6-甲氧基-2(3H)-苯并噻唑酮 | 40925-65-3

• 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: 6-甲氧基-2(3H)-苯并噻唑酮
• 中文别名: 6-甲氧基-2(3H)-苯并噻唑；2(3H)-6-甲氧基苯骈噻唑酮
• 英文名称: 6-methoxybenzo[d]thiazol-2(3H)-one
• 英文别名: 6-methoxybenzothiazol-2(3H)-one；6-methoxybenzothiazol-2-one；6-methoxy-3H-1,3-benzothiazol-2-one
• CAS: 40925-65-3
• 化学式: C₈H₇NO₂S
• mdl: MFCD09743851
• 分子量: 181.215
• InChiKey: NMPYQLRSABFZAG-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934200090
• 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、密封保存，并保持干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-Methoxy-2(3h)-benzothiazolone
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: 6-Methoxy-2(3h)-benzothiazolone
CAS number: 40925-65-3

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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: C8H7NO2S
Molecular weight: 181.2

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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：

  6-甲氧基-2(3H)-苯并噻唑酮 在 氢氧化钾 、 氢溴酸 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 Butanoic acid, 4-[(2,3-dihydro-2-oxo-6-benzothiazolyl)oxy]-
  参考文献：
  名称：

  Inhibitors of cyclic AMP phosphodiesterase. 1. Analogs of cilostamide and anagrelide

  摘要：

  Evaluation of a series of lactam heterocyclic analogues of cilostamide (2) as inhibitors of cyclic AMP phosphodiesterase derived from both human platelets and rat heart in comparison with their corresponding methoxy-substituted heterocycles has revealed that the N-cyclohexyl-N-methyl-4-oxybutyramide side chain of 2 is an important lipophilic and/or steric pharmacophore. Attachment of this side chain to the parent heterocycle of the potent cyclic AMP phosphodiesterase inhibitor anagrelide (3) afforded the hybrid structure RS-82856 (1), shown to be more potent than either of its progenitors as an inhibitor of cyclic AMP phosphodiesterase or of ADP-induced platelet aggregation. The available in vitro data suggest that 1 possesses potentially useful antithrombotic and cardiotonic properties.

  DOI：

  10.1021/jm00385a011
• 作为产物：
  描述：

  2-氨基-6-甲氧基苯并噻唑 在 盐酸 、 甲醇 、 calcium chloride 作用下， 以 水 为溶剂， 反应 5.5h， 生成 6-甲氧基-2(3H)-苯并噻唑酮
  参考文献：
  名称：

  3,6-二取代苯并噻唑类化合物及其合成与应用

  摘要：

  本发明属于农药技术领域，具体涉及一种3,6‑二取代苯并噻唑类化合物、制备方法、组合物及其作为除草剂的用途。本发明提供了式(Ⅰ)所示的3,6‑二取代苯并噻唑类化合物，该类化合物的合成方法，以及合成方法中重要中间体的合成与结构鉴定。所述3,6‑二取代苯并噻唑类化合物用于防除田间作物生长场所、非耕作作物场所的杂草，具有作用速度快、除草活性高的特点，并可用于防治对现有除草剂产生抗性的杂草，将其作为组合物使用，同样表现出较好的防除效果。#imgabs0#

  公开号：

  CN117820253A

文献信息

• Efficient Synthesis of Benzothiazolone Derivatives by a Domino Reaction of Disulfide and COS under Mild Conditions
  作者：Bohao Zhou、Hailong Hong、Hongcai Wang、Tianmiao Zhang、Limin Han、Ning Zhu

  DOI：10.1002/ejoc.201801393

  日期：2018.12.31

  efficient method for preparing benzothiazolone derivatives was developed by a domino coupling reaction between the disulfide and COS in the present of NaOH. Notably, the C=O of COS was converted into benzothiazolone by carbonylation reaction and the sulfur of COS was transformed into sulfur and sulfide after cleaving the S–S bond under mild conditions. This efficient synthetic methodology could provide

  通过在NaOH存在下二硫键与COS之间的多米诺骨牌反应，开发了一种制备苯并噻唑酮衍生物的有效方法。值得注意的是，通过羰基化反应，COS的C = O转化为苯并噻唑酮，在温和条件下裂解S-S键后，COS的硫转化为硫和硫化物。这种有效的合成方法可以为利用COS提供有希望的过程。
• 一种以羰基硫与二硫化物为原料合成苯并噻唑-2-酮类衍生物的方法
  申请人：内蒙古工业大学

  公开号：CN108101863B

  公开（公告）日：2022-01-25

  本发明公开了一种以羰基硫与二硫化物为原料合成苯并噻唑‑2‑酮类衍生物的方法。该方法包括将二硫化物、无机硫化物与有机溶剂混合，通入足量的COS进行反应，将反应液浓缩提纯后得到所述苯并噻唑‑2‑酮类衍生物。本发明涉及的活化催化剂为无机硫化物，价格低廉易得；催化体系相对简单，除反应物和无机硫化物外不加入其它任何助催化剂；反应过程中直接脱水，不需要加入其它脱水剂，提高了原子经济性；催化体系适应性广，适合多种高附加值精细化学品的合成，且对每一种高附加值精细化学品均具有很强的底物适用性；反应为常温、常压或者低压，降低危险系数；反应时间短，提高效率。
• Suppressing pain with benzothiazol-2(3H)-ones
  申请人：Boehringer Ingelheim GmbH

  公开号：US04328235A1

  公开（公告）日：1982-05-04

  There are described pharmaceutical compositions containing as active substances benzothiazol-2(3H)-ones of the general formula ##STR1## wherein R represents a hydrogen atom or a methyl, methoxy, or ethoxy group. The pharmaceutical compositions serve as analgesics and antipyretics and possess little or no methemoglobin-forming activity.

  描述了含有苯并噻唑-2(3H)-酮类活性物质的药物组合物，其一般化学式为##STR1## 其中R代表氢原子或甲基、甲氧基或乙氧基基团。这些药物组合物作为镇痛剂和退热剂，并且具有很少或没有产生高铁血红蛋白活性。
• Transition-metal-free synthesis of thiazolidin-2-ones and 1,3-thiazinan-2-ones from arylamines, elemental sulfur and CO₂
  作者：Chuan-Kun Ran、Lei Song、Ya-Nan Niu、Ming-Kai Wei、Zhen Zhang、Xiao-Yu Zhou、Da-Gang Yu

  DOI：10.1039/d0gc03723k

  日期：——

  feedstocks in one reaction. Herein, we report the first utilization of both elemental sulfur and CO2 in a multi-component reaction to generate valuable thiazolidin-2-ones and 1,3-thiazinan-2-ones. Under transition-metal-free reaction conditions, a variety of easily available arylamines react with elemental sulfur and CO2 (1 atm) to give functional thiazolidin-2-ones and 1,3-thiazinan-2-ones in moderate to good

  在绿色化学中，将废物转化为珍宝非常重要。但是，由于反应性低，特别是在一个反应​​中同时利用两种非反应性原料，因此难以有效地实现。在此，我们报告了在多组分反应中首次利用元素硫和CO 2生成有价值的噻唑烷二-2-酮和1,3-噻嗪南-2-酮。下过渡金属无反应条件，多种容易获得的芳基胺的与元素硫和CO反应2（1大气压）至以良好的产率得到官能噻唑烷-2-酮和1,3-噻嗪烷-2-酮在中度经由C–H键功能化。该策略的突出特点是高步经济性，可在一个反应​​中生成三个键并具有良好的官能团耐受性。
• Synthesis of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone derivatives as potential beta-3-adrenergic receptor ligands (part 2)
  作者：J. F. Delhomel、S. Yous、P. Depreux、D. Lesieur

  DOI：10.1002/jhet.5570380314

  日期：2001.5

  Adrenoceptors beta-3-subtype mediate lipolysis and in the search for potential beta-3-adrenergic receptors agonists for the treatment of obesity, we designed new arylethanolamines (structures 4, 5) and aryloxypropanolamines (structures 6, 7) derived from 2(3H)-benzoxazolone and 2(3H)-benzothiazolone.

  肾上腺素受体β-3-亚型介导脂肪分解，并在寻找潜在的β-3肾上腺素能受体激动剂来治疗肥胖症时，我们设计了由2（3）衍生的新的芳基乙醇胺（结构4、5）和芳氧基丙醇胺（结构6、7）。H）-苯并恶唑酮和2（3 H）-苯并噻唑酮。