6-甲氧基-2-氧化吲哚 | 7699-19-6

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 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: 6-甲氧基-2-氧化吲哚
• 中文别名: 6-甲氧基吲哚酮；6-甲氧基OX吲哚；6-甲氧基-1,3-二氢吲哚-2-酮
• 英文名称: 6-methoxyoxindole
• 英文别名: 6-methoxyindolin-2-one；6-methoxy-2-oxo-1,2-dihydro-indole；6-methoxy-1,3-dihydroindol-2-one
• CAS: 7699-19-6
• 化学式: C₉H₉NO₂
• mdl: MFCD00239414
• 分子量: 163.176
• InChiKey: OXOQGUGIJKUSRP-UHFFFAOYSA-N

物化性质

• 熔点：
  162 °C
• 沸点：
  342.3±42.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933790090
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 6-Methoxyoxindole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 6-Methoxyoxindole
CAS number: 7699-19-6

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C9H9NO2
Molecular weight: 163.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  6-甲氧基-2-氧化吲哚 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以86%的产率得到6-羟基吲哚啉-2-酮
  参考文献：
  名称：

  Formulations for pharmaceutical agents ionizable as free acids or free bases

  摘要：

  本发明涉及吲哚酮的配方，这些化合物作为游离酸或游离碱是可离子化的。该配方适用于静脉或口服给药，其中配方包括可离子化的取代吲哚酮和其药用可接受载体。术语“可离子化的取代吲哚酮”包括吡咯取代的2-吲哚酮，除了在化合物的吡咯和2-吲哚酮部分上可选择地被取代外，必须在吡咯基上用一个或多个烃链取代，这些烃链本身被至少一个极性基团取代。如本文所述，这些配方和化合物本身对于治疗蛋白激酶相关疾病是有用的。

  公开号：

  US06878733B1
• 作为产物：
  描述：

  6-甲氧基靛红 在 一水合肼 作用下， 生成 6-甲氧基-2-氧化吲哚
  参考文献：
  名称：

  一种统一的催化不对称 (4+1) 和 (5+1) 环化策略来获得手性螺环吲哚稠合氧杂环化合物

  摘要：

  在手性相转移催化剂 (PTC) 的存在下，已经实现了羟吲哚与双官能过氧化物的统一催化不对称 ( N +1) ( N =4, 5) 环化反应。这种通用策略利用过氧化物作为独特的双亲电四原子或五原子合成子参与 C−C 和随后与单碳单元亲核试剂的 umpolung C−O 键形成反应，从而提供了一种独特的方法来获得有价值的手性螺吲哚-四氢呋喃和-四氢吡喃在温和条件下具有良好的产率和高对映选择性。进行 DFT 计算以合理化高对映选择性的起源。还证明了所得产物的克级合成和合成效用。

  DOI：

  10.1002/anie.202105282

文献信息

• Indolinone compounds as kinase inhibitors
  申请人：Sugen, Inc.

  公开号：US06689806B1

  公开（公告）日：2004-02-10

  The invention relates to certain indolinone compounds, their method of synthesis, and a combinatorial library consisting of the indolinone compounds of the invention. The invention also relates to methods of modulating the function of protein kinases using indolinone compounds of the invention and methods of treating diseases by modulating the function of protein kinases and related signal transduction pathways.

  这项发明涉及某些吲哚酮化合物，它们的合成方法，以及由该发明的吲哚酮化合物组成的组合式文库。该发明还涉及使用该发明的吲哚酮化合物调节蛋白激酶功能的方法，以及通过调节蛋白激酶功能和相关信号转导途径治疗疾病的方法。
• 벤조퓨란계 N-아실히드라존 유도체 및 이를 포함하는 약학적 조성물
  申请人：Korea Research Institute of Bioscience and Biotechnology 한국생명공학연구원(319990341665) BRN ▼314-82-06063

  公开号：KR20210008819A

  公开（公告）日：2021-01-25

  본 발명에 따른 벤조퓨란계 N-아실히드라존 유도체는 우수한 항암 효과를 가지면서 독성이 낮고 용해도가 우수하므로, 이를 포함하는 약학적 조성물은 다양한 암을 비롯한 세포증식성 질환의 예방 또는 치료에 유용하게 사용될 수 있다.

  根据本发明，本发明的苯唑吡喃类N-酰基肼衍生物具有优越的抗癌效果，毒副作用低，溶解度好，因此，包含该物质的药物组合物可以有效地用于预防或治疗包括多种癌症在内的细胞增殖性疾病。
• PYRROLO-NITROGENOUS HETEROCYCLIC DERIVATIES,THE PREPARATION AND THE PHARMCETICAL USE THEEOF
  申请人：ChoTang Peng Cho

  公开号：US20100075952A1

  公开（公告）日：2010-03-25

  The invention provides new pyrrolo-nitrogenous heterocyclic derivatives represented by formula (I) or their salts, the preparation thereof, pharmaceutical compositions containing such derivatives and the use of such derivatives as therapeutic agents, especially as protein kinase inhibitors, wherein each substituent in formula (I) is same as defined in the description.

  该发明提供了由式(I)表示的新的吡咯基氮杂环衍生物或其盐，其制备方法，含有这种衍生物的药物组合物以及将这种衍生物用作治疗剂，特别是蛋白激酶抑制剂的用途，其中式(I)中的每个取代基与描述中定义的相同。
• Organo-Cation Catalyzed Asymmetric Homo/Heterodialkylation of Bisoxindoles: Construction of Vicinal All-Carbon Quaternary Stereocenters and Total Synthesis of (−)-Chimonanthidine
  作者：Si-Kai Chen、Wen-Qiang Ma、Zhi-Bo Yan、Fu-Min Zhang、Shao-Hua Wang、Yong-Qiang Tu、Xiao-Ming Zhang、Jin-Miao Tian

  DOI：10.1021/jacs.8b05386

  日期：2018.8.15

  triazolium organocatalyst has been designed and demonstrated to effect asymmetric homo- and heterodialkylations of various bisoxindoles, enabling enantioselective construction of vicinal all-carbon quaternary stereocenters. These reactions feature excellent enantio- and diastereoselectivities (up to 99% ee and >20:1 dr) as well as good to high yields (up to 89% over two steps). As an application of

  设计并证明了一种新型手性螺环酰胺 (SPA) 衍生的三唑鎓有机催化剂可实现各种双氧吲哚的不对称同二烷基化和杂二烷基化，从而实现邻位全碳四元立体中心的对映选择性构建。这些反应具有出色的对映选择性和非对映选择性（高达 99% ee 和 >20:1 dr）以及良好的产率（两步高达 89%）。作为该方法的应用，已经实现了 (-)-chimonanthidine 的第一个不对称全合成。
• Lipase-catalyzed enantioselective desymmetrization of prochiral 3,3-bis(hydroxymethyl)oxindoles
  作者：Shuji Akai、Toshiaki Tsujino、Tadaatsu Naka、Kouichi Tanimoto、Yasuyuki Kita

  DOI：10.1016/s0040-4039(01)01547-7

  日期：2001.10

  Oxindoles 3b–d (91–98% ee) having a chiral quaternary carbon center at the C-3 position were prepared from readily available oxindoles 5a–c in 50–64% overall yields, in which an enantioselective desymmetrization of prochiral 1,3-diols 2b–d using a Candida rugosa lipase (Meito OF) and 1-ethoxyvinyl 2-furoate 1 was employed as the key step.

  羟吲哚3b的- d（91-98％ee）的具有在C-3位手性季碳中心从容易得到的羟吲哚制备了图5a - Ç在50-64％总产率，其中前手性的1,3-对映选择性desymmetrization采用皱纹念珠菌脂肪酶（Meito OF）和2-糠酸1-乙氧基乙烯基酯1制成的2- b - d二醇是关键步骤。