3-甲氧基羰基-5-硝基苯硼酸 | 117342-20-8

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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-甲氧基羰基-5-硝基苯硼酸
• 中文别名: 3-甲氧羰基-5-硝基苯基硼酸；3-羧酸甲酯-5-硝基苯硼酸；3-硝基-5-甲氧羰基苯硼酸；3-甲氧羰基-5-硝基苯硼酸；3-硝基-5-羧酸甲酯苯硼酸
• 英文名称: (3-(methoxycarbonyl)-5-nitrophenyl)boronic acid
• 英文别名: 3-Methoxycarbonyl-5-nitrophenylboronic acid；(3-methoxycarbonyl-5-nitrophenyl)boronic acid
• CAS: 117342-20-8
• 化学式: C₈H₈BNO₆
• mdl: MFCD02179469
• 分子量: 224.966
• InChiKey: CDGIRLKQNJXHBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  250-255°C
• 沸点：
  445.9±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-Methoxycarbonyl-5-nitrophenylboronic acid
Product Name:
Synonyms: Methyl 3-borono-5-nitrobenzoate

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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-Methoxycarbonyl-5-nitrophenylboronic acid
Ingredient name:
CAS number: 117342-20-8

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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: C8H8BNO6
Molecular weight: 225.0

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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：

  3-甲氧基羰基-5-硝基苯硼酸 在 Oxone 、 碳酸氢钠 、 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 0.08h， 以100%的产率得到3-羟基-5-硝基苯甲酸甲酯
  参考文献：
  名称：

  BENZAMIDE FACTOR VIIA INHIBITORS USEFUL AS ANTICOAGULANTS

  摘要：

  本发明提供了式(I)的新型苯甲酰胺衍生物：或其立体异构体、互变异构体、药学上可接受的盐、溶剂合物或前药，其中变量A、W、Y、Z、R8和R9如本文所定义。这些化合物是选择性因子VIIa的抑制剂，可用作药物。

  公开号：

  US20100227894A1
• 作为产物：
  描述：

  甲醇 、 3-羧基-5-硝基苯硼酸 在 氯化亚砜 作用下， 以0.95 g的产率得到3-甲氧基羰基-5-硝基苯硼酸
  参考文献：
  名称：

  立体选择性合成新的（2S，3R）-3-羧苯基）吡咯烷-2-羧酸类似物，在离子型谷氨酸受体上利用C（sp3）-H活化策略和结构-活性关系研究。

  摘要：

  离子型谷氨酸受体（iGluRs）的竞争性拮抗剂是研究中枢神经系统健康和疾病状态的极有价值的工具化合物。然而，只有很少的亚型选择性工具化合物可用，具有新型iGluR亚型选择性特征的拮抗剂的发现仍然是一个严峻的挑战。在本文中，我们报告了通过合成40个新类似物对亲本支架2,3-trans-3-羧基-3-苯基-脯氨酸进行的详尽的构效关系（SAR）研究。使用了三种合成策略，其中两种是新的策略，其中一种是基于C（sp3）-H激活方法的高效且完全对映选择性的策略。SAR研究得出的结论是，在5'-位添加取代基时，对NMDA受体的选择性是普遍趋势。

  DOI：

  10.1021/acschemneuro.0c00003

文献信息

• [EN] 4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS<br/>[FR] DÉRIVÉS DE 4-PHÉNYL-N-(PHÉNYL)THIAZOL-2-AMINE ET COMPOSÉS ASSOCIÉS UTILISÉS COMME AGONISTES DU RÉCEPTEUR D'HYDROCARBURE ARYLE (AHR) POUR LE TRAITEMENT, PAR EX., DE TROUBLE LIÉS À L'ANGIOGENÈSE OU INFLAMMATOIRES
  申请人：IKENA ONCOLOGY INC

  公开号：WO2021127301A1

  公开（公告）日：2021-06-24

  4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

  4-苯基-N-(苯基)噻唑-2-胺和4-(吡啶-3-基)-N-(苯基)噻唑-2-胺衍生物以及相应的噻二唑、噻吩、噁唑、噁二唑、咪唑和三唑衍生物和相关化合物作为芳香烃受体（AHR）激动剂，用于治疗涉及血管生成的疾病，例如视网膜病变、银屑病、类风湿性关节炎、肥胖和癌症，或炎症性疾病。
• Mild Esterification of Carboxylic Acids via Continuous Flow Diazotization of Amines
  作者：Clément Audubert、Hélène Lebel

  DOI：10.1021/acs.orglett.7b02231

  日期：2017.8.18

  A new continuous flow protocol for the diazotization of methylamine with 1,3-propanedinitrite in THF is reported. The synthesis of methyl esters was achieved in high yields from a variety of carboxylic acids in 20 min at 90 °C. Additionally, this protocol was extended to other aryl and alkyl amines, namely secondary amines, to produce various substituted esters in high yield using 2-MeTHF as a solvent

  报道了一种新的连续流方案，用于在THF中将甲胺与1,3-丙炔重氮化。在90°C下20分钟内可以从多种羧酸中高收率地合成甲酯。另外，该方案扩展到其他芳基和烷基胺，即仲胺，以使用2-MeTHF作为溶剂以高收率生产各种取代的酯。反应条件与许多官能团相容，即含氮杂环，炔烃，烯烃，醇和酚。机理研究表明，反应似乎是通过瞬态重氮物质而不是重氮中间体进行的。
• 激酶抑制剂
  申请人：曼彻斯特大学

  公开号：CN112119077A

  公开（公告）日：2020-12-22

  本发明涉及某些4‑(取代的苯胺)‑2‑(取代的哌啶‑1‑基)嘧啶‑5‑甲酰胺化合物，其可用于治疗或预防通过CaMK1同种型的信号传导介导的疾病或医学病况。例如，此类化合物及其盐可用于治疗或预防多种不同的癌症、代谢性疾病(包括2型糖尿病)和/或免疫介导的疾病。
• Solution-Phase Parallel Synthesis of a Multisubstituted Cyclic Imidate Library
  作者：Saurabh Mehta、Jesse P. Waldo、Benjamin Neuenswander、Gerald H. Lushington、Richard C. Larock

  DOI：10.1021/co3001605

  日期：2013.5.13

  a diverse 71-member library of multisubstituted cyclic imidates is described. The key intermediates, 3-iodomethylene-containing cyclic imidates, are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodobenzamides and terminal alkynes, followed by electrophilic cyclization with I2. These cyclic imidates were further functionalized by palladium-catalyzed

  描述了溶液相平行合成的多取代的环状酰亚胺的71元成员库。关键的中间体，即含3-碘亚甲基的环状酰亚胺，很容易通过钯/铜催化的各种邻碘苯甲酰胺和末端炔的交叉偶联，然后用I 2进行亲电环化，以良好至极好的收率制备。这些环状酰亚胺进一步被钯催化的铃木-宫浦，Sonogashira，羰基酰胺化和Heck化学法使用市售结构单元的子库进行功能化。
• Tetrazole-substituted aryl amide derivatives and uses thereof
  申请人：Du Bois Daisy Joe

  公开号：US20090093523A1

  公开（公告）日：2009-04-09

  Compounds of the formula: wherein R 1 , R 2 , Ar 1 , Ar 2 , and n are as defined herein. Also provided are pharmaceutical compositions, methods of using, and methods of preparing the subject compounds.

  提供有以下结构的化合物：其中R1、R2、Ar1、Ar2和n的定义如本文所述。还提供了药物组合物、使用方法和制备所述化合物的方法。