5,7-二硝基氧化吲哚 | 30490-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5,7-二硝基氧化吲哚
• 中文别名: 5,7-二硝基吲哚-2-酮；5,7-二硝基吲哚酮
• 英文名称: 5,7-Dinitro-1,3-dihydro-2H-indol-2-one
• 英文别名: 5,7-dinitrooxindole；5,7-dinitro-1,3-dihydro-indol-2-one；5,7-Dinitro-oxindol；5,7-dinitro-1,3-dihydroindol-2-one
• CAS: 30490-21-2
• 化学式: C₈H₅N₃O₅
• mdl: MFCD02179614
• 分子量: 223.145
• InChiKey: OHIHEPCCFSIXCK-UHFFFAOYSA-N

物化性质

• 沸点：
  454.2±45.0 °C(Predicted)
• 密度：
  1.656±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933790090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5,7-Dinitrooxindole
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: 5,7-Dinitrooxindole
CAS number: 30490-21-2

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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: C8H5N3O5
Molecular weight: 223.1

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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

• 作为产物：
  描述：

  4-(methylamino)-3-penten-2-one 在 2H-Indol-2-one, 3-diazo-1,3-dihydro-5,7-dinitro- 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以8%的产率得到5,7-二硝基氧化吲哚
  参考文献：
  名称：

  Reactions of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives with enaminones. A novel synthesis of 1,2,3-triazoles

  摘要：

  A new and efficient method of 1,2,3-triazole synthesis is described in which these heterocyclics are formed through a novel nitrogen transfer from diazocarbonyl compounds to enaminones. Thus, the reaction of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives 1 (X = NR3) and 3-diazobenzo[b]-thiophen-2(3H)-one 5 (X = S) with enaminones 2 and 7 leads to the formation of mainly 1,2,3-triazoles 4 and pyrazoloquinazolinones 3. Both the phenyl substituents (Y and Z in 1) and the nature of the X group affects the reaction rate and product distribution. Rate increases with an increase in the electron-withdrawing ability of the substituents Y and Z. The dinitro derivative 1g is shown to be the most efficient in promoting 1,2,3-triazole 4 formation while pyrazoloquinazolinones 3 are often competitively formed when other derivatives of 1 are employed.

  DOI：

  10.1021/jo00077a030

文献信息

• Substituted pyrazolopyrimidines
  申请人：Bacon R. Edward

  公开号：US20070281949A1

  公开（公告）日：2007-12-06

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted heterobicyclic pyrimidines of Formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , X, W, and ring A are as defined herein; pharmaceutical compositions of substituted heterobicyclic pyrimidines of Formula (I); and their use in the treatment of chronic neurodegenerative diseases, neurotraumatic diseases, depression and/or diabetes. More particularly, the present invention relates to substituted pyrazolopyrimidines of Formula (I).

  本发明涉及化学组合物、其制备方法以及组合物的用途。特别是，本发明涉及包括式（I）的取代杂环嘧啶的组合物：其中R1、R2、R3、R4、R5、X、W和环A如本文所定义；取代杂环嘧啶的药物组合物；以及它们在治疗慢性神经退行性疾病、神经创伤性疾病、抑郁症和/或糖尿病中的用途。更具体地，本发明涉及式（I）的取代吡唑嘧啶。
• Formation of 3,3,5,7-tetranitrooxindole and 3,5,7-trinitroindazole by nitration of oxindole
  作者：Jan Bergman、Solveig Bergman

  DOI：10.1016/s0040-4039(96)02139-9

  日期：1996.12

  Nitration (HNO3/H2SO4) of oxindole gave 3,3,5,7-tetranitrooxindole (1c), which readily underwent ring-opening and decarboxylation to 4,6-dinitro-2-(dimtromclhyl)aniline (4b), which in turn could be cyclized to 3,5,7-triniuoindazole (5).

  羟吲哚的硝化（HNO 3 / H 2 SO 4）得到3,3,5,7-四硝基氧吲哚（1c），该环很容易开环并脱羧为4,6-二硝基-2-（dimtromclhyl）苯胺（4b） ，然后可以将其环化为3,5,7-三硝基吲唑（5）。
• Bicyclic triazoles from a diazo transfer reaction between cyclic enaminones and 5,7-dinitro-3-diazo-1,3-dihydro-2H-indol-2-one
  作者：Rodinei Augusti、Concetta Kascheres

  DOI：10.1016/s0040-4020(01)81328-4

  日期：1994.1

  The synthetic usefulness of a new method of 1,2,3-triazole synthesis has been demonstrated. By employing cyclic enamino esters 3 and enamino ketones 4 in reactions with 5,7-dinitro-3-diazo-1,3-dihydro-2H-indol-2-one (1), bicyclic triazoles 5 and 6 have been prepared in good to excellent yields.

  已经证明了1,2,3-三唑合成新方法的合成有用性。通过与5，7-二硝基-3-重氮-1，3-二氢-2H-吲哚-2-酮（1）反应使用环状烯氨基酯3和烯氨基酮4，良好地制备了双环三唑5和6。达到优异的产量。
• SUBSTITUTED BICYCLIC PYRIMIDINES
  申请人：Bacon Edward R.

  公开号：US20110053920A1

  公开（公告）日：2011-03-03

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted heterobicyclic pyrimidines of Formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , X, W, and ring A are as defined herein; pharmaceutical compositions of substituted heterobicyclic pyrimidines of Formula (I); and their use in the treatment of chronic neurodegenerative diseases, neurotraumatic diseases, depression and/or diabetes. More particularly, the present invention relates to substituted pyrazolopyrimidines of Formula (I).

  本发明涉及化学组合物，其制备过程和组合物的用途。特别地，本发明涉及包括式（I）的取代杂双环嘧啶的组合物：其中R1，R2，R3，R4，R5，X，W和环A的定义如本文所述；取代杂双环嘧啶的药物组合物；以及它们在治疗慢性神经退行性疾病、神经创伤性疾病、抑郁症和/或糖尿病中的应用。更具体地，本发明涉及式（I）的取代吡唑并嘧啶。
• Augusti Rodinei, Kascheres Concetta, Tetrahedron, 50 (1994) N 23, S 6723- 6726
  作者：Augusti Rodinei, Kascheres Concetta

  DOI：——

  日期：——