3-氯-苯并[b]噻吩-2-羧酸酰肼 | 62524-21-4

• 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: 3-氯-苯并[b]噻吩-2-羧酸酰肼
• 中文别名: 3-氯苯并噻吩-2-羧酸酰肼；3-氯苯并噻吩-2-甲酰肼
• 英文名称: 3-chlorobenzo[b]thiophene-2-carbohydrazide
• 英文别名: 3-chloro-2-hydrazinocarbonylbenzothiophene；3-Chloro-1-benzothiophene-2-carbohydrazide
• CAS: 62524-21-4
• 化学式: C₉H₇ClN₂OS
• mdl: MFCD00052502
• 分子量: 226.686
• InChiKey: HSEDHPBSCKIDQU-UHFFFAOYSA-N

物化性质

• 熔点：
  181 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 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：
  83.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 安全说明：
  S26,S37/39

SDS

Name:	3-Chlorobenzo[b]thiophene-2-carbohydrazide 97% Material Safety Data Sheet
Synonym:
CAS:	62524-21-4

Section 1 - Chemical Product MSDS Name:3-Chlorobenzo[b]thiophene-2-carbohydrazide 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62524-21-4	3-Chlorobenzo[b]thiophene-2-carbohydra	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Moisture sensitive.Air sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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 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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store under nitrogen.

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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# 62524-21-4: 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: off-white - pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 181 - 183 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: C9H7ClN2OS
Molecular Weight: 227

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, moisture, exposure to air, contact with water.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, acids, acid chlorides.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62524-21-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Chlorobenzo[b]thiophene-2-carbohydrazide - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 62524-21-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62524-21-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62524-21-4 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：

  3-氯-苯并[b]噻吩-2-羧酸酰肼 以 1,4-二氧六环 为溶剂， 生成 3-acetyl-5-(3-chloro-1-benzo[b]thiophen-2-yl)-2-phenyl-2,3-dihydro-1,3,4-oxadiazole
  参考文献：
  名称：

  Rakesh, Chawla; Anshu, Arora; Parameswaran, Manoj Kumar, Acta poloniae pharmaceutica, 2010, vol. 67, # 3, p. 247 - 253

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯苯并ób]噻酚-2-羰酰氯 在 hydrazine hydrate 作用下， 反应 7.0h， 以89%的产率得到3-氯-苯并[b]噻吩-2-羧酸酰肼
  参考文献：
  名称：

  一些新型5-(3-Chloro-1-Benzothiophen-2-YL)-1,3,4-Oxadiazole-2-Thiol及其衍生物的合成及抗菌活性

  摘要：

  摘要 3-Chloro-1-benzothiophene-2-carbonylchloride 1 与水合肼反应，以良好的收率得到3-chloro-1-benothiophene-2-carbohydrazide 2。5-(3-chloro-1-benzothiophen-2-yl)-1,3,4-oxadiazole-2-thiol 4 由 3-chloro-1-benzothiophene-2-carbohydrazide 2 合成。 Mannich 碱、烷基卤、然后制备酰氯衍生物。在NaOH作为碱和乙醇作为溶剂的存在下，化合物4与氯丙酮缩合得到1-{[5-(3-氯-1-苯并[b]噻吩-2-基)-1,3,4-恶二唑- 2-基]硫基}丙-2-on 6。化合物6与各种芳香醛缩合得到一系列查耳酮7a-h。所有合成化合物的结构均通过光谱数据确认，并已筛选出抗菌活性。补充材料可用于本文。转至出版商

  DOI：

  10.1080/10426507.2011.586905

文献信息

• Substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：——

  公开号：US20020128292A1

  公开（公告）日：2002-09-12

  The present invention is directed to substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs thereof, represented by the general Formula I: 1 wherein X, Ar 1 , R 2 -R 6 and R 12 are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. The compounds of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代的吲哚-2-羧酸亚苄基肼及其类似物，其由通式I表示： 1 其中X，Ar 1 ，R 2 -R 6 和R 12 的定义如本文中所述。本发明还涉及发现具有I式的化合物是半胱天冬酶的激活剂和凋亡的诱导剂。本发明的化合物可用于诱导在异常细胞不受控制的生长和扩散发生的多种临床状况中的细胞死亡。
• Hydrazide and alkoxyamide angiogenesis inhibitors
  申请人：——

  公开号：US20020002152A1

  公开（公告）日：2002-01-03

  Compounds having the formula 1 are methionine aminopeptidase type 2 (MetAP2) inhibitors and are useful for inhibiting angiogenesis. Also disclosed are MetAP2-inhibiting compositions and methods of inhibiting angiogenesis in a mammal.

  具有以下化学式的化合物是蛋氨酸氨肽酶2型（MetAP2）抑制剂，对抑制血管生成有用。还公开了抑制MetAP2的组合物和在哺乳动物中抑制血管生成的方法。
• Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives
  作者：Arun M. Isloor、Balakrishna Kalluraya、K. Sridhar Pai

  DOI：10.1016/j.ejmech.2009.11.015

  日期：2010.2

  Benzo[b]thiophene molecules are found to be important tools in synthetic medicinal chemistry. They are of current interest due to their wide spectrum of pharmacological properties. In view of the biological activities of benzo[b]thiophene containing molecules, in this present research work, we propose the synthesis of some new benzo[b]thiophene derivatives such as thiadiazoles, oxadiazoles, pyrazolin

  发现苯并[b]噻吩分子是合成药物化学中的重要工具。由于它们广泛的药理特性，它们是当前关注的。考虑到含苯并[b]噻吩分子的生物活性，在本研究工作中，我们建议从3-氯苯并[[]]开始合成一些新的苯并[b]噻吩衍生物，如噻二唑，恶二唑，吡唑啉和二芳基吡唑。 b]噻吩-2-羧基氯化物。这些新合成的化合物通过元素分析，IR，NMR和质谱研究进行了表征。筛选一些选定的化合物进行抗菌，抗真菌和抗炎研究。发现许多分子是有效的。
• Synthesis of 2-(2,3-dihydro-2-oxo-1,3,4-oxadiazol-5-yl) benzo heterocycles. A novel series of orally active antiallergic agents
  作者：John H. Musser、Richard E. Brown、Bernard Loev、Kevin Bailey、Howard Jones、Robert Kahen、Fuchih Huang、Atul Khandwala、Mitchell Leibowitz

  DOI：10.1021/jm00368a004

  日期：1984.2

  A series of new 2-(2,3-dihydro-2-oxo-1,3,4-oxadiazol-5-yl) benzo heterocycles has been prepared. These compounds were tested as inhibitors of antigen-induced release of histamine (AIR) in vitro from rat peritoneal mast cells (RMC) and as inhibitors of IgE-mediated rat passive cutaneous anaphylaxis in the rat (PCA). Most of this new class of antiallergic agents showed good activity in the RMC assay

  制备了一系列新的2-（2,3-二氢-2-氧代-1,3,4-恶二唑-5-基）苯并杂环。测试了这些化合物作为体外从大鼠腹膜肥大细胞（RMC）中抗原诱导的组胺（AIR）释放的抑制剂，以及作为IgE介导的大鼠大鼠被动皮肤过敏反应（PCA）的抑制剂。大多数这类新的抗过敏剂在RMC分析中显示出良好的活性。最有效的化合物3-氯-2-（2,3-二氢-2-氧代-1,3,4-恶二唑-5-基）苯并[b]噻吩（6t），I50值为0.2在RMC分析中，microM的效能比色甘酸二钠（DSCG）强15倍。在PCA测试中，许多化合物具有口服活性，当以这种方式给予时，这些化合物中的几种显示出比通过腹膜内给予时DSCG所显示的更高的效力。
• Targeting malaria and leishmaniasis: Synthesis and pharmacological evaluation of novel pyrazole-1,3,4-oxadiazole hybrids. Part II
  作者：Garima Verma、Mohemmed Faraz Khan、Lalit Mohan Nainwal、Mohd Ishaq、Mymoona Akhter、Afroz Bakht、Tariq Anwer、Farhat Afrin、Mohammad Islamuddin、Ibraheem Husain、Mohammad Mumtaz Alam、Mohammad Shaquiquzzaman

  DOI：10.1016/j.bioorg.2019.102986

  日期：2019.8

  were subjected to Falcipain-2 inhibitory assay. Results obtained for these particular compounds further strengthened our hypothesis. Here, in this series, compound 5f having unsubstituted acetophenone part and a furan moiety linked to oxadiazole ring emerged as the most potent compound and results were found to be comparable to that of the most potent compound (indole bearing) of previous series. Additionally

  与先前报告的工作相继，同一研究小组进行了扩展。考虑到对现有抗疟药耐药的持续条件，我们已经报道了某些吡唑-1,3,4-恶二唑杂化化合物的合成和抗疟活性。考虑到以前的结果，我们的研究小组打算设计和合成更多具有不同苯乙酮和酰肼取代基的衍生物。此后，合成了衍生物5a-r，并通过schizont成熟抑制试验测试了抗疟药的功效。此外，根据文献的支持和我们先前系列的结果，对某些有效的化合物（5f，5n和5r）进行了Falcipain-2抑制测定。这些特殊化合物获得的结果进一步加强了我们的假设。这里，在该系列中，具有未取代的苯乙酮部分和与恶二唑环连接的呋喃部分的化合物5f作为最有效的化合物出现，并且发现结果与先前系列中最有效的化合物（带有吲哚的化合物）相当。另外，根据可获得的文献，对化合物（5a-r）的抗畜禽粪便潜力进行了测试。化合物5a，5c和5r表现出对前鞭毛体的剂量依赖性杀灭。他们的IC50值分别为33