4-氟-3-硝基苯甲腈 | 1009-35-4

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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: 4-氟-3-硝基苯甲腈
• 中文别名: 4-氟-3-硝基苯腈；3-硝基-4-氟苯腈
• 英文名称: 4-fluoro-3-nitrobenzonitrile
• 英文别名: 2-nitro-4-cyanofluorobenzene；4-cyano-1-fluoro-2-nitrobenzene
• CAS: 1009-35-4
• 化学式: C₇H₃FN₂O₂
• mdl: MFCD01632197
• 分子量: 166.111
• InChiKey: LKOWKPGBAZVHOF-UHFFFAOYSA-N

物化性质

• 熔点：
  90.5-91.5°C
• 沸点：
  277.6±25.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• 海关编码：
  2926909090
• 危险品运输编号：
  UN 3439
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2~8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Fluoro-3-nitrobenzonitrile
Product Name:
Synonyms: 5-Cyano-5-fluoro-1-nitrobenzene

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H314: Causes severe skin burns and eye damage
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.
Ingredient name: 4-Fluoro-3-nitrobenzonitrile
CAS number: 1009-35-4

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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
This product should be handled only by, or under the close supervision of, those properly qualified
Handling:
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.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H3FN2O2
Molecular weight: 166.1

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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, hydrogen fluoride.

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

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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

制备方法与用途

4-氟-3-硝基苯甲腈主要用于作为研究中的化合物。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  4-氟-3-硝基苯甲醛	4-fluoro-3-nitrobenzaldehyde	42564-51-2	C7H4FNO3	169.112
  4-氯-3-硝基苯甲腈	4-chloro-3-nitrobenzonitrile	939-80-0	C7H3ClN2O2	182.566

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  4-氟-3-硝基苄醇	(4-fluoro-3-nitrophenyl)methanol	20274-69-5	C7H6FNO3	171.128
  ——	2-bromo-4-fluoro-5-nitrobenzonitrile	——	C7H2BrFN2O2	245.007
  4-氟-3-硝基苯甲酸	3-nitro-4-fluorobenzoic acid	453-71-4	C7H4FNO4	185.111
  3-氨基-4-氟苯腈	3-amino-4-fluorobenzonitrile	859855-53-1	C7H5FN2	136.129
  4-氟-N,N-二甲基-3-硝基苯甲酰胺	4-fluoro-N,N-dimethyl-3-nitrobenzamide	682757-41-1	C9H9FN2O3	212.18
  4-氨基-3-硝基苯甲腈	4-Amino 3-nitro-benzonitrile	6393-40-4	C7H5N3O2	163.136
  ——	3-nitro-4-vinyl-benzonitrile	501931-56-2	C9H6N2O2	174.159

反应信息

• 作为反应物：
  描述：

  4-氟-3-硝基苯甲腈 在 sodium tetrahydroborate 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 4-氟-3-硝基苄醇
  参考文献：
  名称：

  [EN] IMINOTETRAHYDROPYRIMIDINONE DERIVATIVES AS PLASMEPSIN V INHIBITORS
  [FR] DÉRIVÉS D'IMINOTÉTRAHYDROPYRIMIDINONE UTILISÉS COMME INHIBITEURS DE PLASMEPSINE V

  摘要：

  一系列在6-位置被苯基取代的2-亚氨基-6-甲基四氢嘧啶-4(1H)-酮衍生物，该苯基再通过一个可选取代的不饱和融合双环环系统进行间位取代，该环系统含有至少一个氮原子，作为血液型质体蛋白酶V活性的选择性抑制剂，对于药物制剂特别有益，尤其在治疗疟疾方面。

  公开号：

  WO2017089453A1
• 作为产物：
  描述：

  对氟苯腈 在 nitronium tetrafluoborate 作用下， 以 环丁砜 为溶剂， 生成 4-氟-3-硝基苯甲腈
  参考文献：
  名称：

  芳烃替代品。VII.1Friedel-Crafts 型芳烃硝化2

  摘要：

  在均相四亚甲基砜溶液中研究了芳烃与硝基卤化物、四氧化二氮、五氧化二氮和稳定的硝鎓盐的 Friedel-Crafts 型硝化。发现了一种由硝酸HF和BF2制备四氟硼酸硝鎓的简单新方法。氟硼酸盐硝化制备硝基硝基脲的范围扩大到各种取代芳烃。

  DOI：

  10.1021/ja01483a016

文献信息

• Propylphosphonic Anhydride (T3P®): A Remarkably Efficient Reagent for the One-Pot Transformation of Aromatic, Heteroaromatic, and Aliphatic Aldehydes to Nitriles
  作者：John Augustine、Rajendra Atta、Balakrishna Ramappa、Chandrakantha Boodappa

  DOI：10.1055/s-0029-1218388

  日期：2009.12

  Propylphosphonic anhydride has been demonstrated to be an efficient reagent for the transformation of aromatic, heteroaromatic, and aliphatic aldehydes to respective nitriles in excellent yields. This procedure offers simple and one-pot access to nitriles and highlights the synthetic utility of T3P® as a versatile reagent in organic chemistry.

  三丙基膦酐已被证明是一种高效的试剂，可将芳香族、杂芳香族和脂肪族醛分别转化为相应的腈，产率极佳。这一过程提供了简单且一步制备腈的方法，并强调了T3P®作为一种多功能试剂在有机化学中的合成应用价值。
• THERAPEUTIC AGENT FOR CEREBRAL INFARCTION
  申请人：Nakao Akira

  公开号：US20120196824A1

  公开（公告）日：2012-08-02

  The invention provides a therapeutic drug for ischemic stroke. The therapeutic drug has the formula (I) wherein each symbol is as defined herein, or a pharmacologically acceptable salt thereof, or a solvate thereof, as an active ingredient.

  这项发明提供了一种用于缺血性中风的治疗药物。该治疗药物具有如下式（I）的化学式，其中每个符号如本文所定义，或其药理学上可接受的盐，或其溶剂化物，作为活性成分。
• [EN] HETEROAROMATIC AND HETEROBICYCLIC AROMATIC DERIVATIVES FOR THE TREATMENT OF FERROPTOSIS-RELATED DISORDERS<br/>[FR] DÉRIVÉS AROMATIQUES HÉTÉROBICYCLIQUES ET HÉTÉROAROMATIQUES POUR LE TRAITEMENT DE TROUBLES LIÉS À LA FERROPTOSE
  申请人：COLLABORATIVE MEDICINAL DEV LLC

  公开号：WO2020185738A1

  公开（公告）日：2020-09-17

  The present application discloses heteroaromatic and heterobicyclic aromatic derivative compounds and compositions, and methods for treating ferroptosis-related disorders and diseases in patients using the compounds and compositions as disclosed herein.

  本申请公开了杂芳和杂双环芳香衍生物化合物和组合物，以及利用所公开的化合物和组合物治疗患者的铁死亡相关疾病和疾病的方法。
• [EN] 5-(1 H-BENZO[D]IMIDAZO-2-YL)-PYRIDIN-2-AMINE AND 5-(3H-IMIDAZO[4,5-B]PYRIDIN-6-YL)-PYRIDIN-2-AMINE DERIVATIVES AS C-MYC AND P300/CBP HISTONE ACETYLTRANSFERASE INHIBITORS FOR TREATING CANCER<br/>[FR] DÉRIVÉS DE 5-(1 H-BENZO[D]IMIDAZO-2-YL)-PYRIDIN-2-AMINE ET DE 5-(3H-IMIDAZO[4,5-B]PYRIDIN-6-YL)-PYRIDIN-2-AMINE UTILISÉS EN TANT QU'INHIBITEURS D'HISTONE ACÉTYLTRANSFÉRASE DE C-MYC ET P300/CBP POUR LE TRAITEMENT DU CANCER
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2019049061A1

  公开（公告）日：2019-03-14

  The invention is directed to substituted 5-(1H-benzo[d]imidazo-2-yl)- pyridin-2-amine and 5-(3H-imidazo[4,5-b]pyridin-6-yl)-pyridin-2-amine derivatives. Specifically, the invention is directed to compounds according to Formula (lb) wherein R', R2', R3', R4', Rs', R6', R7', and X1' are as defined herein; or a salt thereof including a pharmaceutically acceptable salt thereof. The compounds of the invention decrease MYC protein (c-MYC) in cells and/or inhibit p300/CBP histone acetyltransferase and can be useful in the treatment of cardiac hypertrophy, diabetes, obesity & nonalcoholic fatty liver disease, HIV, polycystic kidney disease, inflammatory diseases, ankylosing spondylitis, psoriasis, psoriatic arthritis, rheumatoid arthritis, Crohn's disease, multiple sclerosis, cancer and pre-cancerous syndromes, and diseases associated with dysregulation of Myc or inhibition of p300/CBP histone acetyltransferase. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention still further discloses methods of reducing MYC protein (c-MYC) in cells and inhibiting p300/CBP histone acetyltransferase activity, and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及取代的5-(1H-苯并[d]咪唑-2-基)-吡啶-2-胺和5-(3H-咪唑[4,5-b]吡啶-6-基)-吡啶-2-胺衍生物。具体而言，本发明涉及根据公式(lb)的化合物，其中R'、R2'、R3'、R4'、Rs'、R6'、R7'和X1'按本说明书中定义；或其盐，包括药用可接受的盐。本发明的化合物能够降低细胞中的MYC蛋白（c-MYC）和/或抑制p300/CBP组蛋白乙酰转移酶，可用于治疗心肌肥大、糖尿病、肥胖和非酒精性脂肪肝疾病、HIV、多囊肾疾病、炎症性疾病、强直性脊柱炎、银屑病、银屑病关节炎、类风湿性关节炎、克罗恩病、多发性硬化症、癌症和前癌症综合症，以及与Myc失调或p300/CBP组蛋白乙酰转移酶抑制相关的疾病。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步公开了使用本发明的化合物或包含本发明化合物的药物组合物，降低细胞中MYC蛋白（c-MYC）和抑制p300/CBP组蛋白乙酰转移酶活性的方法，以及治疗与之相关的疾病的方法。
• Cascade Approach to Highly Functionalized Biaryls by a Nucleophilic Aromatic Substitution with Arylhydroxylamines
  作者：Lirong Guo、Fengting Liu、Liying Wang、Hairui Yuan、Lei Feng、László Kürti、Hongyin Gao

  DOI：10.1021/acs.orglett.9b00927

  日期：2019.4.19

  A transition-metal free synthesis of highly functionalized 2-hydroxy-2′-amino-1,1′-biaryls from N-arylhydroxylamines has been developed. This operationally simple and readily scalable approach relies on a cascade of reactions that initially generates transient N,O-diarylhydroxylamines, via direct O-arylation, which then undergo rapid [3,3]-sigmatropic rearrangement and subsequent rearomatization to

  已经开发了由N-芳基羟胺合成的无过渡金属的高官能化2-羟基-2'-氨基-1,1'-联芳基。这种操作简单且易于扩展的方法依赖于一连串的反应，这些反应最初通过直接的O-芳基化反应生成N，O-二芳基羟胺，然后进行快速的[3,3]-σ重排，然后重新进行芳构化，形成NOBIN型产物。这些结构多样的官能化联芳基是在温和的条件下以良好或优异的分离收率得到的。