3-氯-5-氰基-2-氟苯硼酸频那醇酯 | 1218790-15-8

• 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: 3-氯-5-氰基-2-氟苯硼酸频那醇酯
• 英文名称: 3-chloro-5-cyano-2-fluorophenylboronic acid pinacol ester
• 英文别名: 3-chloro-4-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile；4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-chlorobenzonitrile
• CAS: 1218790-15-8
• 化学式: C₁₃H₁₄BClFNO₂
• 分子量: 281.522
• InChiKey: RTOGPVMSCHKPTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

---

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

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-Chloro-5-cyano-2-fluorophenylboronic acid, pinacol ester
CAS number: 1218790-15-8

---

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: C13H14BClFNO2
Molecular weight: 281.5

---

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 chloride, hydrogen fluoride.

---

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：

  3-氯-5-氰基-2-氟苯硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium acetate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 生成 3-(2,6-Diphenylpyrimidin-4-yl)-5-(4,6-diphenylpyrimidin-2-yl)-4-fluorobenzonitrile
  参考文献：
  名称：

  [EN] ORGANIC MOLECULES, IN PARTICULAR FOR USE IN OPTOELECTRONIC DEVICES
  [FR] MOLÉCULES ORGANIQUES, DESTINÉES EN PARTICULIER À ÊTRE UTILISÉES DANS DES DISPOSITIFS OPTOÉLECTRONIQUES

  摘要：

  本发明涉及一种有机分子，特别是用于有机光电器件。根据本发明，所述有机分子具有公式（I）的结构，其中Q在每次出现时为N或CRIII；W在每次出现时为N或CRIV；Z从以下组中选择：直接键，CR3R4，C=CR3R4，C=O，C=NR3，NR3，O，SiR3R4，S，S（O）和S（O）2；RA从以下组中选择：CN和CF3；其中恰好一个Q和恰好一个W为N。

  公开号：

  WO2019072617A1

文献信息

• [EN] 4-(3-CYANOPHENYL)-6-PYRIDINYLPYRIMIDINE MGLU5 MODULATORS<br/>[FR] MODULATEURS 4-(3-CYANOPHÉNYL)-6-PYRIDINYLPYRIMIDINE DE MGLU5
  申请人：HEPTARES THERAPEUTICS LTD

  公开号：WO2015008073A1

  公开（公告）日：2015-01-22

  The disclosures herein relate to novel compounds of formula wherein R1, R2, R3 and R4 and n are defined herein, and their use in treating, preventing, ameliorating, controlling or reducing the risk of inflammation, neurological or psychiatric disorders associated with modulating mGlu5 receptor function.

  本文披露了一种新型化合物的公式，其中R1、R2、R3和R4以及n在此处定义，并其在治疗、预防、改善、控制或减少与调节mGlu5受体功能相关的炎症、神经或精神障碍风险方面的用途。
• Fragment and Structure-Based Drug Discovery for a Class C GPCR: Discovery of the mGlu₅ Negative Allosteric Modulator HTL14242 (3-Chloro-5-[6-(5-fluoropyridin-2-yl)pyrimidin-4-yl]benzonitrile)
  作者：John A. Christopher、Sarah J. Aves、Kirstie A. Bennett、Andrew S. Doré、James C. Errey、Ali Jazayeri、Fiona H. Marshall、Krzysztof Okrasa、Maria J. Serrano-Vega、Benjamin G. Tehan、Giselle R. Wiggin、Miles Congreve

  DOI：10.1021/acs.jmedchem.5b00892

  日期：2015.8.27

  Fragment screening of a thermostabilized mGlu5 receptor using a high-concentration radioligand binding assay enabled the identification of moderate affinity, high ligand efficiency (LE) pyrimidine hit 5. Subsequent optimization using structure-based drug discovery methods led to the selection of 25, HTL14242, as an advanced lead compound for further development. Structures of the stabilized mGlu5 receptor

  使用高浓度放射性配体结合测定的热稳定的mGlu 5受体的片段筛选能够鉴定中等亲和力，高配体效率（LE）嘧啶命中5。随后使用基于结构的药物发现方法进行的优化导致选择25 HTL14242作为进一步开发的高级先导化合物。分别在2.6和3.1Å的分辨率下确定了稳定化的mGlu 5受体的结构，该受体与25和该系列的另一个分子14形成复合。