4-(N-苄基甲酰氨)苯基硼酸 | 252663-47-1

• 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: 4-(N-苄基甲酰氨)苯基硼酸
• 中文别名: 4-(N-苄基氨基羰基)苯硼酸；4-(苄基氨甲酰基)苯硼酸
• 英文名称: (4-(benzylcarbamoyl)phenyl)boronic acid
• 英文别名: 4-(N-Benzylaminocarbonyl)phenylboronic acid；[4-(benzylcarbamoyl)phenyl]boronic acid
• CAS: 252663-47-1
• 化学式: C₁₄H₁₄BNO₃
• mdl: MFCD03411953
• 分子量: 255.081
• InChiKey: AAUCAVUVHBOOPF-UHFFFAOYSA-N

物化性质

• 熔点：
  212-218
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 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
• 安全说明：
  S26
• 危险类别码：
  R22,R36
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-(N-Benzylaminocarbonyl)phenylboronic acid
Product Name:
Synonyms: N-Benzyl 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.
4-(N-Benzylaminocarbonyl)phenylboronic acid
Ingredient name:
CAS number: 252663-47-1

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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: C14H14BNO3
Molecular weight: 255.1

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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.

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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：

  4-(N-苄基甲酰氨)苯基硼酸 在 盐酸 、 四(三苯基膦)钯 、 sodium azide 、 potassium carbonate 、 氯化铵 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 55.0h， 生成 N-benzyl-3-((2-hydroxy-3,4-dioxocyclobut-1-en-1-yl)amino)-5-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-carboxamide
  参考文献：
  名称：

  [EN] GPR35 AGONIST COMPOUNDS
  [FR] COMPOSÉS AGONISTES DE GPR35

  摘要：

  The disclosures herein relate to novel compounds of formula (1): (1) and salts and any tautomers thereof, wherein X, R1and R2are defined herein, and their use 5 in treating, preventing, ameliorating, controlling or reducing the risk of disorders associated with GPR35 receptors.

  公开号：

  WO2022224212A1
• 作为产物：
  描述：

  4-(苯甲基氨酰基)苯硼酸频哪酯 在 盐酸 、 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 4-(N-苄基甲酰氨)苯基硼酸
  参考文献：
  名称：

  芳基硼酸作为双作用FAAH和TRPV1配体

  摘要：

  制备了一系列基于药效团模型设计的31种芳基硼酸，用于各种TRPV1拮抗剂，并在FAAH和TRPV1通道上进行了测试。其中四个化合物，即化合物3c，4a，5a，b充当双重FAAH / TRPV1阻滞剂，IC 50值在0.56至8.11μM之间，而其他十种化合物（化合物1c，f – i，2c – f，4b）则抑制FAAH和激活/脱敏的TRPV1。

  DOI：

  10.1016/j.bmcl.2016.01.071

文献信息

• [EN] SUBSTITUTED TRIAZOLOPYRIDINES<br/>[FR] TRIAZOLOPYRIDINES SUBSTITUÉES
  申请人：BAYER PHARMA AG

  公开号：WO2011157688A1

  公开（公告）日：2011-12-22

  The present invention relates to substituted triazolopyridine compounds of general formula (I) : in which R1, R2, R3, R4, and R5 are as given in the description and in the claims, to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease of uncontrolled cell growth, proliferation and/or survival as well as to the use of intermediate compounds for the preparation of said compounds.

  本发明涉及通式（I）的取代三唑吡啶化合物，其中R1、R2、R3、R4和R5如描述和索赔中所述，以及制备所述化合物的方法，包括所述化合物的药物组合物和组合物，用于制造用于治疗或预防细��生长、增殖和/或存活失控疾病的药物组合物以及用于制备所述化合物的中间化合物的用途。
• [EN] PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] DÉRIVÉS D'ACIDE PYRIDIN-3-YL ACÉTIQUE COMME INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK (NO 5) LTD

  公开号：WO2017025864A1

  公开（公告）日：2017-02-16

  Disclosed are compounds of Formula (I), including pharmaceutically acceptable salts, pharmaceutical compositions comprising the compounds, methods for making the compounds and their use in inhibiting HIV integrase and treating those infected with HIV or AIDS. In the compounds of formula (I), R1 is selected from H, alkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, (alkoxy)alkoxyalkyl, or (R6)alkyl; R2 is phenyl substituted with 1 R7 substituent and with 0-3 substituents selected from halo, alkyl, haloalkyl, alkoxy, and haloalkoxy; or R2 is selected from tetrahydroisoquinolinyl, ((Ar1)alkyl)tetrahydroisoquinolinyl, or ((N-alkoxycarbonyl)tetrahydroisoquinolinyl; R3 is is selected from tetrahydroisoquinolinyl or decahydroisoquinolinyl and is substituted with 0-3 substituents selected from halo, alkyl, and haloalkyl; or R3 is a [5-7.3-7.0-2] fused or bridged bicyclic amine and is substituted with 0-3 alkyl substituents; or R3 is selected from azetidinyl, pyrrolidinyl, piperidinyl, or homopiperidinyl and contains a spirocyclic moiety wherein the spirocyclic moiety, including the carbon atom to which it is attached, forms C3-7 cycloalkane, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, N-alkylpyrrolidinyl, piperidinyl, N-alkylpiperidinyl, homopiperidinyl, or N-alkylpiperidinyl, and wherein the spirocyclic moiety is substituted with 0-3 halo or alkyl substituents; R4 is selected from alkyl or haloalkyl; R5 is selected from H, alkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, (alkoxy)alkoxyalkyl, or (R6)alkyl; R6is selected from (oxetanyl)oxy, ((oxetanyl)alkoxy)alkyl, (tetrahydropyranyloxy)alkyl, (tetrahydropyranyl)alkoxy)alkyl, or (Rg)(R9)N; R7 is selected from (Ar1)alkoxy or ((Ar1)alkyl)HNCO; R8 is selected from hydrogen, alkyl, (cycloalkyl)alkyl, alkoxyalkyl, (tetrahydropyanyl)alkyl, tetrahydropyanyl, or alkoxyphenyl; R9 is selected from hydrogen or alkyl; or (R8)(R9)N taken together is selected from azetidinyl, pyrrolidinyl, piperidinyl, (spirocyclobutyl)piperidinyl, piperazinyl, or morpholinyl; and Ar1 is phenyl substituted with 0-3 substituents selected from halo, alkyl, haloalkyl, alkoxy, and haloalkoxy.

  化合物的结构式（I）包括药学上可接受的盐，包含这些化合物的药物组合物，制备这些化合物的方法以及它们在抑制HIV整合酶和治疗HIV或艾滋病感染者中的用途。在结构式（I）的化合物中，R1从H，烷基，卤代烷基，羟基烷基，烷氧基烷基，（烷氧基）烷氧基烷基或（R6）烷基中选择；R2是苯基，其上取代有1个R7取代基，以及从卤素，烷基，卤代烷基，烷氧基和卤代烷氧基中选择0-3个取代基；或者R2从四氢异喹啉基，（（Ar1）烷基）四氢异喹啉基，或（（N-烷氧羰基）四氢异喹啉基中选择；R3从四氢异喹啉基或十氢异喹啉基中选择，并取代有从卤素，烷基和卤代烷基中选择的0-3个取代基；或者R3是[5-7.3-7.0-2]融合或桥接的双环胺基，并取代有0-3个烷基取代基；或者R3从氮杂环丙烷基，吡咯啉基，哌啶基，或异哌啶基中选择，并含有一个螺环结构基团，其中螺环结构基团，包括与其相连的碳原子，形成C3-7环烷烃，四氢呋喃基，四氢吡喃基，吡咯啉基，N-烷基吡咯啉基，哌啶基，N-烷基哌啶基，异哌啶基，或N-烷基哌啶基，并且螺环结构基团取代有0-3个卤素或烷基取代基；R4从烷基或卤代烷基中选择；R5从H，烷基，卤代烷基，羟基烷基，烷氧基烷基，（烷氧基）烷氧基烷基或（R6）烷基中选择；R6从（氧杂环丙烷基）氧，（（氧杂环丙烷基）烷氧基）烷基，（四氢吡喃氧基）烷基，（四氢吡喃基）烷氧基）烷基，或（Rg）（R9）N中选择；R7从（Ar1）烷氧基或（（Ar1）烷基）HNCO中选择；R8从氢，烷基，（环烷基）烷基，烷氧基烷基，（四氢吡啶基）烷基，四氢吡啶基，或烷氧基苯基中选择；R9从氢或烷基中选择；或者（R8）（R9）N共同选择自氮杂环丙烷基，吡咯啉基，哌啶基，（螺环丁基）哌啶基，哌嗪基，或吗啉基；Ar1是苯基，其上取代有从卤素，烷基，卤代烷基，烷氧基和卤代烷氧基中选择的0-3个取代基。
• [EN] TRIAZOLOPYRIDINES<br/>[FR] TRIAZOLOPYRIDINES
  申请人：BAYER IP GMBH

  公开号：WO2012143329A1

  公开（公告）日：2012-10-26

  The present invention relates to triazolopyridine compounds of general formula (I) : in which R1, R2, R3, R4, and R5 are as given in the description and in the claims, to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, as well as to intermediate compounds useful in the preparation of said compounds.

  本发明涉及一般式（I）的三唑吡啶化合物，其中R1、R2、R3、R4和R5如描述和权利要求中所述，涉及制备该化合物的方法，包括该化合物的药物组合物和组合物，用于制造治疗或预防疾病的药物组合物的用途，以及用于制备该化合物的中间化合物。
• [EN] PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] DÉRIVÉS DE L'ACIDE PYRIDIN-3-YL-ACÉTIQUE UTILISÉS COMME INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK (NO 5) LTD

  公开号：WO2017006281A1

  公开（公告）日：2017-01-12

  Disclosed are compounds of Formula I, including pharmaceutically acceptable salts, pharmaceutical compositions comprising the compounds, methods for making the compounds and their use in inhibiting HIV integrase and treating those infected with HIV or AIDS. (I)

  公开的是Formula I的化合物，包括药用可接受的盐，含有这些化合物的药物组合物，制备这些化合物的方法以及它们在抑制HIV整合酶和治疗感染HIV或艾滋病的人中的用途。
• Halogen‐Dance‐Based Synthesis of Phosphonomethoxyethyl (PME) Substituted 2‐Aminothiazoles as Potent Inhibitors of Bacterial Adenylate Cyclases
  作者：Michal Česnek、Michal Šafránek、Martin Dračínský、Eva Tloušťová、Helena Mertlíková‐Kaiserová、Michael P. Hayes、Val J. Watts、Zlatko Janeba

  DOI：10.1002/cmdc.202100568

  日期：2022.1.5

  Halogens with groove: Novel acyclic nucleoside phosphonates (ANPs) derived from substituted 2-aminothiazole represent the most potent inhibitors (in the form of phosphono diphosphates in enzymatic assays) of bacterial adenylate cyclases (adenylate cyclase toxin and edema factor) based on ANPs. The target compounds were synthesized using halogen dance reaction.

  带凹槽的卤素：源自取代 2-氨基噻唑的新型无环核苷膦酸酯 (ANP) 代表基于 ANP 的细菌腺苷酸环化酶（腺苷酸环化酶毒素和水肿因子）最有效的抑制剂（在酶测定中以膦酰二磷酸盐的形式）。采用卤舞反应合成了目标化合物。