3,4,5-三氯水杨苯胺 | 642-84-2

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 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: 3,4,5-三氯水杨苯胺
• 中文别名: 3',4',5-三氯水扬苯胺；3',4',5-三氯水杨苯胺；5-氯-N-(3,4-二氯苯基)-2-羟基苯甲酰胺
• 英文名称: 3',4',5-trichlorosalicylanilide
• 英文别名: 5-chloro-N-(3,4-dichlorophenyl)-2-hydroxybenzamide
• CAS: 642-84-2
• 化学式: C₁₃H₈Cl₃NO₂
• mdl: MFCD00059622
• 分子量: 316.571
• InChiKey: RSJBLPJKXGNMFW-UHFFFAOYSA-N

物化性质

• 熔点：
  247°C
• 沸点：
  388.3±42.0 °C(Predicted)
• 密度：
  1.5338 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 储存条件：
  室温

SDS

3',4',5-Trichlorosalicylanilide
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3',4',5-Trichlorosalicylanilide

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 3',4',5-Trichlorosalicylanilide
Percent: >98.0%(T)
CAS Number: 642-84-2
Chemical Formula: C13H8Cl3NO2

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. 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: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
3',4',5-Trichlorosalicylanilide

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Section 5. FIRE-FIGHTING MEASURES
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 personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust 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 and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
3',4',5-Trichlorosalicylanilide

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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
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen chloride
products:

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

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
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 dissolve or mix material
with a combustible solvent and 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: Does not correspond to the classification standard of the United Nations
Not listed
UN-No:

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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',5-Trichlorosalicylanilide

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

• 化学试剂

用途简介

用途

• 化学试剂

反应信息

• 作为反应物：
  描述：

  3,4,5-三氯水杨苯胺 在 氢溴酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-chloro-N-[(2S)-1-(3,4-dichloroanilino)-1-oxo-3-phenylpropan-2-yl]-2-hydroxybenzamide
  参考文献：
  名称：

  Investigating Spectrum of Biological Activity of 4- and 5-Chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides

  摘要：

  在本研究中，描述了一系列二十二种5-氯-2-羟基-N-[2-(芳胺基)-1-烷基-2-氧乙基]苯甲酰胺和十种4-氯-2-羟基-N-[2-(芳胺基)-1-烷基-2-氧乙基]苯甲酰胺。使用RP-HPLC分析这些化合物以确定其亲脂性。对合成的化合物进行了针对分枝杆菌、细菌和真菌株的初步体外筛选。还评估了它们对菠菜（Spinacia oleracea L.）叶绿体中光合电子传递（PET）的抑制活性。这些化合物的生物活性与标准药物异烟肼、氟康唑、青霉素G或环丙沙星相当或更高。对于所有化合物，讨论了其亲脂性与化学结构之间的关系以及其构效关系。

  DOI：

  10.3390/molecules16032414
• 作为产物：
  描述：

  5-氯代水杨酸 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 5.75h， 生成 3,4,5-三氯水杨苯胺
  参考文献：
  名称：

  基于喹喔啉的外排泵抑制剂可恢复耐药非结核分枝杆菌的药物敏感性

  摘要：

  非结核分枝杆菌 (NTM) 包括几种普遍存在的环境局部细菌，这些细菌可能导致严重的人类疾病。NTM 相关肺部感染主要影响患有潜在呼吸道疾病或慢性疾病的个体和免疫抑制患者。模拟分枝杆菌和脓肿分枝杆菌是导致免疫功能正常和免疫功能低下个体肺部疾病的两种 NTM。在这项研究中，从意大利一家医院收治的两名患者身上分离出两种 NTM 菌株，分别被鉴定为M. simiae和M. abscessus. 测试了两种 NTM 对不同抗生素的药物敏感性。为了恢复药物敏感性，设计、合成了一系列新的 2-aryl-3-phenoxymethyl-quinoxaline 衍生物 (QX)，并将其作为外排泵抑制剂 (EPI) 对上述 NTM 的两种临床分离株进行研究，评估 EPI 如何可以影响药物的最小抑制浓度值，从而影响活性。在临床菌株中追踪的不同耐药水平被 EPI 降低，并且在一些情况下，易感性完全恢复。QX 还可

  DOI：

  10.1002/ardp.202100492

文献信息

• Kappa agonist compounds and pharmaceutical formulations thereof
  申请人：——

  公开号：US20030144272A1

  公开（公告）日：2003-07-31

  Compounds having kappa opioid agonist activity, compositions containing them and method of using them as analgesics are provided. The compounds of formulae I, II, IIA, III, IIIA, IIIB, IIIB-i, IV and IVA have the structure: 1 2 wherein R 1 , R 2 , R 3 , R 4 ; and X, X 4 , X 5 , X 7 , X 9 ; Y, Z and n are as described in the specification.

  提供具有kappa阿片受体激动剂活性的化合物，含有这些化合物的组合物以及使用它们作为镇痛剂的方法。 具有以下结构的化合物I、II、IIA、III、IIIA、IIIB、IIIB-i、IV和IVA： 1 2 其中 R 1 ，R 2 ，R 3 ，R 4 ；和 X，X 4 ，X 5 ，X 7 ，X 9 ； Y，Z和n如规范中所述。
• Carboxamide and amino derivatives and methods of their use
  申请人：Dolle E. Roland

  公开号：US20050113294A1

  公开（公告）日：2005-05-26

  Carboxamide and amino derivatives, pharmaceutical compositions containing these compounds, and methods for their pharmaceutical use are disclosed. In certain embodiments, the carboxamide derivatives are ligands of the δ opioid receptor and are useful, inter alia, for treating and/or preventing pain, anxiety, gastrointestinal disorders, and other δ opioid receptor-mediated conditions.

  Carboxamide和氨基衍生物，含有这些化合物的药物组合物，以及其药用方法被披露。在某些实施例中，Carboxamide衍生物是δ阿片受体的配体，可用于治疗和/或预防疼痛、焦虑、胃肠道疾病和其他δ阿片受体介导的疾病。
• 2-Hydroxy-N-phenylbenzamides and Their Esters Inhibit Acetylcholinesterase and Butyrylcholinesterase
  作者：Martin Krátký、Šárka Štěpánková、Neto-Honorius Houngbedji、Rudolf Vosátka、Katarína Vorčáková、Jarmila Vinšová

  DOI：10.3390/biom9110698

  日期：——

  The development of novel inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) represents a viable approach to alleviate Alzheimer's disease. Thirty-six halogenated 2-hydroxy-N-phenylbenzamides (salicylanilides) with various substitution patterns and their esters with phosphorus-based acids were synthesized in yields of 72% to 92% and characterized. They were evaluated for in

  新型乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BuChE）抑制剂的开发代表了减轻阿尔茨海默氏病的可行方法。合成了36种具有各种取代方式的卤代2-羟基-N-苯基苯甲酰胺（水杨酰苯胺）及其与磷基酸的酯，收率72％至92％，并进行了表征。使用改良的Ellman分光光度法评估了它们对电鳗AChE和马血清BuChE的体外抑制作用。苯甲酰胺在33.1至85.8 µM的窄浓度范围内表现出对AChE的中等抑制作用，IC50值较高。BuChE的IC50值较高（53.5-228.4 µM）。大多数衍生物比BuChE更有效地抑制AChE，并且与rivastigmine（一种用于治疗阿尔茨海默氏病的成熟胆碱酯酶抑制剂）相当或优于。磷基酯尤其具有5-氯-2-[4-（三氟甲基）苯基]氨基甲酰基}苯基二乙基亚磷酸酯5c优越的BuChE活性（IC50 = 2.4 µM）。该衍生物也是BuChE的最选择性抑制剂。它引起了两
• New antituberculotics originated from salicylanilides with promising in vitro activity against atypical mycobacterial strains
  作者：Aleš Imramovský、Jarmila Vinšová、Juana Monreal Férriz、Rafael Doležal、Josef Jampílek、Jarmila Kaustová、Filip Kunc

  DOI：10.1016/j.bmc.2009.04.008

  日期：2009.5

  better bio-availability and as more efficient transport forms through the mycobacterial cell membranes due to the higher lipophilicity. The experimental and calculated lipophilicity, stability, antituberculotic activity, cytotoxicity as well as the quantitative structure–activity relationships (QSARs) explored by the Intelligent Problem Solver (IPS) in Trajan Neural Network Simulator 6.0 are presented

  制备了一系列新的30种N-保护的氨基酸酯，作为不断寻找新的抗结核活性水杨酰苯胺的一部分。酯具有高抵抗体外活性的结核分枝杆菌，鸟分枝杆菌，以及两种菌株堪萨斯分枝杆菌，其中一个是患者的分离株，所有测试菌株的MIC范围为1–32μmol/ L。所制备的酯可以被认为是具有更高生物利用度的前药，并且由于更高的亲脂性被认为是更有效的通过分枝杆菌细胞膜的转运形式。介绍了通过Trajan神经网络模拟器6.0中的智能问题解决器（IPS）探索的实验和计算的亲脂性，稳定性，抗结核活性，细胞毒性以及定量构效关系（QSAR）。
• Fused bicyclic carboxamide derivatives and methods of their use
  申请人：Dolle E. Roland

  公开号：US20050054630A1

  公开（公告）日：2005-03-10

  Fused bicyclic carboxamide derivatives are disclosed. Pharmaceutical compositions containing the compounds and methods for their use are also disclosed.

  揭示了融合的双环羧酰胺衍生物。还公开了含有这些化合物的药物组合物以及它们的使用方法。

表征谱图