1-甲基-1H-苯并咪唑-2-羰酰氯 | 62366-45-4

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-甲基-1H-苯并咪唑-2-羰酰氯
• 中文别名: 1-甲基-1H-咪唑-2-羰酰氯
• 英文名称: 1-methyl-1H-imidazole-2-carbonyl chloride
• 英文别名: 1-methylimidazole-2-carbonyl chloride
• CAS: 62366-45-4
• 化学式: C₅H₅ClN₂O
• mdl: MFCD04972638
• 分子量: 144.56
• InChiKey: FYAOUFIFNWYZQR-UHFFFAOYSA-N

物化性质

• 沸点：
  275.1±23.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2933290090

SDS

Name:	1-Methyl-1h-imidazole-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	62366-45-4

Section 1 - Chemical Product MSDS Name:1-Methyl-1h-imidazole-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62366-45-4	1-Methyl-1H-imidazole-2-carbonyl chlor	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under an inert atmosphere.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 62366-45-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 67.7 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C5H5ClN2O
Molecular Weight: 144.56

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62366-45-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Methyl-1H-imidazole-2-carbonyl chloride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 62366-45-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62366-45-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62366-45-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-甲基-1H-苯并咪唑-2-羰酰氯 在 benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate 、 水 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.5h， 生成 4-[[1-Methyl-4-[[1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]pyrrole-2-carbonyl]amino]butanoic acid
  参考文献：
  名称：

  Synthesis and biophysical studies of hairpin polyamides targeting the Brn-3b and GATA-3 transcriptional sites

  摘要：

  Hairpin polyamide analogs of distamycin A (1) were designed and synthesized to evaluate their ability to bind 5'-ATAGA-3' and 5'-AGATA-3' sequences which are important elements for controlling the function of the Brn-3b and GATA-3 transcriptional factors, respectively. The hairpin polyamides are composed of pyrrole and imidazole units linked together via a.-aminobutyrate (GABA) unit. Hairpins 2b (Py-Py-Im-gamma-Py-Py-Py) and 2c (Im-Py-Py-gamma-Py-Py-Py) were synthesized to target the respective Brn-3b and GATA-3 cognate sequences. Preliminary biophysical studies including thermal denaturation and circular dichroism were performed and the results ascertained the binding of hairpins 2a and 2b to their respective cognate DNA sequences.

  DOI：

  10.1515/hc.2010.002
• 作为产物：
  描述：

  1-甲基-1H-咪唑-2-羧酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 1-甲基-1H-苯并咪唑-2-羰酰氯
  参考文献：
  名称：

  带有 N-(1-alkyl-3-cyano-1H-indol-5-yl) 部分的酰胺基黄嘌呤氧化酶抑制剂：设计、合成和构效关系研究

  摘要：

  我们之前的工作确定了一种有前景的基于异烟酰胺的黄嘌呤氧化酶 (XO) 抑制剂N -(3-cyano-4-((2-cyanobenzyl)oxy)phenyl)isoicotinamide ( 1 )，并得出结论认为酰胺是探索完全不同于非布司他和托吡司他的五元环骨架的XO抑制剂化学空间。吲哚是一种内源性生物活性物质和流行的药物构建片段，参与了当前努力的结构优化活动。在安装了一些官能团后，生成了N -(1-alkyl-3-cyano-1 H -indol-5-yl) 并用于修复1的 3'-氰基之间缺失的 H 键相互作用和 XO 的 Asn768 残基通过缩短它们的距离。在此背景下，合理设计和合成了 8 种杂环芳香酰胺化学型，以研究酰胺基 XO 抑制剂的构效关系 (SAR)。优化后的化合物a6 (IC 50 = 0.018 μM) 的效力比初始化合物1 (IC 50  = 0.31 μM) 提高了

  DOI：

  10.1016/j.bioorg.2021.105417

文献信息

• IMIDAZOPYRIDINE COMPOUNDS
  申请人：Iwata Hidehisa

  公开号：US20100069431A1

  公开（公告）日：2010-03-18

  Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of formula (I) wherein the variables are as defined herein.

  提供了用于与葡萄糖激酶一起使用的化合物、药物组合物、试剂盒和方法，其中包括从以下公式(I)所述的组中选择的化合物，其中变量如本文所定义。
• A Mild Glycosylation Protocol with Glycosyl 1‐Methylimidazole‐2‐carboxylates as Donors
  作者：Jianpeng Chen、Yu Tang、Biao Yu

  DOI：10.1002/ejoc.202100677

  日期：2021.8.13

  A mild glycosylation protocol is developed by using glycosyl 1-methylimidazole-2-carboxylates as donors. Such a glycosylation can be promoted by a series of metal triflates and triflimides, especially Cu(OTf)2.

  通过使用糖基 1-methylimidazole-2-carboxylates 作为供体开发了温和的糖基化协议。这种糖基化可以通过一系列金属三氟甲磺酸酯和三氟甲磺酸酯，尤其是 Cu(OTf) 2来促进。
• [EN] STEROIDAL [3, 2-C] PYRAZOLE COMPOUNDS, WITH GLUCOCORTICOID ACTIVITY<br/>[FR] COMPOSÉS [3, 2-C] PYRAZOLE STÉROÏDES À ACTIVITÉ GLUCOCORTICOÏDE
  申请人：ASTRAZENECA AB

  公开号：WO2009044200A1

  公开（公告）日：2009-04-09

  The present invention provides compounds of formula (I) wherein n, p, R1, R2, X1, X2, X3, X4, X5, R3a, R3b, R4, R5 and R6 are as defined in the specification, a process for their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了式（I）的化合物，其中n、p、R1、R2、X1、X2、X3、X4、X5、R3a、R3b、R4、R5和R6的定义如规范中所述，以及它们的制备方法、含有它们的药物组合物以及它们在治疗中的应用。
• A Common Diaryl Ether Intermediate for the Gram-Scale Synthesis of Oxazine and Xanthene Fluorophores
  作者：Andrew V. Anzalone、Tracy Y. Wang、Zhixing Chen、Virginia W. Cornish

  DOI：10.1002/anie.201205369

  日期：2013.1.7

  Common ground: Copper‐catalyzed coupling reactions can be used for the high‐yielding preparation of widely used oxazine and xanthene fluorophores from a common diaryl ether intermediate on a gram‐scale (see scheme). This general approach may facilitate the future development of novel fluorophores and probes with unique properties.

  共同点：铜催化的偶联反应可用于从常见的二芳基醚中间体以克级规模制备广泛使用的恶嗪和呫吨荧光团（参见方案）。这种通用方法可能有助于未来开发具有独特性质的新型荧光团和探针。
• Asymmetric Construction of 2,3-Dihydroisoxazoles via an Organocatalytic Formal [3 + 2] Cycloaddition of Enynes with <i>N</i>-Hydroxylamines
  作者：Wenbo Li、Xiuzhao Yu、Zhenting Yue、Junliang Zhang

  DOI：10.1021/acs.orglett.6b01737

  日期：2016.8.19

  An organocatalytic asymmetric formal [3 + 2] cycloaddition of enynones with N-hydroxylamines has been described. A newly designed multifunctional organocatalyst was found to be highly effective, and the method allowed the synthesis of a variety of 2,3-dihydroisoxazoles in good yields with excellent enantioselectivity.

  已经描述了烯酮与N-羟胺的有机催化不对称的正式[3 + 2]环加成反应。发现一种新设计的多功能有机催化剂非常有效，该方法可以良好的收率和优异的对映选择性合成多种2,3-二氢异恶唑。