2-溴-1-(4-氯苯基)-2-苯基乙基-1-酮 | 1889-78-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2-溴-1-(4-氯苯基)-2-苯基乙基-1-酮
• 中文别名: 2-溴-1-(4-氯苯基)-2-苯基-1-乙酮
• 英文名称: 2-bromo-1-(4-chlorophenyl)-2-phenylethanone
• 英文别名: 1-(4-chlorophenyl)-2-bromo-2-phenylethanone；2-Bromo-1-(4-chlorophenyl)-2-phenylethan-1-one
• CAS: 1889-78-7
• 化学式: C₁₄H₁₀BrClO
• mdl: MFCD00052201
• 分子量: 309.59
• InChiKey: OBEFSOTWERFWSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：
  C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090

SDS

Name:	2-Bromo-1-(4-chlorophenyl)-2-phenylethan-1-one 95+% Material Safety Data Sheet
Synonym:
CAS:	1889-78-7

Section 1 - Chemical Product MSDS Name:2-Bromo-1-(4-chlorophenyl)-2-phenylethan-1-one 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1889-78-7	2-Bromo-1-(4-chlorophenyl)-2-phenyleth	95+%	unlisted

Hazard Symbols: C
Risk Phrases: 34

---

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

---

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. Wash mouth out with water.
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.

---

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# 1889-78-7: 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.

---

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: 67 - 69 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: C14H10BrClO
Molecular Weight: 310

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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, bases, amines.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1889-78-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Bromo-1-(4-chlorophenyl)-2-phenylethan-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# 1889-78-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1889-78-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1889-78-7 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：

  2-溴-1-(4-氯苯基)-2-苯基乙基-1-酮 在 sodium hydroxide 、 二甲基亚砜 作用下， 以 乙醇 、 水 为溶剂， 反应 7.0h， 生成 R,S-5-(p-Chlorphenyl)-5-phenylhydantoin
  参考文献：
  名称：

  Biltz 的乙内酰脲合成反应机理，第二次通讯：取代基对重排方向的影响

  摘要：

  从 1-13C-标记的 4-单取代苄基 1a-c、5-芳基-5-苯基乙内酰脲 6a-c 和 3-取代的 5-芳基-5-苯基乙内酰脲 9a-i 制备为与尿素 3a 的异构体混合物。13C 标记在 C-4 和 C-5 上的分布由质量和 13C NMR 光谱法确定。正如在二苯甲酸重排中，4-甲基或4-甲氧基苯基基团比未取代的苯基基团更不容易迁移，这比4-氯苯基基团更不容易迁移。然而，苯基和 4-氯苯基之间的差异很小，在一种情况下甚至略有逆转。取代基对重排方向的影响可以通过上游平衡对反应的热力学控制来解释（方案 2 和 3）。

  DOI：

  10.1002/ardp.19933260110
• 作为产物：
  描述：

  (+/-)-2-(4-chlorophenyl)-2-(trimethylsiloxy)-acetonitrile 在 溴 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 26.5h， 生成 2-溴-1-(4-氯苯基)-2-苯基乙基-1-酮
  参考文献：
  名称：

  可溶性环氧化物水解酶磷酸酶结构域的体内第一个活性抑制剂的发现。

  摘要：

  新兴的药理学目标可溶性环氧化物水解酶（sEH）是一种双功能酶，在两个不同的域中表现出两种不同的催化活性。尽管对C末端水解酶结构域的生理作用进行了充分研究，但关于其磷酸酶活性的信息却鲜为人知，它位于sEH（sEH-P）的N末端磷酸酶结构域中。本文中，我们报道了在体内可应用的人和大鼠sEH-P的第一种抑制剂的发现和优化。与抑制剂复合的sEH磷酸酶结构域的X射线结构分析提供了小分子sEH-P抑制的分子基础的见解，并有助于合理化结构-活性关系。4-（4-（3,4-二氯苯基）-5-苯基恶唑-2-基）丁酸（22b，

  DOI：

  10.1021/acs.jmedchem.9b00445

文献信息

• [EN] GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE<br/>[FR] INHIBITEURS DE GLYCOLATE OXYDASE POUR LE TRAITEMENT D'UNE MALADIE
  申请人：BIOMARIN PHARM INC

  公开号：WO2020257487A1

  公开（公告）日：2020-12-24

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

  本文描述了化合物、制备这种化合物的方法、含有这种化合物的药物组合物和药物，以及使用这种化合物治疗或预防与甘氧酸代谢缺陷相关的疾病或紊乱的方法，例如与甘氧酸氧化酶（GO）或草酸代谢变化相关的疾病或紊乱。这些疾病或紊乱包括与产生过多草酸相关的甘氧酸代谢紊乱，例如原发性高草酸尿症。
• One-pot synthesis of 2-aminothiazoles using supported reagents
  作者：Mitsuo Kodomari、Tadashi Aoyama、Yoshitada Suzuki

  DOI：10.1016/s0040-4039(02)00084-9

  日期：2002.2

  A simple and efficient method has been developed for the synthesis of 2-aminothiazoles from α-bromo ketones in one-pot using a supported reagents system, KSCN/SiO2–RNH3OAc/Al2O3, in which α-bromo ketone reacts first with KSCN/SiO2 and the product, α-thiocyano ketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazole, in high yield.

  一种简单且有效的方法已用于从α溴酮-2-氨基噻唑在一锅合成中使用负载的试剂系统被开发出来，KSCN /二氧化硅2 -RNH 3 OAC / Al的2 Ó 3，其中α溴酮首先与KSCN / SiO 2反应，然后产物α-硫氰基酮与RNH 3 OAc / Al 2 O 3反应，以高收率得到最终产物2-氨基噻唑。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004011410A1

  公开（公告）日：2004-02-05

  Compounds of formula (I):wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  式(I)的化合物：其中变量基团如定义内；用于抑制11βHSD1。
• Novel Bisaryl Substituted Thiazoles and Oxazoles as Highly Potent and Selective Peroxisome Proliferator-Activated Receptor δ Agonists
  作者：Robert Epple、Christopher Cow、Yongping Xie、Mihai Azimioara、Ross Russo、Xing Wang、John Wityak、Donald S. Karanewsky、Tove Tuntland、Vân T. B. Nguyêñ-Trân、Cara Cuc Ngo、David Huang、Enrique Saez、Tracy Spalding、Andrea Gerken、Maya Iskandar、H. Martin Seidel、Shin-Shay Tian

  DOI：10.1021/jm9007399

  日期：2010.1.14

  The discovery, synthesis, and optimization of compound 1 from a high-throughput screening hit to highly potent and selective peroxisome proliferator-activated receptor δ (PPARδ) agonists are reported. The synthesis and structure−activity relationship in this series are described in detail. On the basis of a general schematic PPAR pharmacophore model, scaffold 1 was divided into headgroup, linker, and

  从高通量筛选到高效和选择性的过氧化物酶体增殖物激活受体δ（PPARδ）激动剂的发现，合成和优化了化合物1。详细介绍了该系列中的合成和构效关系。基于通用的PPAR药效团模型示意图，支架1将其分为头基，接头和尾基，并使用体外PPAR反式激活分析对PPAR激活进行了优化。有效和选择性的PPARδ活化需要一个（2-甲基苯氧基）乙酸头基，一个柔性连接基和一个带有两个疏水性芳基取代基的五元杂芳族中心环。这些芳基取代基的微调导致了一系列高效且选择性的化合物（例如化合物38c）在小鼠体内表现出出色的药代动力学特性。在体内急性给药模型中，该阵列的选定成员显示出可诱导丙酮酸脱氢酶激酶4（PDK4）和解偶联蛋白3（UCP3）的表达，这些基因已知参与能量稳态并受其调节。骨骼肌中的PPARδ。
• Studien zum Reaktionsmechanismus der Hydantoin-Synthese nachBiltz, 1. Mitt.: Nachweis der Zwischenstufen der Hydantoin-Synthese nachBiltz
  作者：Gerhard Schwenker、Hong Guo、Sonja Bernhart

  DOI：10.1002/ardp.19923251207

  日期：——

  Der von Butler und Leitch vorgeschlagene Reaktionsmechanismus für die bei der Hydantoinsynthese von Biltz ablaufende Skelett‐Umlagerung konnte gesichert werden. Die bereits von Biltz postulierte Zwischenstufe 3a wurde aus dem Reaktionsansatz isoliert und die Zwischenstufen 3b‐3g und 4b‐4g auf unabhängigem Wege synthetisiert und in den Reaktionsansätzen der jeweiligen Benzile 1b‐1d mit Phenylharnstoff

  Butler 和 Leitch 提出的 Biltz 合成乙内酰脲骨架重排的反应机制可以得到证实。Biltz 假设的中间体 3a 从反应混合物中分离出来，中间体 3b-3g 和 4b-4g 是独立合成的，并通过 HPLC 在各自的苄基 1b-1d 与苯脲 (2b) 的反应混合物中检测。在环闭合的方向上没有明显的偏好。