3,6-二氨基哒嗪 | 61070-99-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 哒嗪类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 3,6-二氨基哒嗪
• 英文名称: pyridazine-3,6-diamine
• 英文别名: 3,6-diaminopyridazine；3,6-Diaminopyridazin
• CAS: 61070-99-3
• 化学式: C₄H₆N₄
• mdl: MFCD05665950
• 分子量: 110.118
• InChiKey: DGGSOPZZJKIXQG-UHFFFAOYSA-N

物化性质

• 熔点：
  226-228℃
• 沸点：
  435.5±25.0 °C(Predicted)
• 密度：
  1.368

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3,6-Diaminopyridazine
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 3,6-Diaminopyridazine
CAS number: 61070-99-3

---

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: C4H6N4
Molecular weight: 110.1

---

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：

  4-甲氧基苯异腈 、 4-氯苯甲醛 、 3,6-二氨基哒嗪 在 ytterbium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以38%的产率得到2,7-bis(4-chlorophenyl)-N¹,N⁸-bis(4-methoxyphenyl)diimidazo[1,2-b:2',1'-f]pyridazine-1,8-diamine
  参考文献：
  名称：

  多种多组分反应：生物医学中未开发的底物，选择性过程和多功能化学型

  摘要：

  多个多组分反应迅速组装复杂的结构。尽管生产率很高，但是缺乏选择性和减少的可行转化次数限制了它们在合成中的普遍应用。因此，我们基于优先生成的中间体的反应性低于起始底物的优先顺序，描述了这些方法的选择性形式的基本原理。通过这种方式，将Groebke–Blackburn–Bienaymé反应应用于一系列α-聚氨基聚嗪，我们制备了一系列紧凑的杂环支架，在药物和生物化学中具有相关应用（活细胞成像探针，DNA四链体的选择性结合剂和抗人类腺病毒的抗病毒药物）。该方法具有一般特征，并以选择性，可调节和直接的方式产生复杂的分子靶标。

  DOI：

  10.1002/chem.201802877
• 作为产物：
  描述：

  3-氨基-6-碘哒嗪 在 potassium phosphate 、 copper(l) iodide 、 氨 、 L-羟基脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以46%的产率得到3,6-二氨基哒嗪
  参考文献：
  名称：

  Preparation of differentially substituted 3,6-diaminopyridazines under mild conditions

  摘要：

  DOI：

  10.1016/j.tetlet.2014.07.096

文献信息

• Microwave-enhanced Efficient Synthesis of Some Polyfunctional Pyridazines
  作者：M. Kumar Jangid、T. Yadav、A. K. Yadav

  DOI：10.1002/jhet.1623

  日期：2013.8

  Microwave‐enhanced highly efficient protocol for the synthesis of polyfunctional pyridazines beginning from 3,6‐dichloropyridazine in environmentally benign ionic liquids have been developed. The products obtained were 3‐amino‐6‐chloropyridazine, 3,6‐diaminopyridazine, and 3‐chloro‐6‐methoxypyridazine. These derivatives were then be converted to a variety of polyfunctional pyridazine derivatives. The ionic liquids

  已开发出微波增强的高效方案，用于在环境无害的离子液体中合成从3,6-二氯哒嗪开始的多官能哒嗪。得到的产物是3-氨基-6-氯哒嗪，3,6-二氨基哒嗪和3-氯-6-甲氧基哒嗪。然后将这些衍生物转化为多种多官能哒嗪衍生物。所使用的离子液体为1 - n-丁基-3-甲基咪唑鎓氢氧化物/四氟硼酸酯/六氟磷酸盐和1,3-二-n-丁基咪唑鎓氢氧化物。这种强大的策略是耗时少的绿色方法。所使用的离子液体可以回收和再循环。
• Duplex Molecular Strands Based on the 3,6-Diaminopyridazine Hydrogen Bonding Motif:  Amplifying Small-Molecule Self-Assembly Preferences through Preorganization and Iterative Arrangement of Binding Residues
  作者：Hegui Gong、Michael J. Krische

  DOI：10.1021/ja044566p

  日期：2005.2.1

  Structural parameters obtained through single-crystal X-ray diffraction analysis of the one-dimensional H-bonding motif expressed by 3,6-diaminopyridazine are applied to the design of related monomeric, dimeric, and trimeric duplex molecular strands. The mode of assembly and the interstrand affinity of the oligomers are established in solution by H-1 NMR dilution experiments, isothermal titration calorimetry (ITC), and vapor pressure osmometry. Single-crystal X-ray crystallographic analysis of the dimeric diaminopyriclazine 2a corroborates the intended duplex mode of assembly. Binding free energy per unimer (-DeltaGdegrees/n) increases upon extension from monomer to dimer to trimer, signifying a positive cooperative effect. Micromolar binding affinity (K-d = 1.25 +/- 0.1 muM) was determined for the duplex trimer by ITC in 1,2-dichloroethane at 20degreesC. These data provide further insight into the structural and interactional features of synthetic duplex oligomers required for high-affinity, high-specificity binding and define new recognition elements for use in nanoscale assembly.
• Facile Synthesis of 3,6‐Diaminopyridazine
  作者：Liyan Xing、Anne Petitjean、Rolf Schmidt、Louis Cuccia

  DOI：10.1080/00397910701410830

  日期：2007.7
• Preparation of differentially substituted 3,6-diaminopyridazines under mild conditions
  作者：Paul A. Bethel、Bryan Roberts、Andrew Bailey

  DOI：10.1016/j.tetlet.2014.07.096

  日期：2014.9
• Multiple Multicomponent Reactions: Unexplored Substrates, Selective Processes, and Versatile Chemotypes in Biomedicine
  作者：Ouldouz Ghashghaei、Samantha Caputo、Miquel Sintes、Marc Revés、Nicola Kielland、Carolina Estarellas、F. Javier Luque、Anna Aviñó、Ramón Eritja、Ana Serna-Gallego、José Antonio Marrugal-Lorenzo、Jerónimo Pachón、Javier Sánchez-Céspedes、Ryan Treadwell、Fabio de Moliner、Marc Vendrell、Rodolfo Lavilla

  DOI：10.1002/chem.201802877

  日期：2018.9.25

  Multiple multicomponent reactions rapidly assemble complex structures. Despite being very productive, the lack of selectivity and the reduced number of viable transformations restrict their general application in synthesis. Hereby, we describe a rationale for a selective version of these processes based in the preferential generation of intermediates which are less reactive than the initial substrates

  多个多组分反应迅速组装复杂的结构。尽管生产率很高，但是缺乏选择性和减少的可行转化次数限制了它们在合成中的普遍应用。因此，我们基于优先生成的中间体的反应性低于起始底物的优先顺序，描述了这些方法的选择性形式的基本原理。通过这种方式，将Groebke–Blackburn–Bienaymé反应应用于一系列α-聚氨基聚嗪，我们制备了一系列紧凑的杂环支架，在药物和生物化学中具有相关应用（活细胞成像探针，DNA四链体的选择性结合剂和抗人类腺病毒的抗病毒药物）。该方法具有一般特征，并以选择性，可调节和直接的方式产生复杂的分子靶标。