7-氯-2H-1,4-苯并恶嗪 | 27320-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 中文名称: 7-氯-2H-1,4-苯并恶嗪
• 中文别名: 7-氯-2H-1,4-苯并噁嗪
• 英文名称: 3,4-dihydro-7-chloro-3-oxo-2H-1,4-benzoxazine
• 英文别名: 7-chloro-2H-benzo[b][1,4]oxazin-3(4H)-one；7-chloro-2H-1,4-benzoxazin-3(4H)-one；7-chloro-1,4-benzoxazin-3-one；7-chloro-4H-benzo[1,4]oxazin-3-one；7-chloro-4H-benz[1,4]oxazin-3-one；7-Chlor-4H-benz[1,4]oxazin-3-on；7-chloro-4H-1,4-benzoxazin-3-one
• CAS: 27320-99-6
• 化学式: C₈H₆ClNO₂
• mdl: MFCD03019820
• 分子量: 183.594
• InChiKey: QGHYYLMIQSZWAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 7-Chloro-2h-1,4-benzoxazin-3(4h)-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: 7-Chloro-2h-1,4-benzoxazin-3(4h)-one
CAS number: 27320-99-6

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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: C8H6ClNO2
Molecular weight: 183.6

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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, hydrogen chloride.

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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：

  7-氯-2H-1,4-苯并恶嗪 在 劳森试剂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 7-chloro-2,4-dihydro-[1,2,4]triazolo[3,4-c][1,4]benzoxazin-1-one
  参考文献：
  名称：

  Shridhar, D. R.; Jogibhukta, M.; Krishnan, V. S. H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 12, p. 1279 - 1283

  摘要：

  DOI：
• 作为产物：
  描述：

  2-硝基苯氧乙酸 在 盐酸 作用下， 生成 7-氯-2H-1,4-苯并恶嗪
  参考文献：
  名称：

  Lund; Feoktistov, Acta Chemica Scandinavica (1947), 1969, vol. 23, p. 3482,3491

  摘要：

  DOI：

文献信息

• Synthesis and Structure–Activity Relationship Studies of Benzo[ <i>b</i> ][1,4]oxazin‐3(4 <i>H</i> )‐one Analogues as Inhibitors of Mycobacterial Thymidylate Synthase X
  作者：Jakub Modranka、Jiahong Li、Anastasia Parchina、Michiel Vanmeert、Shrinivas Dumbre、Mayla Salman、Hannu Myllykallio、Hubert F. Becker、Roeland Vanhoutte、Lia Margamuljana、Hoai Nguyen、Rania Abu El‐Asrar、Jef Rozenski、Piet Herdewijn、Steven De Jonghe、Eveline Lescrinier

  DOI：10.1002/cmdc.201800739

  日期：2019.3.22

  report herein an optimization campaign of a novel series of inhibitors with a unique inhibition profile. The inhibitors display competitive inhibition toward the methylene tetrahydrofolate cofactor of ThyX, enabling us to generate a model of the compounds bound to their target, thus offering insight into their structure-activity relationships.

  由于发现了人类中不存在的黄素依赖性胸苷酸合酶（ThyX或FDTS），但对于多种病原体中的DNA生物合成至关重要，该酶一直被用于开发针对结核分枝杆菌的新型抗菌剂。广泛的传染病结核病（TB）的病原体。为了响应对更有效的抗结核药物的日益增长的需求，我们在之前的筛选工作基础上，在此报告了一系列具有独特抑制谱的新型抑制剂的优化方案。抑制剂对ThyX的亚甲基四氢叶酸辅因子表现出竞争性抑制作用，使我们能够生成与目标结合的化合物模型，从而深入了解其结构与活性之间的关系。
• Synthesis and Herbicidal Activity of Pyrido[2,3-<i>d</i>]pyrimidine-2,4-dione–Benzoxazinone Hybrids as Protoporphyrinogen Oxidase Inhibitors
  作者：Da-Wei Wang、Qian Li、Kai Wen、Ismail Ismail、Dan-Dan Liu、Cong-Wei Niu、Xin Wen、Guang-Fu Yang、Zhen Xi

  DOI：10.1021/acs.jafc.7b01990

  日期：2017.7.5

  bioactivity, a series of novel pyrido[2,3-d]pyrimidine-2,4-dione–benzoxazinone hybrids, 9–13, were designed and synthesized. Several compounds with improved tobacco PPO (mtPPO)-inhibiting and promising herbicidal activities were found. Among them, the most potent compound, 3-(7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-benzo[b][1,4] oxazin-6-yl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione,

  要搜索新原卟啉原氧化酶（PPO，EC 1.3.3.4）具有改善的生物活性抑制剂，一系列新的吡啶并[2,3-的d ]嘧啶-2,4-二酮苯并恶嗪酮杂交种，9 - 13，设计并合成。发现了几种具有改善的烟草PPO（mt PPO）抑制作用和有希望的除草活性的化合物。其中，最有效的化合物3-（7-氟-3-氧代-4-（prop-2-yn-1-yl）-3,4-二氢-2 H-苯并[ b ] [1,4 ] oxazin-6-yl）-1-甲基吡啶[2,3- d ]嘧啶-2,4（1 H，3 H）-二酮，11q，带有一个K i值为0.0074μM，显示对mt PPO的活性是氟米嗪（K i = 0.046μM）的六倍。化合物11q在出苗后和出苗前均以37.5–150 g活性成分（ai）/ ha表现出强大而广泛的杂草控制效果，与氟米沙星相当。11q对150 g ai / ha的玉米，大豆，花生和棉花是安全的，并且通过出苗前施用对75
• Development of Small-Molecule<i>Trypanosoma brucei N</i>-Myristoyltransferase Inhibitors: Discovery and Optimisation of a Novel Binding Mode
  作者：Daniel Spinks、Victoria Smith、Stephen Thompson、David A. Robinson、Torsten Luksch、Alasdair Smith、Leah S. Torrie、Stuart McElroy、Laste Stojanovski、Suzanne Norval、Iain T. Collie、Irene Hallyburton、Bhavya Rao、Stephen Brand、Ruth Brenk、Julie A. Frearson、Kevin D. Read、Paul G. Wyatt、Ian H. Gilbert

  DOI：10.1002/cmdc.201500301

  日期：2015.11

  bound in the previously reported active site, utilising a novel binding mode. This provides potential for further optimisation. The benzomorpholinone was also found to bind in a similar region. Using an X‐ray crystallography/structure‐based design approach, the benzomorpholinone series was further optimised, increasing activity against T. brucei NMT by >1000‐fold. A series of trypanocidal compounds were

  来自布氏锥虫的N-肉豆蔻酰转移酶(NMT)已在化学和生物学上被证实是人类非洲锥虫病的潜在药物靶点。我们之前报道了一些基于吡唑磺酰胺系列的非常有效的化合物的开发，这些化合物源自高通量筛选。在此，我们描述了在屏幕中也发现的噻唑烷酮和苯并吗啉支架的工作。大利什曼原虫中噻唑烷酮的 X 射线晶体结构NMT 利用一种新的结合模式显示了该化合物结合在先前报道的活性位点中。这提供了进一步优化的潜力。苯并吗啉酮也被发现在类似的区域结合。使用基于 X 射线晶体学/结构的设计方法，进一步优化了苯并吗啉酮系列，将抗布氏锥虫NMT 的活性提高了 1000 倍以上。确定了一系列具有合适体外 DMPK 特性的杀锥虫化合物，包括用于进一步开发的 CNS 暴露。需要进一步的工作来提高对人类 NMT 同种型的选择性和对布氏锥虫的活性。
• Tetrahydroquinoline analogues as muscarinic agonists
  申请人：Skjaerbaek Niels

  公开号：US20050209226A1

  公开（公告）日：2005-09-22

  The present invention relates to tetrahydroquinoline compounds as muscarinic receptor agonists; compositions comprising the same; methods of inhibiting an activity of a muscarinic receptor with said compounds; methods of treating a disease condition associated with a muscarinic receptor using said compounds; and methods for identifying a subject suitable for treatment using said compounds.

  本发明涉及四氢喹啉化合物作为肌肉舒张剂；包含这些化合物的组合物；使用这些化合物抑制肌肉受体活性的方法；使用这些化合物治疗与肌肉受体相关的疾病状况的方法；以及使用这些化合物鉴定适合治疗的对象的方法。
• Preparation of an aromatic hydroxylamine and some cyclic hydroxamic acids, and their reaction with hydrochloric acid
  作者：R. T. Coutts、N. J. Pound

  DOI：10.1139/v70-306

  日期：1970.6.15

  reduction of 2,3-dimethyl-4-(o-nitrophenylthio)-1-phenyl-3-pyrazolin-5-one by sodium borohydride and palladium–charcoal gave the corresponding hydroxylamine. The action of hydrochloric acid on this hydroxylamine gave the p-chloroamine. In a similar manner, treatment of some 2H-1,4-benzothiazine and -benzoxazine hydroxamic acids with hydrochloric acid resulted in the formation of 7-chloro-2H-1,4-benzothiazine

  2,3-二甲基-4-(邻硝基苯硫基)-1-苯基-3-吡唑啉-5-酮用硼氢化钠和钯-炭还原得到相应的羟胺。盐酸对该羟胺的作用产生对氯胺。以类似的方式，用盐酸处理一些 2H-1,4-苯并噻嗪和 -苯并恶嗪异羟肟酸导致形成 7-氯-2H-1,4-苯并噻嗪和 -苯并恶嗪内酰胺。