2-甲氨基-3-氰基吡啶 | 52583-87-6

• 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-甲氨基-3-氰基吡啶
• 中文别名: 2-(甲基氨基)烟腈
• 英文名称: 2-(methylamino)-nicotinonitrile
• 英文别名: 2-(Methylamino)nicotinonitrile；2-(methylamino)pyridine-3-carbonitrile
• CAS: 52583-87-6
• 化学式: C₇H₇N₃
• mdl: MFCD08689752
• 分子量: 133.153
• InChiKey: AGZQPTBBDDQFKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  85-87

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  48.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Methylamino)-3-cyanopyridine
Synonyms: 2-(Methylamino)nicotinonitrile

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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-(Methylamino)-3-cyanopyridine
CAS number: 52583-87-6

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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: C7H7N3
Molecular weight: 133.2

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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

反应信息

• 作为反应物：
  描述：

  2-甲氨基-3-氰基吡啶 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3-(氨基甲基)-N-甲基-2-吡啶胺
  参考文献：
  名称：

  Pyrido[2,3-d]pyrimidinone and imidazo[4,5-b]pyrimidinone

  摘要：

  本发明涉及用于增加人类或其他动物心肌张力的化合物以及包括这些化合物的药物组合物。这些化合物具有一般结构##STR1##其中：A为##STR2##，R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.8、R.sub.10、R.sub.11、R.sub.12、R.sub.14、R.sub.15、R.sub.16、R.sub.17、R.sub.18、R.sub.19、R.sub.20、R.sub.21、R.sub.22、R.sub.23和R.sub.24为H、1-4碳原子的低碳烷基、苯基、取代苯基、苯基1-4碳原子的低碳烷基或取代苯基1-4碳原子的低碳烷基；其中取代苯基基团被1个或多个低碳烷基、低烷氧基、氨基、低碳烷基氨基、低碳烷基巯基、羟基、羟基低碳烷基、乙酰氧基、苄氧基、苯氧基、低碳烷基磺酰基或低碳烷基磺基取代；R.sub.13为H、1-4碳原子的低碳烷基、1-4碳原子的烷氧基低碳烷基、1-5碳原子的羟基低碳烷基、氨基、氨基甲酰基、氰基、1-4碳原子的低碳烷基甲酰基、甲酰基、1-4碳原子的氨基烷基、羧基、羰基氧基、或四唑基；R.sub.3和R.sub.4可以一起形成=O；R.sub.16和R.sub.17可以一起形成碳-碳键；n为0或1；O为0或1。

  公开号：

  US04859672A1
• 作为产物：
  描述：

  N-甲基乙酰胺 、 2-氯-3-氰基吡啶 反应 28.0h， 以50%的产率得到2-甲氨基-3-氰基吡啶
  参考文献：
  名称：

  A simple synthesis of aminopyridines: use of amides as amine source

  摘要：

  A transition metal/microwave irradiation (or base) free synthesis of aminopyridines has been accomplished via C-N bond forming reaction between chloropyridine and a variety of simple amides under refluxing conditions.

  DOI：

  10.1590/s0103-50532010000800005

文献信息

• TRIAZOLE ANTIMICROBIAL DERIVATIVE, PHARMACEUTICAL COMPOSITION AND USE THEREOF
  申请人：WUHAN LL SCIENCE AND TECHNOLOG DEVELOPMENT CO.,LTD.

  公开号：US20190382375A1

  公开（公告）日：2019-12-19

  The present disclosure provides a triazole antibacterial derivative and a pharmaceutical composition thereof and a use thereof and in particular relates to a compound represented by the following formula (I), and a racemate, a stereoisomer, a tautomer, an oxynitride or a pharmaceutically acceptable salt thereof: The compound of the present disclosure has a desirable water solubility and can be formulated into an injection for use without adding a cosolvent having a potential safety risk (such as hydroxypropyl-β-cyclodextrin, sulfobutylether-β-cyclodextrin, and the like), facilitating drug administration for patients, and greatly improving clinical safety. The drug can be used even by patients with moderate or severe renal impairment, thereby expanding the application scope of the drug.

  本公开提供了一种三唑类抗菌衍生物及其药物组合物和使用方法，特别涉及以下式(I)所代表的化合物，以及其外消旋体、立体异构体、互变异构体、氧氮化物或药学上可接受的盐： 本公开的化合物具有良好的水溶性，可以制成注射剂，无需添加潜在安全风险的共溶剂（如羟丙基-β-环糊精、磺丁基醚-β-环糊精等），有助于患者用药，极大地提高了临床安全性。该药物甚至可以供中度或重度肾功能损害的患者使用，从而扩大了药物的应用范围。
• Posaconazole derivative, pharmaceutical composition and use thereof
  申请人：WUHAN LL SCIENCE AND TECHNOLOGY DEVELOPMENT CO., LTD.

  公开号：US10517867B2

  公开（公告）日：2019-12-31

  The present disclosure provides a posaconazole derivative, a pharmaceutical composition and use thereof, which specifically include a compound represented by the following formula (I), a racemate, stereoisomer, tautomer, oxynitride, or a pharmaceutically acceptable salt thereof: The compounds of the present disclosure have strong antifungal activity, high safety, and good water solubility, without the need for the addition of a cosolvent (such as hydroxypropyl-β-cyclodextrin, sulfobutyl ether-β-cyclodextrin, and the like) with potential safety risks. Furthermore, the formulation process of the compound could have less difficulty and less cost, and therefore can be used to prepare improved antifungal drugs.

  本公开提供一种泊沙康唑衍生物、药物组合物及其用途，具体包括下式（I）所代表的化合物，其外消旋体、立体异构体、互变异构体、氧氮化物或其药学上可接受的盐： 本公开的化合物具有强大的抗真菌活性、高安全性和良好的水溶性，无需添加共溶剂（如羟丙基-β-环糊精、磺基丁醚-β-环糊精等），避免潜在的安全风险。此外，该化合物的配方过程可能更加简单且成本更低，因此可用于制备改良的抗真菌药物。
• Amidinyl Radical Formation through Anodic N−H Bond Cleavage and Its Application in Aromatic C−H Bond Functionalization
  作者：Huai-Bo Zhao、Zhong-Wei Hou、Zhan-Jiang Liu、Ze-Feng Zhou、Jinshuai Song、Hai-Chao Xu

  DOI：10.1002/anie.201610715

  日期：2017.1.9

  sustainable approach to access amidinyl radical intermediates through the anodic cleavage of N−H bonds. The resulting nitrogen‐centered radicals undergo cyclizations with (hetero)arenes, followed by rearomatization, to afford functionalized tetracyclic benzimidazoles in a highly straightforward and efficient manner. This metal‐ and reagent‐free C−H/N−H cross‐coupling reaction exhibits a broad substrate

  我们在此报告了一种原子经济且可持续的方法，可通过N-H键的阳极裂解来获得a基自由基中间体。生成的以氮为中心的自由基经过（杂）芳烃环化，然后重新芳构化，从而以非常直接和有效的方式提供官能化的四环苯并咪唑。这种无金属和无试剂的CH / NH交叉偶联反应具有广泛的底物范围，并具有很高的化学选择性。
• 2-Oxo-1,8-naphthyridine-3-carboxylic acid derivatives with potent gastric antisecretory properties
  作者：Arthur A. Santilli、Anthony C. Scotese、Raymond F. Bauer、Stanley C. Bell

  DOI：10.1021/jm00395a015

  日期：1987.12

  The syntheses of 2-oxo-1,8-naphthyridine-3-carboxylic acid derivatives having potent gastric antisecretory properties in the pyloric-ligated (Shay) rat model are described. Two of the more potent compounds tested that were selected for more detailed dose-response evaluation were 4-amino-1-ethyl-1,2-dihydro-2-oxonaphthyridine-3-carboxylic acid ethyl ester (35) and 1-ethyl-1,2-dihydro-7-methyl-4-(4-

  描述了在幽门结扎的（Shay）大鼠模型中具有有效的胃抗分泌特性的2-氧代-1,8-萘啶-3-羧酸衍生物的合成。选择进行更详细的剂量反应评估的测试的更有效的化合物中的两个是4-氨基-1-乙基-1,2-二氢-2-氧杂萘啶-3-羧酸乙酯（35）和1-乙基- 1,2-二氢-7-甲基-4-（4-甲基-1-哌嗪基）-2-氧代-1,8-萘啶-3-羧酸乙酯（77）。这些化合物以剂量相关的方式降低了大鼠的总酸输出。在大鼠中测试时，两种化合物均比西咪替丁更有效。35和77均表现出对Pavlov袋式清醒犬的食物刺激的酸分泌的抑制活性。该系列的作用机理尚不清楚。描述了结构-活性关系的细节。
• [EN] 5-(3-AMINOPHENYL)-5-ALKYL-5,6-DIHYDRO-2H-[1,4]OXAZIN-3-AMINE DERIVATIVES<br/>[FR] DÉRIVÉS DE 5-(3-AMINOPHÉNYL)-5-ALKYL-5,6-DIHYDRO-2H-[1,4]OXAZIN-3-AMINE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2013083556A1

  公开（公告）日：2013-06-13

  The present invention relates to novel 5-(3-aminophenyl)-5-alkyl-5,6-dihydro- 2H-[1,4]oxazin-3-amine derivatives as inhibitors of beta-secretase, also known as beta- site amyloid cleaving enzyme, BACE, BACE 1, Asp2, or memapsin2. The invention is also directed to pharmaceutical compositions comprising such compounds, to processes for preparing such compounds and compositions, and to the use of such compounds and compositions for the prevention and treatment of disorders in which beta-secretase is involved, such as Alzheimer's disease (AD), mild cognitive impairment, senility, dementia, dementia with Lewy bodies, cerebral amyloid angiopathy, multi-infarct dementia, Down's syndrome, dementia associated with stroke, dementia associated with Parkinson's disease and dementia associated with beta-amyloid. (Formula I)

  本发明涉及一种新型的5-(3-氨基苯基)-5-烷基-5,6-二氢-2H-[1,4]噁嗪-3-胺衍生物，作为β-分泌酶抑制剂，也被称为β-位点淀粉样蛋白裂解酶、BACE、BACE 1、Asp2或memapsin2。该发明还涉及包含这些化合物的药物组合物，用于制备这些化合物和组合物的工艺，以及利用这些化合物和组合物预防和治疗涉及β-分泌酶的疾病，如阿尔茨海默病（AD）、轻度认知障碍、老年痴呆、带有Lewy小体的痴呆、脑淀粉样脉管病、多梗塞性痴呆、唐氏综合征、与中风相关的痴呆、与帕金森病相关的痴呆以及与β-淀粉样蛋白相关的痴呆等疾病的治疗和预防。（化学式I）