5-甲氧基吡啶-2-甲醛 | 22187-96-8

• 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-甲氧基吡啶-2-甲醛
• 中文别名: 5-甲氧基吡啶甲醛；5-甲氧基吡啶-2-醛
• 英文名称: 5-methoxypicolinaldehyde
• 英文别名: 5-methoxypyridine-2-carbaldehyde；5-methoxy-2-pyridinecarbaldehyde；5-methoxy-2-pyridinecarboxaldehyde
• CAS: 22187-96-8
• 化学式: C₇H₇NO₂
• mdl: MFCD08234867
• 分子量: 137.138
• InChiKey: CTYUCLSCBVSTAA-UHFFFAOYSA-N

物化性质

• 沸点：
  248.4±20.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 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：
  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: 5-Methoxypicolinaldehyde
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: 5-Methoxypicolinaldehyde
CAS number: 22187-96-8

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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: C7H7NO2
Molecular weight: 137.1

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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.

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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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  5-甲氧基-2-甲基吡啶	5-methoxy-2-picoline	55270-47-8	C7H9NO	123.155
  5-甲氧基吡啶-2-甲醇	(5-methoxypyridin-2-yl)methanol	127978-70-5	C7H9NO2	139.154
  2-甲基-5-甲氧基吡啶氮氧化物	5-methoxy-2-methylpyridine-1-oxide	35392-66-6	C7H9NO2	139.154
  3-羟基-6-甲基吡啶	5-Hydroxy-2-methylpyridine	1121-78-4	C6H7NO	109.128
  ——	2-acetoxymethyl-5-methoxypyridine	75342-32-4	C9H11NO3	181.191

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  5-甲氧基吡啶-2-甲醇	(5-methoxypyridin-2-yl)methanol	127978-70-5	C7H9NO2	139.154
  5-甲氧基-2-吡啶甲胺	(5-methoxypyridin-2-yl)methanamine	905306-69-6	C7H10N2O	138.169
  2-(5-甲氧基吡啶-2-基)乙胺	2-(5-methoxypyridin-2-yl)ethan-1-amine	1060801-81-1	C8H12N2O	152.196
  ——	2-(buta-1,3-dien-1-yl)-5-methoxypyridine	——	C10H11NO	161.203
  ——	1-(5-Methoxypyridin-2-yl)-N-(trimethylsilyl)methanimine	648415-01-4	C10H16N2OSi	208.335
  ——	1-(5-methoxypyridin-2-yl)ethan-1-ol	181820-65-5	C8H11NO2	153.181
  ——	(1R)-1-(5-methoxypyridin-2-yl)ethanamine	——	C8H12N2O	152.196

反应信息

• 作为反应物：
  描述：

  5-甲氧基吡啶-2-甲醛 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-amino-1-(5-methoxypyridin-2-yl)-2-oxoethyl methanesulfonate
  参考文献：
  名称：

  [EN] SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1
  [FR] PYRIDINES SUBSTITUÉES EN TANT QU'INHIBITEURS DE DNMT1

  摘要：

  该发明涉及取代吡啶衍生物。具体而言，该发明涉及符合以下式（Iar）的化合物：（Iar）其中Yar、X1ar、X2ar、R1ar、R2ar、R3ar、R4ar和R5ar如本文所定义；或其药学上可接受的盐或前药。该发明的化合物是DNMT1的选择性抑制剂，可用于治疗癌症、癌前综合征、β血红蛋白病、镰状细胞病、镰状细胞贫血、β地中海贫血以及与DNMT1抑制相关的疾病。因此，该发明进一步涉及包含该发明化合物的药物组合物。该发明还进一步涉及使用该发明化合物或包含该发明化合物的药物组合物抑制DNMT1活性和治疗相关疾病的方法。

  公开号：

  WO2017216726A1
• 作为产物：
  描述：

  3-羟基-6-甲基吡啶 在 manganase dioxide 、 双氧水 、 sodium hydride 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.5h， 生成 5-甲氧基吡啶-2-甲醛
  参考文献：
  名称：

  α-吡啶酮及其衍生物的制备及其抗氧化活性。

  摘要：

  着眼于作为新型抗氧化烯二醇的先导化合物的α-吡啶酮（1,2-二（2-吡啶基）-1,2-乙二醇），我们合成了5,5'-或6,6'-bis-来自二取代吡啶的1的取代衍生物。通过清除DPPH（1,1-二苯基-2-吡啶基肼基自由基）和抑制脂质过氧化作用来评估1及其合成衍生物2-7的抗氧化活性。在DPPH分析中，1表现出比抗坏血酸强的活性，而5,5'-二甲基-（5）或5,5'-二甲氧基取代的衍生物（6）表现出比1更强的活性。 α-吡啶酮类化合物的活性与其氧化电位相关，因此与烯二醇的电子密度相关。图5和图6有效抑制大鼠肝微粒体/叔丁基氢过氧化物系统中的脂质过氧化。所以，

  DOI：

  10.1016/j.bmc.2005.07.065

文献信息

• [EN] 1H-PYRAZOLO[4,3-B]PYRIDINES AS PDE1 INHIBITORS<br/>[FR] 1H-PYRAZOLO [4,3-B] PYRIDINES EN TANT QU'INHIBITEURS DE PDE1
  申请人：H LUNDBECK AS

  公开号：WO2018007249A1

  公开（公告）日：2018-01-11

  The present invention provides 1H-pyrazolo[4,3-b]pyridin-7-amines of formula (I) as PDE1 inhibitors and their use as a medicament, in particular for the treatment of neurodegenerative disorders and psychiatric disorders.

  本发明提供了式(I)的1H-吡唑并[4,3-b]吡啶-7-胺作为PDE1抑制剂，并将其用作药物，特别用于治疗神经退行性疾病和精神疾病。
• 1H-PYRAZOLO[4,3-B]PYRIDINES AS PDE1 INHIBITORS
  申请人：H. Lundbeck A/S

  公开号：US20190194189A1

  公开（公告）日：2019-06-27

  The present invention provides 1H-pyrazolo[4,3-b]pyridines of formula (I) as PDE1 inhibitors and their use as a medicament, in particular for the treatment of neurodegenerative disorders and psychiatric disorders.

  本发明提供了式(I)的1H-吡唑并[4,3-b]吡啶类化合物作为PDE1抑制剂，并将其用作药物，特别用于治疗神经退行性疾病和精神疾病。
• Synthesis and anti-diabetic activity evaluation of phosphonates containing thiazolidinedione moiety
  作者：Bogiri Sujatha、Subramanyam Chennamsetty、Venkataramaiah Chintha、Rajendra Wudayagiri、Kammela Prasada Rao

  DOI：10.1080/10426507.2020.1737061

  日期：2020.7.2

  −7.6 Kcal/mol) with the target gene, PPAR γ than the reference drug, Rosiglitazone (−7.4 Kcal/mol). In vitro anti-diabetic activity of the title compounds was also screened by standard α-amylase inhibition assay. Some of the tested compounds proved to possess promising activity when compared with the reference drug. Graphical Abstract

  摘要 以良好的收率合成了一系列含有噻唑烷二酮部分的取代膦酸酯。所有合成化合物的结构均通过 NMR（31P、1H 和 13C）和红外光谱、质谱和 C、H、N 元素分析证实。还进行了计算机分子对接研究，以评估它们在抗人 PPAR γ 蛋白配体上的相互作用和结合模式的抗糖尿病活性。从对接结果确定化合物(Z)-二甲基5-(3-硝基苯亚甲基)-2,4-二氧噻唑烷-3-基膦酸酯(7a)、(Z)-二甲基5-(3-氯-4 -氟苯亚甲基)-2,4-二氧噻唑烷-3-基膦酸酯 (7f), (Z)-二甲基 5-(2,4-二氯苯亚甲基)-2,4-二氧噻唑烷-3-基膦酸酯 (7e) 和 (Z)-二甲基5-((5-甲氧基吡啶-2-基)亚甲基)-2，4-dioxothiazolidin-3-ylphosphonate (7j) 与目标基因 PPAR γ 的结合能（-7.8、-7.6、-7.5 和 -7.6 Kcal/mol）比参考药物罗格列酮（-7
• Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity
  作者：Tian Du、Biwen Wang、Chao Wang、Jianliang Xiao、Weijun Tang

  DOI：10.1016/j.cclet.2020.09.011

  日期：2021.3

  achiral electron-rich mono-phosphine ligand, catalyzes efficient asymmetric hydrogenation of a wide range of aryl ketones, affording chiral alcohols with high yields and moderate to excellent enantioselectivities (29 examples, up to 93% ee). Notably, the achiral mono-phosphine ligand shows a remarkable effect on the enantioselectivity of the reaction.

  手性钴夹钳配合物，与非手性富电子的单膦配体结合，可催化多种芳基酮的有效不对称氢化，提供高收率和中等至优异对映选择性的手性醇（29例，最高93％ee）。值得注意的是，非手性单膦配体对反应的对映选择性表现出显着的影响。
• [EN] AUTOTAXIN INHIBITORS COMPRISING A HETEROAROMATIC RING-BENZYL-AMIDE-CYCLE CORE<br/>[FR] INHIBITEURS DE L'AUTOTAXINE CONTENANT UN NOYAU À CYCLE BENZYLE-AMIDE CYCLIQUE HÉTÉROAROMATIQUE
  申请人：NOVARTIS AG

  公开号：WO2015008230A1

  公开（公告）日：2015-01-22

  The present invention relates to novel compounds that are autotaxin inhibitors, processes for their preparation, pharmaceutical compositions and medicaments containing them and to their use in diseases and disorders mediated by autotaxin.

  本发明涉及新型化合物，这些化合物是自体磷脂酶抑制剂，涉及它们的制备方法，含有它们的药物组合物和药物，以及它们在由自体磷脂酶介导的疾病和紊乱中的应用。