2,6-二甲基-2H-苯并[b][1,4]噁嗪-3(4h)-酮 | 17959-90-9

• 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: 2,6-二甲基-2H-苯并[b][1,4]噁嗪-3(4h)-酮
• 英文名称: 3,4-dihydro-2,6-dimethyl-3-oxo-2H-1,4-benzoxazine
• 英文别名: 2,6-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one；2,6-dimethyl-4H-benzo[1,4]oxazin-3-one；2,6-Dimethyl-2,3-dihydro-1,4-benzoxazin-3-on；2,6-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one；2,6-dimethyl-4H-1,4-benzoxazin-3-one
• CAS: 17959-90-9
• 化学式: C₁₀H₁₁NO₂
• mdl: MFCD01833988
• 分子量: 177.203
• InChiKey: AUNQUXZPFSCXMN-UHFFFAOYSA-N

物化性质

• 熔点：
  143.4-144.2 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  338.0±41.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Dimethyl-2,4-dihydro-1,4-benzoxazin-3-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: 2,6-Dimethyl-2,4-dihydro-1,4-benzoxazin-3-one
CAS number: 17959-90-9

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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: C10H11NO2
Molecular weight: 177.2

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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.

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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：

  2,6-二甲基-2H-苯并[b][1,4]噁嗪-3(4h)-酮 在 三乙胺 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 3-Chloro-2,6-dimethyl-2H-benzo[1,4]oxazine
  参考文献：
  名称：

  吡唑 [3',4':4,5] 嘧啶 [2,3-c][1,4] 苯并恶嗪的合成：一种新的杂环系统

  摘要：

  通过 1,4-苯并恶嗪酮 (1) 的环缩合反应制备了一系列 4-氧代-吡唑并[3\4':4,5]嘧啶并[2,3-c][l,4]苯并恶嗪(4a-l) ) 和 5-氨基吡唑-4-羧酸 (3a-c) 在一个步骤中。

  DOI：

  10.1515/hc.2003.9.5.503
• 作为产物：
  描述：

  2-硝基-4-甲苯酚 在 铁粉 、 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 2.5h， 生成 2,6-二甲基-2H-苯并[b][1,4]噁嗪-3(4h)-酮
  参考文献：
  名称：

  在Fe /乙酸存在下通过2-（2-硝基苯氧基）乙腈加成物的还原环化反应合成2 H -1,4-苯并恶嗪-3-（4 H）-ones的简便方法

  摘要：

  本文描述了合成1，4-苯并恶嗪-3-（4 H）-one的简单途径。该方法涉及在Fe /乙酸存在下2-（2-硝基苯氧基）乙腈加合物的还原环化，其收率良好至优异。该系统与其他各种功能组兼容。

  DOI：

  10.1016/j.tet.2010.11.095

文献信息

• [Omim][BF4], a green and recyclable ionic liquid medium for the one-pot chemoselective synthesis of benzoxazinones
  作者：Ali Sharifi、Mehdi Barazandeh、M. Saeed Abaee、Mojtaba Mirzaei

  DOI：10.1016/j.tetlet.2010.01.122

  日期：2010.4

  An efficient procedure for the one-pot chemoselective synthesis of 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives from their corresponding o-aminophenols is developed using DBU in the ionic liquid [omim][BF4]. Upon completion of the reaction and separation of the product, the ionic liquid is recovered and successfully reused over nine recycles without any noticeable loss of performance.

  在离子液体中使用DBU开发了一种从其相应的邻氨基苯酚一锅化学选择合成2 H-苯并[ b ] [1,4]恶嗪-3（4 H）-one衍生物的有效方法。 [BF 4 ]。反应完成并分离出产物后，将离子液体回收并在9个循环中成功重复使用，而不会造成任何明显的性能损失。
• Anti-inflammatory properties of a series of phenyl- and phenoxy-alkanoic acids
  作者：D J Drain、M J Daly、B Davy、M Horlington、J G B Howes、J M Scruton、R A Selway

  DOI：10.1111/j.2042-7158.1970.tb12754.x

  日期：2012.1.25

  Some o-benzamidophenoxyacetic, phenylalkanoic and phenoxyalkanoic acids have been synthesized. Anti-inflammatory activity was measured by the phenylbenzoquinone writhing test in mice and the rat foot oedema test. Meta- and para-substitutions in the benzamido-ring, promoting lipid solubility, enhanced the potency, whereas substitution with polar groups reduced it. Further phenylring substitution in the 2-(3,4-dichlorobenzamido)phenoxyacetic acids only slightly affected the potency. Side-chain modifications did not increase the activity on the three substituted phenoxyacetic acids chosen. Two phenylpropionic acids showed a good order of activity but the respective cinnamic acids were virtually inactive. From the investigations 2-(3,4-dichlorobenzamido)phenoxyacetic acid (SNR. 1804) was selected for further studies is now undergoing clinical evaluation.

  摘要：已合成一些o-苯甲酰基苯氧乙酸、苯基烷酸和苯氧烷酸。通过小鼠苯基苯醌扭曲实验和大鼠足部水肿实验测量了抗炎活性。苯甲酰环中的间位和对位取代，促进了脂溶性，增强了效力，而用极性基团取代则降低了效力。在2-(3,4-二氯苯甲酰胺)苯氧乙酸中进一步取代苯环仅稍微影响了效力。侧链修饰并未增加所选的三种取代苯氧乙酸的活性。两种苯丙酸显示出良好的活性顺序，但相应的肉桂酸几乎无活性。从研究中选择了2-(3,4-二氯苯甲酰胺)苯氧乙酸（SNR. 1804）进行进一步研究，目前正在进行临床评估。
• 2-AMINOBENZAMIDE DERIVATIVE
  申请人：Kuramochi Takahiro

  公开号：US20090233900A1

  公开（公告）日：2009-09-17

  To provide a novel and excellent agent for treating or preventing nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like, based on the inhibitory action on the capsaicin receptor VR1 activation. The present invention was accomplished by confirming that a benzamide derivative characterized by the possession of a benzene ring in which a single ring is condensed on the nitrogen atom of amido group and possession of a lower alkylamino or an amino group substituted with a ring group at the neighboring position of said amido group has a strong inhibitory action on VR1 activation and excellent pharmacological actions based on this and by finding that it can become an excellent agent for treating or preventing VR1-involved diseases such as nociceptive pain, neuropathic pain, cancer pain, headache, bladder function disorder and the like.

  本发明提供了一种基于对辣椒素受体VR1激活的抑制作用的新型优良药剂，用于治疗或预防伤害性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等疾病。本发明通过确认一种苯甲酰胺衍生物，其特征在于其苯环上的单环在酰胺基氮原子上被紧缩，其低烷基氨基或邻位于酰胺基的环基取代的氨基具有对VR1激活的强抑制作用和优良的药理作用，从而发现它可以成为治疗或预防伤害性疼痛、神经病理性疼痛、癌症疼痛、头痛、膀胱功能障碍等VR1相关疾病的优良药剂。
• Derivatives of 4-piperazin-1-yl-4-benzo[b]thiophene suitable for the treatment of cns disorders
  申请人：Yamashita Hiroshi

  公开号：US20090264404A1

  公开（公告）日：2009-10-22

  A heterocyclic compound or a salt thereof represented by the formula (1): where R 2 represents a hydrogen atom or a lower alkyl group; A represents a lower alkylene group or lower alkenylene group; and R 1 represents an aromatic group or a heterocyclic group. The compound of the present invention has a wide treatment spectrum for mental disorders including central nervous system disorders, no side effects and high safety.

  一种杂环化合物或其盐，其化学式为（1）：其中R2代表氢原子或较低的烷基基团；A代表较低的烷基烯基基团；R1代表芳香族基团或杂环基团。本发明的化合物具有广泛的治疗精神障碍的谱，包括中枢神经系统障碍，无副作用且安全性高。
• Substituted heterocycles and their use in medicaments
  申请人：Schering Aktiengesellschaft

  公开号：US06191127B1

  公开（公告）日：2001-02-20

  Compounds of Formula I wherein X and R1-6, are as defined herein, tautomeric forms thereof, and isomeric forms thereof, and salts thereof, are suitable for treating diseases that are induced by the action of nitrogen monooxide at pathological concentration. Such diseases include neurodegenerative diseases, inflammatory diseases, auto-immune diseases, and cardiovascular diseases.

  式I的化合物，其中X和R1-6如本文所定义，其互变异构体和同分异构体，以及其盐，适用于治疗由于病理性浓度的一氧化氮作用引起的疾病。这些疾病包括神经退行性疾病、炎症性疾病、自身免疫性疾病和心血管疾病。