3,5-二甲基-1H-吡唑-4-胺 | 5272-86-6

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,5-二甲基-1H-吡唑-4-胺
• 中文别名: 3,5-二甲基-4-氨基吡唑
• 英文名称: 4-amino-3,5-dimethyl-1H-pyrazole
• 英文别名: 4-amino-3,5-dimethylpyrazole；4-Amino-3,5-dimethylpyrazol；3,5-dimethyl-1H-pyrazol-4-amine；3,5-dimethyl-4-aminopyrazole；4-amine-3,5-dimethyl-1H-pyrazole；3,5-Dimethyl-4-aminopyrazol
• CAS: 5272-86-6
• 化学式: C₅H₉N₃
• mdl: MFCD00187666
• 分子量: 111.147
• InChiKey: LNVWRBNPXCUYJI-UHFFFAOYSA-N

物化性质

• 熔点：
  204-205 °C
• 沸点：
  300.7±37.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于乙腈（少量）、DMSO（少量）、甲醇（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312+P330,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  储存条件：2-8°C，避光，惰性气体保护。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3,5-Dimethyl-1H-pyrazol-4-amine
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 3,5-Dimethyl-1H-pyrazol-4-amine
CAS number: 5272-86-6

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C5H9N3
Molecular weight: 111.1

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,5-二甲基-1H-吡唑-4-胺 在 盐酸 、 sodium nitrite 作用下， 生成 3,5-二甲基-4-碘吡唑
  参考文献：
  名称：

  Morgan; Ackerman, Journal of the Chemical Society, 1923, vol. 123, p. 1315

  摘要：

  DOI：
• 作为产物：
  描述：

  pentane-2,3,4-trione 3-phenylhydrazone 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 3,5-二甲基-1H-吡唑-4-胺
  参考文献：
  名称：

  新的N-取代的N'-（3,5-二/ 1,3,5-三甲基吡唑-4-基）硫脲/脲衍生物的合成及生物学评价。

  摘要：

  通过4-氨基吡唑与取代的异硫氰酸酯或异氰酸酯的反应制备了几种硫脲和脲衍生物。通过戊四唑诱导的癫痫发作（PTZ）和最大电击癫痫发作（MES）测试，对新化合物的抗惊厥活性进行了测试。在测试的化合物中，PTZ和MES测试中分别以50mg / kg的浓度提供4b的硫脲衍生物90％和100％的保护。5a和5b的尿素衍生物以25和50mg / kg的剂量提供82和100％的保护。还对6.25μg/ mL浓度的合成化合物针对结核分枝杆菌H37Rv的抗结核活性进行了筛选，但是在这些浓度下未发现它们具有活性。此外，评估了一些选定的化合物的体外抗HIV活性，它们均为阴性。

  DOI：

  10.1016/j.ejps.2005.05.005

文献信息

• CHEMICAL SUBSTANCES WHICH INHIBIT THE ENZYMATIC ACTIVITY OF HUMAN KALLIKREIN-RELATED PEPTIDASE 6 (KLK6)
  申请人：Deutsches Krebsforschungszentrum

  公开号：EP3305781A1

  公开（公告）日：2018-04-11

  The invention relates to compounds which are suitable for the treatment of a disease associated with kallikrein-like peptidase 6 overexpression and to pharmaceutical compositions containing such compounds. The invention further relates to a kit of parts comprising such compounds or pharmaceutical compositions.

  这项发明涉及适用于治疗与kallikrein样肽酶6过度表达相关疾病的化合物，以及含有这些化合物的药物组合物。该发明还涉及包括这些化合物或药物组合物的配套工具包。
• High-throughput screen for inhibitors of protein–protein interactions in a reconstituted heat shock protein 70 (Hsp70) complex
  作者：Isabelle R. Taylor、Bryan M. Dunyak、Tomoko Komiyama、Hao Shao、Xu Ran、Victoria A. Assimon、Chakrapani Kalyanaraman、Jennifer N. Rauch、Matthew P. Jacobson、Erik R.P. Zuiderweg、Jason E. Gestwicki

  DOI：10.1074/jbc.ra117.001575

  日期：2018.3

  multiprotein complexes (RMPCs). As a model system, we chose heat shock protein 70 (Hsp70), which is an ATP-dependent molecular chaperone that interacts with co-chaperones, including DnaJA2 and BAG2. The PPIs between Hsp70 and its co-chaperones stimulate nucleotide cycling. Thus, to re-create this ternary protein system, we combined purified human Hsp70 with DnaJA2 and BAG2 and then screened 100,000 diverse

  蛋白质间相互作用（PPI）是推定药物靶标的重要类别。高通量筛选（HTS）的改进显着加速了某些PPI抑制剂的发现。然而，适用于筛选多蛋白复合物的方法（例如由三种或更多种不同成分组成的复合物）的出现较慢。在这里，我们探索了一种使用重组多蛋白复合物（RMPC）的方法。作为模型系统，我们选择了热激蛋白70（Hsp70），它是一种ATP依赖性分子伴侣，可与包括DnaJA2和BAG2在内的伴侣伴侣相互作用。Hsp70及其协同分子之间的PPI刺激核苷酸循环。因此，为了重新创建此三元蛋白质系统，我们将纯化的人Hsp70与DnaJA2和BAG2结合在一起，然后进行了100次筛选，000种化合物，可抑制伴侣伴侣刺激的ATPase活性。这项HTS运动产生了两种具有有希望的抑制活性的化合物。有趣的是，一种抑制Hsp70和DnaJA2之间的PPI，而另一种似乎抑制Hsp70-BAG2复合体。使用二级分析，我们发现这
• Tuning Isonitrile/Tetrazine Chemistry for Accelerated Deprotection and Formation of Stable Conjugates
  作者：Minghao Xu、Titas Deb、Julian Tu、Raphael M. Franzini

  DOI：10.1021/acs.joc.9b02522

  日期：2019.12.6

  group promote β-elimination and accelerate deprotection. Second, tetrazines with bulky substituents form stable imine conjugates even with primary isonitriles that are otherwise rapidly hydrolyzed. Third, the elimination step is independent from hydrolysis to the aldehyde and instead can occur directly from the imine intermediate. These findings will allow tuning the structures of tetrazine and isonitrile

  异氰基是生物正交反应的重要功能，因为它会与四嗪快速反应形成稳定的共轭物或从3-异氰丙基中释放出有效载荷。在这里，我们提供了对初始环加成之后的解离步骤的机械见解，并分析了结构修饰如何影响这些过程。这项研究的三个主要成果对于为生物正交应用设计此类研究组具有重要意义。首先，在3-异氰基丙基的C-2处的阴离子稳定取代基促进β-消除并加速脱保护。第二，具有庞大取代基的四嗪即使与伯异腈也能形成稳定的亚胺共轭物，否则它们会迅速水解。第三，消除步骤与水解成醛无关，而是可以直接从亚胺中间体发生。这些发现将允许调整四嗪和异腈反应物的结构，以用于生物正交连接和释放化学。
• PYRIDOPYRIMIDINONE INHIBITORS OF KINASES
  申请人：AbbVie Inc.

  公开号：US20130225589A1

  公开（公告）日：2013-08-29

  The present invention relates to compounds of formula (I) or pharmaceutical acceptable salts, wherein R 1 , R 2 , R 3 , R 4 , and B are defined in the description. The present invention relates also to compositions containing said compounds which are useful for inhibiting kinases such as wee-1 and methods of treating diseases such as cancer.

  本发明涉及式(I)化合物或药理可接受的盐，其中R1、R2、R3、R4和B在描述中定义。本发明还涉及包含所述化合物的组合物，这些化合物可用于抑制诸如wee-1的激酶，以及治疗诸如癌症疾病的方法。
• Rationally tuning host–guest interactions to free hydroxide ions within intertrimerically cuprophilic metal–organic frameworks for high OH⁻ conductivity
  作者：Ziyin Li、Zhangjing Zhang、Yingxiang Ye、Kaicong Cai、Fenfen Du、Heng Zeng、Jin Tao、Quanjie Lin、Ying Zheng、Shengchang Xiang

  DOI：10.1039/c6ta11242k

  日期：——

  Rationally tuning host–guest interactions to free hydroxide ions within intertrimerically cuprophilic MOF for high OH⁻ conductivity.

  合理调节宿主-客体相互作用，以在三聚物杯铜MOF中释放氢氧根离子，实现高OH^-导电性。