4-(4-氯苯甲酰氯)吡啶 | 14548-48-2

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(4-氯苯甲酰氯)吡啶
• 中文别名: 4-(4-氯苄氧基)吡啶；4-(4-氯苯甲酰)吡啶；4-(4-氯苯甲酰基)吡啶
• 英文名称: 4-(4-chlorobenzoyl)pyridine
• 英文别名: (4-chlorophenyl)(pyridin-4-yl)methanone；(4-chlorophenyl)-pyridin-4-ylmethanone
• CAS: 14548-48-2
• 化学式: C₁₂H₈ClNO
• mdl: MFCD00006431
• 分子量: 217.655
• InChiKey: YMTFKKLFLLAFNI-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110 °C(lit.)
• 密度：
  1.2081 (rough estimate)
• 稳定性/保质期：

  在常温常压下稳定，应避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 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：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 储存条件：
  常温下应密闭避光保存，并保持干燥和通风。

SDS

Name:	4-(P-Chlorobenzoyl)-Pyridine 99% Material Safety Data Sheet
Synonym:	None
CAS:	14548-48-2

Section 1 - Chemical Product MSDS Name:4-(P-Chlorobenzoyl)-Pyridine 99% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
14548-48-2	4-(P-Chlorobenzoyl)-Pyridine	99	238-587-2

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 14548-48-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 108.00 - 110.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H8ClNO
Molecular Weight: 217.65

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide, chlorine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 14548-48-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-(P-Chlorobenzoyl)-Pyridine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 14548-48-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 14548-48-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 14548-48-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-(4-氯苯甲酰氯)吡啶 在 五氯化磷 、 magnesium 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (Z)-3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-4-ylprop-2-en-1-amine
  参考文献：
  名称：

  与齐美啶有关的吡啶基烯丙基胺的合成及其对神经元单胺摄取的抑制作用。

  摘要：

  抗抑郁药齐美碱[6，（Z）-3-（4-溴苯基）-N，N-二甲基-3-（3-吡啶基）烯丙胺]的类似物是神经元5-羟色胺再摄取的选择性抑制剂，其合成方法如下：为了获得具有顺式构型（相对于吡啶基和烯丙胺）的化合物的几种途径。两种方法利用适当取代的苯甲酰基吡啶作为起始原料。在另外两个途径中，将6中的溴直接置换（CN）或通过相应的硫代衍生物转化为H，Cl，I，Me，SiMe3和SMe。通过UV，1H NMR和镧系元素引起的1H NMR位移确定构型。通过测量小鼠脑切片（体外和体内）中的[3H]去甲肾上腺素和5-羟基[14C]色胺的积累，将这些化合物评估为摄取抑制剂。在顺式系列中，对位取代有利于5-羟基色胺活性，而邻位取代有利于NA活性。对5-羟色胺的体外作用对对位取代基的变化不敏感，而仅用Cl，Br（6）和I观察到明显的体内作用。

  DOI：

  10.1021/jm00144a025
• 作为产物：
  描述：

  异烟酸 在 aluminum (III) chloride 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.42h， 生成 4-(4-氯苯甲酰氯)吡啶
  参考文献：
  名称：

  一类含三芳基鏻盐的3,3-二芳基丙烯酸酯/酰胺类化合物及其制备方法和应用

  摘要：

  本发明公开了式I所示的三芳基鏻盐类的3,3‑二芳基丙烯酸酯/酰胺类杀菌化合物、制备方法、并以其作为活性成分制成的制剂在农作物、园艺和蔬菜多种病菌防治中的应用，作为活性成分的本发明的式I所示化合物在对农作物、园艺和蔬菜中病菌的防治中活性高，即使在很低的剂量下也能表现出优异的防治效果，并且防治谱广泛。

  公开号：

  CN113461732A

文献信息

• Synthesis and fungicidal activity of 1,1-diaryl tertiary alcohols
  作者：Xiuyun Li、Xiaoqiang Han、Mengmeng He、Yumei Xiao、Zhaohai Qin

  DOI：10.1016/j.bmcl.2016.10.090

  日期：2016.12

  and some of their dehydration derivatives were designed, synthesized and evaluated for their antifungal activities. Some compounds exhibited moderate inhibitory activities against seven plant pathogens at 50μg/mL in vitro, compounds 5g and 7c displayed nearly the same or higher fungicidal activities against some certain plant pathogens compared with the lead compound pyrimorph. A qualitative structure-activity

  设计，合成和评估了一系列的1,1-二芳基叔醇及其一些脱水衍生物的抗真菌活性。在体外，某些化合物在50μg/ mL的浓度下对7种植物病原体表现出中等的抑制活性，与铅化合物pyrmorph相比，化合物5g和7c对某些植物病原体表现出几乎相同或更高的杀菌活性。定性结构-活性关系（SAR）分析表明，Cl取代基及其在吡啶环上的位置对于化合物的活性至关重要。特别是，几种化合物在体内以400mg / mL的浓度显示出对小麦白粉病或黄瓜炭疽的100％保护作用，这表明这些化合物可能是某些植物病害的潜在杀真菌剂。
• Efficient Selenium-Catalyzed Selective C(sp³)−H Oxidation of Benzylpyridines with Molecular Oxygen
  作者：Weiwei Jin、Poonnapa Zheng、Wing-Tak Wong、Ga-Lai Law

  DOI：10.1002/adsc.201601065

  日期：2017.5.2

  An efficient selenium‐catalyzed direct oxidation of benzylpyridines in aqueous DMSO has been successfully developed by using molecular oxygen as the oxidant. A variety of benzoylpyridines with broad functional group tolerance were obtained in modest to excellent yields and with exclusive chemoselectivity.

  通过使用分子氧作为氧化剂，成功开发了一种有效的硒催化的DMSO水溶液中苄基吡啶的直接氧化方法。获得了各种具有宽泛的官能团耐受性的苯甲酰基吡啶，其收率适中至优异，并且具有独特的化学选择性。
• Difluoroacetic Acid as a New Reagent for Direct C−H Difluoromethylation of Heteroaromatic Compounds
  作者：Truong Thanh Tung、Søren Brøgger Christensen、John Nielsen

  DOI：10.1002/chem.201704261

  日期：2017.12.22

  difluoromethylation of heteroaromatic compounds using off-the-shelf difluoroacetic acid as the difluoromethylating reagent has been developed. Mono-difluoromethylation versus bis-difluoromethylation is controlled as the result of the reaction temperature. The reactions described here enable access to the late-stage C−H mono- and bis-difluoromethylation for preparation of tool compounds for chemical biology and

  已经开发出了一种技术简单的方法，可以使用现成的二氟乙酸作为二氟甲基化试剂直接进行杂芳族化合物的CH H二氟甲基化。反应温度控制单-二氟甲基化与双-二氟甲基化。此处描述的反应使得能够利用后期的CH单和双-二氟甲基化反应来制备用于化学生物学的工具化合物，并提供了迄今为止尚未开发的取代基用于药物开发
• Hydroxamic and carboxylic acid derivatives having MMP and TNF inhibitory activity
  申请人：Darwin Discovery Ltd.

  公开号：US06566384B1

  公开（公告）日：2003-05-20

  Hydroxamic and carboxylic acid derivatives having MMP and TNF inhibitory activity.

  羟基酰胺和羧酸衍生物具有MMP和TNF抑制活性。
• Use of Pyrimidine Derivatives in the Manufacture of a Medicament for Prevention and/or Treatment of Alzheimer's Disease
  申请人：Andersson Lars

  公开号：US20080214560A1

  公开（公告）日：2008-09-04

  Pyrimidine derivatives of formula I, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in the specification, as a base or a pharmaceutically acceptable salt thereof in the manufacture of pharmaceutical compositions and in the treatment or prophylaxis of Alzheimer's Disease.

  根据规范，作为制备药物组合物和治疗或预防阿尔茨海默病，I型嘧啶衍生物，其中R1、R2、R3、R4、R5、R6、R7、R8和R9按规范定义，作为碱或药用可接受的盐。

表征谱图