5-(三氟甲基)苯并[b]噻吩-2-羧酸 | 244126-64-5

• 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: 5-(三氟甲基)苯并[b]噻吩-2-羧酸
• 中文别名: 5-三氟甲基苯并[B]噻吩-2-甲酸
• 英文名称: 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid
• 英文别名: 5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid
• CAS: 244126-64-5
• 化学式: C₁₀H₅F₃O₂S
• mdl: MFCD03012933
• 分子量: 246.21
• InChiKey: ROIKYRUNAMGSHG-UHFFFAOYSA-N

物化性质

• 熔点：
  192-194
• 沸点：
  369.6±37.0 °C(Predicted)
• 密度：
  1.547±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332
• 储存条件：
  储存条件：2-8℃，避光干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid
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-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid
CAS number: 244126-64-5

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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: C10H5F3O2S
Molecular weight: 246.2

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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, hydrogen fluoride, 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：

  5-(三氟甲基)苯并[b]噻吩-2-羧酸 在 溶剂黄146 、 silver carbonate 作用下， 以 二甲基亚砜 为溶剂， 以73 %的产率得到5-三氟甲基苯并[b]噻吩
  参考文献：
  名称：

  苯并[b]噻吩-1,1-二氧化物衍生物作为新型 PHGDH 共价抑制剂的鉴定

  摘要：

  丝氨酸生物合成的增加为肿瘤发生和转移提供了许多优势。磷酸甘油酸脱氢酶 (PHGDH) 是丝氨酸生物发生中的限速酶，在多种肿瘤中表现出高活性，并成为癌症治疗的有希望的靶点。通过筛选我们的内部化合物库，我们确定该化合物是一种有效的 PHGDH 抑制剂 (IC = 1.98 ± 0.66 µM)。随后对结构活性关系的探索发现了能够增强酶抑制活性的化合物 (IC = 0.29 ± 0.02 μM)。此外，对过度表达 PHGDH 的 MDA-MB-468、NCI-H1975、HT1080 和 PC9 细胞的增殖表现出强大的抑制作用。此外，使用[UC]-葡萄糖示踪测定，发现可以减少 MDA-MB-468 细胞中葡萄糖衍生丝氨酸的产生。最后，基于质谱的肽分析、诱变实验和分子对接研究共同表明与PHGDH的Cys421形成共价键。

  DOI：

  10.1016/j.bioorg.2024.107330
• 作为产物：
  描述：

  2-氟-5-(三氟甲基)苯甲醛 在 水 、 potassium carbonate 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 5-(三氟甲基)苯并[b]噻吩-2-羧酸
  参考文献：
  名称：

  具有手性Rh（III）配合物的五元环阻转异构体的对映选择性合成

  摘要：

  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。

  DOI：

  10.1021/acs.orglett.0c03355

文献信息

• TETRAZOLINONE COMPOUND AND USE OF SAME
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20160081339A1

  公开（公告）日：2016-03-24

  A tetrazolinone compound of formula (1): wherein R 1 and R 2 each independently represents a hydrogen atom, etc.; R 3 represents a C1-C6 alkyl group, etc.; R 4 , R 5 , and R 6 each independently represents a hydrogen atom, etc.; A represents a C6-C16 aryl group optionally having one or more atoms or groups selected from Group P, etc.; Q represents the following group Q1, etc.; and X represents an oxygen atom or a sulfur atom, has excellent control activity against pests.

  一种化学式（1）所示的四唑酮化合物： 其中R1和R2分别独立表示氢原子，等等； R3表示C1-C6烷基，等等；R4、R5和R6分别独立表示氢原子，等等；A表示一个C6-C16芳基，可选地具有来自P族等组的一个或多个原子或基团；Q表示以下Q1组等；以及 X表示氧原子或硫原子，对害虫具有出色的控制活性。
• CONDENSED HETEROCYCLIC COMPOUNDS AND PESTICIDES
  申请人：Nissan Chemical Industries, Ltd.

  公开号：US20180022760A1

  公开（公告）日：2018-01-25

  To provide novel pesticides, especially insecticides or acaricides. A condensed heterocyclic compound represented by the formula (1) or its salt or an N-oxide thereof: wherein D substituted with —S(O) n R 1 is a ring represented by any one of D1, D2 and D3, Q is a ring represented by any one of Q1, Q2, Q3 and Q4, R 1 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, (C 1 -C 6 ) alkyl optionally substituted with R 1a , C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkyl (C 1 -C 6 ) alkyl, C 3 -C 6 halocycloalkyl (C 1 -C 6 ) alkyl or hydroxy (C 1 -C 6 ) alkyl, R 1a is C 1 -C 8 alkoxycarbonyl, and n is an integer of 0, 1 or 2.

  提供新型杀虫剂，特别是杀虫剂或杀螨剂。由式（1）表示的缩合杂环化合物或其盐或其N-氧化物： 其中D被—S(O)nR1取代，是由D1、D2和D3中的任何一个表示的环，Q是由Q1、Q2、Q3和Q4中的任何一个表示的环，R1是C1-C6烷基，C1-C6卤代烷基，（C1-C6）烷基，可选地取代R1a，C2-C6烯基，C2-C6卤代烯基，C2-C6炔基，C2-C6卤代炔基，C3-C6环烷基，C3-C6卤代环烷基，C3-C6环烷基（C1-C6）烷基，C3-C6卤代环烷基（C1-C6）烷基或羟基（C1-C6）烷基，R1a是C1-C8烷氧羰基，n是0、1或2的整数。
• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150282482A1

  公开（公告）日：2015-10-08

  The present invention provides a method for promoting plant growth, which comprises treating a plant with a compound represented by the following Formula (1): provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (8) is excluded: (1) Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (2) Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (3) Methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (4) Methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (5) Ethyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (6) Ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, (7) Ethyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, and (8) Ethyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate.

  本发明提供了一种促进植物生长的方法，包括用下式表示的化合物处理植物： 只要排除用与以下任一化合物相对应的化合物处理植物的促进植物生长方法：(1) 甲基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(2) 甲基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(3) 甲基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(4) 甲基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(5) 乙基4-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(6) 乙基5-(三氟甲基)苯并[b]噻吩-2-羧酸酯，(7) 乙基6-(三氟甲基)苯并[b]噻吩-2-羧酸酯，以及(8) 乙基7-(三氟甲基)苯并[b]噻吩-2-羧酸酯。
• 縮合複素環化合物及び有害生物防除剤
  申请人：日産化学株式会社

  公开号：JP2020111539A

  公开（公告）日：2020-07-27

  【課題】縮合複素環化合物及びそれらの塩、並びに該化合物を有効成分として含有することを特徴とする有害生物防除剤の提供。【解決手段】下記一般式（１）の化合物、例えば、２−［３−（エチルスルホニル）−７−（トリフルオロメチル）イミダゾ［１，２−ａ］ピリジン−２−イル］−７−（トリフルオロメチル）イミダゾ［１，２−ｃ］ピリミジン。式（１）中、ＤはＤ１〜Ｄ３の何れか、ＱはＱ１〜Ｑ４の何れかで表される環。【選択図】なし

  提供含有缩合复杂环化合物及其盐的有害生物防治剂，其特征在于包含该化合物作为有效成分。通用式（1）的化合物，例如，2-[3-(乙基磺酰)-7-(三氟甲基)咪唑[1,2-a]吡啶-2-基]-7-(三氟甲基)咪唑[1,2-c]嘧啶。在式（1）中，D代表D1至D3中的任一，Q代表Q1至Q4中的任一所表示的环。【选择图】无
• NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20170215424A1

  公开（公告）日：2017-08-03

  An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

  本发明的一个目的是提供一种具有对有害节肢动物的控制活性的化合物，以及含有式（I）的酰胺化合物的有害节肢动物控制剂： 其中X代表氮原子或CH基团，p代表0或1，A代表四氢呋喃基团或类似物，R1、R2、R3、R4、R5、R6和R7代表氢原子或类似物，n代表1或2， Y代表氧原子或类似物，m代表0到7的任意整数，Q代表C1-8链烃基，可选地具有苯基或类似物，具有优异的有害节肢动物控制效果。