5-溴吡啶甲酸叔丁酯 | 845306-08-3

• 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-溴吡啶甲酸叔丁酯
• 中文别名: 5-溴吡啶-2-羧酸叔丁酯；5-溴吡啶-2-甲酸叔丁酯
• 英文名称: tert-butyl 5-bromopicolinate
• 英文别名: tert-butyl 5-bromopyridine-2-carboxylate
• CAS: 845306-08-3
• 化学式: C₁₀H₁₂BrNO₂
• 分子量: 258.115
• InChiKey: GBAJDPJECJPPSP-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94
• 沸点：
  318℃
• 密度：
  1.385
• 闪点：
  146℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 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：
  请保持冷静。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: t-Butyl 5-bromopicolinate
Synonyms: t-Butyl 5-bromo-2-pyridinecarboxylate

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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: t-Butyl 5-bromopicolinate
CAS number: 845306-08-3

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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: C10H12BrNO2
Molecular weight: 258.1

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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-溴吡啶甲酸叔丁酯 在 四(三苯基膦)钯 盐酸 、 sodium carbonate 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N-((2',3-dimethyl-2,4'-bipyridin-5-yl)methyl)-5-(pyrazin-2-yl)picolinamide
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR MODULATING THE WNT SIGNALING PATHWAY
  [FR] COMPOSITIONS ET PROCÉDÉS POUR MODULER LA VOIE DE SIGNALISATION WNT

  摘要：

  本发明涉及用具有Formula（1）和（3）的化合物调节Wnt信号通路的组合物和方法：其中A、B、Y和Z均代表环，R1、R2、R3如本文所定义。

  公开号：

  WO2012003189A1
• 作为产物：
  描述：

  5-溴-2-吡啶羧酸 在 4-二甲氨基吡啶 作用下， 以 叔丁醇 为溶剂， 生成 5-溴吡啶甲酸叔丁酯
  参考文献：
  名称：

  ANDROGEN RECEPTOR MODULATING CARBOXAMIDES

  摘要：

  式(I)或(II)的化合物 其中R x ，R z ，R 9 ，R 10 ，R 14 ，R 14 ′，R 15 ，R 15 ′，A和B如权利要求中所定义，并且其药学上可接受的盐和酯已被披露。这些化合物具有作为组织选择性雄激素受体调节剂（SARM）的效用，并且在治疗前列腺癌和其他依赖于AR的疾病和病症中，需要AR拮抗作用时可用作药物。

  公开号：

  US20140094474A1

文献信息

• [EN] ANDROGEN RECEPTOR MODULATING CARBOXAMIDES<br/>[FR] CARBOXAMIDES MODULANT LES RÉCEPTEURS D'ANDROGÈNES
  申请人：ORION CORP

  公开号：WO2012143599A1

  公开（公告）日：2012-10-26

  Compounds of formula (I) wherein Rx, Rz, R9, R10, R14, R14', R15, R15', A and B are as defined in the claims and pharmaceutically acceptable salts and esters thereof, are disclosed. The compounds possess utility as tissue-selective androgen receptor modulators (SARM) and are particularly useful as medicaments in the treatment of prostate cancer and other AR dependent conditions and diseases where AR antagonism is desired.

  公式（I）中的化合物，其中Rx、Rz、R9、R10、R14、R14'、R15、R15'、A和B的定义如索赔中所述，并且其药学上可接受的盐和酯已被披露。这些化合物具有作为组织选择性雄激素受体调节剂（SARM）的效用，并且在治疗前列腺癌和其他依赖于雄激素受体的疾病和病症中特别有用，其中需要AR拮抗作用。
• [EN] MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] MODULATEURS DE LA VOIE DE RÉPONSE INTÉGRÉE AU STRESS
  申请人：CALICO LIFE SCIENCES

  公开号：WO2017193063A1

  公开（公告）日：2017-11-09

  Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾患和症状的化合物、组合物和方法。
• [EN] SUBSTITUTED 1,5-NAPHTHYRIDINES OR QUINOLINES AS ALK5 INHIBITORS<br/>[FR] 1,5-NAPHTYRIDINES OU QUINOLÉINES SUBSTITUÉES EN TANT QU'INHIBITEURS D'ALK5
  申请人：THERAVANCE BIOPHARMA R&D IP LLC

  公开号：WO2021102468A1

  公开（公告）日：2021-05-27

  The present disclosure provides inhibitors of activin receptor-like kinase 5 (ALK5). Also disclosed are methods to modulate the activity of ALK5 and methods of treatment of disorders mediated by ALK5.

  本公开提供了激活素受体样激酶5（ALK5）的抑制剂。还公开了调节ALK5活性的方法和通过ALK5介导的疾病的治疗方法。
• Picolinic acids as β-exosite inhibitors of botulinum neurotoxin A light chain
  作者：Paul T. Bremer、Song Xue、Kim D. Janda

  DOI：10.1039/c6cc06749b

  日期：——

  A series of novel substituted picolinic acids demonstrated low micromolar inhibition of botulinum neurotoxin A light chain at the β-exosite.

  一系列新型取代吡啶甲酸在β-外位点表现出对肉毒杆菌A型神经毒素轻链的低微摩尔抑制作用。
• Discovery of N-ethylpyridine-2-carboxamide derivatives as a novel scaffold for orally active γ-secretase modulators
  作者：Ryuichi Sekioka、Shugo Honda、Eriko Honjo、Takayuki Suzuki、Hiroki Akashiba、Yasuyuki Mitani、Shingo Yamasaki

  DOI：10.1016/j.bmc.2019.115132

  日期：2020.1

  levels. Here we report the discovery of orally active N-ethylpyridine-2-carboxamide derivatives as GSMs. The isoindolinone moiety of 5-[8-(benzyloxy)-2-methylimidazo[1,2-a]pyridin-3-yl]-2-ethyl-2,3-dihydro-1H-isoindol-1-one hydrogen chloride (1a) was replaced with a picolinamide moiety. Optimization of the benzyl group significantly improved GSM activity and mouse microsomal stability. 5-8-[([1,1'-

  γ-分泌酶调节剂（GSMs）是有前途的疾病治疗药物，可用于治疗阿尔茨海默氏病，因为它们可以选择性地降低致病性淀粉样β42（Aβ42）的水平。在这里，我们报告发现作为GSM的口服活性N-乙基吡啶-2-羧酰胺衍生物的发现。5- [8-（苄氧基）-2-甲基咪唑并[1,2-a]吡啶-3-基] -2-乙基-2,3-二氢-1H-异吲哚-1-酮氯化氢的异吲哚啉酮部分（用吡啶甲酸酰胺部分代替1a）。苄基的优化显着改善了GSM活性和小鼠微粒体的稳定性。5- 8-[（[[1,1'-联苯] -4-基）甲氧基] -2-甲基咪唑并[1,2-a]吡啶-3-基} -N-乙基吡啶-2-甲酰胺氯化氢（ 1v）在不抑制CYP3A4的情况下，在培养细胞中有效降低Aβ42水平，IC50值为0.091 µM。而且，