Cas no 3346-23-4 (2,6-Diamino-4-hydroxy-5-nitrosopyrimidine)

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine is a heterocyclic compound featuring a pyrimidine core functionalized with amino, hydroxy, and nitroso groups. This structure imparts unique reactivity, making it valuable in synthetic organic chemistry and pharmaceutical research. The presence of multiple functional groups allows for versatile derivatization, facilitating its use as a building block in nucleoside analogs and other biologically active molecules. Its nitroso group enhances electrophilic character, enabling selective modifications. The compound’s stability under controlled conditions and compatibility with various reaction conditions further underscore its utility in medicinal chemistry and material science applications. Proper handling is advised due to potential sensitivity to light and moisture.
2,6-Diamino-4-hydroxy-5-nitrosopyrimidine structure
3346-23-4 structure
Product Name:2,6-Diamino-4-hydroxy-5-nitrosopyrimidine
CAS No:3346-23-4
MF:C4H5N5O3
MW:171.114199399948
MDL:MFCD01365774
CID:320495
PubChem ID:135461662
Update Time:2025-05-24

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4(3H)-Pyrimidinone,2,6-diamino-5-nitro-
    • 2,6-Diamino-4-hydroxy-5-nitrosopyrimidine
    • 2,6-Diamino-5-nitropyrimidin-4-ol
    • 2,4-Diamino-6-hydroxy-5-nitropyrimidine
    • 4(1H)-Pyrimidinone, 2-amino-5-methoxy- (9CI)
    • C4H5N5O3
    • 2,6-diamino-5-nitro-1H-pyrimidin-4-one
    • 2,4-diamino-5-nitro-1H-pyrimidin-6-one
    • UNII-D2CJL42EBQ
    • DTXSID20286344
    • A923900
    • Q27458233
    • CS-0045632
    • BDBM50378555
    • (2S,4R)-N-BOC-4-HYDROXYPIPERIDINE-2-CARBOXYLICACIDMETHYLESTER,98%E.E.,95
    • GS-5638
    • SCHEMBL3919290
    • 2,6-diamino-5-nitropyrimidin-4(3H)-one
    • 4(3H)-Pyrimidinone, 2,6-diamino-5-nitro-
    • H10278
    • NSC-44924
    • PD176740
    • B57
    • AKOS006277052
    • AKOS030242318
    • D2CJL42EBQ
    • CHEMBL571066
    • 3346-23-4
    • MFCD01365774
    • FT-0666372
    • SB57381
    • XNFGVBWYGFPSDN-UHFFFAOYSA-N
    • NSC44924
    • 2,6-Diamino-5-nitro-4(3H)-pyrimidinone
    • 2,4-diamino-5-nitropyrimidin-6-one
    • MFCD18071489
    • DB-081823
    • DB-010225
    • MDL: MFCD01365774
    • Inchi: 1S/C4H5N5O3/c5-2-1(9(11)12)3(10)8-4(6)7-2/h(H5,5,6,7,8,10)
    • InChI Key: XNFGVBWYGFPSDN-UHFFFAOYSA-N
    • SMILES: O=C1C(=C(N)N=C(N)N1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 171.03900
  • Monoisotopic Mass: 171.039239
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 311
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 139
  • XLogP3: -1.2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 2.31
  • Melting Point: >400°C
  • Boiling Point: 285.9°C at 760 mmHg
  • Flash Point: 126.7°C
  • Refractive Index: 1.916
  • PSA: 143.87000
  • LogP: 0.94040
  • Vapor Pressure: No data available

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine Security Information

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2,6-Diamino-4-hydroxy-5-nitrosopyrimidine Related Literature

Additional information on 2,6-Diamino-4-hydroxy-5-nitrosopyrimidine

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine (CAS No. 3346-23-4)

2,6-Diamino-4-hydroxy-5-nitrosopyrimidine is a heterocyclic organic compound with the CAS registry number 3346-23-4. This compound belongs to the class of pyrimidines, which are six-membered aromatic rings containing two nitrogen atoms at positions 1 and 3. The structure of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine is characterized by the presence of amino groups (-NH?) at positions 2 and 6, a hydroxyl group (-OH) at position 4, and a nitroso group (-N=O) at position 5. These functional groups contribute to its unique chemical properties and reactivity.

The synthesis of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine involves various methods, including condensation reactions and nitrosation processes. Recent studies have explored the use of microwave-assisted synthesis to enhance reaction efficiency and yield. This approach has shown promise in producing high-purity samples of the compound for further applications.

One of the most significant applications of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine is in the field of medicinal chemistry. The compound serves as an intermediate in the synthesis of various bioactive molecules, including potential drug candidates for treating diseases such as cancer and neurodegenerative disorders. For instance, researchers have investigated its role in the development of inhibitors for key enzymes involved in cell signaling pathways.

Recent advancements in computational chemistry have enabled detailed studies of the electronic structure and reactivity of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine. Density functional theory (DFT) calculations have provided insights into the molecule's π-electron distribution and its ability to undergo redox reactions. These findings are crucial for understanding its behavior in biological systems and its potential as a pharmacophore.

In addition to its medicinal applications, 2,6-diamino-4-hydroxy-5-nitrosopyrimidine has been studied for its role in materials science. The compound exhibits interesting optical properties due to its conjugated π-system, making it a candidate for use in organic semiconductors and light-emitting diodes (LEDs). Recent experiments have demonstrated its potential as a building block for constructing novel materials with tailored electronic properties.

The stability and degradation pathways of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine under various conditions have also been investigated. Studies have shown that the compound is relatively stable under neutral conditions but undergoes hydrolysis in acidic or basic environments. Understanding these degradation mechanisms is essential for ensuring the safety and shelf life of products containing this compound.

From an environmental perspective, researchers have assessed the biodegradability and toxicity of 2,6-diamino-4-hydroxy-5-nitrosopyrimidine. Results indicate that the compound has low acute toxicity but may pose risks to aquatic organisms under certain conditions. These findings highlight the need for responsible handling and disposal practices when working with this compound.

In conclusion, 2,6-diamino-4-hydroxy-5-nitrosopyrimidine (CAS No. 3346-23-4) is a versatile compound with applications spanning medicinal chemistry, materials science, and environmental studies. Its unique structure and functional groups make it a valuable building block for developing new compounds with diverse functionalities. Ongoing research continues to uncover new insights into its properties and potential uses, underscoring its importance in modern chemical research.

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