1-氨基-环丁烷甲腈 | 70780-84-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-氨基-环丁烷甲腈
• 英文名称: 1-aminocyclobutane-1-carbonitrile
• 英文别名: 1-aminocyclobutanecarbonitrile；1-amino-cyclobutane-carbonitrile
• CAS: 70780-84-6
• 化学式: C₅H₈N₂
• mdl: MFCD09040659
• 分子量: 96.1319
• InChiKey: GVUPCWCOWHNOHV-UHFFFAOYSA-N

物化性质

• 沸点：
  198.2±23.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Aminocyclobutanecarbonitrile
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: 1-Aminocyclobutanecarbonitrile
CAS number: 70780-84-6

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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, 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: C5H8N2
Molecular weight: 96.1

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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

反应信息

• 作为反应物：
  描述：

  1-氨基-环丁烷甲腈 在 盐酸 、 氯化亚砜 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 1-氨基环丁甲酸甲酯
  参考文献：
  名称：

  用于生物筛选的Fsp 3-富双螺旋基复合文库的设计与合成

  摘要：

  探索创新的化学空间是药物发现早期阶段的关键步骤。双螺环骨架存在于天然产物和其他生物学相关的代谢物中，并显示出诱人的特征，例如分子致密性，结构复杂性和三维特征。已经开发了一种简单的合成双螺环化合物库的方法，该方法从容易获得的市售试剂和稳健的化学转化开始。介绍了许多在欧洲铅工厂项目中实施的新型双螺环支架实例。

  DOI：

  10.1021/acscombsci.6b00005
• 作为产物：
  描述：

  BOC-1-氨基环丁烷氰 在 甲烷磺酸 作用下， 以 四氢呋喃 为溶剂， 生成 1-氨基-环丁烷甲腈
  参考文献：
  名称：

  设计和合成作为组织蛋白酶C的有效，选择性和可逆抑制剂的二肽腈

  摘要：

  一系列在P2中带有噻吩丙氨酸的二肽腈被确定为有效的和选择性的组织蛋白酶C抑制剂。在P1中引入取代的环丙基部分可有效保护这些衍生物免于全血中的水解酶活性。

  DOI：

  10.1016/j.bmcl.2009.07.114

文献信息

• Amino-substituted imidazo[1,2-a]pyridinecarboxamides and their use
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20140128372A1

  公开（公告）日：2014-05-08

  The present application relates to novel substituted imidazo[1,2-a]pyridine-3-carboxamides, to processes for their preparation, to their use alone or in combinations for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of cardiovascular disorders.

  本申请涉及新型取代咪唑[1,2-a]吡啶-3-羧酰胺，其制备方法，单独或组合使用以治疗和/或预防疾病，以及用于制备治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• Ruthenium‐Catalyzed Deaminative Hydrogenation of Amino Nitriles: Direct Access to 1,2‐Amino Alcohols
  作者：Pilar Calleja、Martin Ernst、A. Stephen K. Hashmi、Thomas Schaub

  DOI：10.1002/chem.201900531

  日期：2019.7.17

  approach for the efficient and highly selective synthesis of 1,2‐amino alcohols by direct reductive hydrolysis of N‐formyl‐protected α‐amino nitriles is reported. The commercially available RuHCl(CO)(PPh3)3 complex was found to be a suitable catalyst for this operationally simple protocol, in which no stoichiometric amounts of undesired metal waste are generated. The deaminative hydrogenation is performed

  报道了一种通过N-甲酰基保护的α-氨基腈直接还原水解来高效，高选择性合成1,2-氨基醇的新方法。发现可商购获得的RuHCl（CO）（PPh 3）3络合物对于该操作简单的方案是合适的催化剂，其中不产生化学计量的不希望的金属废物。脱氨氢化反应在55 bar H 2下进行，使用1,4-二恶烷/水的6：1混合物作为溶剂。另外，在非常相似的条件下由氰基酮制备羟甲基醇。
• Synthesis of <i>N</i>-unsubstituted cycloalkylimines containing a 4 to 8-membered ring
  作者：Jean-Claude Guillemin、Wafa Nasraoui、Houda Gazzeh

  DOI：10.1039/c9cc01755k

  日期：——

  Primary cycloalkylimines with a 4 to 8-membered ring were synthesized by dehydrocyanation of the corresponding α-aminonitriles on solid potassium hydroxide via a vacuum gas–solid reaction. Imine–enamine tautomerism has been demonstrated at room temperature for the most kinetically stable derivatives.

  通过在固体氢氧化钾上通过真空气固反应将相应的α-氨基腈脱氢氰化，可以合成具有4至8元环的伯环烷基亚胺。亚胺-烯胺互变异构现象在室温下已被证明是动力学上最稳定的衍生物。
• Photoreactive fused aziridinylpiperazines on the background of 4-substituted chalcones and their benzimidazolic analogs
  作者：Volodymyr M. Kotlyar、Oleksii O. Kolomoitsev、Dmytro V. Nikolaievskyi、Polina I. Pedan、Andrii Yu Chumak、Valery D. Orlov、Svitlana V. Shishkina、Andrey O. Doroshenko

  DOI：10.1016/j.molstruc.2018.12.015

  日期：2019.3

  Abstract The reaction of bromo-substituted chalcones with various diamino-compounds leads to the fused heterocyclic products, aziridinylpiperazines, exhibiting photoreactivity in the crystalline state. Crystals of 4-nitrosubstituted compounds of this family change their color from yellowish to deep violet-blue, 4-cyanosubstituted ones – from yellowish to pink at UV irradiation. Discussion on the mechanism

  摘要 溴代查耳酮与各种二氨基化合物反应生成稠合杂环产物氮丙啶基哌嗪，在结晶状态下表现出光反应性。该家族的 4-硝基取代化合物晶体的颜色从淡黄色变为深紫蓝色，4-氰基取代化合物的颜色在紫外线照射下从淡黄色变为粉红色。关于这种光转化机制的讨论仍在进行中，然而，有几个事实表明光生有色半成品的自由辐射性质仅通过照射样品的结晶状态稳定。在合成标题化合物时，在溴查耳酮与脂肪族/脂环族或芳香族系列的不对称二胺相互作用时形成位置异构体的混合物也具有重要意义。
• (Chlorosulfonyl)benzenesulfonyl Fluorides—Versatile Building Blocks for Combinatorial Chemistry: Design, Synthesis and Evaluation of a Covalent Inhibitor Library
  作者：Kateryna A. Tolmachova、Yurii S. Moroz、Angelika Konovets、Maxim O. Platonov、Oleksandr V. Vasylchenko、Petro Borysko、Sergey Zozulya、Anastasia Gryniukova、Andrey V. Bogolubsky、Sergey Pipko、Pavel K. Mykhailiuk、Volodymyr S. Brovarets、Oleksandr O. Grygorenko

  DOI：10.1021/acscombsci.8b00130

  日期：2018.11.12

  Multigram synthesis of (chlorosulfonyl)benzenesulfonyl fluorides is described. Selective modification of these building blocks at the sulfonyl chloride function under parallel synthesis conditions is achieved. It is shown that the reaction scope includes the use of (hetero)aromatic and electron-poor aliphatic amines (e.g., amino nitriles). Utility of the method is demonstrated by preparation of the

  描述了（氯磺酰基）苯磺酰氟的多克合成。在平行合成条件下，实现了这些构件在磺酰氯官能团上的选择性修饰。结果表明，反应范围包括使用（杂）芳族和贫电子的脂族胺（例如氨基腈）。通过制备潜在用作共价片段的磺酰氟文库证明了该方法的实用性，这是通过计算机模拟和针对胰蛋白酶作为模型酶的体外筛选相结合来证明的。结果，鉴定了几种抑制剂，其活性与已知抑制剂相当。