3-氰基苯甲酰胺 | 3441-01-8

• 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-氰基苯甲酰胺
• 英文名称: 3-cyanobenzamide
• 英文别名: 3-amidobenzonitrile；m-cyanobenzamide；3-cyano-benzoic acid amide；3-Cyan-benzoesaeure-amid；Isophthalsaeure-amid-nitril
• CAS: 3441-01-8
• 化学式: C₈H₆N₂O
• mdl: MFCD00017574
• 分子量: 146.148
• InChiKey: PAQVSWFCADWSLB-UHFFFAOYSA-N

物化性质

• 熔点：
  222 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  327.7±25.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2926909090
• WGK Germany：
  3
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: m-Cyanobenzamide
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: m-Cyanobenzamide
CAS number: 3441-01-8

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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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H6N2O
Molecular weight: 146.1

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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：

  3-氰基苯甲酰胺 在 sodium nitrite 作用下， 以 硫酸 为溶剂， 以92%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 水 作用下， 反应 1.0h， 以74%的产率得到3-氰基苯甲酰胺
  参考文献：
  名称：

  在无碱条件下，支持的金纳米颗粒催化的微波辅助水合将腈转化为酰胺

  摘要：

  聚苯乙烯负载的金（Au @ PS）纳米粒子是通过还原沉积法合成的，并具有紫外可见，XRD，TEM，SAED，EDX和XPS研究的特征。在微波辐射下，Au @ PS用作催化剂将腈在水中水合成酰胺。发现几种官能化的芳族，杂环和脂族腈可用于合成相应的酰胺，而无需通过碱，配体和载体活化水。在水介导的反应条件下，该催化剂的易于回收，可忽略不计的沥滤和多达八次运行的可回收性是其优点。

  DOI：

  10.1002/adsc.201600199

文献信息

• Acetamides and benzamides that are useful in treating sexual dysfunction
  申请人：——

  公开号：US20040029887A1

  公开（公告）日：2004-02-12

  The present invention relates to the use of compounds of formula (I) 1 for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)化合物的组合物用于治疗性功能障碍。
• Selective NaOH-catalysed hydration of aromatic nitriles to amides
  作者：Thibault E. Schmid、Alberto Gómez-Herrera、Olivier Songis、Deborah Sneddon、Antoine Révolte、Fady Nahra、Catherine S. J. Cazin

  DOI：10.1039/c5cy00313j

  日期：——

  The selective synthesis of aromatic and heteroaromatic amides through base-catalysed hydration of nitriles was achieved using inexpensive and commercially available NaOH as the only catalyst. A wide range of nitriles was selectively converted to their corresponding amides. Kinetic studies show that the double hydration of nitriles towards undesirable carboxylic acids is negligible under our reaction

  使用廉价和可商购的NaOH作为唯一催化剂，可以通过碱催化腈的水合反应选择性合成芳族和杂芳族酰胺。各种各样的腈被选择性地转化为其相应的酰胺。动力学研究表明，在我们的反应条件下，腈类向不想要的羧酸的双重水合作用可以忽略不计。
• Late-Stage Carbon Isotope Exchange of Aryl Nitriles through Ni-Catalyzed C–CN Bond Activation
  作者：Sean W. Reilly、Yu-hong Lam、Sumei Ren、Neil A. Strotman

  DOI：10.1021/jacs.1c01454

  日期：2021.3.31

  strategy employs labeled Zn(CN)2 to facilitate enrichment using the nonlabeled parent compound as the starting material, eliminating de novo synthesis for precursor development. A broad substrate scope encompassing multiple pharmaceuticals is disclosed, including the preparation of [14C] belzutifan to illustrate the exceptional functional group tolerance and utility of this labeling approach. Preliminary

  描述了使用 Ni 膦催化剂和 BPh 3与芳基、杂芳基和烯基腈进行13 CN 和14 CN 交换的简便一锅法。这种后期碳同位素交换 (CIE) 策略采用标记的 Zn(CN) 2来促进使用未标记的母体化合物作为起始材料的富集，从而消除了前体开发的从头合成。公开了涵盖多种药物的广泛底物范围，包括制备 [ 14 C] belzutifan 以说明这种标记方法的特殊官能团耐受性和实用性。初步实验和计算研究表明路易斯酸 BPh 3对氧化加成步骤并不重要，而是在促进 Ni 上的 CN 交换方面发挥作用。这种 CIE 方法显着减少了制备用于临床开发的14 C 标记示踪剂所涉及的合成步骤和放射性废物。
• Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes
  作者：Yu-Qi Miao、Jia-Xin Kang、Yan-Na Ma、Xuenian Chen

  DOI：10.1039/d1gc01157j

  日期：——

  Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of

  在此，描述了使用容易获得的胺-硼烷和羧酸的光催化脱氧酰胺化方案。这种方法的特点是条件温和，收率中等至良好，易于放大，并具有多达62个带有各种取代基的官能化酰胺实例。该方法在几种药物分子的后期功能化中的应用也证明了该方法的综合耐用性。
• [EN] INDAZOLOPYRIMIDINONES AS FIBRINOLYSIS INHIBITORS<br/>[FR] INDAZOLOPYRIMIDINONES COMME INHIBITEURS DE LA FIBRINOLYSE
  申请人：BAYER PHARMA AG

  公开号：WO2016173948A1

  公开（公告）日：2016-11-03

  The present application relates to novel substituted indazolopyrimidinones, to processes for their preparation, the compounds for use alone or in combinations in a method for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of acute and recurrent bleeding in patients with or without underlying hereditary or acquired hemostatic disorders, wherein the bleeding is associated with a disease or medical intervention selected from the group consisting of heavy menstrual bleeding, postpartum hemorrhage, hemorrhagic shock, trauma, surgery, transplantation, stroke, liver diseases, hereditary angioedema, nosebleed, and synovitis and cartilage damage following hemarthrosis.

  本申请涉及新型取代吲唑吡咯嘧啶酮，其制备方法，以及用于治疗和/或预防疾病的化合物，特别是用于治疗和/或预防患有或不患有基础遗传或获得性止血障碍的患者急性和复发性出血的方法，其中出血与从重经期出血、产后出血、出血性休克、创伤、手术、移植、中风、肝病、遗传性血管性水肿、鼻血、以及血液积聚后的滑膜炎和软骨损伤等一组疾病或医疗干预有关。