N-异丙基-4-溴-2-硝基苯胺 | 683274-50-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-异丙基-4-溴-2-硝基苯胺
• 中文别名: N-异丙基4-溴-2-硝基苯胺
• 英文名称: 4-bromo-N-isopropyl-2-nitroaniline
• 英文别名: 4-bromo-2-nitro-N-(propan-2-yl)aniline；N-Isopropyl 4-bromo-2-nitroaniline；4-bromo-2-nitro-N-propan-2-ylaniline
• CAS: 683274-50-2
• 化学式: C₉H₁₁BrN₂O₂
• mdl: MFCD03407977
• 分子量: 259.103
• InChiKey: QKZASAQBZATLAE-UHFFFAOYSA-N

物化性质

• 沸点：
  333.7±32.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2921420090
• 储存条件：
  应存放在室温、干燥、避光且在惰性气体环境中。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: N-Isopropyl 4-bromo-2-nitroaniline
Synonyms: 4-Bromo-N-isopropyl-2-nitroaniline

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: N-Isopropyl 4-bromo-2-nitroaniline
CAS number: 683274-50-2

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C9H11BrN2O2
Molecular weight: 259.1

---

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, hydrogen bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-异丙基-4-溴-2-硝基苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 四(三苯基膦)钯 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 24.0h， 生成 N⁴,N^4'-diisopropyl-3,3'-dinitro-[1,1'-biphenyl]-4,4'-diamine
  参考文献：
  名称：

  苯并双咪唑和双苯并咪唑基双腈作为 DNA 小沟结合剂的潜在前体的简便合成

  摘要：

  首次详细描述了苯并双咪唑和联苯并咪唑的双腈衍生物的高产率合成。使用不同的胺对 1,5-二氟-2,4-二硝基苯进行亲核取代产生中间体二胺，使用硼氢化钠/Pd(C) 将其还原以产生四胺。允许这些四胺与不同的醛偶联以产生最终的苯并咪唑。在另一项研究中，这些双腈衍生物将用于制造苯并咪唑二脒，可用作潜在的混合序列小沟结合剂。

  DOI：

  10.1002/jhet.4353
• 作为产物：
  描述：

  4-溴-1-氟-2-硝基苯 、 异丙胺 以 乙醇 为溶剂， 反应 24.0h， 以72%的产率得到N-异丙基-4-溴-2-硝基苯胺
  参考文献：
  名称：

  混合序列 DNA 的小沟结合亲和力和特异性中的复合形状效应

  摘要：

  结合在 DNA 双链体小沟中的特定杂环阳离子作为细胞和核染色剂以及作为可有效进入人体细胞的治疗剂取得了重大成功。扩大小沟化合物的 DNA 序列识别能力也可以扩大其治疗靶点，并在许多领域产生影响，例如转录因子生物活性的调节。使用 N-甲基苯并咪唑 (N-MeBI) 噻吩已成功设计出混合序列结合化合物，这些噻吩经过预先组织以适合 DNA 小沟的形状以及与投射的 G·C 碱基对的 -NH 上的氢键进入小凹槽。初始化合物在 AT 环境中与单个 G·C 碱基对强烈结合，特异性比率为 50 (KD AT-GC/KD AT) 或更低，这对于生物学用途来说有点低。我们认为，化合物形状的修饰可用于探测 DNA 目标混合碱基对序列中的局部 DNA 微观结构，并有可能提高化合物的结合选择性。通过增加苯并咪唑 N-取代基的大小（例如，使用 N-异丁基代替 N-Me）以及通过在化合物芳香核上的特定位置引入取代来改变

  DOI：

  10.1021/jacs.8b08152

文献信息

• [EN] GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES<br/>[FR] INHIBITEURS DE LA GLUCOSYLCÉRAMIDE SYNTHASE POUR LE TRAITEMENT DE MALADIES
  申请人：BIOMARIN PHARM INC

  公开号：WO2015042397A1

  公开（公告）日：2015-03-26

  Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

  本文描述了一种I式化合物，制备这种化合物的方法，含有这种化合物的药物组合物和药物，以及使用这种化合物治疗或预防与葡萄糖酰胺合成酶（GCS）相关的疾病或症状的方法。
• [EN] COMPOUNDS FOR MODULATING S1P1 ACTIVITY AND METHODS OF USING THE SAME<br/>[FR] COMPOSÉS POUR MODULER L'ACTIVITÉ DE S1P1 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：TREVENA INC

  公开号：WO2018231745A1

  公开（公告）日：2018-12-20

  The present embodiments are directed, in part, to compounds, or pharmaceutically acceptable salts thereof, or pharmaceutical compositions thereof for modulating the activity of S1P1 receptor and methods of using the same.

  目前的实施例部分涉及化合物，或其药学上可接受的盐，或用于调节S1P1受体活性的药物组合物，以及使用它们的方法。
• [EN] METHODS OF TREATING EPILEPSY USING THE SAME<br/>[FR] PROCÉDÉS DE TRAITEMENT DE L'ÉPILEPSIE À L'AIDE DE CEUX-CI
  申请人：TREVENA INC

  公开号：WO2021046183A1

  公开（公告）日：2021-03-11

  The present embodiments are directed, in part, to compounds, or pharmaceutically acceptable salts thereof, or pharmaceutical compositions thereof for modulating the activity of S1P1 receptor and methods of using the same for the treatment of seizures, epilepsy related conditions, epilepsy-related syndrome, and the like as described herein.

  本实施例部分涉及化合物，或其药用盐，或用于调节S1P1受体活性的药物组合物，以及使用这些化合物治疗癫痫、癫痫相关疾病、癫痫相关综合征等的方法。
• 一类含氧五元杂环化合物、合成方法、药物组 合物及用途
  申请人：江南大学

  公开号：CN111848599B

  公开（公告）日：2022-04-12

  本发明公开了一类含氧五元杂环化合物、合成方法、药物组合物及用途，属于医药及其制备和应用的技术领域。本发明含氧五元杂环具有抑制蛋白酪氨酸磷酸酶SHP2的生物活性，可以作为工具化合物研究蛋白酪氨酸磷酸酶SHP2在细胞信号转导过程中的生物学功能关联性，为预防和治疗癌症、代谢与免疫疾病提供新的手段。
• [EN] BENZAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE BENZAMIDE
  申请人：WANG TONG

  公开号：WO2010151441A1

  公开（公告）日：2010-12-29

  Disclosed are benzamide derivatives useful in slowing the expansion of cancer cells.

  揭示了一种对减缓癌细胞扩张有用的苯甲酰胺衍生物。