2-吡咯烷-1-异烟腈 | 127680-87-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-吡咯烷-1-异烟腈
• 英文名称: 2-Pyrrolidin-1-yl-isonicotinonitrile
• 英文别名: 2-(Pyrrolidin-1-yl)isonicotinonitrile；2-pyrrolidin-1-ylpyridine-4-carbonitrile
• CAS: 127680-87-9
• 化学式: C₁₀H₁₁N₃
• mdl: MFCD08435908
• 分子量: 173.217
• InChiKey: POKSKCURNRHWPZ-UHFFFAOYSA-N

物化性质

• 熔点：
  79 °C
• 沸点：
  328.7±27.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Pyrrolidinoisonicotinonitrile
Synonyms: 2-(Pyrrolidin-1-yl)pyridine-4-carbonitrile

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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-Pyrrolidinoisonicotinonitrile
CAS number: 127680-87-9

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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: C10H11N3
Molecular weight: 173.2

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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：

  异氰酸叔丁酯 、 2-吡咯烷-1-异烟腈 在 水 、 四乙基对甲苯磺酸铵 作用下， 以 乙腈 为溶剂， 以54 %的产率得到2-(2-oxopyrrolidin-1-yl)isonicotinonitrile
  参考文献：
  名称：

  N-芳基活化叔胺的电化学 α-官能化

  摘要：

  许多适当取代的吡啶基或苯基用作胺的电化学氧化的特别有利的活化基序。这些基团为跨众多活化基团和胺支架的叔胺电化学α-官能化提供了一种通用、温和的方法。值得注意的是，该方法适应了前所未有的亲核试剂类别，允许将不同的官能团引入易于制备的胺底物中。然后通过不对称双功能化、N-吡啶胺与其他活性胺的位点选择性功能化、ivosidenib 的正式合成以及 FDA 批准的药物或天然产物底物的多样化的应用来证明该方法的实用性。

  DOI：

  10.1002/adsc.202400720
• 作为产物：
  描述：

  四氢吡咯 、 吡啶-2,4-二腈 、 乙腈 生成 2-吡咯烷-1-异烟腈
  参考文献：
  名称：

  BERNARDI, ROSANNA;CARONNA, TULLIO;MORROCCHI, SERGIO;URSINI, MAURIZIO;VITT+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 97-100

  摘要：

  DOI：

文献信息

• [EN] 1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS<br/>[FR] DÉRIVÉS D'AZÉTIDINE OU DE CYCLOBUTANE 1,3-DISUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA PROSTAGLANDINE D SYNTHASE HÉMATOPOÏÉTIQUE (H-PGDS)
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018069863A1

  公开（公告）日：2018-04-19

  A compound of formula (I), wherein R, R1, R2, R3, Y, Y1, a, X, and Z are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne Muscular Dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  式（I）的化合物，其中R、R1、R2、R3、Y、Y1、a、X和Z的定义如本文所述。本发明的化合物是造血前列腺素D合成酶（H-PGDS）的抑制剂，可用于治疗杜兴氏肌肉萎缩症。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制H-PGDS活性和治疗相关疾病的方法。
• A study of the photochemically induced reaction of pyridine-2,4-dicarbonitrile with primary and secondary amines. A direct synthesis of aminocyano-pyridines
  作者：Rosanna Bernardi、Tullio Caronna、Sergio Morrocchi、Maurizio Ursini、Bruno M. Vittimberga

  DOI：10.1039/p19900000097

  日期：——

  A novel synthesis of alkylaminopyridinecarbonitriles by a photoinitiated substitution reaction between pyridine-2,4-dicarbonitrile and certain amines is described. The mechanism is discussed.

  描述了通过吡啶-2，4-二甲腈和某些胺之间的光引发的取代反应的烷基氨基吡啶甲腈的新颖合成。讨论了该机制。
• Bernardi, Rosanna; Caronna, Tullio; Poggi, Gabriella, Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 903 - 908
  作者：Bernardi, Rosanna、Caronna, Tullio、Poggi, Gabriella、Vittimberga, Bruno M.

  DOI：——

  日期：——
• BERNARDI, ROSANNA;CARONNA, TULLIO;MORROCCHI, SERGIO;URSINI, MAURIZIO;VITT+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 97-100
  作者：BERNARDI, ROSANNA、CARONNA, TULLIO、MORROCCHI, SERGIO、URSINI, MAURIZIO、VITT+

  DOI：——

  日期：——
• 10.1002/adsc.202400720
  作者：Wang, Feijun、Frankowski, Kevin J.

  DOI：10.1002/adsc.202400720

  日期：——

  Numerous appropriately substituted pyridyl or phenyl groups serve as a particularly advantageous activation motif for the electrochemical oxidation of amines. Such groups enable a general, mild method for the electrochemical α‐functionalization of tertiary amines across numerous activating groups and amine scaffolds. Notably, the method accommodates an unprecedented range of nucleophile classes, allowing

  许多适当取代的吡啶基或苯基用作胺的电化学氧化的特别有利的活化基序。这些基团为跨众多活化基团和胺支架的叔胺电化学α-官能化提供了一种通用、温和的方法。值得注意的是，该方法适应了前所未有的亲核试剂类别，允许将不同的官能团引入易于制备的胺底物中。然后通过不对称双功能化、N-吡啶胺与其他活性胺的位点选择性功能化、ivosidenib 的正式合成以及 FDA 批准的药物或天然产物底物的多样化的应用来证明该方法的实用性。