(四氢吡喃-4-亚基)乙腈 | 204651-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: (四氢吡喃-4-亚基)乙腈
• 英文名称: 2-(dihydro-2H-pyran-4(3H)-ylidene)acetonitrile
• 英文别名: 2-(tetrahydro-4H-pyran-4-ylidene)acetonitrile；2-(oxan-4-ylidene)acetonitrile
• CAS: 204651-40-1
• 化学式: C₇H₉NO
• 分子量: 123.155
• InChiKey: XITDIIYCZBJKTM-UHFFFAOYSA-N

物化性质

• 沸点：
  246.3±33.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2932999099
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  3439
• 危险性描述：
  H301,H311,H331

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (Tetrahydropyran-4-ylidene)acetonitrile
Synonyms: 4-(Cyanomethylene)tetrahydropyran; 2-(2H-pyran-4(3H,5H,6H)-ylidene)acetonitrile

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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: (Tetrahydropyran-4-ylidene)acetonitrile
CAS number: 204651-40-1

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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.
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: C7H9NO
Molecular weight: 123.2

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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：

  (四氢吡喃-4-亚基)乙腈 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以100%的产率得到4-氰基甲基四氢吡喃
  参考文献：
  名称：

  Thieno [2,3- d ]嘧啶支架是多巴胺D 2受体的新型负变构调节剂。

  摘要：

  最近，通过虚拟配体筛选鉴定了D 2样多巴胺受体1的新型负变构调节剂（NAM）。该配体包含在已知的多巴胺能配体中不具有的噻吩并[2,3- d ]嘧啶骨架。在此，我们提供了针对1的变构作用模式的药理学验证，表明这是多巴胺功效的NAM，并确定了这种变构的结构决定因素。我们发现关键的结构部分对于功能亲和力和负的协同作用很重要，而硫代嘧啶在5和6位的功能化导致类似物具有不同的协同作用谱。连续的化合物迭代产生了在功能亲和力方面表现出10倍改善的类似物，以及与多巴胺亲和力和功效增强的负协同性。此外，我们的研究揭示了一个片段样的核心，该核心保持了较低的μM亲和力和强大的负协同作用，并显着提高了配体效率。

  DOI：

  10.1021/acs.jmedchem.7b01565
• 作为产物：
  描述：

  四氢吡喃酮 、 氰甲基磷酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 3.0h， 生成 (四氢吡喃-4-亚基)乙腈
  参考文献：
  名称：

  烯丙基丙二烯丙二腈的有机催化，不对称消除[4 + 2]环加成反应：快速进入环己二烯嵌入的线性和角形多环化合物

  摘要：

  已经开发出一种直接的氨基催化合成方法，用于化学，区域，非对映和对映选择性结构的稠合多环甲醛的稠合多环甲醛，其中环戊二烯环稠合。该化学方法首次在与芳香族和脂肪族α，β-不饱和醛同时直接消除[4 + 2]的环加成反应中，将远可烯化的π扩展的π-延伸的烯丙二腈作为富电子的1,3-二烯前体。通过接近6、6、5、6、7、6、6、6、6和6、5、6稠合的环系统以及与生物相关的类固醇样6证明了该方法的普遍性。 ，6,6,6,5‐和6,6,6,5,6‐环。提出了关键的[4 + 2]加成反应的逐步反应机理，即多米诺骨牌双乙烯基反应迈克尔/迈克尔/复古迈克尔反应级联。

  DOI：

  10.1002/anie.201501894

文献信息

• Five-And-Six-Membered Heterocyclic Compound, And Preparation Method, Pharmaceutical Composition And Use Thereof
  申请人：SHANGHAI CHEMEXPLORER CO., LTD

  公开号：US20150336982A1

  公开（公告）日：2015-11-26

  A five-and-six-membered heterocyclic compound as represented by general formula I, pharmaceutically acceptable salt, metabolite, metabolic precursors or drug precursors thereof, preparation method, pharmaceutical composition, and use thereof; the five-and-six-membered heterocyclic compound has activity as a Janus kinase (JAK) inhibitor, and can be used to prepare drugs for treating diseases caused by the abnormal activity of kinase, such as cell proliferation diseases like cancer.

  一种由一般式I表示的五元和六元杂环化合物，其药学上可接受的盐、代谢物、代谢前体或药物前体，制备方法，药物组合物及其用途；该五元和六元杂环化合物具有作为Janus激酶（JAK）抑制剂的活性，并可用于制备用于治疗由激酶异常活性引起的疾病，如细胞增殖疾病如癌症的药物。
• Synthesis of Novel Restricted Diamines; 2-(1 -Aminocycloalkan-1-YL)ethylamines
  作者：Takeshi Suzuki、Naoki Imanishi、Hirotsune Itahana、Susumu Watanuki、Mitsuaki Ohta、Toshiyasu Mase

  DOI：10.1080/00397919808005943

  日期：1998.2

  Abstract Novel restricted diamines, 2-(1-aminocycloalkan-1-yl)ethylamines 1, were prepared by using Michael addition of ethyl cyclohexylideneacetate 2 and cycloalkylideneacetonitriles 7 with amines. In Michael addition, ester 2 needed high reaction temperature and gave several products, whereas 7 reacted smoothly and gave 2-(1-amino-1-cyclohexyl)acetonitriles 8 in good yield (NH3 85%, MeNH2 89% EtNH2

  摘要 利用亚环己基乙酸乙酯2和亚环烷基乙腈7与胺的迈克尔加成反应制备了新型受限二胺2-(1-氨基环烷-1-基)乙胺1。在迈克尔加成中，酯 2 需要高反应温度并得到几种产物，而 7 反应平稳并以良好的产率得到 2-(1-氨基-1-环己基)乙腈 8 (NH3 85%, MeNH2 89% EtNH2 80%) 和容易转化为二胺 1。
• [EN] PROTEIN KINASE INHIBITORS<br/>[FR] INHIBITEURS DE PROTÉINES KINASES
  申请人：PHARMASCIENCE INC

  公开号：WO2015074135A1

  公开（公告）日：2015-05-28

  The present invention relates to a novel family of protein kinase inhibitors, more specifically the present invention is directed to inhibitors of the members of the Tec or Src protein kinase families. The present invention also relates to the processes of preparation of these compounds, their intermediates, to the pharmaceutical compositions comprising them, and to their use in the treatment of proliferative, inflammatory, autoimmune, or infectious disease, disorders, or conditions in which protein kinase activity is implicated. More particularly, the present invention relates to a compound of Formula I.

  本发明涉及一种新型蛋白激酶抑制剂家族，更具体地说，本发明是针对Tec或Src蛋白激酶家族成员的抑制剂。本发明还涉及这些化合物的制备过程，它们的中间体，包含它们的药物组合物，以及它们在治疗与蛋白激酶活性相关的增殖性、炎症性、自身免疫性或传染性疾病、紊乱或病况中的用途。更具体地说，本发明涉及一种I式化合物。
• Hydrogen Atom Transfer‐Mediated Domino Cyclisation Reaction to Access (Spiro)Quinazolinones
  作者：Oliver J. Turner、David J. Hirst、John A. Murphy

  DOI：10.1002/chem.201905712

  日期：2020.3.9

  A radical domino cyclisation reaction of N-cyanamide alkenes, mediated by hydrogen atom transfer (HAT) has been developed. This method, using PhSiH3 and catalytic Fe(acac)3 , allows for the synthesis of challenging (spiro)quinazolinone scaffolds from simple, tractable (hetero)aryl carboxylic acid and cyanamide building blocks.

  已经开发了由氢原子转移（HAT）介导的N-氰酰胺烯烃的自由基多米诺环化反应。此方法使用PhSiH3和催化性Fe（acac）3，可从简单，易处理的（杂）芳基羧酸和氰胺结构单元合成具有挑战性的（螺）喹唑啉酮骨架。
• Synthesis of Spirocyclic Pyrrolidines: Advanced Building Blocks for Drug Discovery
  作者：Bohdan A. Chalyk、Maryna V. Butko、Oksana O. Yanshyna、Konstantin S. Gavrilenko、Tetiana V. Druzhenko、Pavel K. Mykhailiuk

  DOI：10.1002/chem.201702362

  日期：2017.11.27

  In the context of drug discovery, novel spirocyclic pyrrolidines have been synthesized in two steps from common three‐ to seven‐membered‐ring (hetero)alicyclic ketones. The key transformation is a reaction between an electron‐deficient exocyclic alkene and an in situ generated N‐benzyl azomethine ylide. The developed method has been used to synthesize the central diamine core of the known antibacterial

  在药物发现的背景下，从常见的三元环到七元环（杂）脂环酮分两步合成了新型螺环吡咯烷。关键的转变是缺电子的环外烯烃与原位生成的N-苄基甲亚胺叶立德之间的反应。已开发的方法已用于合成已知抗菌剂西他沙星和奥拉莫沙星的中央二胺核。