Range N/A
MP/MP Range 239,000. - 240,000 °
C.
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
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Partition Coefficient N/A
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide,
Nitrogen oxides.

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11 - Toxicological Information

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SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Skin Contact: May cause skin irritation.
Eye Contact: May cause eye irritation.
Multiple Routes: May be harmful by inhalation, ingestion, or
skin absorption.

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12 - Ecological Information

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No data available.

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Dissolve or mix the material with a combustible solvent and burn
in a chemical incinerator equipped with an afterburner and
scrubber. Observe all federal, state, and local environmental
regulations.

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14 - Transport Information

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RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

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15 - Regulatory Information

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COUNTRY SPECIFIC INFORMATION
Germany
WGK: 3
Self-Classification

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16 - Other Information

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WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
ALDRICH www.molbase.com

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,5,6-三甲基苯并咪唑 在 氢溴酸 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 hydrobromide salt of 2-acetic acid
  参考文献：
  名称：

  双苯并咪唑附加的双核卟啉配体：合成、表征和 X 射线结构

  摘要：

  报道了一些新的双核四芳基卟啉配体的合成和表征。可能最有用的例子是..cap alpha..,..cap alpha..,5-15-bis(N-(2-methylbenzimidazolyl) acetamidophenyl)-..cap alpha..,..cap alpha.., 10-20-双(新戊酰胺苯基)卟吩(8)。配体有两个附加的苯并咪唑臂，用于螯合卟啉正上方的第二种金属。从 ..cap alpha..、..cap alpha..、..cap alpha.. 获得 5,15（即反式）和 5,10（即顺式）双附加配体的合成方法。 , ..cap alpha..,5,10,15,20 四官能化的起始材料进行了详细描述。配体系统的一个关键设计特征是适用于单晶 X 射线结构测定，这可以通过铜 (II) 配合物的 X 射线结构来证明。CuC/sub 74/H/sub 66/N/sub 12/O/sub

  DOI：

  10.1021/ja00282a020
• 作为产物：
  描述：

  (E)-3-(2-Amino-4,5-dimethyl-phenylamino)-but-2-enoic acid ethyl ester 以 乙醇 为溶剂， 反应 4.0h， 生成 2,5,6-三甲基苯并咪唑
  参考文献：
  名称：

  Enzymatic Cyclization Involving Intramolecular Michael Addition by Catalase: Formation of 2-Methylbenzimidazoles

  摘要：

  DOI：

  10.3987/com-90-5317

文献信息

• Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20150231142A1

  公开（公告）日：2015-08-20

  The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

  本发明涉及含有上皮钠通道活性抑制剂与至少一种ABC转运蛋白调节剂化合物（A式、B式、C式或D式）的药物组合物。该发明还涉及这些药物配方，以及使用这些组合物治疗CFTR介导的疾病，特别是囊性纤维化的方法。
• COMPOSITIONS FOR TREATMENT OF CYSTIC FIBROSIS AND OTHER CHRONIC DISEASES
  申请人：Van Goor Fredrick F.

  公开号：US20110098311A1

  公开（公告）日：2011-04-28

  The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

  本发明涉及包含上皮钠通道活性抑制剂与至少一种ABC转运蛋白调节剂化合物（A式、B式、C式或D式）的药物组合物。该发明还涉及这些药物配方，以及使用这些组合物治疗CFTR介导的疾病，特别是囊性纤维化的方法。
• Rhodium catalyzed 2‐alkyl‐benzimidazoles synthesis from benzene‐1,2‐diamines and tertiary alkylamines as alkylating agents
  作者：Yamini、Saurabh Sharma、Pralay Das

  DOI：10.1002/aoc.6278

  日期：2021.8

  synthesized from benzene-1,2-diamine and tertiary amines as alkylating agent under polystyrene supported rhodium (Rh@PS) nanoparticles (NPs) catalyzed conditions. The heterogeneous rhodium catalyst was applied first time for the synthesis of 2-alkyl-benzimidazoles. The reaction followed through oxidation of alkylamines, transamination, and oxidative cyclisation with benzene-1,2-diamines for the corresponding

  在聚苯乙烯负载的铑（Rh@PS）纳米颗粒（NPs）催化条件下，以苯-1,2-二胺和叔胺为烷基化剂合成了取代的2-烷基-苯并咪唑。多相铑催化剂首次用于合成2-烷基-苯并咪唑。该反应通过烷基胺的氧化、氨基转移和与苯-1,2-二胺的氧化环化以良好的产率合成相应的产物。该工艺适用于广泛的底物范围，可以容忍多个官能团，并且 Rh@PS 催化剂最多可循环使用 4 次，催化活性没有显着损失。
• Imidazolium chloride-catalyzed synthesis of benzimidazoles and 2-substituted benzimidazoles from o-phenylenediamines and DMF derivatives
  作者：Zongjie Gan、Qingqiang Tian、Suqin Shang、Wen Luo、Zeshu Dai、Huajun Wang、Dan Li、Xuetong Wang、Jianyong Yuan

  DOI：10.1016/j.tet.2018.11.014

  日期：2018.12

  general, and economical synthesis of diversely functionalized benzimidazoles and 2-substituted benzimidazoles has been realized via the imidazolium chloride-catalyzed cyclization of o-phenylenediamines with DMF derivatives. This protocol shows a broad substrate scope for aliphatic, aromatic, and heteroaromatic amides. A series of benzimidazoles and 2-substituted benzimidazoles have been obtained in moderate

  已经通过咪唑氯化物与DMF衍生物的邻苯二胺的环化反应，实现了功能多样的苯并咪唑和2-取代的苯并咪唑的简便，通用且经济的合成。该协议显示了脂族，芳族和杂芳族酰胺的广泛底物范围。已经以中等至优异的产率获得了一系列苯并咪唑和2-取代的苯并咪唑。
• Expeditious and Efficient Synthesis of Benzoxazoles, Benzothiazoles, Benzimidazoles Catalyzed by Ga(OTf)3 under Solvent-Free Conditions
  作者：Juyan Liu、Qian Liu、Wei Xu、Weilu Wang

  DOI：10.1002/cjoc.201180310

  日期：2011.8

  new and efficient method for the synthesis of benzoxazoles, benzothiazoles, benzimidazoles from reactions of o‐substituted aminoaromatics with orthoesters in the presence of catalytic amounts of Ga(OTf)3 under solvent‐free conditions is presented. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent‐free conditions, straight

  提出了在无溶剂条件下，在催化量的Ga（OTf）3存在下，由邻位取代的氨基芳烃与原酸酯反应合成苯并恶唑，苯并噻唑，苯并咪唑的新方法。该新方案的显着特征是高转化率，非常短的反应时间，在无溶剂条件下更干净的反应曲线，直接的程序以及使用相对无毒的催化剂。

表征谱图