3-(2,4-Dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one | 336101-27-0

• 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: 3-(2,4-Dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one
• CAS: 336101-27-0
• 化学式: C₁₇H₁₅FO₃
• 分子量: 286.303
• InChiKey: BZMXLKULLDWQBK-UHFFFAOYSA-N

物化性质

• 熔点：
  117 °C
• 沸点：
  118 °C
• 密度：
  1.2105 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

SDS

Name:	2 4-Dimethoxy-4 -fluorochalcone 97% Material Safety Data Sheet
Synonym:	None
CAS:	336101-27-0

Section 1 - Chemical Product MSDS Name:2 4-Dimethoxy-4 -fluorochalcone 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
336101-27-0	2,4-Dimethoxy-4'-fluorochalcone	97	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation.
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. Do NOT use mouth-to-mouth resuscitation.
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:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Use with adequate ventilation.
Avoid breathing dust.
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:
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# 336101-27-0: 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: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 117-122 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: Insoluble.
Specific Gravity/Density:
Molecular Formula: C17H15FO3
Molecular Weight: 286.30

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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, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 336101-27-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4-Dimethoxy-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
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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 336101-27-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 336101-27-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 336101-27-0 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：

  3-(2,4-Dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one 、 4-磺酰胺基苯肼盐酸盐 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 17.0h， 以48%的产率得到1-(4-aminosulfonylphenyl)-3-(4-fluorophenyl)-5-(2,4-dimethoxyphenyl)pyrazoline
  参考文献：
  名称：

  具有低细胞毒性的吡唑啉苯磺酰胺作为碳酸酐酶和乙酰胆碱酯酶抑制剂的合成和生物活性。

  摘要：

  合成了4-（3-取代的苯基-5-聚甲氧基苯基-4,5-二氢-1H-吡唑-1-基）苯磺酰胺（9-16），并通过1H NMR，13C NMR和HRMS阐明了它们的化学结构。通过hibrit分子方法，所设计的化合物在单个分子中包括吡唑啉和磺酰胺药效团，这是药物化学中有用的技术，可用于设计对所需的几种生物活性具有有效活性的新化合物。评估了磺酰胺类对人CA同工酶（hCA IandhCA II）和乙酰胆碱酯酶（AChE）酶的抑制能力，并研究了它们对口腔鳞癌（OSCC）细胞系（Ca9-22，HSC-2，HSC- 3，以及HSC-4）和非肿瘤细胞（HGF，HPLF和HPC）。磺酰胺衍生物可抑制胞质hCA I和hCA II同工酶（9-16），Ki值分别在27.9±3.2-74.3±28.9 nM和27.4±1.4-54.5±11.6 nM之间。AChE酶被磺酰胺衍生物强烈抑制，Ki值在37.7±14.4-89

  DOI：

  10.1016/j.bioorg.2018.12.028
• 作为产物：
  描述：

  4-氟苯乙酮 、 2,4-二甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(2,4-Dimethoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  具有低细胞毒性的吡唑啉苯磺酰胺作为碳酸酐酶和乙酰胆碱酯酶抑制剂的合成和生物活性。

  摘要：

  合成了4-（3-取代的苯基-5-聚甲氧基苯基-4,5-二氢-1H-吡唑-1-基）苯磺酰胺（9-16），并通过1H NMR，13C NMR和HRMS阐明了它们的化学结构。通过hibrit分子方法，所设计的化合物在单个分子中包括吡唑啉和磺酰胺药效团，这是药物化学中有用的技术，可用于设计对所需的几种生物活性具有有效活性的新化合物。评估了磺酰胺类对人CA同工酶（hCA IandhCA II）和乙酰胆碱酯酶（AChE）酶的抑制能力，并研究了它们对口腔鳞癌（OSCC）细胞系（Ca9-22，HSC-2，HSC- 3，以及HSC-4）和非肿瘤细胞（HGF，HPLF和HPC）。磺酰胺衍生物可抑制胞质hCA I和hCA II同工酶（9-16），Ki值分别在27.9±3.2-74.3±28.9 nM和27.4±1.4-54.5±11.6 nM之间。AChE酶被磺酰胺衍生物强烈抑制，Ki值在37.7±14.4-89

  DOI：

  10.1016/j.bioorg.2018.12.028

文献信息

• Synthesis and biological evaluation of simple methoxylated chalcones as anticancer, anti-inflammatory and antioxidant agents
  作者：Babasaheb P. Bandgar、Shrikant S. Gawande、Ragini G. Bodade、Jalinder V. Totre、Chandrahas N. Khobragade

  DOI：10.1016/j.bmc.2009.11.066

  日期：2010.2

  Chalcones have been identified as interesting compounds with cytotoxicity, anti-inflammatory and antioxidant properties. In the present study, simple methoxychalcones were synthesized by Claisen-Schmidt condensation reaction and evaluated for above biological activities. The structures of the compounds were established by IR, (1)H NMR and mass spectral analysis. The data revealed that compound 3s (99-100% at 10 mu M concentration) completely inhibit the selected five human cancer cell lines as compared to standard flavopiridol and gemcitabine (70-90% at 700 nM and 500 nM concentrations, respectively), followed by 3a, 3n, 3o, 3p, 3q, 3r. Among the tested compounds 3l, 3m, 3r, and 3s exhibited promising anti-inflammatory activity against TNF-alpha and IL-6 with 90-100% inhibition at 10 mu M concentration. DPPH free radical scavenging activity was given by the compounds 3o, 3n, 3l, 3r, 3m, 3a, 3p, 3c and 3s at 1 mM concentration. Overall, 3s was obtained as lead compound with promising anticancer, anti-inflammatory and antioxidant activities. Bioavailability of compounds were checked by in vitro cytotoxicity study and confirmed to be nontoxic. The structure activity relationship (SAR) and in silico drug relevant properties (HBDs, HBAs, PSA, c Log P, ionization potential, molecular weight, E(HOMO) and E(LUMO)) further confirmed that the compounds were potential candidates for future drug discovery study. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and bioactivities of pyrazoline benzensulfonamides as carbonic anhydrase and acetylcholinesterase inhibitors with low cytotoxicity
  作者：Dilan Ozmen Ozgun、Halise Inci Gul、Cem Yamali、Hiroshi Sakagami、Ilhami Gulcin、Murat Sukuroglu、Claudiu T. Supuran

  DOI：10.1016/j.bioorg.2018.12.028

  日期：2019.3

  and 200 µM towards OSCC malign cell lines. Their tumor selectivities were also calculated with two ways. Compound's selectivities towards cancer cell line were found generally low, except compounds bearing 3,4-dimethoxyphenyl 14 (TS1 = 1.3, TS2 = 1.4) and 10 (TS2 = 1.4). All sulfonamide derivatives studied here can be considered as good candidates to develop novel CAs or AChE inhibitor candidates based

  合成了4-（3-取代的苯基-5-聚甲氧基苯基-4,5-二氢-1H-吡唑-1-基）苯磺酰胺（9-16），并通过1H NMR，13C NMR和HRMS阐明了它们的化学结构。通过hibrit分子方法，所设计的化合物在单个分子中包括吡唑啉和磺酰胺药效团，这是药物化学中有用的技术，可用于设计对所需的几种生物活性具有有效活性的新化合物。评估了磺酰胺类对人CA同工酶（hCA IandhCA II）和乙酰胆碱酯酶（AChE）酶的抑制能力，并研究了它们对口腔鳞癌（OSCC）细胞系（Ca9-22，HSC-2，HSC- 3，以及HSC-4）和非肿瘤细胞（HGF，HPLF和HPC）。磺酰胺衍生物可抑制胞质hCA I和hCA II同工酶（9-16），Ki值分别在27.9±3.2-74.3±28.9 nM和27.4±1.4-54.5±11.6 nM之间。AChE酶被磺酰胺衍生物强烈抑制，Ki值在37.7±14.4-89