3-氨基-N-环丙基苯甲酰胺 | 871673-24-4

• 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-氨基-N-环丙基苯甲酰胺
• 英文名称: 3-amino-N-cyclopropylbenzamide
• CAS: 871673-24-4
• 化学式: C₁₀H₁₂N₂O
• mdl: MFCD07355824
• 分子量: 176.218
• InChiKey: XTQFXSVIFJUEAP-UHFFFAOYSA-N

物化性质

• 沸点：
  389.5±25.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Amino-N-cyclopropylbenzamide
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-Amino-N-cyclopropylbenzamide
CAS number: 871673-24-4

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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: C10H12N2O
Molecular weight: 176.2

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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-氨基-N-环丙基苯甲酰胺 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-cyclopropyl-3-((6-((3-methoxyphenyl)amino)pyrimidin-4-yl)amino)benzamide
  参考文献：
  名称：

  具有潜在抗癌剂作为新型秋水仙碱结合位点抑制剂的 4,6-嘧啶类似物的发现和生物学评价

  摘要：

  新型 4,6-嘧啶类似物被设计并合成为具有有效抗增殖活性的秋水仙碱结合位点抑制剂 (CBSI)。其中，化合物17j对6种人类癌细胞系的活性最强，IC 50值为1.1 nM至4.4 nM，是A549细胞中先导化合物3的76倍。与微管蛋白复合的17j的共晶结构证实了秋水仙碱结合位点的关键结合模式。此外，17j在生化测定中抑制微管蛋白聚合，解聚细胞微管，诱导 G2/M 停滞，抑制细胞迁移，促进细胞凋亡的启动。在体内，17j有效抑制原发性肿瘤生长，在 A549 异种移植模型中肿瘤生长抑制率为 42.51% (5 mg/kg) 和 65.42% (10 mg/kg)。总而言之，17j代表了有前途的新一代 CBSI。

  DOI：

  10.1016/j.ejmech.2022.115085
• 作为产物：
  描述：

  间硝基苯甲酸 在 铁粉 、 氯化铵 、 溶剂黄146 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-氨基-N-环丙基苯甲酰胺
  参考文献：
  名称：

  基于片段的茶碱衍生物在 BT-549 细胞中作为 ATAD2 抑制剂的设计、合成和生物学评价

  摘要：

  摘要 ATP酶家族AAA结构域蛋白2（ATAD2）因其致癌表观遗传修饰与癌细胞增殖、凋亡、迁移和耐药性密切相关，已成为热门的抗癌药物靶点。在本研究中，我们通过基于片段的筛选和支架生长策略设计了一系列茶碱衍生物作为新型ATAD2抑制剂。我们发现了一种新型有效的 ATAD2 抑制剂（化合物19f） ，其针对 ATAD2的 IC 50值为 0.27 μM，采用经典和非典型结合模式的组合。此外，化合物19f可以阻碍 ATAD2 活性和 c-Myc 激活，诱导显着的细胞凋亡，并在 BT-549 细胞中显示出抗迁移作用。总的来说，这些结果为开发用于三阴性乳腺癌（TNBC）治疗的新型有效 ATAD2 抑制剂提供了新的启示。

  DOI：

  10.1080/14756366.2023.2242601

文献信息

• [EN] 2,4,5-TRISUBSTITUTED 1,2,4-TRIAZOLONES USEFUL AS INHIBITORS OF DHODH<br/>[FR] 1,2,4-TRIAZOLONES TRISUBSTITUÉES EN POSITION 2, 4 ET 5, UTILES EN TANT QU'INHIBITEURS DE DHODH
  申请人：BAYER AG

  公开号：WO2018077923A1

  公开（公告）日：2018-05-03

  The present invention provides triazolone compounds compounds of general formula (I) : in which R1, R2, R3, R4 and R5 are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, as a sole agent or in combination with other active ingredients.

  本发明提供了一般式(I)的三唑酮化合物，其中R1、R2、R3、R4和R5如本文所定义，制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是治疗过度增殖性疾病的药物组合物，作为唯一药剂或与其他活性成分结合使用。
• CHEMICAL COMPOUNDS-821
  申请人：Finlay Maurice Raymond

  公开号：US20090048269A1

  公开（公告）日：2009-02-19

  The invention relates to chemical compounds of the formula (I), or pharmaceutically acceptable salts thereof, which possess ALK5 (TGFβR1) inhibitory activity and are accordingly useful for their anti-cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments for use in the production of an anti-cancer effect in a warm-blooded animal such as man.

  该发明涉及化学式(I)的化合物，或其药学上可接受的盐，具有ALK5（TGFβR1）抑制活性，因此在抗癌活性方面有用，从而在治疗人体或动物体的方法中有用。该发明还涉及制造上述化学化合物的方法，含有它们的药物组合物，以及它们在制造用于在温血动物（如人）中产生抗癌效果的药物中的使用。
• Targeting the Kv11.1 (hERG) channel with allosteric modulators. Synthesis and biological evaluation of three novel series of LUF7346 derivatives
  作者：Jacobus P.D. van Veldhoven、Giulia Campostrini、Constantijn J.E. van Gessel、Dorien Ward-van Oostwaard、Rongfang Liu、Christine L. Mummery、Milena Bellin、Adriaan P. IJzerman

  DOI：10.1016/j.ejmech.2020.113033

  日期：2021.2

  HEK293 cells expressing the hERG channel the compounds behaved as channel blockers. In conclusion, we successfully synthesized and identified new allosteric modulators of the hERG channel. Unexpectedly, their effects differed from the reference compound in functional assays on hERG-HEK293 cells and human cardiomyocytes, to the extent that the compounds behaved as channel blockers in their own right.

  我们合成和评估了三个新系列的取代的二苯甲酮对人类K v 11.1（hERG）通道的变构调节。我们将它们的作用与参考化合物LUF7346进行了比较，该化合物先前已显示出可缩短源自人干细胞的心肌细胞的动作电位。大多数化合物表现为[ 3 H] dofetilide与通道结合的负变构调节剂（NAM）。在所有配体中，化合物9i是最有效的NAM，在竞争性置换分析中明显降低了多非利特的亲和力。其他衍生工具之一（6k）在第二个放射性配体结合设置中进行测试，显示出异常的位移特征，其假山系数明显不同于单位，进一步表明了其对通道的变构作用。在源自人诱导的多能干细胞的跳动心肌细胞中，在更生理相关的环境中评估了某些化合物。出人意料的是，测试的化合物显示出与参考NAM LUF7346完全不同的效果。例如，化合物5e延长而不是缩短了场电势的持续时间，而当多芬替利已经延长了场电势时，它不影响该参数。在随后的表达hERG通
• [EN] HETEROCYCLYL COMPOUNDS AS MEK INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLYLE EN TANT QU'INHIBITEURS DE MEK
  申请人：LUPIN LTD

  公开号：WO2013136249A1

  公开（公告）日：2013-09-19

  The present disclosure is related to heteroaryl compounds as MEK inhibitors. These compounds include heteroaryl compounds of Formula (I), their pharmaceutically acceptable salts, combinations with suitable medicament and pharmaceutical compositions thereof. The present disclosure also includes processes of preparation of the compounds and their use in methods of treatment. The compounds as disclosed herein are of Formula (I) below:

  本公开涉及杂环芳基化合物作为MEK抑制剂。这些化合物包括公式(I)的杂环芳基化合物，它们的药用盐，与适当药物的组合以及其制剂。本公开还包括这些化合物的制备方法和它们在治疗方法中的应用。本公开所披露的化合物如下所示：
• HETEROCYCLYL COMPOUNDS AS MEK INHIBITORS
  申请人：LUPIN LIMITED

  公开号：US20150133424A1

  公开（公告）日：2015-05-14

  The present disclosure is related to heteroaryl compounds as MEK inhibitors. These compounds include heteroaryl compounds of formula I, their pharmaceutically acceptable salts, combinations with suitable medicament and pharmaceutical compositions thereof. The present disclosure also includes processes of preparation of the compounds and their use in methods of treatment. The compounds as disclosed herein are of Formula (I) below:

  本公开涉及杂环芳基化合物作为MEK抑制剂。这些化合物包括式I的杂环芳基化合物，它们的药用盐，与合适药物的组合以及其制剂。本公开还包括所述化合物的制备方法和它们在治疗方法中的应用。所述化合物的化学式如下：