5-氨基-4H-[1,2,4]-三唑-3-羧酸甲酯 | 63666-11-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-氨基-4H-[1,2,4]-三唑-3-羧酸甲酯
• 中文别名: 5-氨基-1H-1,2,4-三唑-3-羧酸乙酯；5-氨基-1,2,4-三唑-3-甲酸乙酯；5-氨基-4H-[1,2,4]-三唑-3-羧酸乙酯；5-氨基-1H-1,2,4-三氮唑-3-甲酸乙酯
• 英文名称: ethyl 5-amino-1H-1,2,4-triazole-3-carboxylate
• 英文别名: ethyl 5-amino-1,2,4-triazole-3-carboxylate；Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate；ethyl 3-amino-1H-1,2,4-triazole-5-carboxylate
• CAS: 63666-11-5
• 化学式: C₅H₈N₄O₂
• 分子量: 156.144
• InChiKey: MLVNUTAJXZZPCJ-UHFFFAOYSA-N

物化性质

• 熔点：
  242-243℃
• 沸点：
  373.9±25.0 °C(Predicted)
• 密度：
  1.408

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280
• 危险性描述：
  H317
• 储存条件：
  | 2-8°C |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate
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: Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate
CAS number: 63666-11-5

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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: C5H8N4O2
Molecular weight: 156.1

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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：

  5-氨基-4H-[1,2,4]-三唑-3-羧酸甲酯 在 硫酸 、 caesium carbonate 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-benzyl-5-chloro-1H-1,2,4-triethyl azole-3-carboxylate
  参考文献：
  名称：

  BICYCLIC COMPOUND AS RIP-1 KINASE INHIBITOR AND APPLICATION THEREOF

  摘要：

  公式(I)所代表的化合物、同分异构体或其药学上可接受的盐，以及其在制备用于治疗与RIP-1（受体相互作用蛋白）激酶相关的疾病的药物中的应用。

  公开号：

  EP3978492A1
• 作为产物：
  描述：

  5-氨基-1H-1,2,4-三氮唑-3-羧酸 、 乙醇 在 氯化亚砜 作用下， 生成 5-氨基-4H-[1,2,4]-三唑-3-羧酸甲酯
  参考文献：
  名称：

  具有各种能量功能的5-（1,2,4-三唑-3-基）四唑的合成与表征

  摘要：

  在此贡献中，介绍了三个5-（1,2,4-三唑-3-基）四唑以及选定的高能基团（例如硝基，硝基亚氨基和叠氮基）的合成，完整结构以及光谱表征。主要目标是对这些可变的能量部分对结构和能量性质的影响进行比较研究。介绍了所有化合物的完整表征，包括IR和拉曼光谱以及多核NMR光谱。此外，还进行了X射线晶体学测量，揭示了对结构特征以及分子间和分子间相互作用的见解。在CBS-4M的理论水平上计算了所有化合物的标准形成焓，并揭示了所有化合物的高正生成热。-1（8097 m s -1（5），8020 m s -1（6），7874 m s -1（7））。如预期的那样，测得的冲击和摩擦敏感性以及分解温度强烈取决于三唑环上的高能部分。与c 三唑环的与它的机会，介绍大量的各种高能部分的和四唑环C连接，这意味着大的能量含量，导致初级和次级炸药的选择性合成。

  DOI：

  10.1002/asia.201300063

文献信息

• [EN] 1,3 DI-SUBSTITUTED CYCLOBUTANE OR AZETIDINE DERIVATIVES AS HEMATOPOIETIC PROSTAGLANDIN D SYNTHASE INHIBITORS<br/>[FR] DÉRIVÉS D'AZÉTIDINE OU DE CYCLOBUTANE 1,3-DISUBSTITUÉS UTILISÉS COMME INHIBITEURS DE LA PROSTAGLANDINE D SYNTHASE HÉMATOPOÏÉTIQUE (H-PGDS)
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018069863A1

  公开（公告）日：2018-04-19

  A compound of formula (I), wherein R, R1, R2, R3, Y, Y1, a, X, and Z are as defined herein. The compounds of the present invention are inhibitors of hematopoietic prostaglandin D synthase (H-PGDS) and can be useful in the treatment of Duchenne Muscular Dystrophy. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting H-PGDS activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  式（I）的化合物，其中R、R1、R2、R3、Y、Y1、a、X和Z的定义如本文所述。本发明的化合物是造血前列腺素D合成酶（H-PGDS）的抑制剂，可用于治疗杜兴氏肌肉萎缩症。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明化合物或包含本发明化合物的药物组合物来抑制H-PGDS活性和治疗相关疾病的方法。
• Vinylation of α-Aminoazoles with Triethylamine: A General Strategy to Construct Azolo[1,5-<i>a</i>]pyrimidines with a Nonsubstituted Ethylidene Fragment
  作者：Qinghe Gao、Zhenhua Sun、Qinfei Xia、Ruonan Li、Wenlong Wang、Siwei Ma、Yixin Chai、Manman Wu、Wei Hu、Péter Ábrányi-Balogh、György M. Keserű、Xinya Han

  DOI：10.1021/acs.orglett.1c00571

  日期：2021.4.2

  A new general synthesis of pharmaceutically important azolo[1,5-a]pyrimidines starting from widely available 3(5)-aminoazoles, aldehydes, and triethylamine is developed. The key is to enable the vinylation reaction that allows the in situ generation of elusive acyclic enamines and the subsequent annulation reaction to occur. This direct and practical strategy is capable of constructing a range of 5

  从广泛可用的3（5）-氨基唑，醛和三乙胺开始，开发了一种重要的药学上重要的偶氮[1,5- a ]嘧啶的新的一般合成方法。关键是要实现乙烯基化反应，该反应可以原位产生难以捉摸的无环烯胺，并随后发生环化反应。这种直接而实用的策略能够构建一系列5,6-未取代的吡唑并[1,5- a ]嘧啶和[1,2,4]三唑并[1,5- a ]嘧啶。更重要的是，该方案为制备临床使用的扎来普隆提供了一种简明的合成途径。
• 一种[1,2,4]三氮唑并[1,5-a]嘧啶类化合物 的合成方法
  申请人：安徽工业大学

  公开号：CN112778317B

  公开（公告）日：2022-04-12

  本发明公开了一种[1,2,4]三氮唑并[1,5‑a]嘧啶类化合物的合成方法，属于有机合成技术领域。本发明的技术方案要点为：将醛类化合物、3‑氨基‑1,2,4‑三氮唑类化合物和三乙胺溶于溶剂甲苯中，再加入碘化铵和二叔丁基过氧化物，然后于130℃反应制得目标产物[1,2,4]三氮唑并[1,5‑a]嘧啶类化合物。本发明合成过程简单高效，通过无过渡金属催化的一锅串联反应一步直接制得[1,2,4]三氮唑并[1,5‑a]嘧啶类化合物，合成过程操作方便，原料简单，反应条件温和，产率较高，具有很好的应用前景，同时以三乙胺为原料极大地降低了生产成本。
• [EN] ANTIBIOTIC COMPOUNDS<br/>[FR] COMPOSÉS ANTIBIOTIQUES
  申请人：DISCUVA LTD

  公开号：WO2018037223A1

  公开（公告）日：2018-03-01

  The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.

  本发明涉及公式（I）的抗生素化合物，含有这些化合物的组合物，以及使用这些化合物治疗细菌性疾病和感染的方法。这些化合物在治疗革兰氏阳性和/或革兰氏阴性细菌引起的感染和疾病方面具有应用，特别是在治疗由淋病奈瑟菌引起的感染和疾病方面。
• TRIAZOLO AND TETRAZOLO PYRIMIDINE DERIVATIVES AS HNE INHIBITORS FOR TREATING COPD
  申请人：Von Nussbaum Franz

  公开号：US20120004203A1

  公开（公告）日：2012-01-05

  The present invention relates to novel heterocyclically fused diaryldihydropyrimidine derivatives, to processes for their preparation, to their use alone or in combination for the treatment and/or prevention of diseases and also to their use for preparing medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of disorders of the lung and the cardiovascular system.

  本发明涉及新颖的杂环融合二芳基二氢嘧啶衍生物，涉及它们的制备方法，涉及它们单独或与其他物质结合用于治疗和/或预防疾病，以及涉及它们用于制备用于治疗和/或预防疾病的药物，特别是用于治疗和/或预防肺部和心血管系统疾病的药物。