3-氨基-2-溴-5-甲基吡啶 | 34552-14-2

• 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: 3-氨基-2-溴-5-甲基吡啶
• 中文别名: 2-溴-3-氨基-5-甲基吡啶
• 英文名称: 2-bromo-5-methylpyridin-3-amine
• 英文别名: 3-amino-2-bromo-5-methylpyridine
• CAS: 34552-14-2
• 化学式: C₆H₇BrN₂
• mdl: MFCD08277281
• 分子量: 187.039
• InChiKey: ODOCHVONAOTFEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  103-106℃
• 沸点：
  310.0±37.0 °C(Predicted)
• 密度：
  1.593±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• TSCA：
  N
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Amino-2-bromo-5-picoline
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H312: Harmful in contact with skin
H332: Harmful if inhaled
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Amino-2-bromo-5-picoline
CAS number: 34552-14-2

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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.
Storage: Store in closed vessels, refrigerated.

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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: C6H7BrN2
Molecular weight: 187

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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：

  3-氨基-2-溴-5-甲基吡啶 在 甲酸 、 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 sodium formate 、 mesna 、 sodium hydride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 16.75h， 生成 tert-butyl 3,3,6-trimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate
  参考文献：
  名称：

  通过 Photoredox 催化可切换区域选择性 6-内或 5-外自由基环化

  摘要：

  在不引入底物预功能化的情况下，很难控制自由基环化的区域选择性以支持 6-内模式而不是其动力学上优选的 5-外模式。为了应对这一挑战，我们开发了一种简单的方法，用于将卤代N-杂环与侧链烯烃进行试剂控制的区域选择性自由基环化。自由基的产生发生在温和的光氧化还原条件下，区域选择性由氢原子转移 (HAT) 速率控制。利用极性匹配的基于硫醇的 HAT 试剂促进 5- exo的高度选择性形成环化产物。相反，限制 HAT 试剂 Hantzsch 酯 (HEH) 的溶解度会导致选择性地形成热力学有利的 6-内基产物。这通过最初的 5-外环化发生，所产生的烷基自由基中间体经历新基重排以形成 6-内产物。这种可切换催化策略的开发允许两种不同的反应模式形成 6-内切或 5-外切产物，从而产生稠合的N-杂芳环/饱和环系统。

  DOI：

  10.1021/jacs.2c00192
• 作为产物：
  描述：

  2-溴-3-硝基-5-甲基吡啶 在 铁粉 乙酸乙酯 、 碳酸氢钠 、 Sodium sulfate-III 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 反应 0.5h， 以to get 2-bromo-5-methyl-pyridin-3-ylamine (1.45 g) as a brown solid in 86.3% yield的产率得到3-氨基-2-溴-5-甲基吡啶
  参考文献：
  名称：

  Heteroaryl sulfonamides and CCR2

  摘要：

  提供了一些化合物，作为CCR2受体的有效拮抗剂。动物测试表明，这些化合物对于治疗CCR2的标志性疾病——炎症是有用的。这些化合物通常是芳基磺酰胺衍生物，可用于制药组合物、治疗CCR2介导疾病的方法，以及作为CCR2拮抗剂鉴定试验中的对照物。

  公开号：

  US07622583B2

文献信息

• [EN] NEW 6-MEMBERED HETEROAROMATIC SUBSTITUTED CYANOINDOLINE DERIVATIVES AS NIK INHIBITORS<br/>[FR] NOUVEAUX DÉRIVÉS DE CYANOINDOLINE À SUBSTITUTION HÉTÉROAROMATIQUE À 6 CHAÎNONS UTILISÉS COMME INHIBITEURS DE NIK
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2017125534A1

  公开（公告）日：2017-07-27

  The present invention relates to pharmaceutical agents of formula (I), useful for therapy and/or prophylaxis in a mammal, and in particular to inhibitors of NF-KB-inducing kinase (NIK - also known as MAP3K14) useful for treating diseases such as cancer, inflammatory disorders, metabolic disorders and autoimmune disorders. The invention is also directed to pharmaceutical compositions comprising such compounds, and to the use of such compounds or pharmaceutical compositions for the prevention or treatment of diseases such as cancer, inflammatory disorders, metabolic disorders including obesity and diabetes, and autoimmune disorders.

  本发明涉及公式（I）的药物制剂，用于治疗和/或预防哺乳动物，特别是用于治疗癌症、炎症性疾病、代谢性疾病和自身免疫性疾病的NF-KB诱导激酶（NIK - 也称为MAP3K14）抑制剂。该发明还涉及包含这些化合物的药物组合物，以及利用这些化合物或药物组合物预防或治疗癌症、炎症性疾病、包括肥胖和糖尿病在内的代谢性疾病以及自身免疫性疾病的用途。
• TGF BETA R ANTAGONISTS
  申请人：Bristol-Myers Squibb Company

  公开号：US20160176871A1

  公开（公告）日：2016-06-23

  The invention relates generally to compounds that modulate the activity of TGFβR-1 and TGFβR-2, pharmaceutical compositions containing said compounds and methods of treating proliferative disorders and disorders of dysregulated apoptosis, such as cancer, utilizing the compounds of the invention.

  这项发明通常涉及调节TGFβR-1和TGFβR-2活性的化合物，包含这些化合物的药物组合物以及利用该发明的化合物治疗增殖性疾病和失调凋亡疾病（如癌症）的方法。
• BICYCLIC ENAMINO(THIO)CARBONYL COMPOUNDS
  申请人：Jeschke Peter

  公开号：US20090181947A1

  公开（公告）日：2009-07-16

  The present invention relates to novel bicyclic enamino(thio)carbonyl compounds, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects.

  本发明涉及新颖的双环烯胺基(硫)酰基化合物，以及其制备方法和用于控制动物害虫，特别是节肢动物，尤其是昆虫的用途。
• Hydroxypyridinethione Inhibitors of Human Insulin‐Degrading Enzyme
  作者：Rebecca N. Adamek、Caitlin N. Suire、Ryjul W. Stokes、Monica K. Brizuela、Seth M. Cohen、Malcolm A. Leissring

  DOI：10.1002/cmdc.202100111

  日期：2021.6.7

  Insulin-degrading enzyme (IDE) is a human mononuclear Zn2+-dependent metalloenzyme that is widely regarded as the primary peptidase responsible for insulin degradation. Despite its name, IDE is also critically involved in the hydrolysis of several other disparate peptide hormones, including glucagon, amylin, and the amyloid β-protein. As such, the study of IDE inhibition is highly relevant to deciphering

  胰岛素降解酶 (IDE) 是一种人类单核 Zn 2+依赖性金属酶，被广泛认为是负责胰岛素降解的主要肽酶。尽管它的名字，IDE 也严重参与了其他几种不同的肽激素的水解，包括胰高血糖素、胰淀素和淀粉样蛋白 β-蛋白。因此，IDE 抑制的研究与破译 IDE 在 2 型糖尿病和阿尔茨海默病等疾病中的作用高度相关。IDE 抑制剂的报道很少，其中直接靶向活性位点 Zn 2+的抑制剂离子尚未完全探索。为了发现新的 IDE 锌靶向抑制剂，针对 IDE 筛选了约 350 个金属结合药效团库，从而鉴定出 1-羟基吡啶-2-硫酮 (1,2-HOPTO) 是一种有效的Zn 2+结合支架。筛选 HOPTO 化合物的集中库确定 1,2-HOPTO 的 3-磺酰胺衍生物作为 IDE 抑制剂（K i值约为 50 μM）。进一步的结构-活性关系研究产生了几种噻吩-磺酰胺 HOPTO 衍生物，它们对 IDE 具有良好的广谱活性，有可能成为未来
• [EN] [6,6] FUSED BICYCLIC HDAC8 INHIBITORS<br/>[FR] INHIBITEURS DE HDAC8 BICYCLIQUE [6,6] FUSIONNÉE
  申请人：FORMA THERAPEUTICS INC

  公开号：WO2017040963A1

  公开（公告）日：2017-03-09

  The present invention is directed to compounds of Formula I: and pharmaceutically acceptable salts, prodrugs, solvates, hydrates, tautomers, or isomers or thereof, wherein R1, R2, R2', L, X, W, Y1,Y2, Y3, and Y4 are described herein.

  本发明涉及以下式I的化合物：及其药用可接受的盐、前药、溶剂合物、水合物、互变异构体、或其同分异构体，其中R1、R2、R2'、L、X、W、Y1、Y2、Y3和Y4如本文所述。