1-(2-氟[1,1-联苯]-4-基)-1-丙酮 | 37989-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-氟[1,1-联苯]-4-基)-1-丙酮
• 英文名称: 4-(2-fluorophenyl)propiophenone
• 英文别名: 1-(2'-Fluoro-[1,1'-biphenyl]-4-yl)propan-1-one；1-[4-(2-fluorophenyl)phenyl]propan-1-one
• CAS: 37989-92-7
• 化学式: C₁₅H₁₃FO
• mdl: MFCD00236612
• 分子量: 228.266
• InChiKey: ZXIQZWXVSBJPTC-UHFFFAOYSA-N

物化性质

• 熔点：
  76-77
• 沸点：
  334.1±17.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Name:	1-(2 -Fluoro[1 1 -biphenyl]-4-yl)propan-1-one 97% Material Safety Data Sheet
Synonym:	4-(2-Fluorophenyl)propiophenon
CAS:	37989-92-7

Section 1 - Chemical Product MSDS Name:1-(2 -Fluoro[1 1 -biphenyl]-4-yl)propan-1-one 97% Material Safety Data Sheet
Synonym:4-(2-Fluorophenyl)propiophenon

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
37989-92-7	1-(2'-Fluoro[1,1'-biphenyl]-4-yl)propa	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
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 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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 37989-92-7: 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C15H13FO
Molecular Weight: 228

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 37989-92-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(2'-Fluoro[1,1'-biphenyl]-4-yl)propan-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
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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 37989-92-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 37989-92-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 37989-92-7 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-(2-氟[1,1-联苯]-4-基)-1-丙酮 在 palladium on activated charcoal 氢气 、 magnesium ethylate 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 25.0 ℃ 、413.69 kPa 条件下， 反应 56.0h， 生成 ethyl 2,3-diamino-6-(4-(2-fluorophenyl)phenyl)pyridine-4-carboxylate
  参考文献：
  名称：

  来自硝基乙am的多官能吡啶和β-二酮。取代的咪唑并[4,5- b ]吡啶及相关化合物的有用合成

  摘要：

  硝基乙am与β-二酮进行有效的环缩合反应，生成取代的2-氨基-3-硝基吡啶。酰基丙酮酸酯的使用产生迄今未报道的2-氨基-3-硝基吡啶-4-羧酸酯。这些可以容易地转化为官能化的咪唑并[4，5- b ]吡啶和恶唑-[5，4- b ]吡啶。

  DOI：

  10.1002/jhet.5570320349
• 作为产物：
  描述：

  N-[(2-fluorophenyl)diazenyl]-N-propan-2-ylpropan-2-amine 在 四(三苯基膦)钯 、 三氟化硼乙醚 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 15.5h， 生成 1-(2-氟[1,1-联苯]-4-基)-1-丙酮
  参考文献：
  名称：

  室温下BF 3 ·OEt 2介导的六烷基二锡烷试剂与芳基三氮烯交叉偶联合成芳基三甲基锡烷

  摘要：

  BF 3 ·OEt 2介导的（SnMe 3）2与芳基三氮烯的交叉偶联为芳基锡的合成提供了新的策略。使用这种无金属方法，可以以中等到良好的产率生产各种合成有用的芳基三甲基锡烷。与不同芳基溴化物的一锅式顺序Stille交叉偶联为对称和不对称联芳基化合物提供了一个简短的入口。

  DOI：

  10.1021/acs.joc.8b02766

文献信息

• Design, Synthesis, and Characterization of Brequinar Conjugates as Probes to Study DHODH Inhibition
  作者：Joseph T. Madak、Christine R. Cuthbertson、Wenmin Chen、Hollis D. Showalter、Nouri Neamati

  DOI：10.1002/chem.201702999

  日期：2017.10.9

  Brequinar, a potent dihydroorotate dehydrogenase (DHODH) inhibitor, has been evaluated in multiple clinical trials as a potential treatment for cancer. To further understand brequinar‐based DHODH inhibition and DHODH′s therapeutic relevance in cancer, we have developed novel brequinar‐based probes. We disclose a 16‐step convergent synthesis of the first brequinar‐PROTAC and a four‐step approach towards

  Brequinar是一种有效的二氢乳清酸脱氢酶（DHODH）抑制剂，已在多项临床试验中评估为潜在的癌症治疗方法。为了进一步了解基于臀肌的DHODH抑制作用和DHODH在癌症中的治疗意义，我们开发了新型的基于臀肌的探针。我们公开了第一个brequinar-PROTAC的16个步骤的收敛合成，以及第一个线粒体定向的brequinar探针的四个步骤的方法。在菌落形成试验中，布雷塔那的PROTAC和线粒体定向探针均具有比布雷库那更好的细胞毒性。
• Conversion of aromatic ketones into α-arylalkanoic acids. Part 2. Routes employing peracid, chlorine, or nitrous acid
  作者：Stanley D. Higgins、C. Barry Thomas

  DOI：10.1039/p19830001483

  日期：——

  Further methods for effecting the oxidative rearrangement of 1-arylalkanones to α-arylalkanoic esters have been investigated. It has been shown that appropriate α-iodoacetals, readily prepared from the ketones, can be converted into esters on treatment either with a peracid or with chlorine. Using the latter reagent, α-chlorination of the ester can be an unwanted side reaction with some substrates

  已经研究了用于将1-芳基链烷酮氧化重排为α-芳基链烷酸酯的其他方法。已经表明，由酮容易地制备的合适的α-碘缩醛可以在用过酸或氯处理时转化为酯。使用后一种试剂，酯的α-氯化可能是与某些底物的有害副反应，并讨论了控制副产物形成的因素。已经证明，使用氯可以使该方法在碘中催化。在重氮化条件下，2-氨基-1-芳基链烷酮的缩醛也已显示出高收率的酯，这增加了关于离子ArC（OR）2 CHR'或该离子的初始形式是氢的建议。过程中的关键中间环节。
• [EN] COMPOUNDS AND METHODS USEFUL FOR TREATING OR PREVENTING HEMATOLOGICAL CANCERS<br/>[FR] COMPOSÉS ET MÉTHODES UTILES POUR LE TRAITEMENT OU LA PRÉVENTION DE CANCERS HÉMATOLOGIQUES
  申请人：BAYER PHARMA AG

  公开号：WO2017037022A1

  公开（公告）日：2017-03-09

  The present invention includes methods of treating patients with acute myeloid leukemia across a range of genetic subtypes with DHODH inhibitors, such as 6-fluoro-2-(2'-fluoro-[1,1'- biphenyl]-4-yl)-3-methylquinoline-4-carboxylic acid).

  本发明涉及使用DHODH抑制剂治疗患有急性髓样白血病的患者的方法，包括各种基因亚型，如6-氟-2-(2'-氟-[1,1'-联苯基]-4-基)-3-甲基喹啉-4-羧酸。
• Inhibition of Dihydroorotate Dehydrogenase Overcomes Differentiation Blockade in Acute Myeloid Leukemia
  作者：David B. Sykes、Youmna S. Kfoury、François E. Mercier、Mathias J. Wawer、Jason M. Law、Mark K. Haynes、Timothy A. Lewis、Amir Schajnovitz、Esha Jain、Dongjun Lee、Hanna Meyer、Kerry A. Pierce、Nicola J. Tolliday、Anna Waller、Steven J. Ferrara、Ashley L. Eheim、Detlef Stoeckigt、Katrina L. Maxcy、Julien M. Cobert、Jacqueline Bachand、Brian A. Szekely、Siddhartha Mukherjee、Larry A. Sklar、Joanne D. Kotz、Clary B. Clish、Ruslan I. Sadreyev、Paul A. Clemons、Andreas Janzer、Stuart L. Schreiber、David T. Scadden

  DOI：10.1016/j.cell.2016.08.057

  日期：2016.9

  system, we performed a high-throughput phenotypic screen and defined compounds that overcame differentiation blockade. Target identification led to the unanticipated discovery that inhibition of the enzyme dihydroorotate dehydrogenase (DHODH) enables myeloid differentiation in human and mouse AML models. In vivo, DHODH inhibitors reduced leukemic cell burden, decreased levels of leukemia-initiating

  虽然急性髓性白血病 (AML) 包括许多不同的遗传亚型，但一个共同的标志是白血病成髓细胞停滞在未成熟和自我更新的发展阶段。克服分化停滞的疗法代表了一种强大的治疗策略。我们利用观察到，尽管存在遗传异质性，但大多数 AML 都共享 HoxA9 的表达，HoxA9 是一种在骨髓分化过程中通常下调的基因。使用条件 HoxA9 模型系统，我们进行了高通量表型筛选并定义了克服分化封锁的化合物。目标识别导致意外发现，抑制二氢乳清酸脱氢酶 (DHODH) 可在人和小鼠 AML 模型中实现骨髓分化。体内，DHODH 抑制剂减少了白血病细胞的负担，降低了白血病起始细胞的水平，并提高了存活率。这些数据证明了 DHODH 作为分化代谢调节剂的作用，并指出其抑制是克服 AML 中分化阻断的策略。
• [EN] FLUORINATED DERIVATIVES OF MELDRUM'S ACID, A METHOD FOR THE PREPARATION OF THE SAME, AND THEIR USE AS A SOLVENT ADDITIVE<br/>[FR] DÉRIVÉS FLUORÉS D'ACIDE DE MELDRUM, LEUR PROCÉDÉ DE PRÉPARATION ET LEUR UTILISATION COMME ADDITIF DE SOLVANT
  申请人：SOLVAY

  公开号：WO2013079397A1

  公开（公告）日：2013-06-06

  Disclosed are certain fluorinated derivatives of Meldrum's acid as novel compounds, preparation methods for the same, their use in Li ion batteries, Li air batteries and Li sulphur batteries as well as solvent compositions, electrolyte compositions and respective batteries containing them.

  本文披露了Meldrum's酸的某些氟化衍生物作为新型化合物，以及它们的制备方法，它们在锂离子电池、锂空气电池和锂硫电池中的应用，以及包含它们的溶剂组合物、电解质组合物和相应电池。