5-溴吡啶-3-(N-乙基)甲酰胺 | 173999-48-9

• 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: 5-溴吡啶-3-(N-乙基)甲酰胺
• 中文别名: 5-溴-N-乙基烟酰胺
• 英文名称: 5-bromo-N-ethylnicotinamide
• 英文别名: 5-bromo-N-ethylpyridine-3-carboxamide
• CAS: 173999-48-9
• 化学式: C₈H₉BrN₂O
• mdl: MFCD09953023
• 分子量: 229.076
• InChiKey: LBNZQARQDQMTGO-UHFFFAOYSA-N

物化性质

• 沸点：
  343.9±27.0 °C(Predicted)
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-N-ethylnicotinamide
Synonyms: N-Ethyl 5-bromonicotinamide

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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: 5-Bromo-N-ethylnicotinamide
CAS number: 173999-48-9

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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.
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: C8H9BrN2O
Molecular weight: 229.1

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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, hydrogen bromide.

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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：

  5-溴吡啶-3-(N-乙基)甲酰胺 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 生成 (S)-5-(6-chloro-5-((tetrahydrofuran-3-yl)oxy)pyrazolo[1,5-a]pyrimidin-3-yl)-N-ethylnicotinamide
  参考文献：
  名称：

  野生型和看门人突变成纤维细胞生长因子受体 (FGFR) 2/3 的有效和选择性抑制剂的发现

  摘要：

  成纤维细胞生长因子受体 (FGFR) 信号通路的上调与多种癌症类型有关，包括胆管癌和膀胱癌。因此，FGFR 的小分子抑制已成为患有这些疾病的患者的有前途的疗法。第一代泛 FGFR 抑制剂虽然非常有效，但有几个缺点。这些包括与治疗相关的高磷酸盐血症和突变激酶的效力显着丧失。在此，我们介绍了新型 FGFR2/3 抑制剂的发现和优化，这些抑制剂在很大程度上保持了对常见网守突变体的效力，并且对 FGFR1 具有出色的选择性。细致的构效关系 (SAR) 分析、基于结构的药物设计和药物化学原理的结合最终导致了化合物29，一种有效的选择性 FGFR2/3 抑制剂，在大鼠体内具有出色的体外吸收、分布、代谢、排泄 (ADME) 和药代动力学。对一种密切相关的化合物进行的药效学研究表明，可以实现对下游 ERK 磷酸化的最大抑制，而对血清磷酸盐水平没有显着影响（相对于载体）。

  DOI：

  10.1021/acs.jmedchem.2c01366
• 作为产物：
  描述：

  5-溴烟酸 、 乙胺 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 以80 %的产率得到5-溴吡啶-3-(N-乙基)甲酰胺
  参考文献：
  名称：

  野生型和看门人突变成纤维细胞生长因子受体 (FGFR) 2/3 的有效和选择性抑制剂的发现

  摘要：

  成纤维细胞生长因子受体 (FGFR) 信号通路的上调与多种癌症类型有关，包括胆管癌和膀胱癌。因此，FGFR 的小分子抑制已成为患有这些疾病的患者的有前途的疗法。第一代泛 FGFR 抑制剂虽然非常有效，但有几个缺点。这些包括与治疗相关的高磷酸盐血症和突变激酶的效力显着丧失。在此，我们介绍了新型 FGFR2/3 抑制剂的发现和优化，这些抑制剂在很大程度上保持了对常见网守突变体的效力，并且对 FGFR1 具有出色的选择性。细致的构效关系 (SAR) 分析、基于结构的药物设计和药物化学原理的结合最终导致了化合物29，一种有效的选择性 FGFR2/3 抑制剂，在大鼠体内具有出色的体外吸收、分布、代谢、排泄 (ADME) 和药代动力学。对一种密切相关的化合物进行的药效学研究表明，可以实现对下游 ERK 磷酸化的最大抑制，而对血清磷酸盐水平没有显着影响（相对于载体）。

  DOI：

  10.1021/acs.jmedchem.2c01366

文献信息

• [EN] BICYCLIC HETEROCYCLES AS FGFR INHIBITORS<br/>[FR] HÉTÉROCYCLES BICYCLIQUES EN TANT QU'INHIBITEURS DE FGFR
  申请人：INCYTE CORP

  公开号：WO2021076728A1

  公开（公告）日：2021-04-22

  The present invention relates to bicyclic heterocycles, and pharmaceutical compositions of the same, that are inhibitors of the FGFR enzyme and are useful in the treatment of FGFR-associated diseases such as cancer. Formula (I)

  本发明涉及双环杂环化合物及其药物组合物，这些化合物是FGFR酶的抑制剂，并且在治疗FGFR相关疾病如癌症方面具有用处。公式（I）
• Substituted thiazole derivatives bearing 3-pyridyl groups, process for preparing the same and use thereof
  申请人：——

  公开号：US20040072876A1

  公开（公告）日：2004-04-15

  The present invention provides a pharmaceutical composition having a steroid C 17,20 -lyase inhibitory activity, which is useful as a prophylactic or therapeutic agent of prostatism, tumor such as breast cancer and the like, more particularly, a steroid C 17,20 -lyase inhibitor containing a compound represented by the formula: 1 wherein A 1 is an aromatic hydrocarbon group optionally having substituents or a heterocyclic group optionally having substituents, one of A 2 and A 3 is a hydrogen atom, a halogen atom, a C 1-4 aliphatic hydrocarbon group optionally having substituents or an optionally esterified carboxyl group, the other of A 2 and A 3 is an aromatic hydrocarbon group optionally having substituents or a heterocyclic group optionally having substituents, and at least one of A 1 , A 2 and A 3 is a 3-pyridyl group optionally having substituents, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有类固醇C17,20-裂解酶抑制活性的药物组合物，其可作为前列腺增生症、乳腺癌等肿瘤的预防或治疗剂，更具体地，是一种含有以下化合物的类固醇C17,20-裂解酶抑制剂：式中，A1为芳香族碳氢基团，可选地具有取代基，或者为杂环基团，可选地具有取代基；A2和A3中的一个为氢原子、卤素原子、C1-4脂肪族碳氢基团，可选地具有取代基，或者为可选酯化的羧基；另一个为芳香族碳氢基团，可选地具有取代基，或者为杂环基团，可选地具有取代基；且A1、A2和A3中至少有一个为可选地具有取代基的3-吡啶基团，或其盐或前药。
• Synthesis of 5-bromo-4-methyl-pyridin-3-ylmethyl)-ethyl-carbamic acid tert-butyl ester
  申请人：Ma Chunrong

  公开号：US20060116519A1

  公开（公告）日：2006-06-01

  The present invention relates to novel synthetic methods for the preparation of intermediates of 35-[3-(4,6-Difluoro-1H-benzoimidazol-2-yl)-1H-indazol-5-yl]4-methyl-pyridin-3-yl methyl}-ethyl-amine.

  本发明涉及一种新型合成方法，用于制备3 5-[3-(4,6-二氟-1H-苯并咪唑-2-基)-1H-吲唑-5-基]4-甲基-吡啶-3-基甲基}-乙基胺的中间体。
• Substituted pyrazole compounds useful as soluble epoxide hyrolase inhibitors
  申请人：Fleck Roman Wolfgang

  公开号：US20090227588A1

  公开（公告）日：2009-09-10

  Disclosed are compounds active against soluble epoxide hydrolase (sEH), compositions thereof and methods of using and making same.

  本发明涉及对可溶性环氧水解酶（sEH）活性的化合物，其组成物和使用和制备它们的方法。
• Heck Reaction of <i>N</i> ‐Heteroaryl Halides for the Concise Synthesis of Chiral α‐Heteroaryl‐substituted Heterocycles
  作者：Bowen Li、Bangke Luo、He Yang、Wenjun Tang

  DOI：10.1002/anie.202209087

  日期：2022.9.19

  Heck reaction between N-heteroaryl halides and heterocyclic olefins has been accomplished by adopting either a P, P=O-based ligand or (S)-DTBM- SEGPHOS, leading to the formation of a variety of nonchiral or chiral α-heteroaryl-substituted heterocycles.

  N-杂芳基卤化物和杂环烯烃之间的 Heck 反应通过采用 P, P=O 基配体或 ( S )-DTBM-SEGPHOS 完成，导致形成各种非手性或手性 α-杂芳基取代杂环。