5-溴苯并呋喃-2-羰酰氯 | 62878-96-0

• 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-羰酰氯
• 中文别名: 5-溴苯并[b]呋喃-2-羰酰氯
• 英文名称: 5-bromobenzofuran-2-carbonyl chloride
• 英文别名: 5-Bromobenzo[b]furan-2-carbonyl chloride；5-bromo-1-benzofuran-2-carbonyl chloride
• CAS: 62878-96-0
• 化学式: C₉H₄BrClO₂
• 分子量: 259.487
• InChiKey: FGPAEHRRVKLUHA-UHFFFAOYSA-N

物化性质

• 熔点：
  106 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 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：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

SDS

Name:	5-Bromobenzo[b]furan-2-carbonyl chloride Material Safety Data Sheet
Synonym:
CAS:	62878-96-0

Section 1 - Chemical Product MSDS Name:5-Bromobenzo[b]furan-2-carbonyl chloride Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62878-96-0	5-Bromobenzo[b]furan-2-carbonyl chlori	97+%	unlisted

Hazard Symbols: C
Risk Phrases: 14 22 29 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Reacts violently with water. Harmful if swallowed. Contact with water liberates toxic gas. Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Harmful if swallowed. 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. Water Reactive. Material will react with water and may release a flammable and/or toxic gas.
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. Do not expose spill to water.

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Section 7 - HANDLING and STORAGE
Handling:
Do not allow water to get into the container because of violent reaction. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use and store under nitrogen. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Water free area. Store protected from moisture.

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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# 62878-96-0: 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: White
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 106.3 - 107.2 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: C9H4BrClO2
Molecular Weight: 259.49

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Moisture sensitive.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Water, strong oxidizing agents, strong bases, alcohols, amines.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62878-96-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Bromobenzo[b]furan-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, WATER REACTIVE, N.O.S.*
Hazard Class: 8
UN Number: 3096
Packing Group: II
IMO
Shipping Name: CORROSIVE SOLID, WATER REACTIVE, N.O.S.
Hazard Class: 8
UN Number: 3096
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, WATER REACTIVE, N.O.S.
Hazard Class: 8
UN Number: 3096
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 14 Reacts violently with water.
R 22 Harmful if swallowed.
R 29 Contact with water liberates toxic gas.
R 34 Causes burns.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 30 Never add water to this product.
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# 62878-96-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62878-96-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62878-96-0 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：

  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
• 作为产物：
  描述：

  (5-溴苯并呋喃)-2-羧酸乙酯 在 盐酸 、 光气 作用下， 以 甲苯 为溶剂， 反应 11.0h， 生成 5-溴苯并呋喃-2-羰酰氯
  参考文献：
  名称：

  新型羟吲哚/苯并呋喃杂化物作为潜在的针对乳腺癌的双重 CDK2/GSK-3β 抑制剂：设计、合成、生物学评估和计算机研究

  摘要：

   抽象的 丝氨酸/苏氨酸蛋白激酶 CDK2 和 GSK-3β 是乳腺癌细胞系中的关键肿瘤靶标，因此，在本研究中，设计并合成了三个系列的羟吲哚-苯并呋喃杂合体，作为针对乳腺癌的双 CDK2/GSK-3β 抑制剂（ 5a –g 、 7a–h和13a–b )。 N 1 -未取代的羟吲哚衍生物，系列5 ，对MCF-7和T-47D乳腺癌细胞系均显示出中等至有效的活性。与所用化合物相比，化合物5d-f显示出最有效的细胞毒活性，对 MCF-7 的 IC 50分别为 3.41、3.45 和 2.27 μM，对 T-47D 细胞系的 IC 50 分别为 3.82、4.53 和 7.80 μM。参考标准品（十字孢菌素）IC 50分别为 4.81 和 4.34 μM。另一方面， N 1 -取代的羟吲哚衍生物，系列7和13 ，对两种乳腺癌细胞系显示出中度至弱的细胞毒活性。系列 5的 CDK2 和 GSK-3β 酶

  DOI：

  10.1080/14756366.2020.1862101

文献信息

• Biaryl sulfonamides and methods for using same
  申请人：Levin Ian Jeremy

  公开号：US20050143422A1

  公开（公告）日：2005-06-30

  The present invention relates to biaryl sulfonamides and their use as, for example, metalloproteinase inhibitors.

  本发明涉及联苯磺酰胺及其用途，例如作为金属蛋白酶抑制剂。
• [EN] SMALL MOLECULE DEGRADERS OF STAT3<br/>[FR] AGENTS DE DÉGRADATION, À PETITES MOLÉCULES, DE STAT3
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2020198435A1

  公开（公告）日：2020-10-01

  The present disclosure provides compounds represented by Formula I or Formula VIII: wherein R1a, R1b, M, A, E, QA, and QB are as defined in the specification, and the salts and solvates thereof. Compounds of Formula I are degraders of STAT3 or dedraders of STAT3 and STAT1. Compounds of Formula VIII are inhibitors of STAT3. STAT3 degraders and inhibitors are useful for the treatment of cancer and other diseases.

  本公开提供由公式I或公式VIII表示的化合物：其中R1a、R1b、M、A、E、QA和QB如规范中定义，并其盐和溶剂合物。公式I的化合物是STAT3的降解物或STAT3和STAT1的去除物。公式VIII的化合物是STAT3的抑制剂。STAT3的降解物和抑制剂对于癌症和其他疾病的治疗是有用的。
• Vinylogous Elimination/C–H Functionalization/Allylation Cascade Reaction of Allenoate Adducts: Synthesis of Ring-Fused Dihydropyridinones
  作者：Manman Sun、Weida Chen、Haijian Wu、Xiangyu Xia、Jianguo Yang、Lei Wang、Guodong Shen、Zhiming Wang

  DOI：10.1021/acs.orglett.0c02956

  日期：2020.11.6

  A palladium-catalyzed cascade reaction of β′-allenoate adducts with aryl/heteroaryl carboxamides through a vinylogous elimination/C–H functionalization/intramolecular allylation reaction sequence has been developed with high Z stereoselectivity. Various ring-fused dihydropyridinones bearing an α,β-unsaturated ester substituent are obtained. It is the first example of application of the allenoate adducts

  通过乙烯基消除/ CH功能化/分子内烯丙基化反应序列开发了钯催化的β'-烯丙酸酯加合物与芳基/杂芳基羧酰胺的级联反应，具有很高的Z立体选择性。得到了各种带有α，β-不饱和酯取代基的稠环二氢吡啶并酮。这是将脲基酸酯加合物作为难于获得的功能化电子缺陷型1,3,3-丁二烯的实际前体，应用于C–H功能化环空的第一个例子。使用空气作为终端氧化剂在环保方面也显示出巨大的优势。
• [EN] STAT3 PROTEIN DEGRADERS<br/>[FR] AGENTS DE DÉGRADATION DE PROTÉINES STAT3
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2020205467A1

  公开（公告）日：2020-10-08

  The present disclosure provides compounds represented by Formulae I and IV: wherein R1a, R1b, R2a, R2b, A, E, QD, and QE are as defined in the specification, and the salts and solvates thereof. Compounds of Formula I are degraders of STAT3. Compounds of Formula IV are inhibitors of STAT3. STAT3 degraders and inhibitors are useful for the treatment of cancer and other diseases.

  本公开提供由式I和式IV表示的化合物：其中R1a、R1b、R2a、R2b、A、E、QD和QE如规范中定义，并其盐和溶剂合物。式I的化合物是STAT3的降解剂。式IV的化合物是STAT3的抑制剂。STAT3的降解剂和抑制剂对于癌症和其他疾病的治疗是有用的。
• Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
  作者：Saad Shaaban、Houhua Li、Felix Otte、Carsten Strohmann、Andrey P. Antonchick、Herbert Waldmann

  DOI：10.1021/acs.orglett.0c03355

  日期：2020.12.4

  chemistry, and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asymmetric synthesis. We report here an enantioselective C–H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that

  轴向手性阻转异构化合物广泛用于不对称催化和药物化学中，对合成的有效方法有很高的要求。这尤其适用于衍生自五元芳族环的阻转异构体，因为它们在联芳基轴之间旋转的较低阻挡层限制了它们的不对称合成。我们在这里报告了一种手性Rh Jas Cp络合物的对映选择性CH功能化方法，用于合成可从三个不同的五元环杂环中获得的联芳基阻转异构体类型。