2,3,5-三氯-4-吡啶甲醛 | 251997-31-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,3,5-三氯-4-吡啶甲醛
• 中文别名: 1,2,3,4-四-邻-乙酰基-beta-d-吡喃(型)葡萄糖；2,3,5-三氯-4-甲酰基吡啶；2,3,5-三氯吡啶-4-甲醛
• 英文名称: 2,3,5-trichloropyridine-4-carbaldehyde
• CAS: 251997-31-6
• 化学式: C₆H₂Cl₃NO
• 分子量: 210.447
• InChiKey: RZNIINCSHCFUNN-UHFFFAOYSA-N

物化性质

• 沸点：
  274.0±35.0 °C(Predicted)
• 密度：
  1.616±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温环境下。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,3,5-Trichloroisonicotinaldehyde
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: 2,3,5-Trichloroisonicotinaldehyde
CAS number: 251997-31-6

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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: C6H2Cl3NO
Molecular weight: 210.4

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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

制备方法与用途

应用

2,3,5-三氯-4-吡啶甲醛可作为有机合成中间体。它可以通过将2,3,5-三氯吡啶（2 g，11 mmol）溶解在20 mL 四氢呋喃中，在-78°C的氮气保护条件下，逐滴加入到二异丙基氨基锂（7.3 mL，1.5 M 环己烷，11 mmol）的10 mL 无水四氢呋喃溶液中，并搅拌30分钟。随后，在15分钟内缓慢滴加甲酸甲酯（1.4 mL，1.3 g，22 mmol）在14 mL 四氢呋喃中的溶液，使其慢慢升温至室温并搅拌过夜。

反应完成后，将深棕色溶液倒入冰水中，并加入饱和NaHCO₃溶液进行萃取。用乙酸乙酯萃取后，用水洗涤，干燥（使用无水硫酸钠），然后浓缩。经硅胶快速色谱纯化，用20-33% 乙酸乙酯/己烷洗脱，最终得到2,3,5-三氯-4-吡啶甲醛，产率74%，为1.7 g。

反应信息

• 作为反应物：
  描述：

  2,3,5-三氯-4-吡啶甲醛 在 bis-triphenylphosphine-palladium(II) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N-甲基吡咯烷酮 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 81.0h， 生成 5-(5-((R)-1-(3,5-dichloro-2-methylpyridin-4-yl)ethoxy)-1H-indazol-3-yl)-N-((R)-tetrahydrofuran-3-yl)pyridin-2-amine trifluoroacetate
  参考文献：
  名称：

  [EN] INDAZOLE COMPOUNDS
  [FR] COMPOSÉS INDAZOLES

  摘要：

  Disclosed herein are compounds and methods of treating diseases and/or conditions associated with FGFR inhibition.

  公开号：

  WO2023279041A1
• 作为产物：
  描述：

  2,3,5-三氯吡啶 、 甲酸甲酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 2,3,5-三氯-4-吡啶甲醛
  参考文献：
  名称：

  [EN] ROR NUCLEAR RECEPTOR MODULATORS
  [FR] MODULATEURS DES RÉCEPTEURS NUCLÉAIRES ROR

  摘要：

  本发明提供了式(I)化合物的药物可接受的盐、前药、生物活性代谢物、立体异构体和它们的同分异构体，其中变量如本文所述定义。本发明的化合物用于治疗免疫性疾病。

  公开号：

  WO2016198908A1

文献信息

• [EN] PEPTIDE MACROCYCLES AGAINST ACINETOBACTER BAUMANNII<br/>[FR] MACROCYCLES PEPTIDIQUES CONTRE ACINETOBACTER BAUMANNII
  申请人：HOFFMANN LA ROCHE

  公开号：WO2017072062A1

  公开（公告）日：2017-05-04

  The present invention provides compounds of formula (I) wherein X1 to X8 and R1 to R8 are as described herein, as well as pharmaceutically acceptable salts thereof. Further the present invention is concerned with the manufacture of the compounds of formula (I), pharmaceutical compositions comprising them and their use as medicaments for the treatment of diseases and infections caused by Acinetobacter baumannii.

  本发明提供了式（I）的化合物，其中X1至X8和R1至R8如本文所述，以及其药学上可接受的盐。此外，本发明涉及制备式（I）的化合物，包括它们的药物组合物以及它们作为治疗由鲍曼不动杆菌引起的疾病和感染的药物的用途。
• Cell adhesion-inhibiting antiinflammatory compounds
  申请人：Abbott Laboratories

  公开号：US06232320B1

  公开（公告）日：2001-05-15

  Compounds having Formula I are useful for treating inflammation. Also disclosed are pharmaceutical compositions comprising compounds of Formula I, and methods of inhibiting/treating inflammatory diseases in a mammal.

  具有I式化学式的化合物对于治疗炎症是有用的。还公开了包含I式化合物的药物组合物，以及在哺乳动物中抑制/治疗炎症性疾病的方法。
• [EN] INDAZOLE COMPOUNDS<br/>[FR] COMPOSÉS D'INDAZOLE
  申请人：TYRA BIOSCIENCES INC

  公开号：WO2021138391A1

  公开（公告）日：2021-07-08

  Disclosed herein are indazole compounds and methods of treating diseases and/or conditions (e.g., cancer) with the indazole compounds disclosed herein.

  本文披露了吲唑类化合物以及利用本文披露的吲唑类化合物治疗疾病和/或病症（例如癌症）的方法。
• [EN] INDAZOLE COMPOUNDS AS KINASE INHIBITORS<br/>[FR] COMPOSÉS D'INDAZOLE UTILISÉS EN TANT QU'INHIBITEURS DE KINASE
  申请人：TYRA BIOSCIENCES INC

  公开号：WO2022147246A1

  公开（公告）日：2022-07-07

  Disclosed herein are compounds and methods of treating diseases and/or conditions associated with FGFR inhibition.

  本文揭示了与FGFR抑制相关的疾病和/或病症的化合物和治疗方法。
• NUCLEAR RECEPTOR MODULATORS (ROR) FOR THE TREATMENT OF INFLAMMATORY AND AUTOIMMUNE DISEASES
  申请人：AbbVie Inc.

  公开号：EP3636643A1

  公开（公告）日：2020-04-15

  The invention provides compounds of the following formula, pharmaceutically acceptable salts thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological conditions.

  本发明提供了下式化合物及其药学上可接受的盐类，其中变量在此定义。本发明的化合物可用于治疗免疫学疾病。