5-溴-苯并呋喃-2-甲酰胺 | 35351-21-4

• 物质功能分类: 化学试剂 - 有机试剂 - 酰胺
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 5-溴-苯并呋喃-2-甲酰胺
• 中文别名: 5-溴苯并呋喃-2-甲酰胺；5-溴苯并呋喃-2-羧酰胺
• 英文名称: 5-bromobenzofuran-2-carboxamide
• 英文别名: 5-bromo-1-benzofuran-2-carboxamide
• CAS: 35351-21-4
• 化学式: C₉H₆BrNO₂
• mdl: MFCD06357123
• 分子量: 240.056
• InChiKey: VYOHEOKELADMTR-UHFFFAOYSA-N

物化性质

• 熔点：
  211-213℃
• 沸点：
  416.4±25.0 °C(Predicted)
• 密度：
  1.699
• 溶解度：
  可溶于DMSO（轻微）、甲醇（轻微、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 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：
  56.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-1-benzofuran-2-carboxamide
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: 5-Bromo-1-benzofuran-2-carboxamide
CAS number: 35351-21-4

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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, refrigerated.
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: C9H6BrNO2
Molecular weight: 240.1

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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：

  5-溴-苯并呋喃-2-甲酰胺 在 三氯氧磷 作用下， 以88%的产率得到5-溴苯并呋喃-2-甲腈
  参考文献：
  名称：

  Structure-In Vitro Activity Relationships of Pentamidine Analogues and Dication-Substituted Bis-Benzimidazoles as New Antifungal Agents

  摘要：

  摘要：对于20种戊二胺类似物、7种戊二胺的主要代谢产物以及30种二阳离子取代的双苯并咪唑类化合物进行了筛选，评估它们对念珠菌和隐球菌的抑制和杀真菌活性。大多数化合物的MIC（80%菌株被抑制的最小抑菌浓度）与两性霉素B和氟康唑相当。与氟康唑不同，许多这些化合物表现出强效的杀真菌活性。对于念珠菌而言，最有效的化合物的MIC80为≤0.09μg/ml，对于隐球菌而言，最有效的化合物的MIC80为0.19μg/ml。选择的化合物也对曲霉、索兰镰孢霉、除念珠菌外的其他种类的念珠菌，以及氟康唑耐药菌株的活性。从这里呈现的数据清楚地表明，有必要进行进一步的研究，以确定这些化合物的结构活性关系、作用机制和毒性，以及它们在体内的疗效，以确定它们的临床潜力。

  DOI：

  10.1128/aac.42.10.2495
• 作为产物：
  描述：

  5-溴苯并呋喃-2-羰酰氯 在 ammonium hydroxide 作用下， 以 水 为溶剂， 以1.98 g的产率得到5-溴-苯并呋喃-2-甲酰胺
  参考文献：
  名称：

  Benzofuranyl-2-imidazoles as imidazoline I2 receptor ligands for Alzheimer's disease

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113540
• 作为试剂：
  描述：

  3-(4-piperazinobutyl)-5-cyano-1H-indole 、 5-溴-苯并呋喃-2-甲酰胺 在 5-溴-苯并呋喃-2-甲酰胺 作用下， 生成 盐酸维拉唑酮
  参考文献：
  名称：

  WO2006114202A1

  摘要：

  公开号：

文献信息

• Method for producing 5-(1-piperazinyl) -benzofuran-2-carboxamide by transition metal-catalyzed amination
  申请人：——

  公开号：US20030125558A1

  公开（公告）日：2003-07-03

  1. Process for the preparation of 5-(1-piperazinyl)benzofuran-2-carboxamide in which, as intermediate step, 5-bromosalicylaldehyde or one of its derivatives is reacted in a transition metal-catalysed amination with R 2 -piperazine, in which R 2 is as defined in claim 1.

  制备5-(1-哌嗪基)苯并呋喃-2-甲酰胺的方法，其中，作为中间步骤，5-溴水杨醛或其衍生物之一与R2-哌嗪在过渡金属催化的氨基化反应中反应，其中R2如权利要求1所定义。
• 一种制备维拉唑酮中间体5-哌嗪基-2-酰基取代 苯并呋喃的方法
  申请人：陕西步长高新制药有限公司

  公开号：CN103467422B

  公开（公告）日：2016-02-24

  本发明公开了一种制备维拉唑酮中间体5-哌嗪基-2-酰基取代苯并呋喃的方法。该方法为5-卤素取代-2-酰基取代苯并呋喃在铜基催化剂、合适的溶剂作用下，与哌嗪发生偶联反应得到相应的5-哌嗪基-2-酰基取代苯并呋喃。本发明提供了一种制备维拉唑酮中间体5-哌嗪基-2-酰基取代苯并呋喃的新方法，具有路线短、合成方便、收率高、成本低等优点，适合工业化生产。
• [EN] A PROCESS FOR PREPARATION OF 2-BENZOFURANCARBOXAMIDE, 5-[4-[4-(5CYANO-1H-INDOL-3-YL)BUTYL]-1-PIPERAZINYL] FREE BASE AND ITS HYDROCHLORIDE SALT<br/>[FR] PROCÉDÉ DE PRÉPARATION DE LA BASE LIBRE 2-BENZOFURANCARBOXAMIDE, 5-[4-[4-(5-CYANO-1H-INDOL-3-YL)BUTYL]-1-PIPÉRAZINYLE], ET DE SON SEL CHLORHYDRATE
  申请人：HARMAN FINOCHEM LTD

  公开号：WO2016128987A1

  公开（公告）日：2016-08-18

  The present invention describes an advantageous, economically viable process for preparing 5-[4-[4-(5-Cyanoindole-3-yl)butyl]Piperazine-1-yl]benzofuran-2-carboxamide free base (Formula-I) and its hydrochloride salt. The instant invention also describes process for preparing 2-benzofurancarboxamide, 5-[4-[4-(5cyano-1H-indol-3-yl)butyl]-1- piperazinyl]intermediates.

  本发明描述了一种有利的、经济可行的制备5-[4-[4-(5-氰基吲哚-3-基)丁基]哌嗪-1-基]苯并呋喃-2-羧酰胺自由基（式-I）及其盐酸盐的过程。本发明还描述了制备2-苯并呋喃羧酰胺、5-[4-[4-(5-氰基-1H-吲哚-3-基)丁基]-1-哌嗪基]中间体的过程。
• [EN] CRYSTALLINE FORMS OF VILAZODONE HYDROCHLORIDE AND VILAZODONE FREE BASE<br/>[FR] FORMES CRISTALLINES DU CHLORHYDRATE DE VILAZODONE ET DE LA BASE LIBRE DE LA VILAZODONE
  申请人：REDDYS LAB LTD DR

  公开号：WO2013168126A1

  公开（公告）日：2013-11-14

  Provided are crystalline and amorphous vilazodone hydrochloride. Further provided are amorphous solid dispersions of vilazodone hydrochloride with pharmaceutically acceptable carries. Also provided is a process for the preparation of form I of vilazodone free base.

  提供的是结晶和非晶态的维拉唑酮盐酸盐。此外，还提供了与药用载体的非晶态固体分散体。同时还提供了一种制备维拉唑酮游离基的I型的方法。
• CRYSTALLINE FORMS OF VILAZODONE HYDROCHLORIDE AND VILAZODONE FREE BASE
  申请人：DR. REDDY'S LABORATORIES LIMITED

  公开号：US20150126525A1

  公开（公告）日：2015-05-07

  Provided are crystalline and amorphous vilazodone hydrochloride. Further provided are amorphous solid dispersions of vilazodone hydrochloride with pharmaceutically acceptable carries. Also provided is a process for the preparation of form I of vilazodone free base.

  提供的是晶态和非晶态的vilazodone hydrochloride。进一步提供了vilazodone hydrochloride与医药可接受载体的非晶态固体分散物。还提供了一种制备vilazodone free base的I型的方法。