2,6-二溴吡啶-3-甲醛 | 55304-83-1

• 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: 2,6-二溴吡啶-3-甲醛
• 中文别名: 2,6-二溴-3-甲醛
• 英文名称: 2,6-dibromopyridine-3-carbaldehyde
• 英文别名: 2,6-Dibrompyridin-3-aldehyd
• CAS: 55304-83-1
• 化学式: C₆H₃Br₂NO
• 分子量: 264.904
• InChiKey: GSFFLGODLKMVMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 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：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  储存条件：2-8°C，并需保存在惰性气体环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Dibromopyridine-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: 2,6-Dibromopyridine-3-carbaldehyde
CAS number: 55304-83-1

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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: C6H3Br2NO
Molecular weight: 264.9

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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：

  2,6-二溴吡啶-3-甲醛 在 sodium tetrahydroborate 、 乙醇 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 22.0h， 生成 ethyl 1-[(2-bromo-6-{6,6-difluoro-3-azabicyclo[3.1.0]hexan-3-yl}-pyridin-3-yl)methyl]-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  [EN] HETEROAROMATIC CARBOXAMIDE DERIVATIVES AS PLASMA KALLIKREIN INHIBITORS
  [FR] DÉRIVÉS DE CARBOXAMIDE HÉTÉROAROMATIQUES EN TANT QU'INHIBITEURS DE LA KALLICRÉINE PLASMATIQUE

  摘要：

  式(I)中的杂环芳香族羧酰胺，其中Y、R和Ar如描述和权利要求中定义，并且其药学上可接受的盐可用于治疗受血浆激肽酶抑制影响的疾病的方法。

  公开号：

  WO2021160718A1
• 作为产物：
  描述：

  2,6-二溴吡啶 、 甲酸甲酯 在 lithium diisopropyl amide 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 2,6-二溴吡啶-3-甲醛
  参考文献：
  名称：

  [EN] ANTI-INFLAMMATORY AGENTS
  [FR] AGENTS ANTI-INFLAMMATOIRES

  摘要：

  本发明涉及杂环衍生物作为抗炎药剂。本发明的化合物可用于抑制和预防炎症及相关病理，包括炎症性和自身免疫性疾病，如败血症、类风湿关节炎、炎症性肠病、1型糖尿病、哮喘、慢性阻塞性肺疾病、器官移植排斥反应、急性冠状动脉综合征和牛皮癣。

  公开号：

  WO2006021848A1

文献信息

• Synthesis of a Muscarinic Receptor Antagonist via a Diastereoselective Michael Reaction, Selective Deoxyfluorination and Aromatic Metal−Halogen Exchange Reaction
  作者：Toshiaki Mase、Ioannis N. Houpis、Atsushi Akao、Ilias Dorziotis、Khateeta Emerson、Thoa Hoang、Takehiko Iida、Takahiro Itoh、Keisuke Kamei、Shinji Kato、Yoshiaki Kato、Masashi Kawasaki、Fengrui Lang、Jaemoon Lee、Joseph Lynch、Peter Maligres、Audrey Molina、Takayuki Nemoto、Shigemitsu Okada、Robert Reamer、Jake Z. Song、David Tschaen、Toshihiro Wada、Daniel Zewge、R. P. Volante、Paul J. Reider、Koji Tomimoto

  DOI：10.1021/jo0157425

  日期：2001.10.1

  6-bromo-2-formylpyridine (26) in excellent yield. Further transformations afforded the amine fragment 3 via reductive amination with 35, Pd-catalyzed aromatic amination, and deprotection. Finally, the highly convergent synthesis of 1 was accomplished by coupling of the two fragments. This synthesis has been used to prepare multi-kilogram quantities of the bulk drug.

  描述了一种结构独特的新型M（3）拮抗剂1的有效合成。化合物1可以方便地在酰胺键上逆合成合成，以揭示酸部分2和胺片段3。关键中间体2的合成通过ZnCl（2）-MAEP配合物19催化的二氧戊环7与2-的非对映选择性Michael反应突出显示。环戊烯-1-一（5）建立连续的四级-三级手性中心，然后在催化性BF（3）.OEt（2）的存在下，使用Deoxofluor建立酮17的二元双氟化。胺部分3的合成突出了一种新型的n-Bu（3）MgLi镁-卤素交换反应，用于2,6-二溴吡啶的选择性官能化。这种新的实用的金属化方案消除了低温条件，并用DMF淬灭后，以极好的收率得到6-溴-2-甲酰基吡啶（26）。进一步的转化通过35的还原胺化，Pd催化的芳族胺化和脱保护得到胺片段3。最后，通过两个片段的偶联完成了1的高度收敛合成。该合成已用于制备多千克量的原料药。
• [EN] HETEROAROMATIC CARBOXAMIDE DERIVATIVES AS PLASMA KALLIKREIN INHIBITORS<br/>[FR] DÉRIVÉS DE CARBOXAMIDE HÉTÉROAROMATIQUES UTILISÉS EN TANT QU'INHIBITEURS DE LA KALLICRÉINE PLASMATIQUE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2021160716A1

  公开（公告）日：2021-08-19

  Heteroaromatic carboxamides of formula (I), wherein R, R1, A1, A2, L1, and L2 are as defined in the description and the claims, and pharmaceutically acceptable salts thereof can be used in methods for the treatment of diseases which can be influenced by inhibition of plasma kallikrein.

  式(I)的杂环芳基羧酰胺，其中R、R1、A1、A2、L1和L2如描述和权利要求中定义，并且其药用盐可用于治疗可能受血浆激肽原酶抑制影响的疾病的方法。
• Nitrogenated fused ring derivative, pharmaceutical composition comprising the same, and use of the same for medical purposes
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：US08217069B2

  公开（公告）日：2012-07-10

  [Purpose] The present invention provides compounds useful as agents for the prevention or treatment of a sex hormone-dependent disease or the like. [Solution] The present invention provides nitrogen-containing fused ring derivatives represented by the following general formula (I) which has a GnRH antagonistic activity, prodrugs, salts, pharmaceutical compositions containing the same, medicinal uses thereof and the like. In the formula (I), rings A and B are independently aryl or heteroaryl; RA and RB are independently halogen, cyano, alkyl, alkylsulfonyl, —OW1, —SW1, —COW2, —NW3W4, —SO2NW3W4, aryl, etc.; RC is H or alkyl; E is oxygen atom, etc.; U is single bond or alkylene; and X is Y, —CO—Y, —SO2—Y, —S-(alkylene)-Y, —O-(alkylene)-Y, —SO2-(alkylene)-Y, etc.; Y is Z or amino, etc.; and Z is cycloalkyl, heterocycloalkyl, aryl, heteroaryl, etc.

  [目的] 本发明提供一种化合物，可用作预防或治疗性激素依赖性疾病或类似疾病的药物。 [解决方案] 本发明提供一种氮杂环融合衍生物，其表示为以下通式（I），具有GnRH拮抗活性，包括前药、盐、含有该化合物的制药组合物、药用用途等。 在式（I）中，环A和环B分别是芳基或杂芳基；RA和RB分别是卤素、氰基、烷基、烷基磺酰基、—OW1、—SW1、—COW2、—NW3W4、—SO2NW3W4、芳基等；RC是氢或烷基；E是氧原子等；U是单键或烷基；X是Y、—CO—Y、—SO2—Y、—S-（烷基）-Y、—O-（烷基）-Y、—SO2-（烷基）-Y等；Y是Z或氨基等；Z是环烷基、杂环烷基、芳基、杂芳基等。
• N-PHENYL HYDRAZIDES AS MODULATORS OF THE GHRELIN RECEPTOR
  申请人：Bernasconi Giovanni

  公开号：US20100286152A1

  公开（公告）日：2010-11-11

  The present invention relates to novel compounds of formula (I) or a pharmaceutically acceptable salt or solvate thereof,

  本发明涉及公式（I）的新化合物或其药学上可接受的盐或溶剂。
• Heterocyclic inhibitors of p38
  申请人：Vertex Pharmceuticals Incorporated

  公开号：EP2062879A1

  公开（公告）日：2009-05-27

  The present invention relates to inhibitors of p38, a mammalian protein kinase involved in cell proliferation, cell death and response to extracellular stimuli. The invention also relates to methods for producing these inhibitors. The invention also provides pharmaceutical compositions comprising the inhibitors of the invention and methods of utilizing those compositions in the treatment and prevention of various disorders.

  本发明涉及 p38 抑制剂，p38 是一种哺乳动物蛋白激酶，参与细胞增殖、细胞死亡和对细胞外刺激的反应。本发明还涉及生产这些抑制剂的方法。本发明还提供了包含本发明抑制剂的药物组合物以及利用这些组合物治疗和预防各种疾病的方法。