4-甲酰基联苯-3-羧酸 | 222180-20-3

• 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-甲酰基联苯-3-羧酸
• 中文别名: 4'-甲酰基联苯-3-羧酸；-甲酰基联苯-3-羧酸
• 英文名称: 4’-formylbiphenyl-3-carboxylic acid
• 英文别名: 3-(p-formylphenyl)benzoic acid；4'-formyl-biphenyl-3-carboxylic acid；4'-formyl-3-biphenylcarboxylic acid；4'-Formylbiphenyl-3-carboxylic acid；3-(4-formylphenyl)benzoic acid
• CAS: 222180-20-3
• 化学式: C₁₄H₁₀O₃
• 分子量: 226.232
• InChiKey: PLPKINAPTMTZJU-UHFFFAOYSA-N

物化性质

• 熔点：
  188-192 °C (lit.)
• 沸点：
  456.6±38.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn,Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36/37/38
• 危险性防范说明：
  P233,P260,P261,P264,P270,P271,P280,P301+P312,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P330,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 室温 |

SDS

Name:	4'-Formyl[1,1'-biphenyl]-3-carboxylic acid Material Safety Data Sheet
Synonym:	None Known.
CAS:	222180-20-3

Section 1 - Chemical Product MSDS Name: 4'-Formyl[1,1'-biphenyl]-3-carboxylic acid Material Safety Data Sheet
Synonym: None Known.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
222180-20-3	4'-Formyl[1,1'-biphenyl]-3-carboxylic	97+	unlisted

+++++
Hazard Symbols: XN

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin. May cause sensitization by inhalation. Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation. Harmful if inhaled. May cause respiratory sensitization.
Chronic:
No information found.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Immediately 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. Wash mouth out with 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:
Treat symptomatically and supportively.

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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 water spray, dry chemical, carbon dioxide, or chemical 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:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 222180-20-3: 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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 165.5-166.5 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: C14H10O3
Molecular Weight: 226.23

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Oxidizing agents, bases, amines.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 222180-20-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4'-Formyl[1,1'-biphenyl]-3-carboxylic acid - 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
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with skin and if swallowed. R 36/37/38 Irritating to eyes, respiratory system and skin. R 42 May cause sensitization by inhalation.
Safety Phrases:
S 22 Do not breathe dust. S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 222180-20-3: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 222180-20-3 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 222180-20-3 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 6/28/2004 Revision #1 Date: 6/28/2004 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-甲酰基联苯-3-羧酸 在 盐酸 、 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 反应 14.0h， 生成 ethyl 2-(4-isopropylbenzylidene)-5-(3'-(ethoxycarbonyl)biphenyl-4-yl)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate
  参考文献：
  名称：

  Synthesis and Biological Studies of Novel Biphenyl-3,5-dihydro-2H-thiazolopyrimidines Derivatives

  摘要：

  合成了一系列乙基2-(4-取代苯亚甲基)-5-(3'-(乙氧羰基)联苯-4-基)-7-甲基-3-氧代-3,5-二氢-2H-噻唑[3,2-a]嘧啶-6-羧酸酯衍生物(8a-j)。使用IR、1H NMR、13C NMR、LCMS质谱和C、H、N元素分析对新合成的化合物进行了表征。对所有新合成的化合物进行了体外抗氧化活性(过氧化氢清除、一氧化氮自由基清除和脂质过氧化抑制活性)、抗菌(大肠杆菌、铜绿假单胞菌(革兰氏阴性菌)、枯草芽孢杆菌、金黄色葡萄球菌(革兰氏阳性菌))和抗真菌(白色念珠菌、黑曲霉)研究筛选。

  DOI：

  10.5012/jkcs.2012.56.3.334
• 作为产物：
  描述：

  间溴苯甲酸 、 4-甲酰基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 caesium carbonate 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.0h， 以65%的产率得到4-甲酰基联苯-3-羧酸
  参考文献：
  名称：

  Synthesis and Biological Studies of Novel Biphenyl-3,5-dihydro-2H-thiazolopyrimidines Derivatives

  摘要：

  合成了一系列乙基2-(4-取代苯亚甲基)-5-(3'-(乙氧羰基)联苯-4-基)-7-甲基-3-氧代-3,5-二氢-2H-噻唑[3,2-a]嘧啶-6-羧酸酯衍生物(8a-j)。使用IR、1H NMR、13C NMR、LCMS质谱和C、H、N元素分析对新合成的化合物进行了表征。对所有新合成的化合物进行了体外抗氧化活性(过氧化氢清除、一氧化氮自由基清除和脂质过氧化抑制活性)、抗菌(大肠杆菌、铜绿假单胞菌(革兰氏阴性菌)、枯草芽孢杆菌、金黄色葡萄球菌(革兰氏阳性菌))和抗真菌(白色念珠菌、黑曲霉)研究筛选。

  DOI：

  10.5012/jkcs.2012.56.3.334

文献信息

• [EN] AZABENZIMIDAZOLES AS FATTY ACID SYNTHASE INHIBITORS<br/>[FR] AZABENZAMIDAZOLES COMME INHIBITEURS D'ACIDE GRAS SYNTHASE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011066211A1

  公开（公告）日：2011-06-03

  This invention relates to the use of azabenzimidazole derivatives for the modulation, notably the inhibition of the activity or function of fatty acid synthase (FAS). Suitably, the present invention relates to the use of azabenzimidazoles in the treatment of cancer.

  这项发明涉及使用吡唑苯并咪唑衍生物来调节，特别是抑制脂肪酸合成酶（FAS）的活性或功能。适当地，本发明涉及在癌症治疗中使用吡唑苯并咪唑。
• 4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors
  作者：Laurent Gavara、Laurent Sevaille、Filomena De Luca、Paola Mercuri、Carine Bebrone、Georges Feller、Alice Legru、Giulia Cerboni、Silvia Tanfoni、Damien Baud、Giuliano Cutolo、Benoît Bestgen、Giulia Chelini、Federica Verdirosa、Filomena Sannio、Cecilia Pozzi、Manuela Benvenuti、Karolina Kwapien、Marina Fischer、Katja Becker、Jean-Marie Frère、Stefano Mangani、Nohad Gresh、Dorothée Berthomieu、Moreno Galleni、Jean-Denis Docquier、Jean-François Hernandez

  DOI：10.1016/j.ejmech.2020.112720

  日期：2020.12

  potent, they represented a promising basis for the development of broad-spectrum MBL inhibitors. Here, we synthesized and characterized a large number of 4-amino-1,2,4-triazole-3-thione-derived Schiff bases. Compared to the previous series, the presence of an aryl moiety at position 4 afforded an average 10-fold increase in potency. Among 90 synthetic compounds, more than half inhibited at least one

  产生金属β-内酰胺酶（MBL）的革兰氏阴性菌对β-内酰胺抗生素的耐药性代表着重大的医学威胁，并且迫切需要开发临床上有用的抑制剂。我们先前报道了MBL催化位点中的5个取代的4-氨基/ H-1,2,4-三唑-3-硫酮化合物的原始结合模式。此外，我们表明，尽管具有中等效力，但它们代表了广谱MBL抑制剂开发的有希望的基础。在这里，我们合成和表征了大量的4-氨基-1,2,4-三唑-3-硫酮衍生的席夫碱。与先前的系列相比，在4位上存在芳基部分可使效力平均提高10倍。在90种合成化合物中，超过一半的化合物抑制了至少六个被测MBL（L1，VIM-4，VIM-2，NDM-1，IMP-1，K i的值在μM至亚μM范围内。几种是广谱抑制剂，也可以抑制临床上最相关的VIM-2和NDM-1。活性化合物通常在位置5处包含卤代，双环芳基或酚基部分，以及在邻苯甲酸，2,4-二羟基苯基，对苄氧基苯基或3-（m-苯甲酰基）-
• Synthesis and anti-bacterial activity of new series of 4-(substituted biphenyl-4-yl)-6-methyl-2-oxo/thioxo-1,2,3, 4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
  作者：Rahul R. Nagawade、Devanand B. Shinde

  DOI：10.1002/jhet.221

  日期：——

  New series of 4-(substituted biphenyl-4-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester and 4-(substituted biphenyl-4-yl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester has been synthesized and the structures of the new compounds were established on the basis of 1H NMR, Mass (ES/MS), elemental analysis, and melting point. In-vitro antibacterial

  新系列的4-（取代的联苯-4-基）-6-甲基-2-氧代1,2,3,4-四氢-嘧啶-5-羧酸乙酯和4-（取代的联苯-4-基合成了）-6-甲基-2-硫代-1,2,3,4-四氢-嘧啶-5-羧酸乙酯，并根据1 H NMR，Mass（ ES / MS），元素分析和熔点。评估体外 抗菌活性（MIC活性）并将其与标准药物进行比较环丙沙星，司帕沙星和曲伐沙星。这个新系列中的大多数化合物对革兰氏阳性和革兰氏阴性生物均显示出中等的抗菌活性。J.杂环化​​学。（2010）。
• Synthesis and Biological Activity of Ethyl 2-(substituted benzylthio)-4-(3′-(ethoxycarbonyl)biphenyl-4-yl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate Derivatives
  作者：Suresh Maddila、Sreekantha B. Jonnalagadda

  DOI：10.1002/ardp.201100133

  日期：2012.2

  In the present study, a new series of ethyl 2‐(substituted benzylthio)‐4‐(3′‐(ethoxycarbonyl)‐biphenyl‐4‐yl)‐6‐methyl‐1,4‐dihydropyrimidine‐5‐carboxylate derivatives was synthesized. The newly synthesized compounds were characterized by 1H‐NMR, mass and C, H, N analyses. All newly synthesized compounds were screened for their antibacterial (Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa

  在本研究中，合成了一系列新的 2-(取代苄硫基)-4-(3'-(乙氧羰基)-联苯-4-基)-6-甲基-1,4-二氢嘧啶-5-羧酸衍生物。 . 新合成的化合物通过 1H-NMR、质量和 C、H、N 分析进行表征。筛选了所有新合成的化合物的抗菌（大肠杆菌、金黄色葡萄球菌、铜绿假单胞菌、化脓性链球菌和肺炎克雷伯菌）和抗真菌（黄曲霉、烟曲霉、白色念珠菌、马尔尼菲青霉）活性。结果表明，所有合成的化合物对所测试的微生物都具有显着的生物活性。化合物8a、8b、8c、8e、8f、8i和8j表现出良好的抗菌活性。
• Novel Quinolinium Salts and Derivatives
  申请人：Macdonald James E.

  公开号：US20080281105A1

  公开（公告）日：2008-11-13

  The present invention relates generally to the synthesis of novel quinolinium salts and derivative compounds. Such salts and compounds are useful for inhibiting the growth of cancer cells.

  本发明一般涉及合成新型喹啉盐和衍生化合物。这些盐和化合物对抑制癌细胞的生长有用。