5,8-二溴异喹啉 | 81045-39-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 5,8-二溴异喹啉
• 英文名称: 5,8-dibromoisoquinoline
• 英文别名: 5,8-Dibromisochinolin
• CAS: 81045-39-8
• 化学式: C₉H₅Br₂N
• mdl: MFCD03109888
• 分子量: 286.953
• InChiKey: KNBALCRXZUTMBP-UHFFFAOYSA-N

物化性质

• 沸点：
  363.7±22.0 °C(Predicted)
• 密度：
  1.923±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933499090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5,8-Dibromoisoquinoline
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: 5,8-Dibromoisoquinoline
CAS number: 81045-39-8

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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: C9H5Br2N
Molecular weight: 287.0

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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, nitrogen oxides, 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：

  5,8-二溴异喹啉 在 palladium on activated charcoal lithium aluminium tetrahydride 、 硼烷 、 氢气 、 四丁基碘化铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 (+)-(10bR)-1,2,3,5,6,10b-Hexahydropyrrolo-<2,1-a>isoquinoline
  参考文献：
  名称：

  以丙氨酸衍生物为手性助剂合成异喹啉生物碱及其相关化合物。

  摘要：

  通过使用丙氨酸衍生物作为手性助剂的反应获得的手性1-取代的异喹啉衍生物被转化为（S）-2,3,9,10,11-五甲氧基高原型小ine碱（7）和O-甲基克雷西金的合成中间体（ 9）产率高且立体选择性高。异喹啉的相应手性烯丙基衍生物以高度对映选择性的方式转化为吡咯烷基异喹啉（16）。

  DOI：

  10.1248/cpb.51.951
• 作为产物：
  描述：

  异喹啉 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 作用下， 反应 4.0h， 以78%的产率得到5,8-二溴异喹啉
  参考文献：
  名称：

  一种底物，CH官能化的两种模式：CH芳基化反应中的金属控制的位点选择性开关

  摘要：

  在钌催化的N-乙酰基1,2,2-二氢异喹啉的C–H芳基化反应中，已经实现了独特的位点选择性转换。这种金属介导的开关与先前报道的在同一基质上钯介导的C-4 C–H芳基化反应相反。机理细节揭示了反应途径的有趣方面，动力学研究揭示了两种催化体系采用的C–H活化方式的差异。

  DOI：

  10.1021/acs.orglett.6b03558

文献信息

• [EN] COMPOUNDS FOR INHIBITION OF ALPHA 4 BETA 7 INTEGRIN<br/>[FR] COMPOSÉS POUR L'INHIBITION DE L'INTÉGRINE ALPHA 4 BÊTA 7
  申请人：GILEAD SCIENCES INC

  公开号：WO2020092383A1

  公开（公告）日：2020-05-07

  The present disclosure provides a compound of Formula (I): or a pharmaceutically acceptable salt thereof as described herein. The present disclosure also provides pharmaceutical compositions comprising a compound of Formula (I), processes for preparing compounds of Formula (I), and therapeutic methods for treating inflammatory disease.

  本公开提供一种如下式（I）的化合物或其药用可接受的盐。本公开还提供包括如下式（I）化合物的药物组合物，制备如下式（I）化合物的方法，以及治疗炎症性疾病的治疗方法。
• Blue-emitting copolymers of isoquinoline and fluorene
  作者：Renchu Scaria、Nigel T. Lucas、Klaus Müllen、Josemon Jacob

  DOI：10.1016/j.reactfunctpolym.2011.05.006

  日期：2011.8

  materials in solution exhibit emission maxima in the range 408–426 nm. An X-ray diffraction study on a single crystal of a 5,8-di(9,9-dimethylfluoren-2-yl) isoquinoline model compound shows it to have a non-planar conformation and sheds light on the factors that drive the solid-state packing. The alkylation of the imine nitrogen was achieved by treatment with methyl iodide and the alkylated products were

  摘要通过Pd（0）催化的Suzuki缩聚反应合成了异喹啉与芴的5,8键共聚物。该聚合物在普通有机溶剂中显示出良好的溶解性，通过GPC分析确定的数均分子量为7.03–8.08×10 3 g / mol。这些中性材料在溶液中的光致发光光谱在408–426 nm范围内显示出最大值。对5,8-二（9,9-二甲基芴-2-基）异喹啉模型化合物的单晶进行X射线衍射研究表明，它具有非平面构象，并阐明了驱动固体的因素状态包装。亚胺氮的烷基化是通过用碘甲烷处理而实现的，烷基化的产物通过1 H NMR，13 C NMR和UV-vis光谱进行了表征。
• Red emissive organic light-emitting diodes based on codeposited inexpensive Cu^I complexes
  作者：Tianchi Ni、Xiaochen Liu、Tao Zhang、Hongliang Bao、Ge Zhan、Nan Jiang、Jianqiang Wang、Zhiwei Liu、Zuqiang Bian、Zhenghong Lu、Chunhui Huang

  DOI：10.1039/c5tc00727e

  日期：——

  Red emissive Cu^I complexes and their organic light-emitting diodes were prepared by codeposition of CuI and isoquinoline based ligands.

  通过共沉积CuI和基于异喹啉的配体制备了红色发射Cu^I配合物及其有机发光二极管。

• [EN] SULFONE DERIVATIVES AND THEIR USE AS PKM2 MODULATORS FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE SULFONE ET LEUR UTILISATION EN TANT QUE MODULATEURS DE PKM2 POUR LE TRAITEMENT DU CANCER
  申请人：LUPIN LTD

  公开号：WO2013005157A1

  公开（公告）日：2013-01-10

  Provided herein is novel compound of the general formula (I), its tautomeric forms, its stereoisomers, its analogs, its prodrugs, its isotopes, its N- oxides, its metabolites, its pharmaceutically acceptable salts, its polymorphs, its solvates, its optical isomers, its clathrates, its co-crystals, its combinations with suitable medicament and pharmaceutical compositions comprising the same. Also provided is method of treating a disease responsive to activation of human PKM2 by administration of said compound and its use as PKM2 modulator in various pathological conditions.

  提供了一种通用公式（I）的新型化合物，其互变异构体，立体异构体，类似物，前药，同位素，N-氧化物，代谢物，药用可接受盐，多态性，溶剂化物，光学异构体，包合物，共晶，与适宜药物的组合以及包含同一的药物组合物。还提供了一种通过施用所述化合物来治疗对人类PKM2激活有反应的疾病的方法，以及将其用作各种病理条件下的PKM2调节剂。
• An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions
  作者：Abdul Motaleb、Asish Bera、Pradip Maity

  DOI：10.1039/c8ob01032c

  日期：——

  A catalyst bound α-aminoalkyl radical intermediate from iminium is developed to control its formation and reactivity with aerobic oxygen. The influence of the catalyst was demonstrated via the ease of radical intermediate formation and its subsequent reactivity, including the first catalyst-controlled enantioselective aerobic oxidation with a chiral phosphite catalyst.

  研发了一种由催化剂与催化剂结合的亚胺基α-氨基烷基自由基中间体，以控制其形成和与好氧的反应性。通过容易形成自由基中间体及其随后的反应性证明了催化剂的影响，包括使用手性亚磷酸酯催化剂进行的第一催化剂控制的对映选择性好氧氧化反应。