3-氟-4-硝基苯甲醚 | 446-38-8

• 物质功能分类: 化学试剂 - 有机试剂 - 醚类
• 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: 3-氟-4-硝基苯甲醚
• 中文别名: 2-氟-4-甲氧基硝基苯
• 英文名称: 2-fluoro-4-methoxy-1-nitro-benzene
• 英文别名: 2-fluoro-4-methoxynitrobenzene；3-fluoro-4-nitroanisole；2-nitro-5-methoxy-fluorobenzene；2-fluoro-4-methoxy-1-nitrobenzene
• CAS: 446-38-8
• 化学式: C₇H₆FNO₃
• 分子量: 171.128
• InChiKey: PLEJCMKVJYUUBA-UHFFFAOYSA-N

物化性质

• 熔点：
  57.3
• 沸点：
  264.5±20.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2909309090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  保持冷静

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
3-Fluoro-4-nitroanisole
Product Name:
Synonyms: 2-Fluoro-4-methoxy-1-nitrobenzene

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H314: Causes severe skin burns and eye damage
H335: May cause respiratory irritation
H412: Harmful to aquatic life with long lasting effects
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Avoid release to the environment
P273:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P310: Immediately call a POISON CENTER or doctor/physician

---

Section 3. Composition/information on ingredients.
3-Fluoro-4-nitroanisole
Ingredient name:
CAS number: 446-38-8

---

Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

---

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.
Storage: Store in closed vessels.

---

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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6FNO3
Molecular weight: 171.1

---

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 fluoride.

---

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
UN Number: UN3261 Class: 8 Packing group: II
Proper shipping name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (3-Fluoro-4-nitroanisole)

---

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

制备方法与用途

3-氟-4-硝基苯甲醚的应用

3-氟-4-硝基苯甲醚是一种常用的有机合成中间体和医药中间体，主要应用于实验室研发及化工生产过程。

制备方法

在室温下，将化合物3-氟-4-硝基苯酚（0.88 mmol）溶于10 mL DMF中，加入碳酸铯（1.32 mmol），滴加碘甲烷（1.76 mmol）。搅拌过夜，并通过TLC监测反应进程。待原料完全反应后，将反应液倾入冰水中，依次用乙酸乙酯（EA）萃取三次（每次20 mL），合并有机相，进行水洗和饱和食盐水洗后，使用无水硫酸钠干燥并浓缩至干。最终得到化合物3-氟-4-硝基苯甲醚（310 mg），为亮黄色固体，产率为100%，Rf值为0.3（P/E = 3/1）。

反应信息

• 作为反应物：
  描述：

  3-氟-4-硝基苯甲醚 在 硝酸 作用下， 生成 1-fluoro-5-methoxy-2,4-dinitrobenzene
  参考文献：
  名称：

  Hodgson; Nixon, Journal of the Chemical Society, 1941, p. 793

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氟-4-硝基苯酚 以98的产率得到3-氟-4-硝基苯甲醚
  参考文献：
  名称：

  Small-molecule modulators of TRP-P8 activity

  摘要：

  本发明提供了小分子Trp-p8调节剂，包括Trp-p8激动剂和Trp-p8拮抗剂，以及包含小分子Trp-p8激动剂的组合物，以及用于鉴定和表征新型小分子Trp-p8调节剂的方法，以及用于降低Trp-p8表达细胞的存活率和/或抑制生长的方法，用于激活Trp-p8介导的阳离子内流的方法，用于刺激细胞凋亡和/或坏死的方法，以及相关的治疗疾病的方法，包括肺癌、乳腺癌、结肠癌和/或前列腺癌等癌症以及与Trp-p8表达相关的其他疾病，如良性前列腺增生等。

  公开号：

  US20070232603A1
• 作为试剂：
  描述：

  3-氟-4-硝基苯酚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 碘甲烷 在 ice water 、 乙酸乙酯 、 盐酸 、 碳酸氢钠 、 hexanes 、 3-氟-4-硝基苯甲醚 作用下， 以 丙酮 为溶剂， 反应 17.25h， 生成 3-氟-4-硝基苯甲醚
  参考文献：
  名称：

  Process for preparing isomerically pure prodrugs of proton pump inhibitors

  摘要：

  本文通过合成方案和实验描述展示了制备质子泵抑制剂的同分异构纯N-芳基磺酰基衍生物的合成方法，其中包括取代苯并咪唑核。

  公开号：

  US20050038076A1

文献信息

• Synthesis of near-infrared fluorescent rhodamines <i>via</i> an S_NAr^H reaction and their biological applications
  作者：Qing Wang、Kun Huang、Songtao Cai、Chang Liu、Xiaojie Jiao、Song He、Liancheng Zhao、Xianshun Zeng

  DOI：10.1039/c8ob01701h

  日期：——

  the preparation of a wide variety of π-extended near-infrared fluorescent rhodamine dyes. Using this strategy, seven rectilinearly π-extended rhodamines (RE1–RE7) that had fluorescence emission wavelengths in the near-infrared region were synthesized. RE1, RE3, and RE4 were lysosome targetable and showed good photostabilities. In addition, using dye RE1 as a precursor, we constructed a novel NIR fluorescent

  由于减少了来自生物样品的干扰吸收和荧光，减少了散射并提高了组织穿透深度，近红外（NIR）染料在生物医学中引起了人们的极大兴趣。在这种情况下，我们报告了使用芳香族氢的独特分子内亲核取代（S N Ar H）策略合成直线π延伸的若丹明染料的方法。该策略利用了预先组织的芳族氨基氮与x吨离子中电子不足的碳之间的S N Ar H反应。S N Ar H本文提出的反应可在没有过渡金属催化剂的温和条件下进行，并且有望实现多种π扩展的近红外荧光若丹明染料的制备。使用这种策略，合成了在近红外区域具有荧光发射波长的七个直线π扩展的若丹明（RE1-RE7）。RE1，RE3和RE4可溶酶体靶向，并显示出良好的光稳定性。此外，我们以染料RE1为前体，构建了一种新型的NIR荧光开启探针（RE1-Cu），可用于检测Cu 2+ 在活细胞中的含量，证明了我们近红外功能荧光染料的价值。
• [EN] 5-O-SUBSTITUTED 3-N-PHENYL-1,3,4-OXADIAZOLONES FOR MEDICAL USE<br/>[FR] 3-N-PHÉNYL-1,3,4-OXADIAZOLONES 5-O-SUBSTITUÉES POUR UNE UTILISATION MÉDICALE
  申请人：BIAL PORTELA & COMPANHIA S A

  公开号：WO2009084970A1

  公开（公告）日：2009-07-09

  The present invention relates to compounds having a 5-O-substituted 3-N-phenyl-1,3,4-oxadiazolone structural unit which have unexpectedly high level of inhibition of FAAH (fatty acid amide hydrolase). (I)

  本发明涉及具有5-O取代的3-N-苯基-1,3,4-噁二唑酮结构单元的化合物，其对FAAH（脂肪酸酰胺水解酶）具有意外高水平的抑制作用。
• 2-nitroaryl and 2-cyanoaryl compounds as regulators of nitric oxide
  申请人：Abbott Laboratories

  公开号：US05362747A1

  公开（公告）日：1994-11-08

  2-Nitroaryl or 2-cyanoaryl compounds of the formula ##STR1## pharmaceutical compositions thereof, intermediates useful in the preparation of these compounds, and methods for treating disorders of vascular smooth muscles or diseases of the cartilage, macrophages, neurons, platelets, bronchial smooth muscles, optic muscles and gastrointestinal smooth muscles, in addition to sickle cell anemia, diabetes, synovitis, chondroarthritis and osteoarthritis by employing these compounds.

  2-硝基芳基或2-氰基芳基化合物的化学式为##STR1##，其药物组合物，用于制备这些化合物的中间体，以及利用这些化合物治疗血管平滑肌障碍或软骨、巨噬细胞、神经元、血小板、支气管平滑肌、视肌和胃肠平滑肌疾病的方法，此外还包括镰刀细胞贫血、糖尿病、滑膜炎、软骨关节炎和骨关节炎。
• [EN] TRIAZOLOPYRAZINE DERIVATIVES AND THEIR USE FOR TREATING NEUROLOGICAL AND PSYCHIATRIC DISORDERS<br/>[FR] DÉRIVÉS DE TRIAZOLOPYRAZINE ET LEUR UTILISATION POUR LE TRAITEMENT DE TROUBLES NEUROLOGIQUES ET PSYCHIATRIQUES
  申请人：LUNDBECK & CO AS H

  公开号：WO2013034755A1

  公开（公告）日：2013-03-14

  The present invention is directed to triazolopyrazine compounds of Formula (I). Separate aspects of the invention are directed to pharmaceutical compositions comprising said compounds and uses of the compounds as therapeutic agents treating neurological and psychiatric disorders.

  本发明涉及式(I)的三唑吡嗪化合物。该发明的不同方面涉及包含所述化合物的药物组合物以及将该化合物用作治疗神经系统和精神疾病的治疗剂的用途。
• [EN] WNT PATHWAY ANTAGONISTS<br/>[FR] ANTAGONISTES DE LA VOIE WNT
  申请人：SIENA BIOTECH SPA

  公开号：WO2011042145A1

  公开（公告）日：2011-04-14

  The present invention relates to known and novel compounds of formula (I) as herein described and pharmaceutical compositions thereof. The compounds of formula (I) have inhibitory effect on the Wnt pathway and are therefore useful in the preparation of a medicament, in particular for the treatment of cancer.

  本发明涉及如下所述的已知和新颖的化合物（I）的公式及其药物组成。公式（I）的化合物对Wnt途径具有抑制作用，因此在制备药物方面特别适用于治疗癌症。