3-氰基苄胺 | 10406-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-氰基苄胺
• 中文别名: 3-氨甲基-苯甲腈；3-氰基苄胺盐酸盐；3-氨甲基苯甲腈
• 英文名称: 3-(aminomethyl)benzonitrile
• 英文别名: 3-cyanobenzylamine；1-aminomethyl-3-cyanobenzene
• CAS: 10406-24-3
• 化学式: C₈H₈N₂
• mdl: MFCD06797832
• 分子量: 132.165
• InChiKey: XFKPORAVEUOIRF-UHFFFAOYSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  115 °C(Press: 1 Torr)
• 密度：
  1.10±0.1 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：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Cyanobenzylamine
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: 3-Cyanobenzylamine
CAS number: 10406-24-3

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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: C8H8N2
Molecular weight: 132.2

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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：

  3-氰基苄胺 以56%的产率得到3-氰基苯甲酸
  参考文献：
  名称：

  Process for producing cyanobenzoic acid derivatives

  摘要：

  生产氰苯甲酸化合物、氰苯酰胺化合物、烷基氰苯酸酯化合物和氰苯甲酰氯化合物的方法，这些化合物是制药、农药、液晶和功能性聚合物单体等各种化学品的有用中间体。易得的邻苯二腈化合物的一个腈基被选择性水解，从而高选择性和产率地产生氰苯酰胺化合物。因此产生的氰苯酰胺化合物在酸性条件下转化为氰苯甲酸化合物和氰苯酸酯化合物，而苯环的腈基不会受损。

  公开号：

  US06433211B1
• 作为产物：
  描述：

  间苯二甲腈 在 甲醇 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以11%的产率得到3-氰基苄胺
  参考文献：
  名称：

  SmI 2的光刺激还原腈

  摘要：

  尽管腈具有高的吸电子强度，但它们并不是良好的电子受体，因此很难还原。在这项工作中，使用可见光区域的光刺激，我们检查了脂族和芳族，单和双氰基化合物与SmI 2的反应性。必须使用能与SmI 2有效配合的质子供体。在约0.2 M MeOH下获得最大产率。芳族腈比脂族腈具有更高的反应活性，后者的收率可忽略不计。苯乙腈具有中等反应活性。该反应的机理涉及SmI 2与腈氮的孤对的配位，然后进行内球电子转移。令人惊讶的是，米-二氰基苯的反应性低于单氰基衍生物的苄腈。这可以追溯到二氰基化合物与SmI 2配位的能力较低，这是因为，如量子力学计算所示，其孤对的能量明显低于苄腈。值得注意的是，在使用的SmI 2初始浓度（0.04M）下，光仅穿透反应混合物的0.4毫米外层。因此，观察到的光刺激作用是由于仅照射了总反应体积的4％，这意味着在最佳条件下，该作用应大25倍。

  DOI：

  10.1021/jo300383r
• 作为试剂：
  描述：

  8-(benzyloxy)-5-hydroxy-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one 、 三乙胺 在 ice 、 3-氰基苄胺 、 1,4-二氧六环 、 silica gel 、 chloroform methanol 作用下， 以 二氯甲烷 、 三氟甲磺酸酐 为溶剂， 反应 7.0h， 以to obtain a pale yellow solid of 3-(((8-(benzyloxy)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-5-yl)amino)methyl)benzonitrile (11 mg)的产率得到3-(((8-(benzyloxy)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-5-yl)amino)methyl)benzonitrile
  参考文献：
  名称：

  HETEROCYCLIC COMPOUND HAVING ANTI-HIV ACTIVITY

  摘要：

  一种由通式表示的杂环化合物（在该式中，R1、R2和R3可以相同也可以不同，每个代表氢原子、卤素原子或这种通式（X1-Y1-R4）（在该式中：X1代表这种通式（NR5）（在该式中，R5代表氢原子等）或类似物；Y1代表可选取代的C1-6烷基链或类似物；R4代表可选取代的芳基或类似物），且Z代表氮原子或这种通式（CR6）（在该式中，R6代表氢原子、卤素原子或可选取代的C1-12烷基链或类似物））或其盐，表现出优异的抗HIV活性，可作为抗HIV药物。

  公开号：

  US20150018546A1

文献信息

• [EN] PYRAZOLOPYRIMIDINES AS CYCLIN-DEPENDENT KINASE INHIBITORS<br/>[FR] PYRAZOLOPYRIMIDINES TENANT LIEU D'INHIBITEURS DE KINASES DEPENDANTES DE LA CYCLINE
  申请人：SCHERING CORP

  公开号：WO2004022561A1

  公开（公告）日：2004-03-18

  In its many embodiments, the present invention provides a novel class of pyrazolo[1,5-a]pyrimidine compounds as inhibitors of cyclin dependent kinases, methods of preparing such compounds, pharmaceutical compositions containing one or more such compounds, methods of preparing pharmaceutical formulations comprising one or more such compounds, and methods of treatment, prevention, inhibition, or amelioration of one or more diseases associated with the CDKs using such compounds or pharmaceutical compositions.

  在其多种实施方式中，本发明提供了一类新型的吡唑并[1,5-a]嘧啶化合物，作为细胞周期依赖性激酶的抑制剂，以及制备这类化合物的方法，含有一种或多种这类化合物的药物组合物，制备包含一种或多种这类化合物的药物配方的方法，以及利用这类化合物或药物组合物治疗、预防、抑制或改善与CDKs相关的一种或多种疾病的方法。
• <i>N</i>-Difluoromethylthiophthalimide: A Shelf-Stable, Electrophilic Reagent for Difluoromethylthiolation
  作者：Dianhu Zhu、Yang Gu、Long Lu、Qilong Shen

  DOI：10.1021/jacs.5b03170

  日期：2015.8.26

  A new, electrophilic difluoromethylthiolating reagent N-difluoromethylthiophthalimide 3 was developed. Reagent 3 can be readily synthesized in four steps from easily available starting materials phthalimide and TMSCF2H. N-difluoromethylthiophthalimide 3 is a powerful electrophilic difluoromethylthiolating reagent that allows the difluoromethylthiolation of a wide range of nucleophiles including aryl/vinyl

  开发了一种新的亲电子二氟甲基硫代试剂 N-二氟甲基硫代邻苯二甲酰亚胺 3。试剂 3 可以很容易地从容易获得的起始材料邻苯二甲酰亚胺和 TMSCF2H 分四步合成。N-二氟甲基硫代邻苯二甲酰亚胺 3 是一种强大的亲电子二氟甲基硫醇化试剂，可对多种亲核试剂进行二氟甲基硫醇化，包括芳基/乙烯基硼酸、炔烃、胺、硫醇、β-酮酯、羟吲哚和富电子杂芳烃，如吲哚、吡咯、 1H-吡咯并[2,3-b]吡啶、咪唑并[1,2-a]吡啶、氨基噻唑、异恶唑和吡唑在温和条件下。
• Nickel-Catalyzed Enantioselective α-Alkenylation of <i>N</i>-Sulfonyl Amines: Modular Access to Chiral α-Branched Amines
  作者：Lun Li、Yu-Cheng Liu、Hang Shi

  DOI：10.1021/jacs.1c00622

  日期：2021.3.24

  α-branched amines are common structural motifs in functional materials, pharmaceuticals, and chiral catalysts. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chemistry. Herein, we describe an atom-economical, modular method for a nickel-catalyzed enantioselective α-alkenylation of readily available linear N-sulfonyl amines

  手性α-支化胺是功能材料、药物和手性催化剂中常见的结构基序。因此，开发用于制备具有这些特权支架的化合物的有效方法是合成化学中的一项重要努力。在这里，我们描述了一种原子经济的模块化方法，用于镍催化的线性N 的对映选择性 α-烯基化-磺胺与炔烃可提供多种烯丙基胺，无需外源性氧化剂、还原剂或活化剂。该方法为构建手性α-支化胺以及α-氨基酰胺和β-氨基醇等衍生物提供了一个平台，这些衍生物可以方便地从新引入的烯烃中获得。鉴于该方法的通用性、多功能性和高原子经济性，我们预计它将具有广泛的合成效用。
• [EN] HETEROARYL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLE ET UTILISATIONS ASSOCIÉES
  申请人：CELGENE AVILOMICS RES INC

  公开号：WO2014144737A1

  公开（公告）日：2014-09-18

  The present invention relates to compounds useful as inhibitors of protein kinases, containing a cysteine residue in the ATP binding site. The invention further provides for pharmaceutically acceptable compositions comprising therapeutically effective amounts of one or more of the protein kinase inhibitor compounds and methods of using said compositions in the treatment of cancers and carcinomas.

  本发明涉及作为蛋白激酶抑制剂的化合物，这些化合物在ATP结合位点包含一个半胱氨酸残基。该发明还提供了包含一种或多种蛋白激酶抑制剂化合物的药用可接受组合物，以及使用所述组合物治疗癌症和癌的方法。
• [EN] (3-HYDROXY-4-AMINO-BUTAN-2-YL) -3- (2-THIAZOL-2-YL-PYRROLIDINE-1-CARBONYL) BENZAMIDE DERIVATIVES AND RELATED COMPOUNDS AS BETA-SECRETASE INHIBITORS FOR TREATING<br/>[FR] DÉRIVÉS DE (3-HYDROXY-4-AMINO-BUTAN-2-YL) -3- (2-THIAZOL-2-YL-PYRROLIDINE-1-CARBONYL) BENZAMIDE ET COMPOSÉS ASSOCIÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA BÊTA-SÉCRÉTASE POUR LE TRAITEMENT
  申请人：COMENTIS INC

  公开号：WO2009042694A1

  公开（公告）日：2009-04-02

  The present invention provides novel beta-secretase inhibitors and methods for their use, including methods of treating of Alzheimer's disease. (Formula)

  本发明提供了新颖的β-分泌酶抑制剂及其使用方法，包括用于治疗阿尔茨海默病的方法。