3-氯-4-(环丙基氨甲酰基)苯基硼酸 | 850589-44-5

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 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: 3-氯-4-(环丙基氨甲酰基)苯基硼酸
• 中文别名: 3-氯-4-(环丙基氨甲酰基)苯硼酸
• 英文名称: (3-chloro-4-(cyclopropylcarbamoyl)phenyl)boronic acid
• 英文别名: [3-chloro-4-(cyclopropylcarbamoyl)phenyl]boronic acid；3-Chloro-4-(cyclopropylcarbamoyl)phenylboronic acid
• CAS: 850589-44-5
• 化学式: C₁₀H₁₁BClNO₃
• mdl: MFCD07363770
• 分子量: 239.466
• InChiKey: TUPWHDSMIIRKLY-UHFFFAOYSA-N

物化性质

• 熔点：
  216-220
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 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：
  存放于室温且使用惰性气体保护

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-Chloro-4-(cyclopropylcarbamoyl)phenylboronic acid
Product Name:
Synonyms: N-Cyclopropyl 2-chloro-4-boronobenzamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
3-Chloro-4-(cyclopropylcarbamoyl)phenylboronic acid
Ingredient name:
CAS number: 850589-44-5

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H11BClNO3
Molecular weight: 239.5

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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, nitrogen oxides, 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：

  sSPhos 、 3-氯-4-(环丙基氨甲酰基)苯基硼酸 在 palladium diacetate 作用下， 生成 2-chloro-4-[3-chloro-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3-methyl-tetrahydropyran-2-yl]oxy-phenyl]-N-cyclopropyl-benzamide
  参考文献：
  名称：

  US2014/274930

  摘要：

  公开号：
• 作为产物：
  描述：

  3-氯-4-甲基苯硼酸 在 吡啶 、 potassium permanganate 、 氯化亚砜 、 四丁基溴化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-氯-4-(环丙基氨甲酰基)苯基硼酸
  参考文献：
  名称：

  CN117003778

  摘要：

  公开号：

文献信息

• Discovery of 4-(4-aminopyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamides as novel, highly potent and selective, orally bioavailable inhibitors of Tyrosine Threonine Kinase, TTK
  作者：Radoslaw Laufer、Sze-Wan Li、Yong Liu、Grace Ng、Yunhui Lang、Miklos Feher、Richard Brokx、Irina Beletskaya、Richard Hodgson、Guodong Mao、Olga Plotnikova、Donald E. Awrey、Jacqueline M. Mason、Xin Wei、Dan Chi-Chia Lin、Yi Che、Reza Kiarash、Brian Madeira、Graham C. Fletcher、Tak W. Mak、Mark R. Bray、Henry W. Pauls

  DOI：10.1016/j.bmcl.2016.06.021

  日期：2016.8

  Herein we report the discovery of 4-(4-aminopyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamides as a potent, novel class of TTK inhibitors. The series was identified by means of bioisosteric replacement of the related imidazopyrazine and imidazopyridazine scaffolds. Optimization led to the identification of compounds with excellent potency (Ki = 0.8 nM) and exceptional kinase selectivity. The SAR indicates

  TTK / Mps1是通过参与有丝分裂纺锤体装配检查点来控制细胞分裂进程的关键激酶，在许多人类癌症中均过表达。在本文中，我们报告了4-（4-氨基吡唑并[1,5- a ] [1,3,5]三嗪-8-基）苯甲酰胺作为一种强力的新型TTK抑制剂的发现。该系列通过相关等价的咪唑并吡嗪和咪唑并哒嗪支架的生物立体置换来鉴定。通过优化，鉴定出具有出色效价（K i  = 0.8 nM）和出色的激酶选择性的化合物。SAR表示活动强烈依赖于N的存在-环丙基-2-甲基苯甲酰胺部分，描绘了1½型激酶抑制剂的几何形状。分子建模表明，通过氢键和疏水相互作用介导的广泛而最佳的接触是抑制剂的选择性和效力的原因。这些化合物在一组人类癌细胞系（HCT116 GI 50  <15 nM）中显示出强大的抗增殖活性，并具有良好的啮齿动物药代动力学（口服％F 97％）。
• [EN] PYRAZOLOPYRIMIDINE COMPOUNDS<br/>[FR] COMPOSÉS DE PYRAZOLOPYRIMIDINE
  申请人：UNIV HEALTH NETWORK

  公开号：WO2014075168A1

  公开（公告）日：2014-05-22

  The present teachings provide a compound represented by structural formula (1-0), or a pharmaceutically acceptable salt thereof. Also described are pharmaceutical compositions and methods of use thereof.

  本教学提供了由结构式（1-0）表示的化合物，或其药用盐。还描述了药物组合物及其使用方法。
• [EN] 6-THIO-SUBSTITUTED IMIDAZOPYRAZINES FOR USE AS MPS-1 AND TKK INHIBITORS IN THE TREATMENT OF HYPERPROLIFERATIVE DISORDERS<br/>[FR] IMIDAZOPYRAZINES 6-THIO SUBSTITUÉES POUR L'UTILISATION EN TANT QU'INHIBITEURS DE MPS-1 ET DE TKK DANS LE TRAITEMENT DE TROUBLES D'HYPERPROLIFÉRATION
  申请人：BAYER PHARMA AG

  公开号：WO2012080228A1

  公开（公告）日：2012-06-21

  The present invention relates to substituted imidazopyrazine compounds of general formula (I) : (I) in which R1, R2, R3, R4 and R5 are as defined in the claims, to methods of and intermediates for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式(I)的取代咪唑吡嘧啶化合物：(I)，其中R1、R2、R3、R4和R5如索引中定义，以及制备所述化合物的方法和中间体，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是用作唯一药剂或与其他活性成分结合。
• 6-THIO-SUBSTITUTED IMIDAZOPYRAZINES FOR USE AS MPS-1 AND TKK INHIBITORS IN THE TREATMENT OF HYPERPROLIFERATIVE DISORDERS
  申请人：Koppitz Marcus

  公开号：US20130281460A1

  公开（公告）日：2013-10-24

  The present invention relates to substituted imidazopyrazine compounds of general formula (I): (I) in which R 1 , R 2 , R 3 , R 4 and R 5 are as defined in the claims, to methods of and intermediates for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及通式(I)的取代咪唑吡嗪化合物：(I)，其中R1、R2、R3、R4和R5如权利要求中定义的，以及用于制备所述化合物的方法和中间体，包括所述化合物的药物组合物和配方，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是治疗或预防过度增殖和/或血管生成紊乱的疾病，作为唯一药剂或与其他活性成分组合使用。
• [EN] SUBSTITUTED 6-IMIDAZOPYRAZINES FOR USE AS MPS-1 AND TKK INHIBITORS IN THE TREATMENT OF HYPERPROLIFERATIVE DISORDERS<br/>[FR] 6-IMIDAZOPYRAZINES SUBSTITUÉES POUR L'UTILISATION EN TANT QU'INHIBITEURS DE MPS-1 ET DE TKK DANS LE TRAITEMENT DE TROUBLES D'HYPERPROLIFÉRATION
  申请人：BAYER PHARMA AG

  公开号：WO2012080234A1

  公开（公告）日：2012-06-21

  The present invention relates to substituted imidazopyrazine compounds of general formula (I), in which R1, R2, R3, R4 and R5 are as defined in the claims, to methods of and intermediates for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及通式（I）的取代咪唑吡嗪化合物，其中R1、R2、R3、R4和R5如权利要求中所定义，涉及制备所述化合物的方法和中间体，涉及包含所述化合物的药物组合物和药物组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是用作唯一活性成分或与其他活性成分组合使用的治疗或预防过度增殖和/或血管生成紊乱疾病的用途。