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首页 分子通 2-氨基-5-溴苯乙酮

2-氨基-5-溴苯乙酮 | 29124-56-9

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-氨基-5-溴苯乙酮
中文别名
1-(2-氨基-5-溴苯基)乙酮
英文名称
1-(2-amino-5-bromophenyl)ethanone
英文别名
1-(2-amino-5-bromophenyl)ethan-1-one；2-amino-5-bromoacetophenone；2-Amino-5-bromacetophenon
2-氨基-5-溴苯乙酮化学式
CAS
29124-56-9
化学式
C8H8BrNO
mdl
MFCD09834638
分子量
214.062
InChiKey
JCGVHKOIDFMQER-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点：
    86-88 °C
  • 沸点：
    302.2±27.0 °C(Predicted)
  • 密度：
    1.535±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：
    0.125
  • 拓扑面积：
    43.1
  • 氢给体数：
    1
  • 氢受体数：
    2

安全信息

  • 危险性防范说明：
    P261,P305+P351+P338
  • 危险性描述：
    H302,H315,H319,H335
  • 储存条件：
    | 2-8°C |

SDS

SDS：4b2205bfbaf0701d1559fca43abb4c87
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Material Safety Data Sheet
Section 1. Identification of the substance
Product Name: 1-(2-Amino-5-bromophenyl)ethanone
Synonyms:
Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
Section 3. Composition/information on ingredients.
Ingredient name: 1-(2-Amino-5-bromophenyl)ethanone
CAS number: 29124-56-9
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.
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.
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.
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:
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.
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: C8H8BrNO
Molecular weight: 214.1
Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.
Section 11. Toxicological information
No data.
Section 12. Ecological information
No data.
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.
Section 14. Transportation information
Non-harzardous for air and ground transportation.
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.

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

反应信息

  • 作为反应物：
    描述：
    2-氨基-5-溴苯乙酮 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 6.0h， 以3.0 g的产率得到6-溴噌啉-4-醇
    参考文献：
    名称：
    吲唑-吡啶基蛋白激酶B / Akt抑制剂的合成和SAR。
    摘要：
    报道了一系列含杂芳基吡啶的Akt抑制剂。讨论了合成和结构-活性之间的关系，从而发现了吲唑-吡啶类似物（K（i）= 0.16 nM）。这些化合物在ATP结合位点结合，是有效的，ATP竞争性的和可逆的Akt活性抑制剂。没有观察到该类似物在Akt同工型中的选择性，但是对一组其他激酶具有良好的选择性。它对AGC激酶家族的其他成员的选择性最低，但是对Akt的选择性是PKA的40倍。该化合物显示出细胞活性，并显着减慢了体内肿瘤的生长。
    DOI：
    10.1016/j.bmc.2006.06.047
  • 作为产物：
    描述：
    1-(5-溴-2-硝基苯基)乙酮 在 溶剂黄146 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以88%的产率得到2-氨基-5-溴苯乙酮
    参考文献：
    名称：
    发现 Chromane-6-Sulfonamide 衍生物作为一种有效的、选择性的和可口服的新型视黄酸受体相关孤儿受体 γt 反向激动剂
    摘要：
    白细胞介素 17 (IL-17) 是一种促炎细胞因子，在炎症、自身免疫和宿主防御中起主要作用。RORγt 是介导 T 辅助细胞 17 (Th17) 细胞分化和 IL-17 产生的关键转录因子，能够激活 CD8 + T 细胞并引发抗肿瘤功效。设计并合成了一系列磺胺类衍生物作为新型 RORγt 反向激动剂。以 GSK2981278（II 期）为起点，我们设计了结构修饰，显着改善了活性和药代动力学特征。在动物研究中，口服给药化合物d3在小鼠咪喹莫特诱导的皮肤炎症模型中显示出对 IL-17A 细胞因子表达的强烈和剂量依赖性抑制。结合模式的对接分析表明化合物d3适当地占据了活性口袋。因此，化合物d3被选为治疗Th17驱动的自身免疫性疾病的临床化合物。
    DOI：
    10.1021/acs.jmedchem.1c01436
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文献信息

  • Synthesis of Acridines from <i>o</i>-Aminoaryl Ketones and Arylboronic Acids by Copper Trifluoroacetate-Mediated Relay Reactions
    作者：Hao Wu、Zhiguo Zhang、Nana Ma、Qingfeng Liu、Tongxin Liu、Guisheng Zhang
    DOI：10.1021/acs.joc.8b01828
    日期：2018.10.19
    An efficient and practical method for the synthesis of medicinally important acridines from readily available o-aminoaryl ketones and arylboronic acids was developed using copper(II)-mediated relay reactions that involve intermolecular Chan–Lam cross-coupling and subsequent intramolecular Friedel–Crafts-type reactions. A sole promoter, i.e., Cu(OTf)2, was used; therefore, strongly acidic and basic
    利用铜（II）介导的中继反应，涉及分子间Chan-Lam分子间交叉偶联和随后的分子内Friedel-Crafts型合成，开发了一种有效，实用的方法，该方法可从容易获得的邻氨基苯甲酮和芳基硼酸合成具有医学意义的cr啶。反应。使用唯一的促进剂，即Cu（OTf）2；因此，不需要强酸性和碱性条件，难以获得或昂贵的底物，添加剂和贵金属催化剂。
  • [EN] PYRAZOLOSPIROKETONE ACETYL-C0A CARBOXYLASE INHIBITORS<br/>[FR] INHIBITEURS DE LA PYRAZOLOSPIROCÉTONE ACÉTL-COA CARBOXYLASE
    申请人：PFIZER
    公开号：WO2009144554A1
    公开（公告）日：2009-12-03
    The invention provides compounds of Formula (1) or a pharmaceutically acceptable salt of said compound, wherein R1, R2, and R3 are as described herein; pharmaceutical compositions thereof; and the use thereof in treating diseases, conditions or disorders modulated by the inhibition of acetyl-CoA carboxylase enzyme(s) in an animal.
    本发明提供了式(1)的化合物或所述化合物的药用可接受盐，其中R1、R2和R3如本文所述；其药物组合物；以及用于治疗通过抑制动物中的乙酰辅酶A羧化酶酶活性来调节的疾病、病症或障碍的使用方法。
  • Organometallic titanocene complex as highly efficient bifunctional catalyst for intramolecular Mannich reaction
    作者：Yunyun Wang、Yajun Jian、Ya Wu、Huaming Sun、Guofang Zhang、Weiqiang Zhang、Ziwei Gao
    DOI：10.1002/aoc.4925
    日期：2019.7
    Bifunctional catalysts bearing two catalytic sites, Lewis acidic organometallic titanocene and Brønsted acidic COOH, have been assembled in situ from Cp2TiCl2 with carboxylic acid ligands, showing high catalytic activity over an intramolecular Mannich reaction towards synthesis of 2‐aryl‐2,3‐dihydroquinolin‐4(1H)‐ones. The determination of the bifunctional catalyst Cp2Ti(C8H4NO6)2 was elucidated by
    具有羧酸催化配体的Cp 2 TiCl 2原位组装了带有两个催化位点的Lewis酸性有机金属钛茂和Brønsted酸性COOH双功能催化剂，在分子内曼尼希反应中对2-芳基-2,3的合成显示出高催化活性。 -dihydroquinolin-4（1H）-1。双功能催化剂Cp 2 Ti（C 8 H 4 NO 6）2的测定单个X射线HRMS和催化行为的研究阐明了这一点。特别是，用休眠的COOMe掩盖布朗斯台德酸性COOH催化位点会大大降低反应产率，这表明两个催化位点共同作用以保持高催化效率。
  • PROTOZOAN PARASITE GROWTH INHIBITORS
    申请人：Northeastern University
    公开号：US20150259331A1
    公开（公告）日：2015-09-17
    Compounds and methods for inhibiting growth of a protozoan parasite. Methods of treating a protozoan parasite infection in a subject by administering a therapeutically effective amount of a compound as disclosed herein. The compounds and methods can be used to inhibit growth of protozoan parasites such as Trypanosoma brucei, Trypanosoma cruzi, Leishmania spp., and Plasmodium spp.
    用于抑制原生动物寄生虫生长的化合物和方法。通过向主体施用如本文所述的治疗有效量的化合物来治疗原生动物寄生虫感染的方法。这些化合物和方法可用于抑制如非洲锥虫、克鲁兹锥虫、利什曼原虫属和疟原虫属等原生动物寄生虫的生长。
  • Photocatalyzed Intramolecular [2+2] Cycloaddition of <i>N</i> ‐Alkyl‐ <i>N‐(</i> 2‐(1‐arylvinyl)aryl)cinnamamides
    作者：Wanderson C. Souza、Bianca T. Matsuo、Priscilla M. Matos、José Tiago M. Correia、Marilia S. Santos、Burkhard König、Marcio W. Paixão
    DOI：10.1002/chem.202003641
    日期：2021.2.19
    N‐Alkyl‐N‐(2‐(1‐arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and
    N-烷基-N-（ 2-（1-芳基乙烯基）芳基）肉桂酰胺通过铱光催化的分子内[2 + 2]光环加成反应转变为天然产物。该协议具有广泛的底物范围，同时在温和的反应条件下运行。束缚形成三取代的环丁烷核心的四个成分会迅速建立高分子复杂性。我们的方法允许设计和合成多种四氢环丁酮[ c ]喹啉-3（1 H）-酮，产率在20–99％之间，并且具有出色的区域选择性和非对映选择性。此外，已证明在环丁烷环断裂后，1,7-烯炔的分子内[2 + 2]-环加成反应会导致类似烯炔的复分解。
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