3,4-二氟苯异硫氰酸酯 | 113028-75-4

• 物质功能分类: 化学试剂 - 有机试剂 - 氰酸酯/异氰酸酯
• 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: 3,4-二氟苯异硫氰酸酯
• 中文别名: 3,4-二氟苯基硫代异氰酸酯；3,4-二氟苯基异硫氰酸酯
• 英文名称: 3,4-difluorophenyl isothiocyanate
• 英文别名: 1,2-difluoro-4-isothiocyanatobenzene
• CAS: 113028-75-4
• 化学式: C₇H₃F₂NS
• mdl: MFCD00175109
• 分子量: 171.17
• InChiKey: SVZKYXSJICYUOH-UHFFFAOYSA-N

物化性质

• 沸点：
  170°C(lit.)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1
• 危险品运输编号：
  UN 2810 6.1/PG III
• 海关编码：
  2930909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P260,P264,P270,P271,P280,P301+P310,P302+P352,P304+P340,P311,P312,P321,P322,P330,P361,P363,P403+P233,P405,P501
• 危险性描述：
  H301,H311,H331
• 储存条件：
  存放于惰性气体中，避免接触空气。

SDS

3,4-Difluorophenyl Isothiocyanate
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3,4-Difluorophenyl Isothiocyanate
5.3

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 4
Category 4
Acute toxicity (Inhalation)
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
Specific target organ toxicity Respiratory tract irritation
- Single exposure [Category 3]
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Warning
Signal word
Hazard statements Harmful if swallowed or if inhaled
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
Precautionary statements:
Avoid breathing dust/fume/gas/mist/vapours/spray.
[Prevention]
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
3,4-Difluorophenyl Isothiocyanate

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Section 2. HAZARDS IDENTIFICATION
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician if you feel unwell.
IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.
[Storage] Store in a well-ventilated place. Keep container tightly closed.
Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
3,4-Difluorophenyl Isothiocyanate
Components:
Percent: >98.0%(GC)
CAS Number: 113028-75-4
Synonyms: Isothiocyanic Acid 3,4-Difluorophenyl Ester
Chemical Formula: C7H3F2NS

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Call a POISON CENTER or doctor/physician if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use extra personal protective equipment (self-contained breathing apparatus). Keep
Personal precautions,
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
3,4-Difluorophenyl Isothiocyanate

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Section 6. ACCIDENTAL RELEASE MEASURES
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a closed system if possible. Use a ventilation, local exhaust if vapour or aerosol
will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store under inert gas.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Air-sensitive
Comply with laws.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Impervious gloves.
Hand protection:
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Very pale yellow - Pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 170°C
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 1.35
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
3,4-Difluorophenyl Isothiocyanate

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Section 10. STABILITY AND REACTIVITY
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen fluoride, Sulfur
products: oxides

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
No data available
Soil adsorption (Koc):
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: 6.1: Toxic substance.
2810
UN-No:
Proper shipping name: Toxic liquid, organic, n.o.s.
III
Packing group:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
3,4-Difluorophenyl Isothiocyanate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,4-二氟苯异硫氰酸酯 在 氢氧化钾 、 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 24.0h， 生成 普卢利沙星
  参考文献：
  名称：

  吡啶酮羧酸的研究。1.7-取代的6-卤代-4-氧代-4H- [1，3]噻嗪并[3，2-a]喹啉-3-羧酸的合成和抗菌评价。

  摘要：

  制备了一系列的[1,3]噻唑并[3,2-a]喹啉-3-羧酸及其酯，并对其抗菌活性进行了评估。在C-1处具有氢或甲基，在C-6处具有氟和在C-7处具有哌嗪基或4-甲基-1-哌嗪基的衍生物显示出优异的体外抗菌活性，而具有4-甲基-1的衍生物C-7处的哌嗪基具有强大的体内活性。化合物29a（NM394）表现出优异的体外抗菌活性和低毒性，但从胃肠道吸收不良。发现化合物29ee（NM441），一种29a的N-[（5-甲基-2-氧代-1,3-二氧四环-4-基）甲基]衍生物，具有良好的药代动力学特性和口服活性，优于实验动物中的环丙沙星。

  DOI：

  10.1021/jm00103a011
• 作为产物：
  描述：

  3,4-二氟苯胺 在 三乙烯二胺 、 三光气 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 3,4-二氟苯异硫氰酸酯
  参考文献：
  名称：

  Design, synthesis and biological evaluation of thiourea and nicotinamide-containing sorafenib analogs as antitumor agents

  摘要：

  硫脲和烟酰胺含量比索拉非尼更好的抗增殖和抗血管生成活性的类索拉非尼类似物已经被设计和合成。

  DOI：

  10.1039/c4md00536h

文献信息

• Pharmacomodulations of the benzoyl-thiosemicarbazide scaffold reveal antimicrobial agents targeting d-alanyl-d-alanine ligase in bacterio
  作者：Alice Ameryckx、Lionel Pochet、Gang Wang、Esra Yildiz、Bouazza Es Saadi、Johan Wouters、Françoise Van Bambeke、Raphaël Frédérick

  DOI：10.1016/j.ejmech.2020.112444

  日期：2020.8

  scaffold to identify new Ddl inhibitors with antibacterial potency. Five novel series of thiosemicarbazide analogues, 1,2,4-thiotriazole-3-thiones, 1,3,4-thiadiazoles, phenylthiosemicarbazones, diacylthiosemicarbazides and thioureas were synthesized via straightforward procedures, then tested against Ddl and on susceptible or resistant bacterial strains. Among these, the thiosemicarbazone and thiotriazole

  d -Alanyl- d丙氨酸连接酶（DDL）是参与肽聚糖生物合成的细菌酶中的验证和有吸引力的目标。在目前的工作中，我们调查了苯甲酰基硫代氨基脲骨架的药物调节，以鉴定具有抗菌效力的新型Ddl抑制剂。通过简单的方法合成了五个新系列的硫代氨基脲类似物1,2,4-硫代三唑-3-硫酮，1,3,4-噻二唑，苯基硫代氨基脲，二酰基硫代氨基脲和硫脲，然后针对Ddl以及易感或耐药细菌菌株进行了测试。在这些当中，硫半脲和硫代三唑被认为是最有前途的支架，其在微摩尔范围内具有Ddl抑制能力。水杨醛-4（N）-（3,4-二氯苯基）硫半脲33是我们研究中最好的化合物之一，对VRE菌株的抗菌活性为3.12–6.25μM（1.06–2.12μg/ mL），而对VRE菌株的抗菌活性为12.5–25.0μM（4.25） –8.50μg/ mL），针对MRSA和VRSA菌株。对Ddl抑制剂4-（3,4-二氯苯基）-5-（2-羟苯基）-2
• Pyrazolopyrimidines: Potent Inhibitors Targeting the Capsid of Rhino- and Enteroviruses
  作者：Vadim A. Makarov、Heike Braun、Martina Richter、Olga B. Riabova、Johannes Kirchmair、Elena S. Kazakova、Nora Seidel、Peter Wutzler、Michaela Schmidtke

  DOI：10.1002/cmdc.201500304

  日期：2015.10

  characterization of pyrazolopyrimidines, a well‐tolerated and potent class of novel EV inhibitors. The compounds inhibit the replication of a broad spectrum of EV in vitro with IC50 values between 0.04 and 0.64 μM for viruses resistant to pleconaril, a known capsid‐binding inhibitor, without affecting cytochrome P450 enzyme activity. Using virological and genetics methods, the viral capsid was identified

  当前尚无可用于治疗由肠病毒（EV）引起的急性和慢性疾病的药物，例如普通感冒，脑膜炎，脑炎，肺炎和心肌炎，伴或不伴连续性扩张性心肌病。在这里，我们报告吡唑并嘧啶的发现和表征，吡唑并嘧啶是一类耐受性强且有效的新型EV抑制剂。化合物抑制EV的体外广谱与IC的复制50值之间的0.04和0.64μ中号适用于对pleconaril（一种已知的衣壳结合抑制剂）有抗性的病毒，而不会影响细胞色素P450酶的活性。使用病毒学和遗传学方法，病毒衣壳被确定为最有希望的，口服生物利用的化合物3-（4-三氟甲基苯基）氨基-6-苯基吡唑并[3,4- d ]嘧啶-4-胺（OBR-5 ）的靶标-340）。柯萨奇病毒B3引起的小鼠慢性心肌炎的预防性和治疗性应用都得到了证明。小鼠体内良好的药代动力学，毒理学和药效学特征使OBR-5340成为高度有前途的候选药物，并且正在进行非临床监管计划。
• Design, synthesis and biological activities of thiourea containing sorafenib analogs as antitumor agents
  作者：Jianwen Yao、Jing Chen、Zuopeng He、Wei Sun、Wenfang Xu

  DOI：10.1016/j.bmc.2012.03.018

  日期：2012.5

  sorafenib derivatives 9a–t was designed and synthesized. The structures of all the newly synthesized compounds were determined by 1H NMR, 13C NMR and HRMS. Their antiproliferative activities against HCT116 and MDA-MB-231 cell lines, and their inhibitory activities against the phosphorylation of VEGFR were evaluated and described. Some of the compounds showed significant activities against both cell lines

  设计并合成了一系列新型的含有索拉非尼衍生物9a – t的二芳基硫脲。所有新合成的化合物的结构均通过1 H NMR，13 C NMR和HRMS确定。评估并描述了它们对HCT116和MDA-MB-231细胞系的抗增殖活性，以及​​对VEGFR磷酸化的抑制活性。一些化合物对细胞系和VEGFR均显示出显着活性。化合物9g，9m，9o和9p对参考标准索拉非尼具有竞争性抗增殖活性，而化合物9d，9m和9p显示出对VEGFR的磷酸化的显着抑制活性。
• A FACILE SYNTHESIS OF ARYL ISOTHIOCYANATES FROM ARYLAMINES
  作者：Zhibin Li、Xuhong Qian、Zhi Liu、Zhong Li、Gonghua Song

  DOI：10.1080/00304940009355953

  日期：2000.12

  the isothiocyanate.” We now report a more straightforward and convenient synthesis of aryl isothiocyanates from arylamines on the basis of Kaluza method as shown in the following equation. Aryl amines (la-I) readily reacted with carbon disulfide and sodium hydroxide in water to give sodium aryldithiocarbamates (2a-I), which were treated directly with ethyl chloroformate at 35-40” to give aryl isothiocyanates

  芳基异硫氰酸酯，用作制备药用抗菌剂、抗肿瘤剂或抗艾滋病剂的中间体，农业杀菌剂？或除草剂和其他各种杂环化合物：通常由芳胺通过用二硫化碳、氨和硝酸铅处理或通过用硫光气处理来制备。单芳基硫脲的其他合成方法？氨基磷酸酯或芳基氨基二噻唑 8 也有报道。然而，这些方法中的大多数都是费力的并且产量低。异硫氰酸芳基酯也可以通过改进的 Kaluza 法分三步制备：首先，由胺、二硫化碳和三乙胺在苯或醚中形成二硫代氨基甲酸盐；第二，通过在氯仿中用氯甲酸乙酯处理二硫代氨基甲酸盐形成乙氧基二硫代氨基甲酸酯；第三，用碱分解碳乙氧基二硫代氨基甲酸酯以产生异硫氰酸酯。” 我们现在报告了一种基于 Kaluza 方法从芳胺合成异硫氰酸芳基酯的更直接和方便的方法，如下面的方程所示。芳胺 (la-I) 在水中很容易与二硫化碳和氢氧化钠反应，得到芳基二硫代氨基甲酸钠 (2a-I)，然后在 35-40 英寸下直接用氯甲酸乙酯处理，得到异硫氰酸芳基酯
• Design, Synthesis, and Structure−Activity Relationship of Substrate Competitive, Selective, and in Vivo Active Triazole and Thiadiazole Inhibitors of the c-Jun N-Terminal Kinase
  作者：Surya K. De、John L. Stebbins、Li-Hsing Chen、Megan Riel-Mehan、Thomas Machleidt、Russell Dahl、Hongbin Yuan、Aras Emdadi、Elisa Barile、Vida Chen、Ria Murphy、Maurizio Pellecchia

  DOI：10.1021/jm801503n

  日期：2009.4.9

  We report comprehensive structure−activity relationship studies on a novel series of c-Jun N-terminal kinase (JNK) inhibitors. The compounds are substrate competitive inhibitors that bind to the docking site of the kinase. The reported medicinal chemistry and structure-based optimizations studies resulted in the discovery of selective and potent thiadiazole JNK inhibitors that display promising in

  我们报告了一系列新型 c-Jun N 末端激酶 (JNK) 抑制剂的综合构效关系研究。这些化合物是与激酶对接位点结合的底物竞争性抑制剂。报道的药物化学和基于结构的优化研究导致发现了选择性和有效的噻二唑 JNK 抑制剂，这些抑制剂在胰岛素不敏感的小鼠模型中显示出有希望的体内活性。