4-氯-2-甲氧基-3-吡啶甲醛 | 1008451-58-8

• 物质功能分类: 医药中间体 - 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: 4-氯-2-甲氧基-3-吡啶甲醛
• 中文别名: 4-氯-2-甲氧基吡啶-3-甲醛；2-甲氧基-4-氯吡啶-3-甲醛；3-吡啶甲醛，4-氯-2-甲氧基-
• 英文名称: 4-chloro-2-methoxynicotinaldehyde
• 英文别名: 4-Chloro-2-methoxypyridine-3-carbaldehyde
• CAS: 1008451-58-8
• 化学式: C₇H₆ClNO₂
• 分子量: 171.583
• InChiKey: FURZPPOFSODEOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  257.5±35.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  -20°C，保存于惰性气体中

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Chloro-2-methoxypyridine-3-carbaldehyde
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: 4-Chloro-2-methoxypyridine-3-carbaldehyde
CAS number: 1008451-58-8

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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: C7H6ClNO2
Molecular weight: 171.6

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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：

  4-氯-2-甲氧基-3-吡啶甲醛 在 DAST 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到4-chloro-3-(difluoromethyl)-2-methoxypyridine
  参考文献：
  名称：

  2,3-二取代吡啶 IDO1 抑制剂的构象分析指导发现

  摘要：

  IDO1 抑制剂已显示出作为免疫疗法治疗多种癌症的前景，包括转移性黑色素瘤和肾细胞癌。我们最近报道了几种新型血红素置换 IDO1 抑制剂的鉴定，包括临床分子 linrodostat (BMS-986205) 和 BMS-986242。这两种分子都含有喹啉，虽然它们存在于成功的药物中，但已知它们可能对氧化代谢敏感。将这种喹啉与另一种芳族系统交换的努力导致发现 2,3-二取代吡啶作为合适的替代品。进一步优化，包括降低 ClogP 并结合战略性氟掺入，导致化合物29的发现，一种有效的、选择性的 IDO1 抑制剂，在小鼠异种移植模型中具有强大的药效学活性。

  DOI：

  10.1021/acsmedchemlett.1c00236
• 作为产物：
  描述：

  2-甲氧基-4-氯吡啶 、 N,N-二甲基甲酰胺 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以60%的产率得到4-氯-2-甲氧基-3-吡啶甲醛
  参考文献：
  名称：

  2,3-二取代吡啶 IDO1 抑制剂的构象分析指导发现

  摘要：

  IDO1 抑制剂已显示出作为免疫疗法治疗多种癌症的前景，包括转移性黑色素瘤和肾细胞癌。我们最近报道了几种新型血红素置换 IDO1 抑制剂的鉴定，包括临床分子 linrodostat (BMS-986205) 和 BMS-986242。这两种分子都含有喹啉，虽然它们存在于成功的药物中，但已知它们可能对氧化代谢敏感。将这种喹啉与另一种芳族系统交换的努力导致发现 2,3-二取代吡啶作为合适的替代品。进一步优化，包括降低 ClogP 并结合战略性氟掺入，导致化合物29的发现，一种有效的、选择性的 IDO1 抑制剂，在小鼠异种移植模型中具有强大的药效学活性。

  DOI：

  10.1021/acsmedchemlett.1c00236

文献信息

• [EN] 6-AMINOINDOLE DERIVATIVES AS TRP CHANNEL ANTAGONISTS<br/>[FR] DÉRIVÉS 6-AMINOINDOLE À UTILISER EN TANT QU'ANTAGONISTES DU CANAL TRP
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014060328A1

  公开（公告）日：2014-04-24

  The invention is concerned with the compounds of formula (I) and pharmaceutically acceptable salts thereof. In addition, the present invention relates to methods of manufacturing and using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds of formula (I) can be used as medicament.

  这项发明涉及式(I)的化合物及其药用盐。此外，本发明涉及制造和使用式(I)化合物的方法，以及含有这些化合物的药物组合物。式(I)的化合物可用作药物。
• [EN] SUBSTITUTED 1,1'-BIPHENYL COMPOUNDS AND METHODS USING SAME<br/>[FR] COMPOSÉS 1,1'-BIPHÉNYLE SUBSTITUÉS ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ARBUTUS BIOPHARMA INC

  公开号：WO2021158481A1

  公开（公告）日：2021-08-12

  The present invention includes substituted 1,1'-biphenyl compounds, analogues thereof, and compositions comprising the same. In one aspect, the compounds contemplated in the invention can be used to treat, ameliorate, or prevent hepatitis B virus (HBV) and/or hepatitis D virus (HDV) infections in a patient. In another aspect, the compounds contemplated in the invention can be used to treat, ameliorate, and/or prevent cancer in a patient.

  本发明包括取代的1,1'-联苯化合物，其类似物，以及包含它们的组合物。在一个方面，本发明中考虑的化合物可用于治疗、改善或预防患者体内的乙型肝炎病毒（HBV）和/或丙型肝炎病毒（HDV）感染。在另一个方面，本发明中考虑的化合物可用于治疗、改善和/或预防患者体内的癌症。
• Zinc Acetate-Promoted Buchwald–Hartwig Couplings of Heteroaromatic Amines
  作者：Rajaram Ayothiraman、Sundaramurthy Rangaswamy、Prantik Maity、Eric M. Simmons、Gregory L. Beutner、Jacob Janey、Daniel S. Treitler、Martin D. Eastgate、Rajappa Vaidyanathan

  DOI：10.1021/acs.joc.7b01101

  日期：2017.7.21

  Zinc salts have been shown to promote the Buchwald–Hartwig coupling of azaindoles and azaindazoles with heteroaryl chlorides to provide the corresponding 1-aryl-1H-azaindoles and 1-aryl-1H-azaindazoles. The substrate scope and mechanistic aspects of this reaction were explored.

  锌盐已显示出促进布赫瓦尔德-哈特维希与杂芳基氯化物的氮杂吲哚和氮杂吲唑的耦合，得到相应的1-芳基1 ħ -azaindoles和1-芳基1 ħ -azaindazoles。探索了该反应的底物范围和机理方面。
• [EN] NOVEL TYROSINE KINASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE TYROSINE KINASE
  申请人：CHEMBRIDGE CORP

  公开号：WO2009117097A1

  公开（公告）日：2009-09-24

  Provided are compounds of the formula (I): or a stereoisomer, tautomer, salt, hydrate or prodrug thereof that modulate tyrosine kinase activity, compositions comprising the compounds and methods of their use.

  提供的是式(I)的化合物：或其立体异构体、互变异构体、盐、水合物或前药，其调节酪氨酸激酶活性，包含该化合物的组合物以及其使用方法。
• [EN] INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND METHODS OF THEIR USE<br/>[FR] INHIBITEURS D'INDOLÉAMINE 2,3-DIOXYGÉNASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2018209049A1

  公开（公告）日：2018-11-15

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the invention.

  本文披露了一种调节或抑制色胺酸二、三氧化酶（IDO）酶活性的化合物，含有该化合物的药物组合物以及利用该发明的化合物治疗增生性疾病，如癌症、病毒感染和/或炎症性疾病的方法。