6-(4-乙酰氨基-1,8-萘醛酰氨基)己酸 | 172227-59-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 6-(4-乙酰氨基-1,8-萘醛酰氨基)己酸
• 中文别名: 6-(4-乙酰胺-1,8-萘二甲酰亚胺基)己酸；6-(乙酰氨基)-1,3-二氧代-1H-苯并[DE]异喹啉-2(3H)-己酸
• 英文名称: 6-(6-acetylamino-1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)hexanoic acid
• 英文别名: 6-(4-acetylamino-1,8-naphthalimido)-caproic acid；4-acetylamino-1,8-naphthalimide-N-caproic acid；4-acetamido-1,8-naphthalimide-N-caproic acid；6-(4-Acetamido-1,8-naphthalamido)hexanoic acid；6-(6-acetamido-1,3-dioxobenzo[de]isoquinolin-2-yl)hexanoic acid
• CAS: 172227-59-7
• 化学式: C₂₀H₂₀N₂O₅
• 分子量: 368.389
• InChiKey: RCZAYEHQRFPFSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• WGK Germany：
  3

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 6-(4-Acetamido-1,8-naphthalamido)hexanoic acid
CAS-No. : 172227-59-7
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : 6-(4-Acetamino-1,8-naphthalamido)caproic acid
6-(Acetamido)-1,3-dioxo-1H-benz[de]isoquinoline-2(3H)-hexanoic acid
Formula : C20H20N2O5
Molecular Weight : 368,38 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: light red
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  苄胺 、 6-(4-乙酰氨基-1,8-萘醛酰氨基)己酸 在 N-甲基吡咯烷酮 、 4-二甲氨基吡啶 、 达卡巴嗪 作用下， 以 四氢呋喃 为溶剂， 生成 benzyl 4-acetamido-1,8-naphthalimido-N-hexanoic amide
  参考文献：
  名称：

  Versatile fluorescence labeling method using activated esters on solid support

  摘要：

  A versatile fluorescence labeling method employing support bound nitrophenyl, N-hydroxysuccinimidyl, 1-hydroxybenzotriazoyl and oxime active esters is described. The relative kinetic properties of different esters were systematically compared using an environment-independent benzoquinoline dye. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00422-9
• 作为产物：
  描述：

  苊 在 吡啶 、 盐酸 、 sodium dichromate 、 tin(II) chloride dihdyrate 、 硝酸 、 溶剂黄146 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 23.5h， 生成 6-(4-乙酰氨基-1,8-萘醛酰氨基)己酸
  参考文献：
  名称：

  Synthesis and Photophysical Studies on Naphthalimide Derived Fluorophores as Markers in Drug Delivery

  摘要：

  研究人员合成了 4-氨基-1,8-萘二甲酰亚胺的衍生物，并对其光物理性质进行了表征和研究，这些衍生物含有一个以羧基为连接基的游离烷基链和 4-氨基官能团上的不同取代基。稳态荧光研究表明，量子产率在 0.45 到 0.65 之间，斯托克斯位移范围为 5824-8558 cm-1。为了探索化合物的分析潜力，对其光谱和理化参数（如电子吸收、发射和消光系数）进行了研究。溶解变色研究表明，所有化合物对不同溶剂的极性都很敏感，在乙腈中的荧光程度最高。此外，在离子（即 Na+、K+ 和 Mg2+，浓度为 0.1-2 当量）存在的情况下，化合物的荧光随着离子浓度的增加呈下降趋势。TCSPC 装置用于测量化合物的荧光寿命，结果发现它是双指数型的，在各自的振幅上有较长和较短的分量。化合物的平均寿命为 5.76-9.96ns，这表明它们有可能在研究和诊断中得到更广泛的应用。

  DOI：

  10.1007/s10895-016-1835-y

文献信息

• Dubey, Krishna K.; Singh, Ramendra K.; Misra, Krishna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 10, p. 876 - 878
  作者：Dubey, Krishna K.、Singh, Ramendra K.、Misra, Krishna

  DOI：——

  日期：——
• Synthesis and Photophysical Studies on Naphthalimide Derived Fluorophores as Markers in Drug Delivery
  作者：Nidhi Singh、Ritika Srivastava、Anuradha Singh、Ramendra K. Singh

  DOI：10.1007/s10895-016-1835-y

  日期：2016.7

  Derivatives of 4-amino-1,8-naphthalimide containing a free alkyl chain bearing carboxyl group as linker and different substituents at 4-amino function have been synthesized, characterized and studied for their photophysical properties. Steady state fluorescence studies showed quantum yield varied from 0.45 to 0.65 with Stokes shift in the range of 5824–8558 cm−1. Spectroscopic and physicochemical parameters, like electronic absorption, emission, and extinction coefficient were investigated in order to explore the analytical potential of compounds. Solvatochromic studies demonstrated that all compounds were sensitive towards the polarity of different solvents showing the highest degree of fluorescence in acetonitrile. In addition, the compounds in the presence of ions, viz. Na+, K+ and Mg2+ at concentration of 0.1–2 equivalents, showed a decreasing trend in fluorescence with increasing ionic concentration. TCSPC set – up was used to measure the fluorescence lifetime of compounds, which was found to be bi-exponential with longer and shorter component at their respective amplitudes. The average lifetime of compounds was observed to be 5.76–9.96 ns indicating the possibility of their greater utilization in research and diagnosis.

  研究人员合成了 4-氨基-1,8-萘二甲酰亚胺的衍生物，并对其光物理性质进行了表征和研究，这些衍生物含有一个以羧基为连接基的游离烷基链和 4-氨基官能团上的不同取代基。稳态荧光研究表明，量子产率在 0.45 到 0.65 之间，斯托克斯位移范围为 5824-8558 cm-1。为了探索化合物的分析潜力，对其光谱和理化参数（如电子吸收、发射和消光系数）进行了研究。溶解变色研究表明，所有化合物对不同溶剂的极性都很敏感，在乙腈中的荧光程度最高。此外，在离子（即 Na+、K+ 和 Mg2+，浓度为 0.1-2 当量）存在的情况下，化合物的荧光随着离子浓度的增加呈下降趋势。TCSPC 装置用于测量化合物的荧光寿命，结果发现它是双指数型的，在各自的振幅上有较长和较短的分量。化合物的平均寿命为 5.76-9.96ns，这表明它们有可能在研究和诊断中得到更广泛的应用。
• Versatile fluorescence labeling method using activated esters on solid support
  作者：Young-Tae Chang、Peter G. Schultz

  DOI：10.1016/s0960-894x(99)00422-9

  日期：1999.9

  A versatile fluorescence labeling method employing support bound nitrophenyl, N-hydroxysuccinimidyl, 1-hydroxybenzotriazoyl and oxime active esters is described. The relative kinetic properties of different esters were systematically compared using an environment-independent benzoquinoline dye. (C) 1999 Elsevier Science Ltd. All rights reserved.