2,6-二氟-3-硝基苯胺 | 25892-09-5

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: 2,6-二氟-3-硝基苯胺
• 英文名称: 2,6-difluoro-3-nitroaniline
• CAS: 25892-09-5
• 化学式: C₆H₄F₂N₂O₂
• 分子量: 174.107
• InChiKey: NNPVREQNMNPOAK-UHFFFAOYSA-N

物化性质

• 沸点：
  286℃
• 密度：
  1.554
• 闪点：
  126℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 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：
  71.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2921420090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Difluoro-3-nitroaniline
Synonyms:

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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: 2,6-Difluoro-3-nitroaniline
CAS number: 25892-09-5

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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, refrigerated.
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: C6H4F2N2O2
Molecular weight: 174.1

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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
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

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
  2,4-二氟硝基苯	2,4-Difluoronitrobenzene	446-35-5	C6H3F2NO2	159.092

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	tert-butyl 2,6-difluoro-3-nitrophenylcarbamate	535170-17-3	C11H12F2N2O4	274.224

反应信息

• 作为反应物：
  描述：

  2,6-二氟-3-硝基苯胺 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三氟乙酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 三氟乙酸 、 叔丁醇 为溶剂， 反应 7.5h， 生成 3-cyano-N-(2,4-difluoro-3-(4-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-1H-1,2,3-triazol-1-yl)phenyl)benzenesulfonamide
  参考文献：
  名称：

  Design, Synthesis, and Structure–Activity Relationships of 1,2,3-Triazole Benzenesulfonamides as New Selective Leucine-Zipper and Sterile-α Motif Kinase (ZAK) Inhibitors

  摘要：

  ZAK is a new promising target for discovery of drugs with activity against antihypertrophic cardiomyopathy (HCM). A series of 1,2,3-triazole benzenesulfonamides were designed and synthesized as selective ZAK inhibitors. One of these compounds, 6p binds tightly to ZAK protein (K-d = 8.0 nM) and potently suppresses the kinase function of ZAK with single-digit nM (IC50 = 4.0 nM) and exhibits excellent selectivity in a KINOMEscan screening platform against a panel of 403 wildtype kinases. This compound dose dependently blocks p38/GATA-4 and JNK/c-Jun signaling and demonstrates promising in vivo anti-HCM efficacy upon oral administration in a spontaneous hypertensive rat (SHR) model. Compound 6p may serve as a lead compound for new anti-HCM drug discovery.

  DOI：

  10.1021/acs.jmedchem.9b00664
• 作为产物：
  描述：

  2,4-二氟硝基苯 在 2,2,6,6-tetramethylpiperidylzinc chloride lithium chloride 、 三甲基膦 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 17.0h， 生成 2,6-二氟-3-硝基苯胺
  参考文献：
  名称：

  通过去质子锌化进行位点选择性铜催化芳烃和杂芳烃的胺化和叠氮化

  摘要：

  芳烃胺化是通过位点选择性 CH 锌化，然后在温和条件下铜催化与 O-苯甲酰羟胺偶联来实现的。这一成功的关键是由氨基二乙基锌酸锂介导的邻位锌化，它对多种芳烃有效，包括带有简单官能团的非活化芳烃，如氟化物、氯化物、酯、酰胺、醚、腈和三氟甲基以及杂芳烃包括吲哚、噻吩、吡啶和异喹啉。类似的 CH 叠氮化也可以使用叠氮碘来完成，将有用的叠氮基团直接引入到广泛的芳烃和杂芳烃上。这些新的转化提供了快速获得有价值且多样化的氨基芳烃化学空间的途径。通过后期胺化和叠氮化反应合成天然产物 (-)-尼古丁和抗抑郁药舍曲林的新型类似物，证明了它们在有机合成和药物发现中的广泛应用。

  DOI：

  10.1021/jacs.7b07661

文献信息

• Design, synthesis and evaluation of derivatives based on pyrimidine scaffold as potent Pan-Raf inhibitors to overcome resistance
  作者：Lu Wang、Qing Zhang、Gaoyuan Zhu、Zhimin Zhang、Yanle Zhi、Li Zhang、Tianxiao Mao、Xiang Zhou、Yadong Chen、Tao Lu、Weifang Tang

  DOI：10.1016/j.ejmech.2017.02.041

  日期：2017.4

  isoforms offers the prospect of enhanced efficacy as well as reduced potential for resistance. Described herein is the discovery and characterization of a series of pyrimidine scaffold with DFG-out conformation as potent Pan-Raf inhibitors. Among them, I-41 with excellent Pan-Raf potency demonstrates inhibitory activity against BRafWT phenotypic melanoma and BRafV600E phenotypic colon cells. The western

  同时靶向所有Raf同工型提供了增强的功效以及降低的抗药性的前景。本文描述了一系列具有强力泛肽抑制剂的具有DFG-out构象的嘧啶支架的发现和表征。其中，具有优异泛泛效能的I-41表现出对BRafWT表型黑素瘤和BRafV600E表型结肠细胞的抑制活性。Western blotting结果显示，人黑素瘤SK-Mel-2细胞系中Erk的抑制作用表明I-41抑制了SK-Mel-2细胞的增殖而没有Erk的反常激活，这支持I-41可能成为良好的候选化合物。克服黑素瘤对当前BRafV600E抑制剂疗法的耐药性。I-41在大鼠中也具有良好的药代动力学特征。合成，SAR，线索选择，
• MOLECULES HAVEING PESTICIDAL UTILIY AND INTERMEDIATES, COMPOSITIONS AND PROCESSES RELATED THERETO
  申请人：Dow AgroSciences LLC

  公开号：US20180098541A1

  公开（公告）日：2018-04-12

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的杀虫性的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫组合物，以及使用这种杀虫组合物对这些害虫进行处理的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• [EN] COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LA MODULATION DES KINASES ET LEURS INDICATIONS
  申请人：PLEXXIKON INC

  公开号：WO2009012283A1

  公开（公告）日：2009-01-22

  Compounds of formula I active on protein kinases are described, as well as methods of using such compounds to treat diseases and conditions associated with aberrant activity of protein kinases. Formula (I) wherein Ar is optionally substituted heteroaryl; R2 is hydrogen, lower alkyl or halogen; U is selected from the group consisting of -S(O)2-, -C(X)-, -C(X)-N(R10)-, and -S(O)2-N(R10)-; R3 is optionally substituted lower alkyl, optionally substituted C3.6 cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted aryl or optionally substituted heteroaryl; and wherein R1, R3, R4, m, L1, X R10 are as described herein.

  化合物的结构式I描述了对蛋白激酶具有活性的化合物，以及使用这些化合物治疗与蛋白激酶异常活性相关的疾病和症状的方法。其中Ar是可选择取代的杂芳基；R2是氢、低碳基或卤素；U选自由-S(O)2-、-C(X)-、-C(X)-N(R10)-和-S(O)2-N(R10)-组成的群；R3是可选择取代的低碳基、可选择取代的C3.6环烷基、可选择取代的杂环烷基、可选择取代的芳基或可选择取代的杂芳基；其中R1、R3、R4、m、L1、X和R10如本文所述。
• BENZIMIDAZOLE AND INDOLE COMPOUNDS AND USES THEREOF
  申请人：Incyte Corporation

  公开号：US20190315717A1

  公开（公告）日：2019-10-17

  Disclosed are compounds of Formula (I), methods of using the compounds for inhibiting HPK1 activity and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders associated with HPK1 activity such as cancer.

  揭示了式（I）的化合物，使用这些化合物抑制HPK1活性的方法以及包含这些化合物的药物组合物。这些化合物在治疗、预防或改善与HPK1活性相关的疾病或障碍，如癌症方面是有用的。
• BENZOTHIAZOLE COMPOUNDS AND USES THEREOF
  申请人：Incyte Corporation

  公开号：US20200048241A1

  公开（公告）日：2020-02-13

  Disclosed are compounds of Formula (I), methods of using the compounds for inhibiting HPK1 activity and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders associated with HPK1 activity such as cancer.

  揭示了公式（I）的化合物，使用这些化合物抑制HPK1活性的方法以及包含这些化合物的药物组合物。这些化合物可用于治疗、预防或改善与HPK1活性相关的疾病或障碍，如癌症。