2,5-二氟-4-甲氧基苯腈 | 1007605-44-8

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯腈系列
• 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: 2,5-二氟-4-甲氧基苯腈
• 英文名称: 2,5-Difluoro-4-methoxybenzonitrile
• CAS: 1007605-44-8
• 化学式: C₈H₅F₂NO
• mdl: MFCD06246886
• 分子量: 169.131
• InChiKey: WQQDILMHKBTFNR-UHFFFAOYSA-N

物化性质

• 熔点：
  89-93°
• 沸点：
  237℃
• 密度：
  1.27
• 闪点：
  97℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2926909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P280,P305+P351+P338,P311
• 危险品运输编号：
  3439
• 危险性描述：
  H302+H312,H315,H319,H331,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2,5-Difluoro-4-methoxybenzonitrile
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.
2,5-Difluoro-4-methoxybenzonitrile
Ingredient name:
CAS number: 1007605-44-8

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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: C8H5F2NO
Molecular weight: 169.1

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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: UN3439 Class: 6.1 Packing group: III
Proper shipping name: NITRILES, TOXIC, SOLID, N.O.S. (2,5-Difluoro-4-methoxybenzonitrile)

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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：

  2,5-二氟-4-甲氧基苯腈 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以52%的产率得到(2,5-difluoro-4-methoxyphenyl)methanamine
  参考文献：
  名称：

  11 C标记的VU0467485 / AZ13713945及其类似物对毒蕈碱型乙酰胆碱受体亚型4成像的合成和初步评估。

  摘要：

  毒蕈碱型乙酰胆碱受体（mAChRs）具有五个不同的亚基（M1-M5），并参与中枢神经系统和周围神经系统中神经递质乙酰胆碱的作用。归因于在精神分裂症和阿尔茨海默氏病患者中Xanomeline（一种M1 / M4激动剂）的有希望的临床疗效，已经开发出了M1或M4选择性mAChR调节剂，其靶向地形不同的变构位点。本文中，我们基于经过验证的M4 R阳性变构调节剂VU0467485（AZ13713945）报告11 C标记的正电子发射断层扫描（PET）配体的合成和初步评估，以促进药物发现。[11 C] VU0467485和其他两个配体以高放射化学收率（> 30％，经过衰减校正）和高放射化学纯度（> 99％）和高摩尔活性（> 74 GBqμmol-1）。体外放射自显影研究表明，这三种配体对M4 R具有中等至高的体外特异性结合。尽管如此，进一步的理化性质优化对于克服与有限的脑通透性相关的挑战是必要的。

  DOI：

  10.1002/cmdc.201800710

文献信息

• Compounds as syk kinase inhibitors
  申请人：Almirall, S.A.

  公开号：EP2489663A1

  公开（公告）日：2012-08-22

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase.

  本发明涉及一种化合物（I）的公式，以及制备这种化合物的方法，以及它们在治疗病理状况或疾病中的应用，这些病理状况或疾病容易通过抑制Syk激酶而得到改善。
• <scp>Iron‐Catalyzed</scp> Reductive C(aryl)—Si <scp>Cross‐Coupling</scp> of Diaryl Ethers with Chlorosilanes
  作者：Pei Liu、Baowei Wu、Xuefeng Cong、Jie Kong

  DOI：10.1002/cjoc.202300593

  日期：2024.3.15

  shows high activity in the successive cleavage of unactivated C(aryl)—O bonds of diaryl ethers and strong electrophilic Si—Cl bonds of chlorosilanes, allowing their cross-coupling in a reductive fashion. The low-valent iron species generated in situ by reduction of FeCl2 with iPrMgCl was proposed, which prefers to initially cleavage the C(aryl)—O bond of diaryl ethers with the chelation help of an o-amide

  C(芳基)-O和Si-Cl键之间的还原交叉偶联作为构建C(芳基)-Si键的有价值的策略非常重要，但仍然是一个巨大的挑战。在此，我们报道了二芳基醚和氯硅烷通过铁催化的强亲电子C(芳基)-O和Si-Cl键断裂进行还原交叉偶联，这构成了合成一系列官能化芳基硅烷的有效方案。低成本FeCl 2 作为预催化剂和PrMgCl作为还原剂的组合在二芳基醚未活化的C(芳基)-O键和氯硅烷的强亲电Si-Cl键的连续断裂中表现出高活性，允许它们以还原的方式交叉耦合。提出了用 PrMgCl 还原 FeCl 2 原位生成低价铁物种，该物种倾向于在邻酰胺的螯合帮助下首先裂解二芳基醚的 C(芳基)-O 键辅助的。
• Synthesis and Preliminary Evaluation of ¹¹ C‐Labeled VU0467485/AZ13713945 and Its Analogues for Imaging Muscarinic Acetylcholine Receptor Subtype 4
  作者：Xiaoyun Deng、Akiko Hatori、Zhen Chen、Katsushi Kumata、Tuo Shao、Xiaofei Zhang、Tomoteru Yamasaki、Kuan Hu、Qingzhen Yu、Longle Ma、Gangqiang Wang、Lu Wang、Yihan Shao、Lee Josephson、Shaofa Sun、Ming‐Rong Zhang、Steven Liang

  DOI：10.1002/cmdc.201800710

  日期：2019.2.5

  developed that target the topographically distinct allosteric sites. Herein we report the synthesis and preliminary evaluation of 11 C-labeled positron emission tomography (PET) ligands based on a validated M4 R positive allosteric modulator VU0467485 (AZ13713945) to facilitate drug discovery. [11 C]VU0467485 and two other ligands were prepared in high radiochemical yields (>30 %, decay-corrected) with high

  毒蕈碱型乙酰胆碱受体（mAChRs）具有五个不同的亚基（M1-M5），并参与中枢神经系统和周围神经系统中神经递质乙酰胆碱的作用。归因于在精神分裂症和阿尔茨海默氏病患者中Xanomeline（一种M1 / M4激动剂）的有希望的临床疗效，已经开发出了M1或M4选择性mAChR调节剂，其靶向地形不同的变构位点。本文中，我们基于经过验证的M4 R阳性变构调节剂VU0467485（AZ13713945）报告11 C标记的正电子发射断层扫描（PET）配体的合成和初步评估，以促进药物发现。[11 C] VU0467485和其他两个配体以高放射化学收率（> 30％，经过衰减校正）和高放射化学纯度（> 99％）和高摩尔活性（> 74 GBqμmol-1）。体外放射自显影研究表明，这三种配体对M4 R具有中等至高的体外特异性结合。尽管如此，进一步的理化性质优化对于克服与有限的脑通透性相关的挑战是必要的。