N-(4-硝基苯基)二乙醇胺 | 18226-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-硝基苯基)二乙醇胺
• 英文名称: N,N-bis(2-hydroxyethyl)-4-nitroaniline
• 英文别名: N-(4-nitrophenyl)diethanolamine；2,2'-[(4-nitrophenyl)imino]bis-ethanol；Ethanol, 2,2'-[(4-nitrophenyl)imino]bis-；2-[N-(2-hydroxyethyl)-4-nitroanilino]ethanol
• CAS: 18226-17-0
• 化学式: C₁₀H₁₄N₂O₄
• 分子量: 226.232
• InChiKey: CDEQUHCAZLSDTD-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102 °C
• 沸点：
  451.7±40.0 °C(Predicted)
• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89.5
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2922199090
• 储存条件：
  存放在2-8°C的环境中，应保持干燥并密封。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-(4-Nitrophenyl)diethanolamine
Synonyms: 2,2’-(4-Nitrophenylazanediyl)diethanol

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

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Section 3. Composition/information on ingredients.
Ingredient name: N-(4-Nitrophenyl)diethanolamine
CAS number: 18226-17-0

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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.

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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.

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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.

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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.
Storage:

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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.

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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: C10H14N2O4
Molecular weight: 226.2

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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.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-(4-硝基苯基)二乙醇胺 在 吡啶 、 一水合肼 、 甲基磺酰氯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 N,N-bis(2-chloroethyl)benzene-1,4-diamine hydrochloride
  参考文献：
  名称：

  利用代谢糖工程和四嗪连接生物正交反应选择性激活乳腺癌中的前药

  摘要：

  通过将化学疗法转化为可在肿瘤部位激活的前药来提高化学疗法的选择性，从而减少其副作用并允许区分癌细胞和非癌细胞。在此，证明了使用代谢糖工程（MGE）用四嗪（Tz）激活剂选择性标记MCF-7乳腺癌细胞，随后通过生物正交反应激活含有环辛烯（TCO）部分的前药。三种新型 Tz 修饰单糖 AcManNTz 、 AcGalNTz 和 AcSiaTz 被用于通过 MGE 在富含唾液酸的乳腺癌细胞表面聚糖中表达 Tz 激活剂。对乳腺癌细胞 (MCF-7) 和非癌性 L929 成纤维细胞上的 Tz 表达进行了评估，显示出浓度依赖性效应和优异的选择性，MCF-7 细胞和非癌性 L929 成纤维细胞上的 Tz 表达≥35 倍。接下来，在 Tz 生物工程细胞上分析了一种新型 TCO-芥末前药和 TCO-阿霉素前药，以探讨我们的假设，即它们可以通过生物正交反应激活。对于 MCF-7 乳腺癌细胞和非癌性 L929 细

  DOI：

  10.1016/j.bioorg.2024.107304
• 作为产物：
  描述：

  [(4-Nitro-phenyl)-(2-oxo-ethyl)-amino]-acetaldehyde 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 N-(4-硝基苯基)二乙醇胺
  参考文献：
  名称：

  Palmer, Brian D; Denny, William A, Synthetic Communications, 1987, vol. 17, # 5, p. 601 - 610

  摘要：

  DOI：

文献信息

• A hypoxia-specific and mitochondria-targeted anticancer theranostic agent with high selectivity for cancer cells
  作者：Mingxing Hu、Chao Yang、Yi Luo、Fan Chen、Fangfang Yang、Shuping Yang、Hao Chen、Zhiqiang Cheng、Kun Li、Yongmei Xie

  DOI：10.1039/c8tb00546j

  日期：——

  A novel hypoxia-specific and mitochondria-targeted theranostic agent,HMX-1, was reported with certified anti-cancer efficiencyin vitroandin vivo.

  一种新型的针对缺氧和靶向线粒体的治疗诊断剂，HMX-1，据报道在体外和体内具有经过验证的抗癌效果。
• Copper(II)-Catalyzed Enantioselective Intramolecular Cyclization of <i>N</i>-Alkenylureas
  作者：Shaomin Fu、Honghao Yang、Guoqiang Li、Yuanfu Deng、Huanfeng Jiang、Wei Zeng

  DOI：10.1021/acs.orglett.5b00131

  日期：2015.2.20

  Cu(II)-catalyzed highly enantioselective intramolecular cyclization of N-alkenylureas was developed for the concise assembly of chiral vicinal diamino bicyclic heterocycles. Facile removal of carbonyl group of the carbamido moiety allowed for ready access to enantioenriched cyclic vicinal diamines.

  开发了第一个Cu（II）催化的N-烯基脲的高对映选择性分子内环化反应，用于手性邻位二氨基双环杂环的简洁组装。轻松去除氨基甲酸酯基团的羰基使得可以容易地获得对映体富集的环状邻位二胺。
• [EN] TREATMENT OR PROPHYLAXIS OF PROLIFERATIVE CONDITIONS<br/>[FR] TRAITEMENT OU PROPHYLAXIE D'ÉTATS PROLIFÉRATIFS
  申请人：UNIV DUNDEE

  公开号：WO2010125350A1

  公开（公告）日：2010-11-04

  The invention relates to novel compounds for use in the treatment or prophylaxis of cancers and other proliferative conditions that are for example characterized by cells that express cytochrome P450 1B1 (CYP1B1) and allelic variants thereof. The invention also provides pharmaceutical compositions comprising one or more such compounds for use in medical therapy, for example in the treatment of prophylaxis of cancers or other proliferative conditions, as well as methods for treating cancers or other conditions in human or non-human animal patients. The invention also provides methods for identifying novel compounds for use in the treatment of prophylaxis of cancers and other proliferative conditions that are for example characterized by cells that express CYP1 B1 and allelic variants thereof. The invention also provides a method for determining the efficacy of a compound of the invention in treating cancer.

  该发明涉及用于治疗或预防癌症和其他增殖性疾病的新化合物，例如这些疾病的特征是细胞表达细胞色素P450 1B1（CYP1B1）及其等位基因变体。该发明还提供包含一种或多种此类化合物的药物组合物，用于医学治疗，例如用于治疗或预防癌症或其他增殖性疾病，以及用于治疗人类或非人类动物患者的癌症或其他疾病的方法。该发明还提供用于识别用于治疗或预防癌症和其他增殖性疾病的新化合物的方法，例如这些疾病的特征是细胞表达CYP1B1及其等位基因变体。该发明还提供一种用于确定该发明中化合物治疗癌症的疗效的方法。
• ANTI-CANCER AGENTS
  申请人：Peng Xiaohua

  公开号：US20130045949A1

  公开（公告）日：2013-02-21

  Described herein are compounds that may be selectively activated to produce active anti-cancer agents in tumor cells. Also disclosed are pharmaceutical compositions comprising the compounds, and methods of treating cancer using the compounds.

  本文描述了一些化合物，这些化合物可以被选择性地激活，以在肿瘤细胞中产生活性抗癌剂。还公开了包括这些化合物的药物组合物，以及使用这些化合物治疗癌症的方法。
• 一种过氧化氢响应的氮芥类抗肿瘤前药及其 制备方法
  申请人：江南大学

  公开号：CN110305036B

  公开（公告）日：2020-09-04

  本发明公开了一种过氧化氢响应的氮芥类抗肿瘤前药及其制备方法，属于药物化学领域。本发明化合物含有α‑酮酰胺结构和氮芥结构，能够快速响应H2O2，可作为氮芥类抗肿瘤前药，对H2O2响应效果佳，具有较高的细胞选择性、毒副作用小，提供一种有效安全、高选择性的抗肿瘤药物，丰富了氮芥类抗肿瘤药物的种类，具有很好的市场前景。