2-(2-萘基)-1H-吲哚-3-甲醛 | 94210-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(2-萘基)-1H-吲哚-3-甲醛
• 中文别名: 2-(2-萘)-1H-吲哚-3-甲醛
• 英文名称: 2-(naphthalen-2-yl)-1H-indole-3-carbaldehyde
• 英文别名: 2-(2-Naphthyl)-1H-indole-3-carbaldehyde；2-naphthalen-2-yl-1H-indole-3-carbaldehyde
• CAS: 94210-62-5
• 化学式: C₁₉H₁₃NO
• 分子量: 271.318
• InChiKey: ZQOWXBVNBZTDHA-UHFFFAOYSA-N

物化性质

• 熔点：
  258-260°C
• 沸点：
  532.8±38.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 海关编码：
  2933990090

SDS

Name:	2-(2-Naphthyl)-1h-indole-3-carbaldehyde 97% Material Safety Data Sheet
Synonym:
CAS:	94210-62-5

Section 1 - Chemical Product MSDS Name:2-(2-Naphthyl)-1h-indole-3-carbaldehyde 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
94210-62-5	2-(2-Naphthyl)-1H-indole-3-carbaldehyd	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 94210-62-5: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 258 - 260 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C19H13NO
Molecular Weight: 271

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 94210-62-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(2-Naphthyl)-1H-indole-3-carbaldehyde - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 94210-62-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 94210-62-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 94210-62-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(2-萘基)-1H-吲哚-3-甲醛 在 1,3-双[3,5-双(三氟甲基)苯基]硫脲 、 magnesium sulfate 、 三乙胺 、 顺丁烯二酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 101.0h， 生成 1’-(4-methoxybenzyl)-2-(naphthalen-2-yl)spiro[indole-3,3’-pyrrolidin]-5’-one
  参考文献：
  名称：

  马来酸/硫脲催化的吲哚的脱芳基 ipso-Friedel-Crafts 反应生成功能化螺吲哚

  摘要：

  布朗斯台德酸和氢键催化协同效应启用dearomative本位-Friedel -克拉夫茨（DIFC）吲哚与重氮酯反应。在无金属条件下化学选择性地合成了具有各种功能的具有药用价值的螺吲哚啉。

  DOI：

  10.1002/ejoc.202100215
• 作为产物：
  描述：

  2-(2-萘基)吲哚 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 0.5h， 以84%的产率得到2-(2-萘基)-1H-吲哚-3-甲醛
  参考文献：
  名称：

  SnCl4催化吲哚-3-甲醛肟环化合成11H-吲哚[3,2-c]喹啉

  摘要：

  开发了一种通过 SnCl4 催化 2-芳基吲哚-3-甲醛 O-乙酰肟分子内亲电胺化合成 11H-吲哚并[3,2-c] 喹啉的新方法。

  DOI：

  10.1007/s11172-019-2697-7

文献信息

• Atroposelective Synthesis of Planar‐Chiral Indoles via Carbene Catalyzed Macrocyclization
  作者：Gongming Yang、Yi He、Tianyi Wang、Zhipeng Li、Jian Wang

  DOI：10.1002/anie.202316739

  日期：2024.1.15

  atroposelective synthesis of macrocyclic planar-chiral indoles via NHC-catalyzed intramolecular macrocyclization is reported. In addition, the indole-based macrocycles bearing both planar and axial chirality have also been constructed via kinetic resolution. Importantly, these obtained planar-chiral macrocycles provide additional possibilities to develop novel catalysts or ligands, as well as new reactions.

  报道了通过 NHC 催化的分子内大环化反应选择性合成大环平面手性吲哚。此外，还通过动力学拆分构建了具有平面和轴向手性的吲哚基大环化合物。重要的是，这些获得的平面手性大环化合物为开发新型催化剂或配体以及新反应提供了额外的可能性。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Novel benzofuran-3-one indole inhibitors of PI3 kinase-α and the mammalian target of rapamycin: Hit to lead studies
  作者：Matthew G. Bursavich、Natasja Brooijmans、Lawrence Feldberg、Irwin Hollander、Stephen Kim、Sabrina Lombardi、Kaapjoo Park、Robert Mallon、Adam M. Gilbert

  DOI：10.1016/j.bmcl.2010.02.082

  日期：2010.4

  A series of benzofuran-3-one indole phosphatidylinositol-3-kinases (PI3K) inhibitors identified via HTS has been prepared. The optimized inhibitors possess single digit nanomolar activity against p110 alpha (PI3K-alpha), good pharmaceutical properties, selectivity versus p110 gamma (PI3K-gamma), and tunable selectivity versus the mammalian target of rapamycin ( mTOR). Modeling of compounds 9 and 32 in homology models of PI3K-alpha and mTOR supports the proposed rationale for selectivity. Compounds show activity in multiple cellular proliferation assays with signaling through the PI3K pathway confirmed via phospho-Akt inhibition in PC-3 cells. (C) 2010 Elsevier Ltd. All rights reserved.
• Microwave synthesis of 2-[(E)-2-(1H-indol-3-yl)vinyl]hetarenes
  作者：Alexander V. Aksenov、Oleg N. Nadein、Nicolai A. Aksenov、Anton A. Skomorokhov、Inna V. Aksenova、Michael A. Rubin

  DOI：10.1007/s10593-015-1788-0

  日期：2015.10

  A new highly efficient method for the condensation of (indol-3-yl)carbaldehydes with 2-methylazoles and 2-methylazines under activation with microwave irradiation is developed. The method provides high yields of structural scaffolds of bishetarylethylene fluorescent sensors that found widespread application in medicinal, bioorganic, and pharmaceutical chemistry.
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577B1

  公开（公告）日：2018-12-12