3-氯-5-羟基苯硼酸频那醇酯 | 960388-56-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-氯-5-羟基苯硼酸频那醇酯
• 中文别名: 3-氯-5-羟基苯基硼酸,频哪醇酯
• 英文名称: 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• CAS: 960388-56-1
• 化学式: C₁₂H₁₆BClO₃
• 分子量: 254.521
• InChiKey: MJTRKHGZBSKPKX-UHFFFAOYSA-N

物化性质

• 沸点：
  374.8±32.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332
• 储存条件：
  存储条件：2-8°C，密封保存，并保持干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloro-5-hydroxyphenylboronic acid, pinacol ester
Synonyms: 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

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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: 3-Chloro-5-hydroxyphenylboronic acid, pinacol ester
CAS number: 960388-56-1

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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: C12H16BClO3
Molecular weight: 254.5

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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 chloride.

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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：

  3-氯-5-羟基苯硼酸频那醇酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  New Compounds 319

  摘要：

  该发明涉及具有如下结构式I的新化合物，以及它们的药用盐、组合物和使用方法。这些新化合物可用于治疗或预防认知障碍、阿尔茨海默病、神经退行性疾病和痴呆症。

  公开号：

  US20070299087A1
• 作为产物：
  描述：

  3-氯苯酚 在 吡啶 、 盐酸 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 4,4'-二甲氧基-2,2'-联吡啶 、 三氧化硫吡啶 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 55.0h， 生成 3-氯-5-羟基苯硼酸频那醇酯
  参考文献：
  名称：

  离子对静电相互作用引导的对位选择性、铱催化的硫酸苯酚、苯甲醇和苯胺的 C-H 硼基化反应

  摘要：

  四烷基硫酸铵和氨基磺酸盐的对位 CH 硼化 (CHB) 已使用联吡啶连接的 Ir boryl 催化剂实现。选择性可以通过四烷基铵阳离子中烷基的长度和联吡啶配体上的取代基来调节。离子对，其中阳离子的烷基屏蔽了对位离子中的间位 CH 键，被认为是对位选择性的原因。4,4'-二甲氧基-2,2'-联吡啶配体具有优异的选择性。

  DOI：

  10.1021/jacs.9b08464

文献信息

• [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET PROCÉDÉS D'UTILISATION
  申请人：MEDIVATION TECHNOLOGIES INC

  公开号：WO2015058084A1

  公开（公告）日：2015-04-23

  The present application discloses compounds that are inhibitors of Btk, compounds that are inhibitors of ΡΒΚδ, and compounds that are dual inhibitors of both Btk and PI3Kδ. Also described are methods for synthesizing such inhibitors and methods for using such inhibitors for the treatment of diseases wherein inhibition of Btk and PI3Kδ provides a therapeutic benefit to a patient having the disease.

  本申请公开了抑制Btk的化合物、抑制ΡΒΚδ的化合物，以及既是Btk又是PI3Kδ的双重抑制剂的化合物。还描述了合成这些抑制剂的方法，以及利用这些抑制剂治疗疾病的方法，其中抑制Btk和PI3Kδ对患有该疾病的患者提供治疗益处。
• Pharmacologic Characterization of AMG8379, a Potent and Selective Small Molecule Sulfonamide Antagonist of the Voltage-Gated Sodium Channel Na_V1.7
  作者：Thomas J. Kornecook、Ruoyuan Yin、Stephen Altmann、Xuhai Be、Virginia Berry、Christopher P. Ilch、Michael Jarosh、Danielle Johnson、Josie H. Lee、Sonya G. Lehto、Joseph Ligutti、Dong Liu、Jason Luther、David Matson、Danny Ortuno、John Roberts、Kristin Taborn、Jinti Wang、Matthew M. Weiss、Violeta Yu、Dawn X. D. Zhu、Robert T. Fremeau、Bryan D. Moyer

  DOI：10.1124/jpet.116.239590

  日期：2017.7

  the voltage-gated sodium channel NaV1.7 represent a promising avenue for the development of new chronic pain therapies. We generated a small molecule atropisomer quinolone sulfonamide antagonist AMG8379 and a less active enantiomer AMG8380. Here we show that AMG8379 potently blocks human NaV1.7 channels with an IC50 of 8.5 nM and endogenous tetrodotoxin (TTX)-sensitive sodium channels in dorsal root ganglion

  电压门控钠通道NaV1.7的有效和选择性拮抗剂代表了开发新的慢性疼痛疗法的有希望的途径。我们生成了小分子阻转异构体喹诺酮磺酰胺拮抗剂AMG8379和活性较低的对映异构体AMG8380。在这里，我们显示在全细胞膜片钳电生理测定中，AMG8379有效阻断人NaV1.7通道，IC50为8.5 nM，内源性河豚毒素（TTX）敏感的钠通道在背根神经节（DRG）神经元中，IC50为3.1 nM。使用电压协议来询问处于部分未激活状态的通道。AMG8379的选择性是其他NaV家族成员的100到1000倍，包括肌肉中表达的NaV1.4和心脏中表达的NaV1.5，以及DRG神经元中具有TTX耐药性的NaV通道。使用离体小鼠皮肤神经制剂，AMG8379以时间依赖性和剂量依赖性方式阻断了C纤维中机械诱导的动作电位放电。AMG8379同样降低了热诱导C纤维尖峰的频率，而AMG8380既不影响机械响应也不影响热响应。在多个NaV1
• Identification of Potent and Selective RIPK2 Inhibitors for the Treatment of Inflammatory Diseases
  作者：Xiaohui He、Sara Da Ros、John Nelson、Xuefeng Zhu、Tao Jiang、Barun Okram、Songchun Jiang、Pierre-Yves Michellys、Maya Iskandar、Sheryll Espinola、Yong Jia、Badry Bursulaya、Andreas Kreusch、Mu-Yun Gao、Glen Spraggon、Janine Baaten、Leah Clemmer、Shelly Meeusen、David Huang、Robert Hill、Vân Nguyen-Tran、John Fathman、Bo Liu、Tove Tuntland、Perry Gordon、Thomas Hollenbeck、Kenneth Ng、Jian Shi、Laura Bordone、Hong Liu

  DOI：10.1021/acsmedchemlett.7b00258

  日期：2017.10.12

  direct inhibitors of NOD2 have not been described due to technical challenges of targeting the oligomeric protein complex. Receptor interacting protein kinase 2 (RIPK2) is an intracellular serine/threonine/tyrosine kinase, a key signaling partner, and an obligate kinase for NOD2. As such, RIPK2 represents an attractive target to probe the pathological roles of NOD2 pathway. To search for selective RIPK2

  NOD2（含有核苷酸结合的寡聚域的蛋白质2）是一种内部模式识别受体，可识别细菌肽聚糖并刺激宿主免疫反应。NOD2通路功能障碍与许多自身炎症性疾病有关。迄今为止，由于靶向寡聚蛋白复合物的技术挑战，尚未描述NOD2的直接抑制剂。受体相互作用蛋白激酶2（RIPK2）是细胞内丝氨酸/苏氨酸/酪氨酸激酶，是关键的信号传导伴侣，也是NOD2的专一性激酶。因此，RIPK2代表了一个有吸引力的靶标，以探索NOD2途径的病理作用。为了寻找选择性的RIPK2抑制剂，我们采用了虚拟文库筛选（VLS）和基于结构的设计，最终导致了有效而选择性的RIPK2抑制剂8具有优异的口服生物利用度，用于评估RIPK2在各种体外测定以及离体和体内药效学模型中的抑制作用。
• Discovery of Pyrazolopyrimidine Derivatives as Novel Dual Inhibitors of BTK and PI3Kδ
  作者：Brahmam Pujala、Anil K. Agarwal、Sandip Middya、Monali Banerjee、Arjun Surya、Anjan K. Nayak、Ashu Gupta、Sweta Khare、Rambabu Guguloth、Nitin A. Randive、Bharat U. Shinde、Anamika Thakur、Dhananjay I. Patel、Mohd. Raja、Michael J. Green、Jennifer Alfaro、Patricio Avila、Felipe Pérez de Arce、Ramona G. Almirez、Stacy Kanno、Sebastián Bernales、David T. Hung、Sarvajit Chakravarty、Emma McCullagh、Kevin P. Quinn、Roopa Rai、Son M. Pham

  DOI：10.1021/acsmedchemlett.6b00356

  日期：2016.12.8

  BTK and PI3Kδ are kinases responsible for B-cell signal transduction, and inhibitors of these enzymes have demonstrated clinical benefit in certain types of lymphoma. Simultaneous inhibition of these pathways could result in more robust responses or overcome resistance as observed in single agent use. We report a series of novel compounds that have low nanomolar potency against both BTK and PI3Kδ as

  B细胞的异常激活与多种类型的癌症和血液系统疾病有关。BTK和PI3Kδ是负责B细胞信号转导的激酶，这些酶的抑制剂已在某些类型的淋巴瘤中显示出临床益处。如在单一药物使用中观察到的，对这些途径的同时抑制可能导致更强的应答或克服耐药性。我们报告了一系列新型化合物，它们对BTK和PI3Kδ的纳摩尔浓度低，并且具有可接受的PK特性，可用于开发针对B细胞相关疾病的治疗方法。
• 一种化合物及其应用
  申请人：北京鼎材科技有限公司

  公开号：CN112430217A

  公开（公告）日：2021-03-02

  本发明涉及一种化合物及其应用，所述化合物具有式(1)所示的结构；所述化合物应用于有机电致发光器件；所述有机电致发光器件包括第一电极、第二电极以及位于第一电极和第二电极之间的有机层，所述有机层中含有式(1)所示的化合物。本发明通过特定的吸电与供电基团的搭配使用，使得分子整体的HOMO与LUMO能级与其他功能层相匹配，降低了载流子的传输壁垒，在通过引入高迁移率的杂芳基取代基团，使得本发明材料具备相比较已有材料，能够使器件具有更低的电压和更高的效率。