2-氨基-苯并噻唑-6-羧酰胺 | 111962-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 2-氨基-苯并噻唑-6-羧酰胺
• 中文别名: 2-氨基苯并噻唑-6-酰胺
• 英文名称: 2-amino-1,3-benzothiazole-6-carboxamide
• 英文别名: 2-amino-benzothiazole-6-carboxylic acid amide；2-Amino-6-carbamoyl-benzthiazol
• CAS: 111962-90-4
• 化学式: C₈H₇N₃OS
• mdl: MFCD01466259
• 分子量: 193.229
• InChiKey: HPRLVAQRFQEQPF-UHFFFAOYSA-N

物化性质

• 沸点：
  503.0±42.0 °C(Predicted)
• 密度：
  1.518±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 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：
  110
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934200090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Aminobenzothiazole-6-carboxamide
Synonyms: 2-Amino-1,3-benzothiazole-6-carboxamide

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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: 2-Aminobenzothiazole-6-carboxamide
CAS number: 111962-90-4

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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.
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: C8H7N3OS
Molecular weight: 193.2

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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, nitrogen oxides, 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：

  2-氨基-苯并噻唑-6-羧酰胺 在 亚硝酸特丁酯 作用下， 以 四氢呋喃 为溶剂， 生成 6-苯并噻唑甲酰胺
  参考文献：
  名称：

  Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as 11C-PET imaging agents for β-amyloid plaques

  摘要：

  The syntheses and SAR of new series of beta-amyloid binding agents are reported. The effort to optimize signal-to-background ratios for these ligands are described. Compounds 8, 21 and 30 displayed desirable lipophilicity and pharmacokinetic properties. Compounds 8 and 21 were evaluated with in vitro autoradiographic studies and in vivo in APP/PS1 transgenic mice. It is shown that it was possible to increase the signal-to-background ratios compared to PIB 1, as demonstrated by compounds 8 and 21. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.105
• 作为产物：
  描述：

  对氨基苯甲酰胺 在 溴 、 溶剂黄146 、 三氟乙酸 、 lithium bromide 作用下， 以 醋酸异丙酯 为溶剂， 反应 16.0h， 生成 2-氨基-苯并噻唑-6-羧酰胺
  参考文献：
  名称：

  用苯并噻唑片段分子探测蛋白激酶DYRK1A的ATP结合口袋

  摘要：

  DYRK1A已成为使用小分子疗法治疗阿尔茨海默氏病的潜在靶标。上的由萤火虫观察选择性抑制DYRK1A的基础d-荧光素，我们已经使用X射线晶体学和NMR技术探索了DYRK1A的苯并噻唑支架片段大小变异体的静态和动态结构特性。这些化合物具有出色的配体效率，并在动态平衡中显示出显着的结合模式多样性。结合的几何形状部分取决于通常被认为是“弱”的相互作用，包括以“ F-CO”，“硫-芳族”和“卤素-芳族”相互作用为代表的“正交多极”类型，以及通过改变氢键而调节的氢键。吸电子基团。这些研究表明，苯并噻唑支架对于治疗性DYRK1A抑制剂的开发具有很高的前景。此外，绑定互动的微妙之处包括动力学，

  DOI：

  10.1021/acs.jmedchem.6b01086

文献信息

• Serine protease inhibitors
  申请人：Lively Elizabeth Sarah

  公开号：US20050267173A1

  公开（公告）日：2005-12-01

  Compounds of formula (I) where R 5 , R 6a , each X, L, Cy and Lp are as defined in the specification, are tryptase inhibitors useful as antiinflammatory agents.

  式(I)的化合物，其中R5，R6a，每个X，L，Cy和Lp的定义如规范所述，是一种抑制组胺酶的试剂，可用作抗炎剂。
• NOVEL JNK INHIBITORS
  申请人：Belanger David B.

  公开号：US20100179141A1

  公开（公告）日：2010-07-15

  Disclosed are compounds of the formula (I) wherein X is N or CH, and Y is N or CR 5 . Also disclosed are methods of treating JNK and ERK mediated diseases using the compounds of formula 1.0.

  本文披露了式(I)化合物，其中X为N或CH，Y为N或CR5。同时，本文还披露了使用式1.0化合物治疗JNK和ERK介导的疾病的方法。
• Quantitative structure-activity relationships of antitumor guanidinothiazolecarboxamides with survival enhancement for therapy in the 3LL Lewis lung carcinoma model
  作者：Rodney C. Schnur、Randall J. Gallaschun、David H. Singleton、Martin Grissom、Donald E. Sloan、Peter Goodwin、Patricia A. McNiff、Anton F. J. Fliri、F. Michael Mangano

  DOI：10.1021/jm00111a009

  日期：1991.7

  Guanidinothiazolecarboxamides (GTCs) are a novel class of antitumor agents found to be systemically active against experimental pulmonary metastases of 3LL Lewis lung carcinoma. A series of substituted benzothiazole GTCs were found to produce enhancement of survival in this model by using 8 days of intraperitoneal dosing initiated 2 days after intravenous tumor challenge. Quantitative structure-activity relationships have been discovered in the GTC series with survival enhancement correlated to substituent parameters. Optimal correlations were found between the probit transform of the drug-induced increased lifespan (ILS) and field and pi parameters. Among the most effective analogues in this series was N-(5-fluorobenzothiazol-2-yl)-2-guanidinothiazole-4-carboxamide (19).
• Identification of unprecedented ATP-competitive choline kinase inhibitors
  作者：Francesca Quartieri、Marcella Nesi、Nilla R. Avanzi、Daniela Borghi、Elena Casale、Emiliana Corti、Ulisse Cucchi、Daniele Donati、Marina Fasolini、Eduard R. Felder、Arturo Galvani、Maria L. Giorgini、Antonio Lomolino、Maria Menichincheri、Christian Orrenius、Claudia Perrera、Stefania Re Depaolini、Federico Riccardi-Sirtori、Enea Salsi、Antonella Isacchi、Paola Gnocchi

  DOI：10.1016/j.bmcl.2021.128310

  日期：2021.11
• Martani,A. et al., Bollettino Chimico Farmaceutico, 1962, vol. 101, p. 829 - 840
  作者：Martani,A. et al.

  DOI：——

  日期：——