2-噁螺[4.5]癸烷-1,3-二酮 | 6051-25-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-噁螺[4.5]癸烷-1,3-二酮
• 中文别名: 2-氧杂螺[4.5]癸烷-1,3-二酮；2-氧杂螺[4.5]癸烷-1,3-环己二酮
• 英文名称: 2-oxaspiro[4.5]decane-1,3-dione
• CAS: 6051-25-8
• 化学式: C₉H₁₂O₃
• mdl: MFCD03094621
• 分子量: 168.192
• InChiKey: MIASZRJCZPRMBI-UHFFFAOYSA-N

物化性质

• 熔点：
  53-54℃
• 沸点：
  323℃
• 密度：
  1.19
• 闪点：
  155℃

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：
  0.777
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914299000

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Oxaspiro[4.5]decane-1,3-dione
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-Oxaspiro[4.5]decane-1,3-dione
CAS number: 6051-25-8

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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: C9H12O3
Molecular weight: 168.2

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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.

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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-噁螺[4.5]癸烷-1,3-二酮 在 氨 作用下， 以 xylene 为溶剂， 以77%的产率得到2-氮杂螺[4.5]癸烷-1,3-二酮
  参考文献：
  名称：

  评价各种N-取代的氮杂螺环二酮衍生物作为潜在的抗菌剂

  摘要：

  将一系列的N-取代的肼与各种螺[4.5]和[5.5]酸酐缩合，并评估所得的N-取代的氮杂氮杂双阴离子的抗菌活性。在测试的各种生物中，没有一个显示出明显的活性。

  DOI：

  10.1002/jps.2600720222
• 作为产物：
  描述：

  加巴喷丁杂质E 在 乙酰氯 作用下， 反应 3.0h， 以94%的产率得到2-噁螺[4.5]癸烷-1,3-二酮
  参考文献：
  名称：

  高Fsp3特征的螺[环烷-吡啶并酮]的合成

  摘要：

  背景：如今，在药物设计和发现过程中，除其候选药物的生物活性外，还非常关注候选药物的理化参数。不利的理化参数会阻碍候选药物的成功。 目标：Lovering等。介绍了Fsp3特性作为碳键饱和度的量度，该特性与药物的理化副弹药有关。药物研究集中于合成具有高Fsp3特性的化合物。 方法：为了改善候选药物分子的物理化学性质（clogP，溶解度，更有利的ADME谱等），一种可能性是用生物等排杂芳族部分（例如用一个或两个含氮原子的系统）代替全碳芳族系统例如吡啶和哒嗪等。另一种选择是增加候选药物的Fsp3特性。设计新的螺环化合物时考虑了这两个方面，在本研究中描述了其合成方法。 结果：从2-氧杂螺[4.5]癸烷-1,3-二酮或2-氧杂螺[4.4]壬烷-1,3-二酮开始，通过与苯甲醚或四氢呋喃的Friedel-Crafts反应获得了相应的酮羧酸。用肼，甲基肼或苯肼处理酮羧酸，形成哒嗪酮环。哒嗪酮的N-烷基化反

  DOI：

  10.2174/1570180816666190710130119

文献信息

• Spiranes 6. Ring A homologues of N-benzyloxy-2-azaspiro[4.4]nonane-1,3-dione. Synthesis, X-ray analysis and anticonvulsant evaluation
  作者：MS Alexander、JP Stables、M Ciechanowicz-Rutkowska、MB Hursthouse、DE Hibbs、IO Edafiogho、VA Farrar、JA Moore、KR Scott

  DOI：10.1016/0223-5234(96)83972-9

  日期：——

  anticonvulsant activity. The study was designed to determine the effect of varying the carbocyclic (ring A) nucleus, while maintaining the heterocyclic ring constant, on anticonvulsant activity. Results indicate that maximum activity was obtained with the ring A comprised of a six-membered spiro ring system, 2a, one methylene group greater than that previously reported for N-(benzyloxy)-2-azaspiro[4

  合成了一系列螺琥珀酰亚胺，并评估了其抗惊厥活性。该研究旨在确定在维持杂环恒定的同时改变碳环（环A）核对抗惊厥活性的影响。结果表明，环A包含六元螺环系统2a，比先前报道的N-（苄氧基）-2-氮杂螺[4.4]壬烷-1,3-所报道的亚甲基大，获得的最大活性。 dione，1，原型类似物。化合物2a在MES测试中具有活性，并提供100 mg / kg的保护，螺十二烷类似物2g也是如此。X射线分析显示，活性2a和非活性螺辛烷类似物2f之间存在显着差异。但是，这些差异不能解释螺十二烷类似物2g表现出的意外活性。
• Synthesis and SAR of a novel, potent and structurally simple LTD4 antagonist of the quinoline class
  作者：Andreas von Sprecher、Marc Gerspacher、Andreas Beck、Sabine Kimmel、Hansruedi Wiestner、Gary P. Anderson、Ulrich Niederhauser、Natarajan Subramanian、Michael A. Bray

  DOI：10.1016/s0960-894x(98)00137-1

  日期：1998.4

  CGP57698 (4-[3-(7-fluoro-2-quinolinyl-methoxy)phenyl-amino]-2,2-diethyl-4-oxo- butanoic acid) are responsible for the high in vitro and in vivo potency of this peptidoleukotriene antagonist of the quinoline type. The synthesis and structure activity relationships of CGP57698 and its analogs are described.

  CGP57698的琥珀酸部分中的两个双乙基（4- [3-（7-氟-2-喹啉基-甲氧基）苯基-氨基] -2,2-二乙基-4-氧代丁酸）负责这种喹啉型肽白三烯拮抗剂的体外和体内效力很高。描述了CGP57698及其类似物的合成与构效关系。
• Diacylglycerol Acyltransferase Inhibitors
  申请人：Bolin David Robert

  公开号：US20100035864A1

  公开（公告）日：2010-02-11

  Provided herein are compounds of the formula (1): as well as pharmaceutically acceptable salts thereof wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity, type 11 diabetes mellitus and metabolic syndrome.

  本文提供的化合物的化学式为(1)：以及其药用盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物可用于治疗疾病，例如肥胖症、2型糖尿病和代谢综合征。
• Synthesis of Spiro[cycloalkane-pyridazinones] with High Fsp³ Character Part 2*
  作者：Csilla Sepsey Für、Eszter Judit Horváth、Áron Szigetvári、Miklós Dékány、László Hazai、György Keglevich、Hedvig Bölcskei

  DOI：10.2174/1570178617999200728214211

  日期：2021.5

  synthetic approach, the Grignard reaction of 2-oxaspiro[4.5]decane-1,3-dione and 2-oxaspiro[4.4]nonane-1,3-dione with p-halophenyl- or p-alkylphenyl-magnesium bromide resulted in the formation of the corresponding 2-oxoethyl-cycloalkanecarboxylic acids, which served as starting materials for the pyridazinones by reaction with hydrazine or phenylhydrazine. The pyridazinones obtained were alkylated with

  具有高Fsp3特征的螺环[环烷-吡啶并酮]的扩展化合物库为目标。有两种可能性可以改善候选药物分子或结构单元的物理化学参数，可以用生物等排杂芳族部分取代芳香族系统，例如用一个或两个含氮环系统（吡啶，哒嗪，嘧啶等）代替，或以增加化合物的Fsp3特性。使用一种新的合成方法，导致了2-氧杂螺[4.5]癸烷-1,3-二酮和2-氧杂螺[4.4]壬烷-1,3-二酮与对卤代苯基-或对烷基苯基-溴化镁的格利雅反应在形成相应的2-氧代乙基-环链烷羧酸时，通过与肼或苯肼反应，将其用作吡啶并酮的起始原料。用甲基碘或苄基溴将所得的哒嗪酮烷基化。16新颖的4-甲苯基或4-卤代苯基-2,3-二氮杂螺[5.5]十一烷基-3-烯-1-酮和4-甲苯基或4-卤代苯甲基-7,8-二氮杂螺[4.5] dec-8-合成了烯-6-及其N-甲基，N-苄基和N-苯基衍生物。研究了获得的新型化合物的理化参数和Fsp3特性。它们中的一些显示出
• Novel Ring Systems: Spiro[Cycloalkane] Derivatives of Triazolo- and Tetrazolo-Pyridazines
  作者：Csilla Sepsey Sepsey Für、Gergő Riszter、Áron SzigetvárI、Miklós Dékány、György Keglevich、László HazaI、Hedvig BölcskeI

  DOI：10.3390/molecules26082140

  日期：——

  In orderto synthesize new pyridazine derivatives anellated with different nitrogen heterocyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose

  为了合成由不同的氮杂环基团取代的新的哒嗪衍生物，通过与五硫化二磷反应将螺[环烷烃]哒嗪酮转化为相应的巯基衍生物。形成的2,3-二氮杂螺[5.5]十一碳三烯-1-硫酮与肼的反应提供了相应的1-肼基-2,3-二氮杂螺[5.5]十一碳三烯，其重氮化作用导致所需的螺[环己烷-1,8′-四唑并[1,5-b]哒嗪。二氢哒嗪硫酮与苯并肼反应得到相应的7 H-螺[[1,2,4]三唑并[4,3-b]哒嗪-8,1′-环己烷]。由于我们的工作，制备了七个新的哒嗪硫酮中间体，它们用作合成两种新型环系统的原料：四唑并哒嗪和三唑并哒嗪。通过理化参数表征了六种新的环状衍生物。新的N-杂环是哒嗪大家族的有价值的成员。