1-溴-2,3-丁二酮 | 5308-51-0

• 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: 1-溴-2,3-丁二酮
• 中文别名: 溴代正丁烷-2,3-二酮
• 英文名称: 1-bromobutane-2,3-dione
• 英文别名: 1-bromo-2,3-butanedione
• CAS: 5308-51-0
• 化学式: C₄H₅BrO₂
• 分子量: 164.986
• InChiKey: HOJZUQSKSVMXON-UHFFFAOYSA-N

物化性质

• 沸点：
  148℃
• 密度：
  1.617
• 闪点：
  65℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Bromobutane-2,3-dione
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-Bromobutane-2,3-dione
CAS number: 5308-51-0

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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, refrigerated.
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: C4H5BrO2
Molecular weight: 165.0

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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-溴-2,3-丁二酮 在 羟胺 作用下， 生成 1-bromo-butane-2,3-dione 3-(Z)-oxime
  参考文献：
  名称：

  具有对映体纯双（蒎烯）-稠合联吡啶配体的铂 (II) 化合物 - 二亚胺-二氯配合物及其取代反应

  摘要：

  描述了使用对称和不对称双 (蒎烯)-稠合 2,2'-联吡啶合成手性方形平面 PtII 复合物。如果蒎烯基团连接在吡啶环的 5 位和 6 位，则中性二亚胺二氯配合物显示出配位球与平面性的强烈偏差。然而，这种扭曲不会与二亚胺配体的手性构型同时发生。当使用手性二胺的外消旋混合物时，用二胺取代两个顺氯配体形成五元螯合环显示出很小的非对映选择性。此外，在连接中心是前手性的配体在配位时几乎没有选择性。

  DOI：

  10.1002/1099-0682(200105)2001:5<1207::aid-ejic1207>3.0.co;2-4
• 作为产物：
  描述：

  2-acetyl-2-phenylsulphonyloxirane 在 magnesium bromide 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.0h， 以64%的产率得到1-溴-2,3-丁二酮
  参考文献：
  名称：

  苯磺酰基环氧乙烷：一种用于有机合成的通用试剂

  摘要：

  苯磺酰基环氧乙烷（1）作为乙醛双极性合成子（2）的合成当量进行反应。

  DOI：

  10.1039/c39880000645

文献信息

• Design, synthesis and fungicidal activity evaluation of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety
  作者：Zhongzhong Yan、Aiping Liu、Yingcan Ou、Jianming Li、Haibo Yi、Ning Zhang、Minhua Liu、Lu Huang、Jianwei Ren、Weidong Liu、Aixi Hu

  DOI：10.1016/j.bmc.2019.05.029

  日期：2019.8

  Diflumetorim is a member of pyrimidinamine fungicides that possess excellent antifungal activities. Nevertheless, as reported that the activity of diflumetorim to corn rust (Puccinia sorghi) was not ideal (EC50 = 53.26 mg/L). Herein, a series of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety were designed based on our previous study and the structural characteristics of

  地氟美林是嘧啶胺杀菌剂的成员，具有优异的抗真菌活性。然而，据报道，双氟甲蝶呤对玉米锈病（高粱）的活性并不理想（EC50 = 53.26 mg / L）。在此，根据我们先前的研究和双氟甲草胺的结构特征，设计合成了一系列含有苯基-噻唑/恶唑部分的新型嘧啶胺衍生物，并对其进行了生物测定并进行了生物测定，以发现具有优异抗真菌活性的新型杀菌剂。在这些化合物中，T18具有最佳的杀真菌活性，分别对高粱P.orghi和E. graminis的EC50值为0.93 mg / L和1.24 mg / L，具有明显优于商业杀真菌剂diflumetorim，tebuconazole和flusilazole的防治效果。细胞的细胞毒性结果表明，化合物T18的毒性低于双氟甲蝶呤。此外，DFT计算表明，苯基噻唑/恶唑部分在活性提高中起着不可争辩的作用，这将有助于将来设计和开发更有效的化合物。
• [EN] ANALGESIC COMPOUNDS<br/>[FR] COMPOSÉS ANALGÉSIQUES
  申请人：ZENO ROYALTIES & MILESTONES LLC

  公开号：WO2018213140A1

  公开（公告）日：2018-11-22

  Disclosed herein are compounds of Formulae (la), (lb), (Ic), (Id), (le), (If), (Ig), (Ih), (Ik), (Im), (In), (Io), (Ip), (Iq), (Ir), (Is) and (It), methods of synthesizing compounds of Formulae (la), (lb), (Ic), (Id), (le), (If), (Ig), (Ih), (Ik), (Im), (In), (Io), (Ip), (Iq), (Ir), (Is) and (It), and methods of using compounds of Formulae (la), (lb), (Ic), (Id), (le), (If), (Ig), (Ih), (Ik), (Im), (In), (Io), (Ip), (Iq), (Ir), (Is) and (It) as an analgesic.

  本文披露了化合物的化学式（Ia）、（Ib）、（Ic）、（Id）、（Ie）、（If）、（Ig）、（Ih）、（Ik）、（Im）、（In）、（Io）、（Ip）、（Iq）、（Ir）、（Is）和（It），合成化合物的方法的化学式（Ia）、（Ib）、（Ic）、（Id）、（Ie）、（If）、（Ig）、（Ih）、（Ik）、（Im）、（In）、（Io）、（Ip）、（Iq）、（Ir）、（Is）和（It），以及使用化合物的方法的化学式（Ia）、（Ib）、（Ic）、（Id）、（Ie）、（If）、（Ig）、（Ih）、（Ik）、（Im）、（In）、（Io）、（Ip）、（Iq）、（Ir）、（Is）和（It）作为镇痛剂。
• Development and evaluation of selective, reversible LSD1 inhibitors derived from fragments
  作者：James R. Hitchin、Julian Blagg、Rosemary Burke、Samantha Burns、Mark J. Cockerill、Emma E. Fairweather、Colin Hutton、Allan M. Jordan、Craig McAndrew、Amin Mirza、Daniel Mould、Graeme J. Thomson、Ian Waddell、Donald J. Ogilvie

  DOI：10.1039/c3md00226h

  日期：——

  FAD-dependent enzyme mono-amine oxidase A (MAO-A). Although a wide range of irreversible inhibitors of LSD1 have been reported with activities in the low nanomolar range, this work represents one of the first reported examples of a reversible small molecule inhibitor of LSD1 with clear SAR and selectivity against MAO-A, and could provide a platform for the development of more potent reversible inhibitors. Herein

  通过扩大由基于2466种化合物的高浓度生化片段筛选得到的命中值，已开发出两个系列的氨基噻唑类作为赖氨酸特异性脱甲基酶1（LSD1）的可逆抑制剂。通过合成，最初片段命中的效力提高了32倍，在生化分析中，一系列化合物显示出清晰的结构-活性关系和抑制活性，范围为7至187μM。该系列还显示出对相关的FAD依赖性酶单胺氧化酶A（MAO-A）的选择性。尽管已报道了各种各样的LSD1不可逆抑制剂具有低纳摩尔范围的活性，但这项工作代表了具有SAR透明且对MAO-A具有选择性的LSD1可逆小分子抑制剂的第一个报道实例，并可以为开发更有效的可逆抑制剂提供平台。在此，我们还报告了使用最近开发的基于细胞的测定法来分析LSD1抑制剂的情况，并介绍了我们自己的化合物以及最近描述的可逆LSD1抑制剂的选择结果。
• Multicyclic sulfonamide compounds as inhibitors of histone deacetylase for the treatment of disease
  申请人：Malecha W. James

  公开号：US20070027184A1

  公开（公告）日：2007-02-01

  Disclosed herein are sulfonamide compounds of Formula VII as described herein. Methods and compositions are disclosed for treating disease states including, but not limited to cancers, autoimmune diseases, tissue damage, central nervous system disorders, neurodegenerative disorders, fibrosis, bone disorders, polyglutamine-repeat disorders, anemias, thalassemias, inflammatory conditions, cardiovascular conditions, and disorders in which angiogenesis play a role in pathogenesis, using the compounds of the invention. In addition, methods of modulating the activity of histone deacetylase (HDAC) are also disclosed.

  本文披露了如下所述的Formula VII的磺胺类化合物。本文还披露了用于治疗疾病状态的方法和组合物，包括但不限于癌症、自身免疫疾病、组织损伤、中枢神经系统疾病、神经退行性疾病、纤维化、骨疾病、多聚谷氨酰胺重复疾病、贫血、地中海贫血、炎症症状、心血管疾病以及血管生成在发病机制中起作用的疾病，使用本发明的化合物。此外，还披露了调节组蛋白去乙酰化酶（HDAC）活性的方法。
• Studies on Antiulcer Drugs. VI. 4-Furyl-2-guanidinothiazoles and Related Compounds as Potent Histamine H2-Receptor Antagonists.
  作者：Yousuke KATSURA、Yoshikazu INOUE、Tetsuo TOMISI、Harunobu ITOH、Hirohumi ISHIKAWA、Hisashi TAKASUGI

  DOI：10.1248/cpb.40.2432

  日期：——

  derivatives and related compounds were synthesized and evaluated for histamine H2-receptor antagonist and gastric acid antisecretory activities. Among them, compounds I-17, I-48 and I-49 showed high activities in these tests. In addition, compound I-17 possessed potent inhibitory activities on each of the gastric ulcers induced by stress, ethanol and HCl-aspirin. On the other hand, compound I-48 demonstrated

  合成了一系列的4-呋喃基-2-胍基噻唑衍生物和相关化合物，并评估了组胺H2-受体拮抗剂和胃酸的抗分泌活性。其中，化合物I-17，I-48和I-49在这些测试中显示出高活性。另外，化合物I-17对由压力，乙醇和HCl-阿司匹林诱导的每个胃溃疡具有有效的抑制活性。另一方面，化合物I-48显示出对幽门螺杆菌的抗菌活性，并且效力远强于临床使用的H2-拮抗剂。讨论了一些构效关系。