6-溴-1H-苯并咪唑-2-羧酸甲酯 | 885280-00-2

• 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: 6-溴-1H-苯并咪唑-2-羧酸甲酯
• 中文别名: 6-溴-1H-苯并咪唑-2-甲酸甲酯；甲基5-溴-1H-苯并[D]咪唑-2-甲酸乙酯
• 英文名称: 6-Bromo-1H-benzoimidazole-2-carboxylic acid methyl ester
• 英文别名: methyl 6-bromo-1H-benzimidazole-2-carboxylate
• CAS: 885280-00-2
• 化学式: C₉H₇BrN₂O₂
• 分子量: 255.071
• InChiKey: NRTHYMUOIGVFMM-UHFFFAOYSA-N

物化性质

• 沸点：
  398.4±34.0 °C(Predicted)
• 密度：
  1.709±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-Bromo-1h-benzoimidazole-2-carboxylic acid methyl ester
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: 6-Bromo-1h-benzoimidazole-2-carboxylic acid methyl ester
CAS number: 885280-00-2

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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: C9H7BrN2O2
Molecular weight: 255.1

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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 bromide.

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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：

  6-溴-1H-苯并咪唑-2-羧酸甲酯 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  2-Arylindoles as gonadotropin releasing hormone (GnRH) antagonists: optimization of the tryptamine side chain

  摘要：

  A series of 2-arylindoles containing novel heteroaromatic substituents on the tryptamine tether, based on compound 1, was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. Successful modifications of 1 included chain length variation (reduction) and replacement of the pyridine with heteroaromatic groups. These alterations culminated in the discovery of compound 27kk which had excellent in vitro potency and oral efficacy in rodents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00026-4
• 作为产物：
  描述：

  4-溴邻苯二胺 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 6-溴-1H-苯并咪唑-2-羧酸甲酯
  参考文献：
  名称：

  2-Arylindoles as gonadotropin releasing hormone (GnRH) antagonists: optimization of the tryptamine side chain

  摘要：

  A series of 2-arylindoles containing novel heteroaromatic substituents on the tryptamine tether, based on compound 1, was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. Successful modifications of 1 included chain length variation (reduction) and replacement of the pyridine with heteroaromatic groups. These alterations culminated in the discovery of compound 27kk which had excellent in vitro potency and oral efficacy in rodents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00026-4

文献信息

• [EN] MANNOSE DERIVATIVES FOR TREATING BACTERIAL INFECTIONS<br/>[FR] DÉRIVÉS DE MANNOSE POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：VERTEX PHARMA

  公开号：WO2013134415A1

  公开（公告）日：2013-09-12

  The present invention relates to compounds useful for the treatment or prevention of bacteria infections. These compounds have formula I: The invention also provides pharmaceutically acceptable compositions containing the compounds and methods of using the compositions in the treatment of bacteria infections. Finally, the invention provides processes for making compounds of the invention.

  本发明涉及用于治疗或预防细菌感染的化合物。这些化合物的公式为I：。发明还提供了包含这些化合物的药用可接受组合物，以及使用组合物治疗细菌感染的方法。最后，发明提供了制造本发明化合物的方法。
• HDAC抑制剂及其制备方法和用途
  申请人：成都先导药物开发股份有限公司

  公开号：CN109705071B

  公开（公告）日：2020-11-13

  本发明公开了一种式(I)所示的化合物。本发明还涉及含有式(I)化合物的药物组合物以及该化合物在制备HDAC抑制剂类药物中的用途。本发明的化合物或其药物组合物可以用于治疗细胞增殖疾病、自身免疫疾病、炎症、神经变性疾病或病毒性疾病。
• MANNOSE DERIVATIVES FOR TREATING BACTERIAL INFECTIONS
  申请人：VERTEX PHARMACEUTICALS INCORPORATED

  公开号：US20130261077A1

  公开（公告）日：2013-10-03

  The present invention relates to compounds useful for the treatment or prevention of bacteria infections. These compounds have formula I: The invention also provides pharmaceutically acceptable compositions containing the compounds and methods of using the compositions in the treatment of bacteria infections. Finally, the invention provides processes for making compounds of the invention.

  本发明涉及用于治疗或预防细菌感染的化合物。这些化合物的化学式为I：本发明还提供包含这些化合物的药学上可接受的组合物，并提供使用这些组合物治疗细菌感染的方法。最后，本发明提供了制备本发明化合物的方法。
• BENZIMIDAZOLES AND THEIR USE FOR THE TREATMENT OF DIABETES
  申请人：Birch Alan Martin

  公开号：US20090197926A1

  公开（公告）日：2009-08-06

  Compounds of formula (I), or salts thereof, which inhibit acetyl CoA (acetyl coenzyme A):diacylglycerol acyltransferase (DGAT1) activity are provided, wherein: R 1 is selected from optionally substituted phenyl, cyclopentyl, cyclohexyl and 5- or 6-membered heteroaryl; L 1 is a direct bond or a linker selected from, for example, —O—, —OCH 2 — and —CH 2 O—; R 2 is selected from, for example, (3-6C)cycloalkyl, (5-12C)bicycloalkyl, phenyl and a 4, 5- or 6-membered saturated, partially or fully unsaturated heterocyclyl ring; wherein R 2 is substituted by defined substituents and R 6 is selected from, for example, hydrogen, fluoro and chloro; together with processes for their preparation, pharmaceutical compositions containing them and their use as medicaments.

  提供了式(I)的化合物或其盐，其抑制乙酰辅酶A（乙酰辅酶A）：二酰基甘油酰基转移酶（DGAT1）活性，其中：R1选自可选取代的苯基，环戊基，环己基和5-或6-成员杂环基；L1是直接键或选择的连接基，例如，-O-，-OCH2-和-CH2O-；R2选自例如（3-6C）环烷基，（5-12C）双环烷基，苯基和4,5-或6-成员饱和，部分或完全不饱和的杂环基环；其中R2被定义的取代基取代，R6选自例如氢，氟和氯；以及其制备过程，含有它们的制药组合物以及它们作为药物的用途。
• SAR study of N′-(Salicylidene)heteroarenecarbohydrazides as promising antifungal agents
  作者：Yi Sun、Saerom Kim、SeungYoun Shin、Kathryn Takemura、Gabriel S. Matos、Cristina Lazzarini、Krupanandan Haranahalli、Julia Zambito、Ashna Garg、Maurizio Del Poeta、Iwao Ojima

  DOI：10.1016/j.bmc.2024.117610

  日期：2024.2

  excellent antifungal activities against Cryptococcus neoformans, Candida albicans, Aspergillus fumigatus and several other fungi both in vitro and in vivo. Building upon these highly promising results, 71 novel N′-(salicylidene)heteroarenecarbohydrazides 5 were designed, synthesized and their antifungal activities examined against fungi. Based on the SAR study, four highly promising lead compounds, i.e

  临床上可用的抗真菌药物由于毒性、活性谱窄以及内在或获得性耐药性而具有治疗局限性。因此，迫切需要新型低毒、作用机制新颖的广谱抗真菌药物。在此背景下，我们成功鉴定了几种极具前景的先导化合物，即芳香族N' -(水杨基)碳酰肼，它们在体外和体内对新型隐球菌、白色念珠菌、烟曲霉和其他几种真菌均表现出优异的抗真菌活性。基于这些极具前景的结果，设计、合成了 71 种新型N' -(水杨基)杂芳碳酰肼5 ，并检查了它们对真菌的抗真菌活性。基于SAR研究，鉴定出四种极具前景的先导化合物，即5.6a、5.6b 、 5.7b和5.13a ，它们对新型念珠菌、白色念珠菌和烟曲霉表现出优异的效力，并表现出令人印象深刻的时间-针对新型隐球菌的杀灭特征具有极高的选择性指数 (SI ≥ 500)。这四种先导化合物还显示出与临床抗真菌药物氟康唑、卡泊芬净 (CS) 和两性霉素 B 对抗新型隐球菌的协同作用。 对于SAR研究，我们还利用大量芳香族和杂芳香族N'