4-氯-2,6-二氟苯胺 | 69411-06-9

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯胺系列
• 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-氯-2,6-二氟苯胺
• 中文别名: 2,6-二氟-4-氯苯胺
• 英文名称: 4-chloro-2,6-difluoroaniline
• CAS: 69411-06-9
• 化学式: C₆H₄ClF₂N
• mdl: MFCD03426173
• 分子量: 163.554
• InChiKey: AKDPHEYBBWDWCM-UHFFFAOYSA-N

物化性质

• 熔点：
  47-50℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 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：
  26
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2921420090
• 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：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Chloro-2,6-difluoroaniline
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H311: Toxic in contact with skin
H302: Harmful if swallowed
H332: Harmful if inhaled
H315: Causes skin irritation
Causes serious eye irritation
H319:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P309: IF exposed or you feel unwell:
P310: Immediately call a POISON CENTER or doctor/physician

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Section 3. Composition/information on ingredients.
4-Chloro-2,6-difluoroaniline
Ingredient name:
CAS number: 69411-06-9

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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:

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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.
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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H4ClF2N
Molecular weight: 163.6

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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 chloride, 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: UN2811 Class: 6.1 Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. (4-Chloro-2,6-difluoroaniline)

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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：

  4-氯-2,6-二氟苯胺 在 盐酸 、 sodium nitrite 、 tin(ll) chloride 作用下， 以 水 为溶剂， 生成 (4-chloro-2,6-difluorophenyl)hydrazine
  参考文献：
  名称：

  3D-QSAR 定向发现新型卤代苯基 3-三氟乙氧基吡唑含超高活性杀虫邻氨基苯甲酸二胺

  摘要：

  害虫是造成全球作物损害和粮食安全问题的主要因素之一。基于我们之前发现的针对兰尼碱受体 (RyRs) 的杀虫先导化合物的研究，建立了三维定量构效关系 (3D-QSAR) 模型，设计并合成了一系列含有卤代苯基 3 的邻氨基苯甲酸二酰胺-三氟乙氧基吡唑部分。初步生物测定表明，IIb、IIIb和IIIf针对分离丝虫的活性与氯蒽甲酰胺相当（LC 50：分别为 0.16、0.16、0.14 和 0.13 mg·L –1）。超过一半的目标化合物显示出良好的活性Plutella xylostella，其中IIIf是最活跃的化合物，其活性是氯蒽甲酰胺的 25 倍（LC 50：6.0 × 10 –6对 1.5 × 10 –4 mg·L –1）。对于草地贪夜蛾，IIIf的效力略低于氯虫苯甲酰胺（LC 50：0.47 与 0.31 mg·L –1）。对于S. frugiperda (G4891E, I4734M)

  DOI：

  10.1021/acs.jafc.2c05738
• 作为产物：
  描述：

  2,6-二氟苯胺 在 磺酰氯 作用下， 以 溶剂黄146 为溶剂， 生成 4-氯-2,6-二氟苯胺
  参考文献：
  名称：

  [EN] TRICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS
  [FR] COMPOSÉS TRICYCLIQUES EN TANT QU'INHIBITEURS DE MPGES-1

  摘要：

  本发明涉及式(I)的三环化合物或其药用可接受的盐，作为mPGES-1抑制剂。这些化合物是微粒体前列腺素E合成酶-1（mPGES-1）酶的抑制剂，因此在治疗各种疾病或症状引起的疼痛和/或炎症方面具有用处，如哮喘、骨关节炎、类风湿性关节炎、急性或慢性疼痛和神经退行性疾病。

  公开号：

  WO2012110860A1

文献信息

• SUBSTITUTED AMINOPURINE COMPOUNDS, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH
  申请人：Signal Pharmaceuticals, LLC

  公开号：US20160096841A1

  公开（公告）日：2016-04-07

  Provided herein are Aminopurine Compounds having the following structures: wherein R 1 , R 2 , and R 3 are as defined herein, compositions comprising an effective amount of an Aminopurine Compound, and methods for treating or preventing a cancer, for example, melanoma.

  本文提供具有以下结构的氨基嘌呤化合物：其中R1、R2和R3如本文所定义，包含有效量氨基嘌呤化合物的组合物，以及用于治疗或预防癌症（例如黑色素瘤）的方法。
• Substituted Pyridazin-3(2<i>H</i>)-ones as Highly Potent and Biased Formyl Peptide Receptor Agonists
  作者：Girdhar Singh Deora、Cheng Xue Qin、Elizabeth A. Vecchio、Aaron J. Debono、Daniel L. Priebbenow、Ryan M. Brady、Julia Beveridge、Silvia C. Teguh、Minh Deo、Lauren T. May、Guy Krippner、Rebecca H. Ritchie、Jonathan B. Baell

  DOI：10.1021/acs.jmedchem.8b01912

  日期：2019.5.23

  Herein we describe the development of a focused series of functionalized pyridazin-3(2 H)-one-based formyl peptide receptor (FPR) agonists that demonstrate high potency and biased agonism. The compounds described demonstrated biased activation of prosurvival signaling, ERK1/2 phosphorylation, through diminution of the detrimental FPR1/2-mediated intracellular calcium (Cai2+) mobilization. Compound

  在这里，我们描述了重点功能化的哒嗪-3（2 H）-一基甲酰肽受体（FPR）激动剂系列的开发，这些激动剂显示出高效力和偏向激动性。所描述的化合物通过减少有害的FPR1 / 2介导的细胞内钙（Cai2 +）动员，证明了生存信号的活化偏向激活，ERK1 / 2磷酸化。对于ERK1 / 2的磷酸化，化合物50的EC50为0.083μM，在hFPR1处距Cai2 +动员约20倍。
• [EN] BENZENESULFONAMIDE DERIVATIVES AS TRAP1 MODULATORS AND USES THEREOF<br/>[FR] DÉRIVÉS DE BENZÈNESULFONAMIDE EN TANT QUE MODULATEURS TRAP1 ET UTILISATIONS ASSOCIÉES
  申请人：AMATHUS THERAPEUTICS INC

  公开号：WO2021188880A1

  公开（公告）日：2021-09-23

  The present disclosure provides compounds of Formula (I): and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled compounds, and prodrugs thereof. The provided compounds may be tumor necrosis factor ("TNF") receptor associated protein 1 ("TRAP1") modulators (e.g., TRAP1 activators). The provided compounds may also rescue the activity in PTEN-induced kinase 1 ("PINK1") loss of function contexts. The provided compounds may also improve mitochondrial health, function, quality, quantity, and/or activity, and/or reduce the production of reactive oxygen species. The provided compounds may also refold or solubilize aggregated or misfolded proteins such as α-synuclein. The present disclosure also provides pharmaceutical compositions comprising the provided compounds; kits comprising the provided compounds or pharmaceutical compositions; and methods of using the provided compounds and pharmaceutical compositions (e.g., for treating a disease in a subject in need thereof).

  本公开提供了Formula (I)的化合物及其药用盐、溶剂化合物、水合物、多晶形态、共晶体、互变异构体、立体异构体、同位素标记化合物和其前药。所提供的化合物可能是肿瘤坏死因子（"TNF"）受体相关蛋白1（"TRAP1"）调节剂（例如，TRAP1激活剂）。所提供的化合物还可能在PTEN诱导激酶1（"PINK1"）功能丧失的情况下恢复活性。所提供的化合物还可能改善线粒体的健康、功能、质量、数量和/或活性，并/或减少活性氧自由基的产生。所提供的化合物还可能对α-突触核蛋白等聚集或错误折叠的蛋白进行重新折叠或溶解。本公开还提供了包含所提供化合物的药物组合物；包含所提供化合物或药物组合物的试剂盒；以及使用所提供化合物和药物组合物的方法（例如，用于治疗需要的受试者的疾病）。
• Fragment-Based Discovery of AF9 YEATS Domain Inhibitors
  作者：Yaqian Liu、Ruoxing Jin、Hui Lu、Kangjie Bian、Rui Wang、Lei Wang、Rui Gao、Jiahai Zhang、Jihui Wu、Xuebiao Yao、Xing Liu、Dan Liu、Xisheng Wang、Zhiyong Zhang、Ke Ruan

  DOI：10.3390/ijms23073893

  日期：——

  YEATS (YAF9, ENL, AF9, TAF14, SAS5) family proteins recognize acylated histones and in turn regulate chromatin structure, gene transcription, and stress signaling. The chromosomal translocations of ENL and mixed lineage leukemia are considered oncogenic drivers in acute myeloid leukemia and acute lymphoid leukemia. However, known ENL YEATS domain inhibitors have failed to suppress the proliferation of 60 tested cancer cell lines. Herein, we identified four hits from the NMR fragment-based screening against the AF9 YEATS domain. Ten inhibitors of new chemotypes were then designed and synthesized guided by two complex structures and affinity assays. The complex structures revealed that these inhibitors formed an extra hydrogen bond to AF9, with respect to known ENL inhibitors. Furthermore, these inhibitors demonstrated antiproliferation activities in AF9-sensitive HGC-27 cells, which recapitulated the phenotype of the CRISPR studies against AF9. Our work will provide the basis for further structured-based optimization and reignite the campaign for potent AF9 YEATS inhibitors as a precise treatment for AF9-sensitive cancers.

  YEATS（YAF9、ENL、AF9、TAF14、SAS5）家族蛋白识别乙酰化组蛋白，进而调节染色质结构、基因转录和应激信号传导。ENL和混合型白血病基因的染色体易位被认为是急性髓样白血病和急性淋巴细胞白血病的致癌驱动因子。然而，已知的ENL YEATS结构域抑制剂未能抑制60种经过测试的癌细胞系的增殖。在本研究中，我们对AF9 YEATS结构域进行了NMR基于片段的筛选，识别出四个化合物。然后，根据两个复合物结构和亲和力实验设计并合成了十种新化学类型的抑制剂。复合物结构显示，相对于已知的ENL抑制剂，这些抑制剂与AF9形成了额外的氢键。此外，这些抑制剂在对AF9敏感的HGC-27细胞中表现出抗增殖活性，这与针对AF9的CRISPR研究的表型相符。我们的工作将为进一步基于结构的优化提供基础，并重新点燃针对AF9敏感癌症的精确治疗的强效AF9 YEATS抑制剂的研究活动。
• 縮合複素環化合物及びその中間体の製造方法
  申请人：大塚製薬株式会社

  公开号：JP2020079206A

  公开（公告）日：2020-05-28

  【課題】５−｛［（３Ｒ，４Ｒ）−１−（４−クロロ−２，６−ジフルオロフェニル）−３，４−ジヒドロキシピペリジン−４−イル］メトキシ｝−８−フルオロ−３，４−ジヒドロキノリン−２（１Ｈ）−オン及びその製造中間体である１−（４−クロロ−２，６−ジフルオロフェニル）ピペリジン−４−オンの製造方法の提供。【解決手段】４−クロロ−２，６−ジフルオロアニリン・４−メチルベンゼンスルホネートを１−エチル−１−（２−メチルアリル）−４−オキソピペリジン−１−イウム ヨージドと反応させる工程を含む、１−（４−クロロ−２，６−ジフルオロフェニル）ピペリジン−４−オンの製造方法、及び１−（４−クロロ−２，６−ジフルオロフェニル）ピペリジン−４−オンを用いた５−｛［（３Ｒ，４Ｒ）−１−（４−クロロ−２，６−ジフルオロフェニル）−３，４−ジヒドロキシピペリジン−４−イル］メトキシ｝−８−フルオロ−３，４−ジヒドロキノリン−２（１Ｈ）−オンの製造方法が提供される。【選択図】なし

  提供一种制备1-(4-氯-2,6-二氟苯基)哌啶-4-酮及其制造中间体1-(4-氯-2,6-二氟苯基)哌啶-4-酮的方法。所述方法包括将4-氯-2,6-二氟苯胺和4-甲基苯磺酸与1-乙基-1-(2-甲基丙烯基)-4-氧代哌啶-1-碘反应的步骤，以及利用1-(4-氯-2,6-二氟苯基)哌啶-4-酮制备5-[(3R,4R)-1-(4-氯-2,6-二氟苯基)-3,4-二羟基哌啶-4-基]甲氧}-8-氟-3,4-二氢喹啉-2(1H)-酮的方法。【选定图】无