5-[(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)甲基]-2-糠醛 | 116750-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 5-[(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)甲基]-2-糠醛
• 英文名称: 5-(1,3-dioxo-2,3-dihydro-1H-2-isoindolylmethyl)-2-furaldehyde
• 英文别名: 5-phthalimidomethyl-2-furfural；5-[(1,3-Dioxo-1,3-dihydro-2h-isoindol-2-yl)methyl]-2-furaldehyde；5-[(1,3-dioxoisoindol-2-yl)methyl]furan-2-carbaldehyde
• CAS: 116750-06-2
• 化学式: C₁₄H₉NO₄
• mdl: MFCD02180376
• 分子量: 255.23
• InChiKey: ZRBXPAHJXKKXME-UHFFFAOYSA-N

物化性质

• 熔点：
  125 °C
• 沸点：
  454.4±40.0 °C(Predicted)
• 密度：
  1.455±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi

SDS

Name:	5-[(1 3-Dioxo-1 3-dihydro-2H-isoindol-2-yl)methyl]-2-furaldehyde 97% Material Safety Data Sheet
Synonym:
CAS:	116750-06-2

Section 1 - Chemical Product MSDS Name:5-[(1 3-Dioxo-1 3-dihydro-2H-isoindol-2-yl)methyl]-2-furaldehyde 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
116750-06-2	5-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-	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# 116750-06-2: 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: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 125 - 128 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: C14H9NO4
Molecular Weight: 255

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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, reducing agents, amines.
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# 116750-06-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-furaldehyde - 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# 116750-06-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 116750-06-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 116750-06-2 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：

  5-[(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)甲基]-2-糠醛 在 rose bengal 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-戊烯酸,5-(1,3-二氢-1,3-二羰基-2H-异吲哚-2-基)-4-羰基-
  参考文献：
  名称：

  一种以5-氯甲基糠醛制备5-氨基乙酰丙酸的工艺

  摘要：

  本发明公开了一种以5‑氯甲基糠醛制备5‑氨基乙酰丙酸的工艺，以生物质基5‑氯甲基糠醛、廉价易得的邻苯二甲酰亚胺钾为反应原料反应得到产率为97.1％的氨化产物5‑(邻苯二甲酰亚胺)甲基糠醛，之后经光氧化、还原、水解等合成步骤得到5‑ALA。5‑ALA经核磁共振确定结构，并由高效液相色谱法检测纯度为96.1％，总反应收率为23.7％。与传统化学法合成5‑氨基乙酰丙酸技术路线相比，该方法具有原料廉价易得、操作简便、反应条件温和、无毒等优点，具有良好的工业化推广前景。

  公开号：

  CN110330440A
• 作为产物：
  描述：

  2-呋喃甲胺 在 溶剂黄146 、 三氯氧磷 作用下， 反应 1.0h， 生成 5-[(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)甲基]-2-糠醛
  参考文献：
  名称：

  串联Mannich / Diels–Alder反应合成吲哚化合物库†

  摘要：

  这项研究证明了串联曼尼希/狄尔斯-阿尔德序列可合成具有吲哚基-八氢-3 a，6-环氧-异吲哚核心结构的小分子文库。进行了基于该支架的代表性多样化示例，并且正在欧洲铅厂（ELF）联盟内部建立一个图书馆。

  DOI：

  10.1039/c6ra08786h

文献信息

• Application of oxime-diversification to optimize ligand interactions within a cryptic pocket of the polo-like kinase 1 polo-box domain
  作者：Xue Zhi Zhao、David Hymel、Terrence R. Burke

  DOI：10.1016/j.bmcl.2016.08.098

  日期：2016.10

  potent previously known polo-like kinase 1 (Plk1) polo-box domain (PBD) binding inhibitors. This improved binding may result by accessing a newly identified auxiliary region proximal to a key hydrophobic cryptic pocket on the surface of the protein. Our findings could have general applicability to the design of PBD-binding antagonists.

  通过涉及使用基于肟连接的策略初步筛选一组87个醛的过程，我们能够实现比最有效的先前已知的polo-like激酶1（Plk1）polo-box的亲和力提高数倍。域（PBD）结合抑制剂。这种改善的结合可以通过接近蛋白质表面上关键疏水隐窝的新近识别出的辅助区域来实现。我们的发现可能普遍适用于PBD结合拮抗剂的设计。
• Syntheses of γ-Oxo Acids or γ-Oxo Esters by Photooxygenation of Furanic Compounds and Reduction Under Ultrasound: Application to the Synthesis of 5-Aminolevulinic Acid Hydrochloride
  作者：L. Cottier、G. Descotes、L. Eymard、K. Rapp

  DOI：10.1055/s-1995-3897

  日期：1995.3

  The photooxygenation of 5-hydroxymethyl-2-furfural (1a) or derivatives 1b-g yields 4-hydroxy-Δ 2-butenolides 2 which are the precursors of butenolides 3 or α,β-unsaturated γ-oxo esters 5. The selective reduction of olides 2 or oxo esters 5 with zinc in acetic acid under sonication leads to γ-oxo acids 4 or γ-oxo esters 6. The photooxygenation of amino derivative 1d, followed by selective reduction of corresponding lactone 2d, gives 5-aminolevulinic acid hydrochloride (7) (ALA) after hydrolysis.

  5-hydroxymethyl-2-furfural (1a) 或衍生物 1b-g 经过光氧合反应可生成 4-hydroxy-Î 2-butenolides 2，这是丁烯内酯 3 或 α，β-不饱和 γ-oxo esters 5 的前体。在乙酸中用锌在超声条件下选择性还原烯醇内酯 2 或氧代酯 5，可得到δ-氧代酸 4 或δ-氧代酯 6。氨基衍生物 1d 光氧合后，选择性还原相应的内酯 2d，水解后得到 5-氨基乙酰丙酸盐酸盐 (7)（ALA）。
• DEVELOPMENT OF MOLECULAR IMAGING PROBES FOR CARBONIC ANHYDRASE-IX USING CLICK CHEMISTRY
  申请人：Kolb Hartmuth C.

  公开号：US20090123372A1

  公开（公告）日：2009-05-14

  The present application discloses methods for identifying inhibitors with high binding-affinity for the carbonic anhydrase-IX (CA-IX) enzyme using click chemistry and uses the candidates thereof as positron emission tomography (PET) imaging agents.

  本申请公开了使用点击化学方法鉴定高亲和力的碳酸酐酶IX（CA-IX）酶抑制剂的方法，并将其候选物作为正电子发射断层扫描（PET）成像剂。
• Development of Molecular Imaging Probes for Carbonic Anhydrase-IX Using Click Chemistry
  申请人：Kolb Hartmuth C.

  公开号：US20100317842A1

  公开（公告）日：2010-12-16

  The present application discloses methods for identifying inhibitors with high binding-affinity for the carbonic anhydrase-IX (CA-IX) enzyme using click chemistry and uses the candidates thereof as positron emission tomography (PET) imaging agents.

  本申请公开了一种使用点击化学方法鉴定高亲和力碳酸酐酶IX（CA-IX）酶抑制剂的方法，并将其候选物作为正电子发射断层扫描（PET）成像剂。
• Development of molecular imaging probes for carbonic anhydrase-IX using click chemistry
  申请人：Siemens Medical Solutions USA, Inc.

  公开号：EP2468734A1

  公开（公告）日：2012-06-27

  The present application discloses methods for identifying inhibitors with high binding-affinity for the carbonic anhydrase-IX (CA-IX) enzyme using click chemistry and uses the candidates thereof as positron emission tomography (PET) imaging agents.

  本申请公开了利用点击化学方法鉴定对碳酸酐酶-IX（CA-IX）酶具有高结合亲和力的抑制剂的方法，并将其候选物用作正电子发射断层扫描（PET）成像剂。