1-(3-溴-2-羟基苯基)乙酮 | 1836-05-1

• 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: 1-(3-溴-2-羟基苯基)乙酮
• 中文别名: 3-溴-2-羟基苯乙酮；2-羟基-3-溴苯乙酮
• 英文名称: 1-(3-bromo-2-hydroxyphenyl)ethanone
• 英文别名: 3'-bromo-2'-hydroxyacetophenone；1-(3-bromo-2-hydroxyphenyl)ethan-1-one；3’-bromo-2’-hydroxylacetophenone
• CAS: 1836-05-1
• 化学式: C₈H₇BrO₂
• 分子量: 215.046
• InChiKey: XPYYOCANFXTCKX-UHFFFAOYSA-N

物化性质

• 熔点：
  33°C
• 沸点：
  252.3±25.0 °C(Predicted)
• 密度：
  1.586±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温且干燥环境下

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(3-Bromo-2-hydroxyphenyl)ethanone
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(3-Bromo-2-hydroxyphenyl)ethanone
CAS number: 1836-05-1

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H7BrO2
Molecular weight: 215.0

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(3-溴-2-羟基苯基)乙酮 在 氨基磺酰氯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以60%的产率得到8-bromo-4-methylbenzo[e][1,2,3]oxathiazine 2,2-dioxide
  参考文献：
  名称：

  一种噁噻嗪类化合物及其用途

  摘要：

  本发明属于有机合成医药领域，具体涉及一种噁噻嗪类化合物，其通式如下：该噁噻嗪类化合物能够作为AMPA受体的正向变构调节剂，证实了该化合物能够正向调节AMPA受体，可使激动剂(如内源性神经递质谷氨酸)与受体结合后的构象更加稳定，从而降低受体失活率和抑制受体脱敏，使AMPA受体的功能得以增强，其类药性显著，具有广阔的市场前景。

  公开号：

  CN111518058B
• 作为产物：
  描述：

  3-氨基-2-羟基苯乙酮 在 亚硝酸 、 copper(I) bromide 作用下， 以25%的产率得到1-(3-溴-2-羟基苯基)乙酮
  参考文献：
  名称：

  N-sulfamoyl-N'-benzopyranpiperidine compounds and uses thereof

  摘要：

  式I的N-磺胺基-N'-苯并吡啶啉化合物及其生理上可接受的酸盐，包含它们的药物组合物，其制备方法，以及它们用于治疗和/或抑制青光眼、癫痫、双相情感障碍、偏头痛、神经痛、肥胖症、2型糖尿病、代谢综合征、酒精依赖症和/或癌症的用途，以及相关的并发和/或继发疾病或症状。

  公开号：

  US20070117823A1

文献信息

• Redox‐Neutral Coupling between Two C(sp ³ )−H Bonds Enabled by 1,4‐Palladium Shift for the Synthesis of Fused Heterocycles
  作者：Ronan Rocaboy、Ioannis Anastasiou、Olivier Baudoin

  DOI：10.1002/anie.201908460

  日期：2019.10.7

  secondary C-H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C-H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3 )-C(sp3 ) bonds.

  通过从三取代的芳基溴化物进行的1,4-Pd转移，可以使两个C（sp3）-H键形成一个C（sp3）-C（sp3）键进行分子内偶联。与大多数C（sp3）-C（sp3）交叉脱氢偶联相反，该反应在氧化还原中性条件下进行，其中C-Br键充当内部氧化剂。此外，它允许两个中等酸性的伯或仲CH键之间的偶联，其在一侧与氧或氮原子相邻，而在另一侧为苄基或与羰基相邻。从易于获得的邻溴苯酚和苯胺前体中获得了各种有价值的稠合杂环。第二个CH键裂解成功地被羰基插入取代，以生成其他类型的C（sp3）-C（sp3）键。
• A novel entry to xanthones by an intramolecular Diels-Alder reaction involving 2-(1,2-dichlorovinyloxy) aryl dienones
  作者：Katerina Otrubova、Anne E. Fitzgerald、Neelakandha S. Mani

  DOI：10.1016/j.tet.2018.08.007

  日期：2018.9

  of synthetic methods are described in the literature for the preparation of xanthones—a prominent class of tricyclic molecules that occur widely in nature. Majority of these reported methods involve linking the two aromatic rings and forming the central pyrone ring using a variety of classical and non-classical cyclization strategies. In a conceptually different approach, we describe here a new xanthone

  文献中描述了多种用于制备氧杂蒽酮的合成方法，所述杂合酮是自然界中广泛存在的一类重要的三环分子。这些报道的方法大多数涉及使用各种经典和非经典环化策略连接两个芳环并形成中心吡喃环。在概念上不同的方法中，我们在这里描述了一种新的x吨酮合成方法，其中吡喃酮和第二芳环均通过涉及2-（1,2-二氯乙烯基氧基）芳基二烯酮的分子内环加成反应在一个步骤中锻造而成。
• [EN] FLAVONE COMPOUNDS FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS DISEASE<br/>[FR] COMPOSÉS DE FLAVONE POUR LE TRAITEMENT ET LA PRÉVENTION D'UNE MALADIE CAUSÉE PAR LE VIRUS DE L'HÉPATITE B
  申请人：HOFFMANN LA ROCHE

  公开号：WO2020053249A1

  公开（公告）日：2020-03-19

  The present invention provides flavone derivatives having the general formula (I) which are useful for the treatment of Hepatitis B Virus infection (HBV). The compounds act as cccDNA (covalently closed circular DMA) inhibitors.

  本发明提供了具有通用公式(I)的黄酮衍生物，用于治疗乙型肝炎病毒感染（HBV）。这些化合物作为cccDNA（共价闭合环状DNA）抑制剂发挥作用。
• [EN] ALLOSTERIC CHROMENONE INHIBITORS OF PHOSPHOINOSITIDE 3-KINASE (PI3K) FOR THE TREATMENT OF DISEASES ASSOCIATED WITH P13K MODULATION<br/>[FR] INHIBITEURS CHROMÉNONE ALLOSTÉRIQUES DE LA PHOSPHOINOSITIDE 3-KINASE (PI3K) POUR LE TRAITEMENT DE MALADIES ASSOCIÉES À LA MODULATION DE PI3K
  申请人：PETRA PHARMA CORP

  公开号：WO2021202964A1

  公开（公告）日：2021-10-07

  The disclosure relates to compounds of Formula (I) as allosteric chromenone inhibitors of phosphoinositide 3-kinase (PI3K) useful in the treatment of diseases or disorders associated with PI3K modulation, Formula (I), or a prodrug, solvate, enantiomer, stereoisomer, tautomer, or pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, W, X, Y, s, and Ring A are as described herein.

  该披露涉及到式(I)的化合物，作为磷脂酰肌醇3-激酶（PI3K）的变构色酮抑制剂，在与PI3K调节相关的疾病或紊乱的治疗中有用，式(I)，或其前药、溶剂化合物、对映体、立体异构体、互变异构体或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、W、X、Y、s和环A如本文所述。
• Oxidative bromination of ketones using ammonium bromide and oxone®
  作者：Arun Kumar Macharla、Rohitha Chozhiyath Nappunni、Mahender Reddy Marri、Swamy Peraka、Narender Nama

  DOI：10.1016/j.tetlet.2011.11.011

  日期：2012.1

  esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone® as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this

  一种高效，环保，经济的方法，无需催化剂即可选择性地将芳烷基，环状，无环，1,3-二酮和β-酮​​酯进行α-单溴化，以及将1,3-二酮和β-酮​​酯进行α，α-二溴化使用溴化铵作为溴源和过硫酸氢钾报道®作为氧化剂。反应在环境温度下进行，收率范围从中等到极好。不对称酮的溴化主要发生在取代度较低的α位上。四氢萘酮的芳构化也用该试剂系统进行。