N,N-二甲基-1-(3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯基)甲胺 | 909391-56-6

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸/亚磺酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N-二甲基-1-(3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯基)甲胺
• 中文别名: 3-(N,N-二甲基氨甲基)苯硼酸二甲基丁二醇酯；3-二甲基氨基甲基苯硼酸频哪醇酯
• 英文名称: N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine
• 英文别名: 2-(3-N,N-dimethyl-N-benzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；3-[(N,N-dimethylamino)methyl]phenylboronic acid pinacol ester；dimethyl-[3-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)benzyl]amine；N,N-dimethyl-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine
• CAS: 909391-56-6
• 化学式: C₁₅H₂₄BNO₂
• mdl: MFCD08669568
• 分子量: 261.172
• InChiKey: LBUOWYCATLFSRN-UHFFFAOYSA-N

物化性质

• 沸点：
  340.8±25.0 °C(Predicted)
• 密度：
  1.00

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存储条件为2-8°C，并需保存在惰性气体环境中。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3-(N,N-Dimethylaminomethyl)phenylboronic acid, pinacol ester
Synonyms: Dimethyl 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylamine

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-(N,N-Dimethylaminomethyl)phenylboronic acid, pinacol ester
CAS number: 909391-56-6

---

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, refrigerated.
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: C15H24BNO2
Molecular weight: 261.2

---

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.

---

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

反应信息

• 作为反应物：
  描述：

  2-Iodo-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile 、 N,N-二甲基-1-(3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯基)甲胺 在 四(三苯基膦)钯 碳酸氢钠 作用下， 以 乙二醇二甲醚 为溶剂， 生成 2-{3-[(dimethylamino)methyl]phenyl}-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Synthesis and PKCθ inhibitory activity of a series of 4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles

  摘要：

  The thieno[2,3-b]pyridine-5-carbonitrile with a 5-indolylamine at C-4 and a phenyl group at C-2 had a moderate activity against PKC theta. Optimization of the groups at C-4 and C-2 led to analog 29, which has an IC50 value of 7.5 nM for the inhibition of PKC theta. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.077
• 作为产物：
  描述：

  二甲胺 、 (3-溴甲基苯基)硼酸频哪醇酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以77%的产率得到N,N-二甲基-1-(3-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯基)甲胺
  参考文献：
  名称：

  WO2006/95014

  摘要：

  公开号：

文献信息

• [EN] TANK-BINDING KINASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE KINASES SE LIANT À TANK
  申请人：GILEAD SCIENCES INC

  公开号：WO2015187684A1

  公开（公告）日：2015-12-10

  Compounds having the following formula (I) and methods of their use and preparation are disclosed:

  揭示了具有以下化学式（I）的化合物及其使用和制备方法。
• [EN] BICYCLIC HETEROARYL AMINE COMPOUNDS AS PI3K INHIBITORS<br/>[FR] COMPOSÉS AMINE HÉTÉROARYLES BICYCLIQUES UTILISÉS COMME INHIBITEURS DE LA PI3K
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016064957A1

  公开（公告）日：2016-04-28

  Disclosed are compounds of Formula (I) or a salt thereof; wherein: X is N or CH; Q1 is: (i) C1, Br, I, -CN, -CH3, or -CF3; (ii) a 5-membered heteroaryl selected from pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, triazolyl, oxadiazolyl, and thiadiazolyl; (iii) a 6?membered heteroaryl selected from pyridinyl, pyridazinyl, and pyrimidinyl; or (iv) a bicyclic heteroaryl selected from indolyl, pyrrolopyridinyl, pyrazolopyridinyl and benzo[d]oxazolyl; wherein each of said 5-membered, 6-membered, and bicyclic heteroaryl is substituted with zero to 1 Ra and zero to 1 Rb; and R1, R2, R3, R4, R5, R6, Ra, and Rb are defined herein. Also disclosed are methods of using such compounds as modulators of PI3K, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing inflammatory and autoimmune diseases.

  公开了Formula (I)或其盐的化合物；其中：X为N或CH；Q1为：(i) C1、Br、I、-CN、-CH3或-CF3；(ii)从吡咯基、吡唑基、咪唑基、噁唑基、噻唑基、三唑基、噁二唑基和噻二唑基中选择的5-成员杂芳基；(iii)从吡啶基、吡啶嗪基和嘧啶基中选择的6-成员杂芳基；或(iv)从吲哚基、吡咯吡啶基、吡唑吡啶基和苯并[d]噁唑基中选择的双环杂芳基；其中所述的5-成员、6-成员和双环杂芳基中的每一个都被零至1个Ra和零至1个Rb取代；R1、R2、R3、R4、R5、R6、Ra和Rb在此处被定义。还公开了使用这些化合物作为PI3K调节剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗、预防或减缓炎症性和自身免疫性疾病方面是有用的。
• Iron-Catalyzed C–H Borylation of Arenes
  作者：Thomas Dombray、C. Gunnar Werncke、Shi Jiang、Mary Grellier、Laure Vendier、Sébastien Bontemps、Jean-Baptiste Sortais、Sylviane Sabo-Etienne、Christophe Darcel

  DOI：10.1021/jacs.5b00895

  日期：2015.4.1

  Well-defined iron bis(diphosphine) complexes are active catalysts for the dehydrogenative C-H borylation of aromatic and heteroaromatic derivatives with pinacolborane. The corresponding borylated compounds were isolated in moderate to good yields (25-73%) with a 5 mol% catalyst loading under UV irradiation (350 nm) at room temperature. Stoichiometric reactivity studies and isolation of an original tran

  明确定义的双（二膦）铁配合物是芳烃和杂芳烃衍生物与频哪醇硼烷脱氢 CH 硼酸化的活性催化剂。相应的硼化化合物以中等至良好的产率 (25-73%) 在室温下紫外线照射 (350 nm) 下以 5 mol% 的催化剂负载分离。化学计量反应性研究和原始反式氢化（硼基）铁络合物 Fe(H)(Bpin)(dmpe)2 的分离使我们能够提出一种机制，显示一些关键催化物质的作用。
• Discovery and SAR of pyrrolo[2,1-f][1,2,4]triazin-4-amines as potent and selective PI3Kδ inhibitors
  作者：Rajeev S. Bhide、James Neels、Lan-Ying Qin、Zheming Ruan、Sylwia Stachura、Carolyn Weigelt、John S. Sack、Kevin Stefanski、Xiaomei Gu、Jenny H. Xie、Christine B. Goldstine、Stacey Skala、Donna L. Pedicord、Stefan Ruepp、T.G. Murali Dhar、Percy H. Carter、Luisa M. Salter-Cid、Michael A. Poss、Paul Davies

  DOI：10.1016/j.bmcl.2016.07.047

  日期：2016.9

  Aberrant Class I PI3K signaling is a key factor contributing to many immunological disorders and cancers. We have identified 4-amino pyrrolotriazine as a novel chemotype that selectively inhibits PI3Kδ signaling despite not binding to the specificity pocket of PI3Kδ isoform. Structure activity relationship (SAR) led to the identification of compound 30 that demonstrated efficacy in mouse Keyhole Limpet

  异常的I类PI3K信号传导是导致许多免疫性疾病和癌症的关键因素。我们已经确定4-氨基吡咯并三嗪是一种新型化学型，尽管不结合PI3Kδ同工型的特异性口袋，但选择性抑制PI3Kδ信号传导。结构活性关系（SAR）导致了对化合物30的鉴定，该化合物在小鼠Keyhole Limpet血蓝蛋白（KLH）和胶原诱导的关节炎（CIA）模型中显示出功效。
• 2-(4-Oxo-4H-Quinazolin-3-Yl) Acetamides and Their Use as Vasopressin V3 Antagonists
  申请人：Letourneau Jeffrey

  公开号：US20080214553A1

  公开（公告）日：2008-09-04

  The present invention relates to 2-(4-oxo4H-quinazolin-3-yl)acetamicle derivatives of formula (I), and to their use as vasopressin V3 antagonists, particularly for the treatment of depression.

  本发明涉及公式（I）的2-（4-氧代4H-喹唑啉-3-基）乙酰胺衍生物，以及它们作为利尿激素V3拮抗剂的用途，特别是用于治疗抑郁症。