1-苯并噻吩-3-羰酰氯 | 39827-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 1-苯并噻吩-3-羰酰氯
• 中文别名: 苯并噻吩-3-碳酰氯；1-苯并噻吩-3-甲酰氯
• 英文名称: benzothiophene-3-carbonyl chloride
• 英文别名: 1-benzothiophene-3-carbonyl chloride；benzo[b]thiophene-3-carbonyl chloride
• CAS: 39827-12-8
• 化学式: C₉H₅ClOS
• mdl: MFCD02682005
• 分子量: 196.657
• InChiKey: GSMXWLPUJAYDHX-UHFFFAOYSA-N

物化性质

• 沸点：
  122 °C
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 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：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 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：
  2934999090
• 危险品运输编号：
  UN 3261
• 储存条件：
  室温

SDS

Name:	1-Benzothiophene-3-carbonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	39827-12-8

Section 1 - Chemical Product MSDS Name:1-Benzothiophene-3-carbonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
39827-12-8	1-Benzothiophene-3-carbonyl chloride	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 water spray, dry chemical, carbon dioxide, or chemical foam.

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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# 39827-12-8: 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: pale yellow
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 122 - 124 deg C @1mmHg
Freezing/Melting Point: Not available.
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: C9H5ClOS
Molecular Weight: 197

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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, amines, water and mixtures containing water (e.g. aqueous solutions, water), alcohols.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 39827-12-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Benzothiophene-3-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# 39827-12-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 39827-12-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 39827-12-8 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-苯并噻吩-3-羰酰氯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以77%的产率得到3-碘苯并[b]噻吩
  参考文献：
  名称：

  具有复分解活性的配体可实现芳酰氯和芳基碘化物之间的催化官能团复分解

  摘要：

  当前用于官能团互变的方法大部分依赖于相对强的驱动力，该驱动力通常需要高反应性的试剂以高收率和选择性不可逆地产生所需产物。这些方法通常阻止使用相同的催化策略进行逆反应。在这里，我们描述了一种催化官能团复分解方法，可在无CO条件下相互转化两类重要的亲电试剂，通常用于制备药物和农用化学品：芳酰氯（ArCOCl）和芳基碘化物（ArI）。我们的反应设计依赖于关键的可逆配体C–P键裂解事件的实施，这可以实现非清白的，复分解活性膦配体介导两个不同亲电试剂之间快速的芳基转移。除了为ArCOCl和ArI的相互转化提供一种实用且更安全的方法外，这种类型的配体非无毒性为开发使用合成相关的芳基亲电试剂的各种官能团复分解反应提供了一个蓝图。

  DOI：

  10.1038/s41557-018-0078-8
• 作为产物：
  描述：

  1-苯并噻吩-3-羧酸 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 1-苯并噻吩-3-羰酰氯
  参考文献：
  名称：

  用H2O2和P2O5水溶液将贫电子的苯并[b]噻吩轻松氧化为相应的砜。

  摘要：

  描述了一种使用H（2）O（2）和P（2）O（5）的水溶液轻松氧化苯并[b]噻吩向其相应的砜的清晰转化的方法。该溶液可以制备并以多克的规模存储，保质期可达两周。

  DOI：

  10.1039/b924333j
• 作为试剂：
  描述：

  1-苯并噻吩-3-羰酰氯 、 4-[(2R)-2-(氯甲基)-3-甲基丁基]-1-甲氧基-2-(3-甲氧基丙氧基)苯 在 1-苯并噻吩-3-羰酰氯 作用下， 生成 methyl (2R)-1-(1-benzothiophene-3-carbonyl)-2-methylazetidine-2-carboxylate
  参考文献：
  名称：

  Compounds useful for the treatment of metabolic and inflammatory diseases

  摘要：

  本文披露了一些化合物，其分子式如下：这些化合物可以制备为药物组成物，并可用于哺乳动物，包括人类的预防和治疗多种疾病，例如炎症性疾病、传染性疾病、自身免疫性疾病、涉及免疫细胞功能受损的疾病、心血管代谢性疾病和/或增殖性疾病，举例而言。

  公开号：

  US08759334B2

文献信息

• [EN] SUBSTITUTED PHENOXYPROPYLCYCLOAMINE DERIVATIVES AS HISTAMINE-3 (H3) RECEPTOR LIGANDS<br/>[FR] DÉRIVÉS DE PHÉNOXYPROPYLCYCLOAMINE SUBSTITUÉS EN TANT QUE LIGANDS DE RÉCEPTEUR D'HISTAMINE-3 (H3)
  申请人：CEPHALON INC

  公开号：WO2011002984A1

  公开（公告）日：2011-01-06

  The present invention provides compounds of formula I: their use as H3 antagonists/inverse agonists, processes for their preparation, and pharmaceutical compositions thereof.

  本发明提供了式I的化合物：它们作为H3受体拮抗剂/逆向激动剂的用途，它们的制备方法以及药物组合物。
• PDE4B inhibitors
  申请人：Ibrahim N. Prabha

  公开号：US20060100218A1

  公开（公告）日：2006-05-11

  Compounds are described that are active on PDE4. Also described are crystal structures of PDE4B determined using X-ray crystallography, the use of PDE4B crystals and strucural information for identifying molecular scaffolds, for developing ligands that bind to and modulate PDE4B, and for identifying improved ligands based on known ligands.

  描述了对PDE4活性的化合物。还描述了使用X射线晶体学确定的PDE4B的晶体结构，利用PDE4B晶体和结构信息来识别分子支架，开发结合和调节PDE4B的配体，并根据已知配体来识别改进的配体。
• Protease inhibitors
  申请人：SmithKline Beecham Corporation

  公开号：US20030144175A1

  公开（公告）日：2003-07-31

  The present invention provides 4-amino-azepan-3-one protease inhibitors and pharmaceutically acceptable salts, hydrates and solvates thereof which inhibit proteases, including cathepsin K, pharmaceutical compositions of such compounds, novel intermediates of such compounds, and methods for treating diseases of excessive bone loss or cartilage or matrix degradation, including osteoporosis; gingival disease including gingivitis and periodontitis; arthritis, more specifically, osteoarthritis and rheumatoid arthritis; Paget's disease; hypercalcemia of malignancy; and metabolic bone disease, comprising inhibiting said bone loss or excessive cartilage or matrix degradation by administering to a patient in need thereof a compound of the present invention.

  本发明提供了4-氨基-氮杂七环-3-酮蛋白酶抑制剂及其药用可接受的盐、水合物和溶剂化物，其抑制蛋白酶，包括卡特普辛K，这些化合物的药物组合物，这些化合物的新中间体，以及治疗骨骼过度流失或软骨或基质降解疾病的方法，包括骨质疏松症；牙龈疾病，包括牙龈炎和牙周炎；关节炎，更具体地说，是骨关节炎和类风湿关节炎；帕吉特病；恶性高钙血症；和代谢性骨病，包括通过向需要的患者施用本发明化合物来抑制骨质流失或过度软骨或基质降解。
• [EN] PGD2 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] ANTAGONISTES DE RECEPTEUR DE LA PROSTAGLANDINE D2 POUR LE TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：MILLENNIUM PHARM INC

  公开号：WO2005100321A1

  公开（公告）日：2005-10-27

  Disclosed herein are compounds represented by Structural Formula: (I) and (I-A). Also disclosed is the use of such compounds for inhibiting the G-protein coupled receptor referred to as chemoattractant receptor-homologous molecule expressed on Th2, or simply 'CRTH2' for the treatment of inflammatory disorders. The variables in Structural Formula (I) and (I-A) are defined herein.

  本文披露了由结构式(I)和(I-A)表示的化合物。还披露了利用这些化合物抑制称为趋化剂受体同源分子表达在Th2上的G蛋白偶联受体，简称为'CRTH2'，用于治疗炎症性疾病。结构式(I)和(I-A)中的变量在此处被定义。
• Dual Role of Rh(III) Catalyst Enables Regioselective Halogenation of (Electron-Rich) Heterocycles
  作者：Nils Schröder、Fabian Lied、Frank Glorius

  DOI：10.1021/jacs.5b00283

  日期：2015.2.4

  The Rh(III)-catalyzed selective bromination and iodination of electron-rich heterocycles is reported. Kinetic investigations show that Rh plays a dual role in the bromination, catalyzing the directed halogenation and preventing the inherent halogenation of these substrates. As a result, this method gives highly selective access to valuable halogenated heterocycles with regiochemistry complementary

  报道了 Rh(III) 催化的富电子杂环的选择性溴化和碘化。动力学研究表明，Rh 在溴化中起着双重作用，催化定向卤化并防止这些底物的固有卤化。因此，该方法可以高度选择性地获取有价值的卤化杂环，其区域化学与使用未催化方法获得的那些互补，后者依赖于这些类别底物的固有反应性。可以应用呋喃、噻吩、苯并噻吩、吡唑、喹诺酮和色酮。