4,5-二氢环戊并[b]噻吩-6-酮 | 5650-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,5-二氢环戊并[b]噻吩-6-酮
• 中文别名: 4,5-二氢环戊烯[B]噻吩-6-酮；4,5-二氢环戊烯[b]噻吩-6-酮
• 英文名称: 4,5-dihydro-6H-cyclopenta[b]thiophen-6-one
• 英文别名: 4H-cyclopenta[b]thiophen-6(5H)-one；4,5-dihydrocyclopenta[b]thiophen-6-one
• CAS: 5650-52-2
• 化学式: C₇H₆OS
• mdl: MFCD03426936
• 分子量: 138.19
• InChiKey: QHZITEHQKWPDJE-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  239.6±9.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4H-Cyclopenta[b]thiophen-6(5H)-one
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: 4H-Cyclopenta[b]thiophen-6(5H)-one
CAS number: 5650-52-2

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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, 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: C7H6OS
Molecular weight: 138.2

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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, sulfur oxides.

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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：

  4,5-二氢环戊并[b]噻吩-6-酮 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四(三苯基膦)钯 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 吡啶 、 氢氧化钾 、 乙醇 、 盐酸羟胺 、 水 、 溴 、 sodium acetate 、 sodium carbonate 、 caesium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲醇 、 乙二醇二甲醚 、 水 为溶剂， 反应 27.0h， 生成 trifluoromethanesulfonic acid 2-methoxy-4-[2-(4-methoxy-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-phenyl ester
  参考文献：
  名称：

  WO2007/146758

  摘要：

  公开号：
• 作为产物：
  描述：

  3-甲基噻吩 在 盐酸 、 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 氯化亚砜 、 溴 、 sodium hydride 、 溶剂黄146 、 锌 作用下， 以 四氯化碳 、 氯仿 为溶剂， 生成 4,5-二氢环戊并[b]噻吩-6-酮
  参考文献：
  名称：

  Garreau, R.; Roncali, J.; Garnier, F., Journal de Chimie Physique et de Physico-Chimie Biologique, 1989, vol. 86, # 1, p. 93 - 98

  摘要：

  DOI：
• 作为试剂：
  描述：

  thienyl vinyl ketone 、 硫酸 、 在 ice 、 二氯甲烷 、 碳酸氢钠 、 silica gel 、 ligroin ethyl acetate 、 乙酸乙酯 、 4,5-二氢环戊并[b]噻吩-6-酮 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.25h， 以are isolated (yellow solid; yield 28%)的产率得到4,5-二氢环戊并[b]噻吩-6-酮
  参考文献：
  名称：

  Pharmaceutical compounds

  摘要：

  化合物的化学式（I）： 其中： A，R，T，Q，L，Z，G，X和A′的定义如描述中所定义。 B和D相等或不同，选自杂环芳香族和芳香族。其中，至少有一个来自所述杂环芳香族和芳香族的氢原子被取代为SO3−，SO3H，COO−，COOH中的一种基团，所述杂环芳香族和芳香族的一个或多个其他氢原子可以选择地被取代，如描述中所述。

  公开号：

  US09181196B2

文献信息

• MST1 KINASE INHIBITORS AND METHODS OF THEIR USE
  申请人：Augeri David John

  公开号：US20120225857A1

  公开（公告）日：2012-09-06

  Compounds for the inhibition of mammalian Ste20-like kinase 1 (MST1) are disclosed, along with compositions comprising them and methods of their use in the treatment, management or prevention of an inflammatory or autoimmune diseases or disorders.

  揭示了用于抑制哺乳动物Ste20样激酶1（MST1）的化合物，以及包含它们的组合物和在治疗、管理或预防炎症性或自身免疫疾病或紊乱中使用它们的方法。
• [EN] SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE<br/>[FR] INHIBITEURS DE HAT SPIROCYCLIQUES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ABBVIE INC

  公开号：WO2016044770A1

  公开（公告）日：2016-03-24

  Compounds having a structure of Formula (IX) or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein R1, R2a, R2b, R3a, R3b, R4a, R4b, Q1----Q2, R6, R7, A, B, W, x, and y are as defined herein and are provided. Pharmaceutical compositions comprising such compounds and methods for treating various HAT-related conditions or diseases, including cancer, by administration of such compounds are also provided.

  具有式（IX）的结构或其立体异构体、互变异构体或药学上可接受的盐的化合物，其中R1、R2a、R2b、R3a、R3b、R4a、R4b、Q1----Q2、R6、R7、A、B、W、x和y如本文所定义，并提供。还提供了包括这些化合物的药物组合物和通过给予这些化合物治疗各种HAT相关疾病或疾病，包括癌症的方法。
• Intramolecular Friedel–Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol
  作者：Hashim F. Motiwala、Rakesh H. Vekariya、Jeffrey Aubé

  DOI：10.1021/acs.orglett.5b02851

  日期：2015.11.6

  Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel–Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential

  芳基烷基酰氯在1,1,1,3,3,3-六氟-2-丙醇中的简单溶解可促进分子内Friedel-Crafts酰化反应，而无需其他催化剂或试剂。该反应在操作和产物分离上都操作上很简单（只需要浓缩后再纯化），并适用于各种各样的底物。据报道涉及潜在反应机理的初步研究。
• Nucleophilic and Radical Heptafluoroisopropoxylation with Redox‐Active Reagents
  作者：Chao‐Lai Tong、Xiu‐Hua Xu、Feng‐Ling Qing

  DOI：10.1002/anie.202109572

  日期：2021.10.11

  heptafluoroisopropoxylation reactions through the invention of a series of redox-active N-OCF(CF3)2 reagents. These reagents were readily prepared from the oxidative heptafluoroisopropylation of hydroxylamines with AgCF(CF3)2. The substitutions on the nitrogen atom significantly affected the properties and reactivities of N-OCF(CF3)2 reagents. Accordingly, two types of N-OCF(CF3)2 reagents including N-OCF(CF3)2

  七氟异丙基 (CF(CF 3 ) 2 ) 在药物和农用化学品中很普遍。然而，七氟异丙氧基化(OCF(CF 3 ) 2 ) 化合物在很大程度上仍未得到充分探索，这可能是由于缺乏对这些化合物的有效获取。在此，我们通过一系列具有氧化还原活性的N -OCF(CF 3 ) 2试剂的发明，公开了实用且高效的七氟异丙氧基化反应。这些试剂很容易通过羟胺与 AgCF(CF 3 ) 2的氧化七氟异丙基化反应制备. 氮原子上的取代显着影响了N -OCF(CF 3 ) 2试剂的性质和反应性。因此，两种类型的N -OCF(CF 3 ) 2试剂包括N -OCF(CF 3 ) 2邻苯二甲酰亚胺A和N -OCF(CF 3 ) 2苯并三唑鎓盐O'用作OCF(CF 3 ) 2分别为阴离子和自由基前体。该协议能够对一系列底物进行直接七氟异丙氧基化，以中等至优异的产量提供相应的产品。
• [EN] FUSED THIOPHENE AND THIAZOLE DERIVATIVES AS ROR GAMMA MODULATORS<br/>[FR] DÉRIVÉS DE THIOPHÈNE ET DE THIAZOLE FUSIONNÉS UTILISÉS EN TANT QUE MODULATEURS GAMMA ROR
  申请人：AURIGENE DISCOVERY TECH LTD

  公开号：WO2015101928A1

  公开（公告）日：2015-07-09

  The present invention provides fused thiophene and thiazole derivatives of formula (I), which may be therapeutically useful, more particularly as RORγ modulators; in which R1, R2, R3, R4, R5, R6, R7, X1, X2, L, m, n and ring A have the meanings given in the specification, and pharmaceutically acceptable salts thereof that are useful in the treatment and prevention of diseases or disorders, in particular their use in disease(s) or disorder(s) where there is an advantage in modulating RORγ receptor. The present invention also provides preparation of the compounds and pharmaceutical formulations comprising at least one of the fused thiophene and thiazole derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent or excipient therefor.

  本发明提供了公式（I）的融合噻吩和噻唑衍生物，可能在治疗上有用，更具体地作为RORγ调节剂；其中R1、R2、R3、R4、R5、R6、R7、X1、X2、L、m、n和环A的含义如规范中所述，并且其药学上可接受的盐在治疗和预防疾病或疾病中有用，特别是在调节RORγ受体方面具有优势的疾病或紊乱的使用。本发明还提供了化合物的制备以及包含至少一种公式（I）的融合噻吩和噻唑衍生物的药物配方，以及药学上可接受的载体、稀释剂或赋形剂。