邻氨基苯甲酸(4-硝基苯基)酯 | 19176-60-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: 邻氨基苯甲酸(4-硝基苯基)酯
• 中文别名: 2-氨基苯甲酸4-硝基苯酯；对硝基苯基邻氨基苯甲酸酯；邻氨基苯甲酸4-硝基苯酯；4-硝基苯基邻氨基苯甲酸酯
• 英文名称: 2-Aminobenzencarbonsaeure-(4-nitrophenyl)ester
• 英文别名: 4-nitrophenyl 2-aminobenzoate；p-nitrophenyl 2-aminobenzoate；4-nitrophenyl anthranilate；p-nitrophenyl anthranilate；p-NPA；anthranilic acid-(4-nitro-phenyl ester)；(4-nitrophenyl) 2-aminobenzoate
• CAS: 19176-60-4
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: IFHJJPYCVMFLMB-UHFFFAOYSA-N

物化性质

• 熔点：
  127-129°C
• 沸点：
  467.0±30.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)
• 溶解度：
  在热甲醇中几乎透明

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• WGK Germany：
  3
• 海关编码：
  2922439000
• 储存条件：
  室温且干燥

SDS

4-Nitrophenyl Anthranilate Revision number: 1
SAFETY DATA SHEET

---

Section 1. BASE INFORMATION
Product name: 4-Nitrophenyl Anthranilate

Revision number: 1

---

Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
Pictograms or hazard symbols
Signal word Warning
Hazard statement Causes skin irritation
Causes serious eye irritation
Precautionary statements
[Prevention] Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
[Response] IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

---

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): 4-Nitrophenyl Anthranilate
Percent: >98.0%(T)
CAS Number: 19176-60-4
Synonyms: 2-Aminobenzoic Acid 4-Nitrophenyl Ester , Anthranilic Acid 4-Nitrophenyl Ester
Chemical Formula: C13H10N2O4

---

Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
4-Nitrophenyl Anthranilate

---

Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

---

Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards: Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
Specific methods: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

---

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

---

Section 7. HANDLING AND STORAGE
Handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

---

Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: crystal - powder
Color: Pale yellow - Yellow
Odor: No data available
pH: No data available
4-Nitrophenyl Anthranilate

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Melting point/freezing point:127 °C
Boiling Point/Range: No data available
Flash Point: No data available
Explosive limits
Lower: No data available
No data available
Upper:
Density: No data available
No data available
Solubility:

---

Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
Products:

---

Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

---

Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobillity in soil
log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

---

Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

---

Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

---

Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.
4-Nitrophenyl Anthranilate

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  邻氨基苯甲酸(4-硝基苯基)酯 在 sodium azide 、 水 作用下， 以 乙腈 为溶剂， 生成 邻氨基苯甲酸
  参考文献：
  名称：

  盐对的水解反应速率的影响特定p二进制乙腈-水溶剂中的邻氨基苯甲酸硝基苯

  摘要：

  在50±0.1°C的条件下，在混合了含有各种盐的乙腈（MeCN）的缓冲水溶液中，对氨基苯甲酸对硝基苯酯（p -NPA）的水解反应速率进行了研究。缓冲溶液的pH从8.50增加到10.0会导致所有混合了0–75％（v / v）MeCN的溶液的水解速率常数[log（k / s -1）]增加。随着MeCN含量增加到约50％（v / v），对数（k / s -1）值显着降低。但是，随着MeCN含量的进一步增加，对数的逆转增加（k / s -1）。所有添加的盐都会显着影响含有pH = 9.18的硼酸盐缓冲液的溶液的水解速率。碱金属高氯酸盐（LiClO 4和NaClO 4）随着盐浓度的增加而引起减速。与在无MeCN介质中不加盐的速率相比，低至0.1 mol dm -3的NaN 3的存在引起三倍的加速。随着MeCN含量的增加，NaN 3的速率加速作用逐渐减弱。相反，Et 4 NBr的速率加速随着MeCN含量的增加而增强。在50％（v

  DOI：

  10.1016/j.molliq.2014.09.004
• 作为产物：
  描述：

  对硝基苯酚 、 苯甲醯亞胺酸 以 三甘醇二甲醚 为溶剂， 以65%的产率得到邻氨基苯甲酸(4-硝基苯基)酯
  参考文献：
  名称：

  在无催化剂条件下蒽与羧酸，胺，苯酚和丙二腈的热促进反应

  摘要：

  开发了一种方便且原子经济的方法，用于蒽醌与不同底物的热促进反应。无催化剂工艺可提供各种有用的结构单元，并具有良好至中等的产率。这种化学方法为生物学上感兴趣的分子提供了几种分步高效的方法，并为研究高温下未开发的反应提供了一个有效的平台。

  DOI：

  10.1021/acs.joc.8b02890

文献信息

• Intramolecular General Base Catalyzed Ester Hydrolysis. The Hydrolysis of 2-Aminobenzoate Esters
  作者：Thomas H. Fife、Randhir Singh、Ramesh Bembi

  DOI：10.1021/jo0103017

  日期：2002.5.1

  with the phenyl ester is 10(5)-fold. Intramolecular general base catalyzed reactions are assessed in respect to their relative advantages and disadvantages in enzyme catalysis. A general base catalyzed reaction can be more rapid at low pH than a nucleophilic reaction that has a marked dependence on pH and the leaving group.

  已经获得了在50°C下于H（2）O中水解2-氨基苯甲酸的三氟乙基，苯基和对硝基苯基酯的速率常数。拟一级反应速率常数k（obsd）与pH无关，与pH 8至pH 4（胺基共轭酸的pK（a））无关。2-氨基苯甲酸酯在不依赖pH的反应中以相似的速率常数水解，在D（2）O中，这些水反应比H（2）O中的反应慢约2倍。最可能的机制涉及相邻胺基团在分子内的一般碱催化作用。与相应的对位取代的酯或苯甲酸酯的不依赖pH的水解相比，不依赖pH的反应的速率提高了50-100倍。与氢氧根离子催化的反应相比，用苯酯在pH 4下k（obsd）的增强是10（5）倍。就其在酶催化中的相对优点和缺点，评估了分子内一般碱催化的反应。一般的碱催化反应在低pH条件下比对pH和离去基团有明显依赖性的亲核反应更快。
• NOVEL ANTHRANILIC ACID DERIVATIVES AND CHLORIDE CHANNEL BLOCKING AGENT CONTAINING THE SAME
  申请人：Lee Changjoon Justin

  公开号：US20090131527A1

  公开（公告）日：2009-05-21

  The present invention relates to novel anthranilic acid derivatives represented by Chemical Formula I, and a chloride channel blocking agent containing the anthranilic acid derivative or its pharmacologically acceptable salts as an active ingredient. In another aspect, the present invention relates to a method of accurately and efficiently detecting the intracellular chloride channel inhibition and method of screening a chloride channel blocking agent.

  本发明涉及新颖的由化学式I表示的蒽酰胺衍生物，以及含有该蒽酰胺衍生物或其药理学上可接受的盐作为活性成分的氯通道阻滞剂。在另一个方面，本发明涉及一种准确高效地检测细胞内氯通道抑制和筛选氯通道阻滞剂的方法。
• Thermal recording sheet
  申请人：NIPPON PAPER INDUSTRIES CO., LTD.

  公开号：EP0633145A1

  公开（公告）日：1995-01-11

  In a thermal recording sheet having a thermal recording layer containing a colorless or pale colored dye precursor and a color developer reactable with the dye precursor upon heating to develop a color, a dimerized or trimerized urea compound is used as the color developer to obtain a thermal recording sheet which is superior in ground color stability and a thermal recording sheet having a reversible recordability.

  在一种热敏记录片材中，其热敏记录层含有无色或浅色染料前体和可在加热时与染料前体发生反应以显色的显色剂，使用二聚或三聚脲化合物作为显色剂，可获得地色稳定性更好的热敏记录片材和具有可逆记录性的热敏记录片材。
• Morgenstern; Schuster; Finke, Pharmazie, 1996, vol. 51, # 7, p. 458 - 467
  作者：Morgenstern、Schuster、Finke、Richter

  DOI：——

  日期：——
• Isatoic Anhydride. IV. Reactions with Various Nucleophiles
  作者：ROGER P. STAIGER、EMERY B. MILLER

  DOI：10.1021/jo01091a013

  日期：1959.9

表征谱图