2-溴-1-(2,4-二甲基苯基)乙酮 | 26346-85-0

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(2,4-二甲基苯基)乙酮
• 中文别名: 2-溴-1-(2,4-二甲基苯基)乙醛-1-酮；2-溴-1-(2,4-二苯甲基)乙酮
• 英文名称: 2-bromo-1-(2,4-dimethylphenyl)ethanone
• 英文别名: 1-bromo-2-(2,4-dimethylphenyl)-2-oxoethane
• CAS: 26346-85-0
• 化学式: C₁₀H₁₁BrO
• mdl: MFCD00017872
• 分子量: 227.101
• InChiKey: GSCCVWPVPFIRJP-UHFFFAOYSA-N

物化性质

• 熔点：
  44 °C
• 沸点：
  150 °C(Press: 9 Torr)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险品运输编号：
  3261
• 危险性描述：
  H314
• 储存条件：
  室温且干燥

SDS

Name:	2-Bromo-1-(2 4-dimethylphenyl)ethan-1-one 97% Material Safety Data Sheet
Synonym:	2-Bromo-2',4'-dimethylacetophenon
CAS:	26346-85-0

Section 1 - Chemical Product MSDS Name:2-Bromo-1-(2 4-dimethylphenyl)ethan-1-one 97% Material Safety Data Sheet
Synonym:2-Bromo-2',4'-dimethylacetophenon

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
26346-85-0	2-bromo-1-(2,4-dimethylphenyl)ethan-1-	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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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 immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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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# 26346-85-0: Personal Protective Equipment Eyes: Not available.
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: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 43 - 45 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: C10H11BrO
Molecular Weight: 227

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 26346-85-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-bromo-1-(2,4-dimethylphenyl)ethan-1-one - 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: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
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.
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# 26346-85-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 26346-85-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 26346-85-0 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：

  2-溴-1-(2,4-二甲基苯基)乙酮 在 caesium carbonate 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 2.0h， 以95%的产率得到1-(2,4-dimethylphenyl)-2-(2,2,2-trifluoroethoxy)ethanone
  参考文献：
  名称：

  Synthesis of α-trifluoroethoxy-substituted ketones

  摘要：

  A mild and straight-forward synthesis of alpha-trifluoroethoxy-substituted ketones from the trifluoroethoxylation of alpha-bromoketones with trifluoroethanol, under Cs2CO3-mediated conditions at room temperature, is described. The utility of this reaction for the synthesis of the trifluoroethoxy-substituted alcohols and pyrazoles is also showed. The reaction tolerates various functional groups and demonstrates efficient scalability and practicality. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2015.03.009
• 作为产物：
  描述：

  1-(溴乙炔基)-2,4-二甲基苯 在 硫酸 、 溶剂黄146 作用下， 生成 2-溴-1-(2,4-二甲基苯基)乙酮
  参考文献：
  名称：

  Grignard; Perrichon, Annales de Chimie (Cachan, France), 1926, vol. <10> 5, p. 20

  摘要：

  DOI：

文献信息

• Synthesis and Anticandidal Activity Evaluation of New Benzimidazole-Thiazole Derivatives
  作者：Zafer Asım Kaplancıklı、Serkan Levent、Derya Osmaniye、Begüm Nurpelin Sağlık、Ulviye Acar Çevik、Betül Kaya Çavuşoğlu、Yusuf Özkay、Sinem Ilgın

  DOI：10.3390/molecules22122051

  日期：——

  Azole-based antifungal agents constitute one of the important classes of antifungal drugs. Hence, in the present work, 12 new benzimidazole-thiazole derivatives 3a-3l were synthesized to evaluate their anticandidal activity against C.albicans, C.glabrata, C.krusei, and C.parapsilopsis. The structures of the newly synthesized compounds 3a-3l were confirmed by IR, ¹H-NMR, 13C-NMR, and ESI-MS spectroscopic

  基于唑的抗真菌剂构成重要的抗真菌药物类别之一。因此，在目前的工作中，合成了12种新的苯并咪唑-噻唑衍生物3a-3l，以评价它们对白色念珠菌，光滑念珠菌，克鲁氏梭菌和副孢霉的抗候选活性。通过IR，1 H-NMR，13 C-NMR和ESI-MS光谱法确认了新合成的化合物3a-3l的结构。通过in-slico研究预测了合成化合物3a-3l的ADME参数，并且确定所有合成的化合物可能具有良好的药代动力学特征。在抗癌活性研究中，发现化合物3c和3d是针对所有念珠菌物种最具活性的化合物。此外，细胞毒性研究表明，这些化合物无毒，IC50值高于500 µg / mL。通过LC-MS-MS方法测定化合物3c和3d对白色念珠菌麦角甾醇水平的影响。观察到两种化合物均导致麦角固醇水平降低。进行了分子对接研究，阐明了3c与麦角固醇生物合成中的关键酶羊毛甾醇14α-脱甲基酶（CYP51）的结合模式，以阐明其抗真菌作用
• Synthesis and AChE Inhibitory Activity of Novel Thiazolylhydrazone Derivatives
  作者：Derya Osmaniye、Begüm Nurpelin Sağlık、Ulviye Acar Çevik、Serkan Levent、Betül Kaya Çavuşoğlu、Yusuf Özkay、Zafer Asım Kaplancıklı、Gülhan Turan

  DOI：10.3390/molecules24132392

  日期：——

  elucidated by 1HNMR, 13C-NMR, and LCMSMS spectroscopic methods. The inhibitory potential of the synthesized compounds on cholinesterase enzymes was investigated. The compounds 3a, 3c and 3i showed significant inhibitory activity on the acetylcholinesterase (AChE) enzyme. On the other hand, none of the compounds showed significant inhibitory activity on the butyrylcholinesterase (BChE) enzyme. In addition to

  阿尔茨海默病 (AD) 是最常见的退行性脑疾病，并与认知功能障碍一起描述。AD 患者失去编码新记忆的能力，生活条件极其困难。该领域的新药开发继续以极快的速度进行。已经合成了一系列针对阿尔茨海默病 (AD) 的新型噻唑-哌嗪杂化物。合成化合物的结构鉴定通过1HNMR、13C-NMR和LCMSMS光谱方法进行鉴定。研究了合成化合物对胆碱酯酶的抑制潜力。化合物 3a、3c 和 3i 对乙酰胆碱酯酶 (AChE) 显示出显着的抑制活性。另一方面，没有一种化合物对丁酰胆碱酯酶 (BChE) 显示出显着的抑制活性。除了酶抑制研究外，还进行了酶动力学研究以观察活性最强的抑制剂化合物对底物-酶关系的影响。除了体外试验外，对接研究还表明，化合物 3c 可能充当双结合位点 AChE 抑制剂。
• Design, synthesis, in vitro and in silico studies of some novel thiazole-dihydrofuran derivatives as aromatase inhibitors
  作者：Derya Osmaniye、Şennur Görgülü、Begüm Nurpelin Sağlık、Serkan Levent、Yusuf Özkay、Zafer Asım Kaplancıklı

  DOI：10.1016/j.bioorg.2021.105123

  日期：2021.9

  Aromatase inhibitors used against hormone-dependent breast cancer, especially in post-menopausal women, are very susceptible to the development of resistance due to their limited number and long-term use. In this study, it is aimed to obtain new aromatase inhibitors including thiazole and dihydrofuran ring systems. Synthesis of compounds (2a-2l) were performed according to literature methods. Their

  用于治疗激素依赖性乳腺癌的芳香酶抑制剂，尤其是绝经后妇女，由于数量有限和长期使用，很容易产生耐药性。本研究旨在获得新的芳香酶抑制剂，包括噻唑和二氢呋喃环系。化合物( 2a-2l )的合成根据文献方法进行。它们的结构通过1 H NMR、13 C NMR 和 APCI-MS 光谱方法阐明。进行MTT测试以评估不同化合物对两种不同肺细胞系(A549、CCD-19Lu)和乳腺细胞系(MCF7)的细胞增殖作用。根据 MTT 测定，观察​​到计算的 IC 50发现某些化合物对 CCD-19Lu 细胞系的值高于对 A549 和 MCF7 细胞系的值。考虑到活力结果，发现所选化合物（2a、2c、2e、2g、2h、2l）显示出良好的安全性并具有抗癌活性。通过流式细胞术分析研究所选化合物的细胞凋亡活性。并被发现对癌细胞系具有凋亡作用。根据这些信息，体外检测了活性最强的衍生物2g和2l化合物的芳香酶抑制潜力，并
• [EN] PYRAZOLOPYRIDINE DERIVATIVES FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIDINE POUR LE TRAITEMENT DU CANCER
  申请人：GENENTECH INC

  公开号：WO2017205538A1

  公开（公告）日：2017-11-30

  The present invention relates to a compound formula (I): and to salts thereof, wherein R1, R2X, and Y have any of the values defined herein, and compositions and uses thereof. The compounds are useful as inhibitors of CBP and/or EP300. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various CBP and/or EP300-mediated disorders such as cancer, inflammatory disorders and autoimmune diseases.

  本发明涉及一种化合物公式（I）及其盐，其中R1、R2X和Y具有本文中定义的任何值，以及其组合物和用途。这些化合物可用作CBP和/或EP300的抑制剂。还包括包含公式（I）化合物或其药学上可接受的盐的药物组合物，以及在治疗各种CBP和/或EP300介导的疾病，如癌症、炎症性疾病和自身免疫疾病中使用这些化合物和盐的方法。
• DABCO-Catalyzed Reaction of α-Halo Carbonyl Compounds with Dimethyl Acetylenedicarboxylate:  A Novel Method for the Preparation of Polysubstituted Furans and Highly Functionalized 2<i>H</i>-Pyrans
  作者：Mingjin Fan、Zeyi Yan、Weimin Liu、Yongmin Liang

  DOI：10.1021/jo050903g

  日期：2005.9.1

  Polysubstituted furans and highly functionalized 2H-pyrans were prepared in good yields by DABCO-catalyzed reactions of α-halo carbonyl compounds with dimethyl acetylenedicarboxylate (DMAD) at room temperature.

  在室温下，通过DABCO催化α-卤代羰基化合物与乙酰二羧酸二甲酯（DMAD）的反应，可以高收率制备多取代的呋喃和高度官能化的2 H-吡喃。