1-(4-fluorophenyl)-3-(3-nitrophenyl)prop-2-en-1-one | 28081-18-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-fluorophenyl)-3-(3-nitrophenyl)prop-2-en-1-one
• 英文别名: (E)-1-(4-fluorophenyl)-3-(3-nitrophenyl)-2-propen-1-one
• CAS: 28081-18-7
• 化学式: C₁₅H₁₀FNO₃
• 分子量: 271.248
• InChiKey: SJRIIEVLCFGBBR-UHFFFAOYSA-N

物化性质

• 熔点：
  166-167 °C
• 密度：
  1.3333 (estimate)
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S37
• 危险类别码：
  R38
• 海关编码：
  2914700090
• 储存条件：
  存于阴凉干燥处

SDS

Name:	3-Nitro-4 -fluorochalcone Material Safety Data Sheet
Synonym:	1-(4-Fluorophenyl)-3-(3-nitrophenyl)-2-propen-1-one
CAS:	28081-18-7

Section 1 - Chemical Product MSDS Name:3-Nitro-4 -fluorochalcone Material Safety Data Sheet
Synonym:1-(4-Fluorophenyl)-3-(3-nitrophenyl)-2-propen-1-one

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
28081-18-7	3-Nitro-4'-fluorochalcone	100	unlisted

Hazard Symbols: XI
Risk Phrases: 38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. 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:
Not available.
Extinguishing Media:
Not available.

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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. 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. Avoid contact with eyes, skin, and clothing. Avoid breathing dust.
Storage:
Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 28081-18-7: 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: Powder
Color: light yellow
Odor: No data
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 166-167 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C15H10FNO3
Molecular Weight: 271.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, fluoride fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 28081-18-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Nitro-4'-fluorochalcone - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 38 Irritating to skin.
Safety Phrases:
S 37 Wear suitable gloves.
WGK (Water Danger/Protection)
CAS# 28081-18-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 28081-18-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 28081-18-7 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：

  1-(4-fluorophenyl)-3-(3-nitrophenyl)prop-2-en-1-one 在 potassium carbonate 、 一水合肼 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 1-(2-(3-(4-fluorophenyl)-5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-2-oxoethyl)imidazolidine-2,4-dione
  参考文献：
  名称：

  药效团杂交方法发现具有抗肿瘤功效的新型吡唑啉基乙内酰脲类似物

  摘要：

  为了寻找新的、更安全的抗癌药物，采用了两种特殊支架（即二芳基吡唑啉和咪唑烷-2,4-二酮（乙内酰脲））的结构引导药效团杂交策略，产生了一系列新型化合物（H1-H22 ））。在此，我们最近报道的抗肿瘤杂合体的“吡咯烷-2,5-二酮”部分的生物等排替换，该杂合体结合了二芳基吡唑啉和吡咯烷-2,5-二酮支架，并具有“咪唑啉-2,4-二酮”部分。 。完整的生物学研究揭示了所有类似物中最有效的类似物，即化合物H13，其在结肠癌细胞和乳腺癌细胞中的效力比相应的吡咯烷-2,5-二酮至少高10倍。体外研究表明，半胱天冬酶被激活，细胞周期 G0/G1 期停滞，抗凋亡蛋白 (Bcl-2) 表达减少，DNA 损伤增加。对 HT-29（人结直肠腺癌）动物异种移植模型的体内测定揭示了显着的抗肿瘤功效以及口服生物利用度，在 50 mg/kg 剂量下，最大 TGI 为 36%（腹腔注射）和 44%（口服）。这些发现证实了杂交吡唑啉和咪唑烷-2

  DOI：

  10.1016/j.bioorg.2020.104527
• 作为产物：
  描述：

  4-氟苯乙酮 、 间硝基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以85%的产率得到1-(4-fluorophenyl)-3-(3-nitrophenyl)prop-2-en-1-one
  参考文献：
  名称：

  药效团杂交方法发现具有抗肿瘤功效的新型吡唑啉基乙内酰脲类似物

  摘要：

  为了寻找新的、更安全的抗癌药物，采用了两种特殊支架（即二芳基吡唑啉和咪唑烷-2,4-二酮（乙内酰脲））的结构引导药效团杂交策略，产生了一系列新型化合物（H1-H22 ））。在此，我们最近报道的抗肿瘤杂合体的“吡咯烷-2,5-二酮”部分的生物等排替换，该杂合体结合了二芳基吡唑啉和吡咯烷-2,5-二酮支架，并具有“咪唑啉-2,4-二酮”部分。 。完整的生物学研究揭示了所有类似物中最有效的类似物，即化合物H13，其在结肠癌细胞和乳腺癌细胞中的效力比相应的吡咯烷-2,5-二酮至少高10倍。体外研究表明，半胱天冬酶被激活，细胞周期 G0/G1 期停滞，抗凋亡蛋白 (Bcl-2) 表达减少，DNA 损伤增加。对 HT-29（人结直肠腺癌）动物异种移植模型的体内测定揭示了显着的抗肿瘤功效以及口服生物利用度，在 50 mg/kg 剂量下，最大 TGI 为 36%（腹腔注射）和 44%（口服）。这些发现证实了杂交吡唑啉和咪唑烷-2

  DOI：

  10.1016/j.bioorg.2020.104527

文献信息

• Design, Synthesis, and Bioactivities Screening of a Diaryl Ketone-Inspired Pesticide Molecular Library as Derived from Natural Products
  作者：Hong Zhang、Hong Jin、Lan-zhu Ji、Ke Tao、Wei Liu、Hao-yu Zhao、Tai-ping Hou

  DOI：10.1111/j.1747-0285.2011.01082.x

  日期：2011.7

  Three natural products, 1,5‐diphenylpentan‐1‐one, 1,5‐diphenylpent‐2‐en‐1‐one, and 3‐hydroxy‐1,5‐diphenylpentan‐1‐one, with good insecticidal activities were extracted from Stellera chamaejasme L. Based on their shared diaryl ketone moiety as ‘pharmacophores’, a series of diaryl ketones were synthesized and tested for insecticidal activity, acetylcholinesterase inhibitory activity, and antifungal activity. All synthesized compounds showed poor insecticidal and acetylcholinesterase inhibitory activities. Compound III with a furyl ring showed strong activities against plant pathogenic fungi. The IC50 of compound (E)‐1‐(2,4‐dichlorophenyl)‐3‐(furan‐2‐yl)‐ ‐prop‐2‐en‐1‐one (III2) was 1.20 mg/L against Rhizoctonia solani, suggesting its strong potential as a novel antifungal drug.