1-Boc-5-氯-1H-吲哚-2-硼酸 | 475102-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-Boc-5-氯-1H-吲哚-2-硼酸
• 中文别名: 1-BOC-5-氯吲哚-2-硼酸
• 英文名称: {1-[(tert-butoxy)carbonyl]-5-chloro-1H-indol-2-yl}boronic acid
• 英文别名: (1-(tert-butoxycarbonyl)-5-chloro-1H-indol-2-yl)boronic acid；[1-(tert-butoxycarbonyl)-5-chloro-1H-indol-2-yl]boronic acid；[1-(tert-butoxycarbonyl)-5-chloro-H-indol-2-yl]boronic acid；1-Boc-5-chloro-1h-indole-2-boronic acid；[5-chloro-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic acid
• CAS: 475102-12-6
• 化学式: C₁₃H₁₅BClNO₄
• mdl: MFCD04039005
• 分子量: 295.53
• InChiKey: AHBMFEBTZKYPED-UHFFFAOYSA-N

物化性质

• 熔点：
  129-133°C
• 沸点：
  471.4±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  71.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Boc-5-chloro-1h-indole-2-boronic acid
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Boc-5-chloro-1h-indole-2-boronic acid
CAS number: 475102-12-6

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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.

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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.
Store in closed vessels, refrigerated.
Storage:

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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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C13H15BClNO4
Molecular weight: 295.5

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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：

  1-Boc-5-氯-1H-吲哚-2-硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 水 、 双氧水 、 sodium carbonate 、 三氟乙酸 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 4.5h， 生成 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-(5-chloro-1H-indol-2-yl)pyrazine-2-carboxamide trifluoroacetic acid salt
  参考文献：
  名称：

  [EN] 2-PYRAZINE CARBOXAMIDES AS SPLEEN TYROSINE KINASE INHIBITORS
  [FR] COMPOSÉS 2-PYRAZINE CARBOXAMIDE UTILES COMME INHIBITEURS DE LA TYROSINE KINASE SPLÉNIQUE

  摘要：

  该发明提供了化合物的某些吡嗪-2-羧酰胺的式(I)或其药用可接受的盐，其中A、B和X如本文所定义。该发明还提供了包括这些化合物的药物组合物，以及使用这些化合物治疗由脾酪氨酸激酶（Syk）介导的疾病或症状的方法。

  公开号：

  WO2015138273A1
• 作为产物：
  描述：

  5-氯吲哚 在 4-二甲氨基吡啶 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 27.0h， 生成 1-Boc-5-氯-1H-吲哚-2-硼酸
  参考文献：
  名称：

  吲哚类1,1-羰基氨基烷基硼的发散合成

  摘要：

  α-硼基羰基物种和α-硼基氨基化合物是有机合成中有价值且重要的骨架。然而，将这两种支架合并成一种名为 1,1-羰基氨基烷基硼的化合物的策略难以捉摸且尚未开发。在此，我们提出了一种有效的方法来解决这个问题，并通过间CPBA 或 oxone的氧化从容易获得的吲哚中生产 1,1-羰基氨基烷基硼。该反应具有操作简单、合成发散、底物范围广和产物有价值的特点。

  DOI：

  10.1021/acs.orglett.3c01190

文献信息

• [EN] ANTIBIOTIC COMPOUNDS, PHARMACEUTICAL FORMULATIONS THEREOF AND METHODS AND USES THEREFOR<br/>[FR] COMPOSÉS ANTIBIOTIQUES, LEURS FORMULATIONS PHARMACEUTIQUES, AINSI QUE PROCÉDÉS ASSOCIÉS ET UTILISATIONS ASSOCIÉES
  申请人：UNIV FRASER SIMON

  公开号：WO2017075694A1

  公开（公告）日：2017-05-11

  The present invention relates to compounds of formula (I) wherein G1 to G8 are as defined herein. The compounds are PK inhibitors and as such represent a new approach to treating pathogenic infections, including multidrug resistant pathogens. Disclosed herein are the compounds of formula (I), pharmaceutical compositions comprising the compounds of formula (I) and their use in the treatment of antimicrobial infection. (Formula (1))

  本发明涉及式(I)的化合物，其中G1至G8如本文所定义。这些化合物是PK抑制剂，因此代表了治疗病原体感染的新方法，包括多药耐药病原体。本文披露了式(I)的化合物，包括含有式(I)的药物组合物以及它们在抗微生物感染治疗中的应用。
• [EN] PIPERIDINE DERIVATIVES FOR USE IN THE TREATMENT OR PREVENTION OF PSYCHIATRIC AND NEUROLOGICAL CONDITIONS<br/>[FR] DÉRIVÉS DE PIPÉRIDINE DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT OU LA PRÉVENTION DE TROUBLES PSYCHIATRIQUES ET NEUROLOGIQUES
  申请人：TAKEDA CAMBRIDGE LTD

  公开号：WO2015079224A1

  公开（公告）日：2015-06-04

  The present invention provides compounds of formula (I) and pharmaceutically acceptable salts thereof, in which R1, R2, R3, R4 and R5 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了式（I）化合物及其药用可接受盐，其中R1、R2、R3、R4和R5如规范中定义，其制备方法，含有它们的药物组合物以及它们在治疗中的应用。
• [EN] SRPK INHIBITORS<br/>[FR] INHIBITEURS DE SRPK
  申请人：MERCK PATENT GMBH

  公开号：WO2023006860A1

  公开（公告）日：2023-02-02

  Novel compounds of formula (I), wherein W1, W2, W3, W4, R1, R2, R3, R4, R5, R6and m have the meaning according to the claims, are SRPK inhibitors, and can be used, inter alia, for the treatment of hyperproliferative disorders.

  式(I)的新化合物，其中W1，W2，W3，W4，R1，R2，R3，R4，R5，R6和m根据权利要求所述的含义，是SRPK抑制剂，可用于治疗过度增生性疾病。
• Formal synthesis of (±)-cladoniamide G
  作者：Paiboon Ngernmeesri、Sarochar Soonkit、Anothai Konkhum、Boonsong Kongkathip

  DOI：10.1016/j.tetlet.2014.01.086

  日期：2014.2

  The formal synthesis of (+/-)-cladoniamide G, a natural product that exhibits cytotoxicity against human breast cancer MCF-7 cells, is presented. Our strategy employed a Suzuki-Miyaura coupling to join the two indole subunits of this natural product. (c) 2014 Elsevier Ltd. All rights reserved.
• [EN] SUBSTITUTED PYRAZOLES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE<br/>[FR] PYRAZOLES SUBSTITUES, COMPOSITIONS CONTENANT DE TELS COMPOSES ET LEURS METHODES D'UTILISATION
  申请人：MERCK & CO INC

  公开号：WO2006014618A3

  公开（公告）日：2006-10-19