Cas no 89073-60-9 (6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione)

6-Amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione is a nitroso-substituted tetrahydropyrimidine derivative with potential applications in organic synthesis and pharmaceutical research. Its structure features a nitroso group at the 5-position and an amino group at the 6-position, offering reactivity for further functionalization. The diethyl substitution at the 1- and 3-positions enhances solubility in organic solvents, facilitating its use in synthetic workflows. This compound may serve as a precursor for heterocyclic scaffolds or bioactive molecules due to its versatile reactivity profile. Its stability under standard conditions makes it suitable for laboratory handling and storage. Further studies may explore its utility in medicinal chemistry or as an intermediate in specialized syntheses.
6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione structure
89073-60-9 structure
Product Name:6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione
CAS No:89073-60-9
MF:C8H12N4O3
MW:212.205881118774
MDL:MFCD00091956
CID:710977
PubChem ID:385990
Update Time:2025-05-26

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione Chemical and Physical Properties

Names and Identifiers

    • 6-Amino-1,3-diethyl-5-nitrosopyrimidine-2,4(1H,3H)-dione
    • 1,3-Diethyl-5-nitroso-6-aminouracil
    • 1,3-Diethyl-6-amino-5-nitrosouracil
    • 2,4(1H,3H)-Pyrimidinedione,6-amino-1,3-diethyl-5-nitroso-
    • 6-Amino-1,3-diethyl-5-nitroso-2,4(1H,3H)-pyrimidinedione
    • 6-amino-1,3-diethyl-5-nitrosopyrimidine-2,4-dione
    • 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione
    • 6-Amino-1,3-diethyl-5-nitroso-2,4(1H,3H)-pyrimidinedione (ACI)
    • NSC 677517
    • 89073-60-9
    • 6-Amino-1,3-diethyl-5-nitroso-2,4(1H,3H)-pyrimidinedione #
    • DB-057114
    • 6-amino-1,3-diethyl-5-nitroso-pyrimidine-2,4-dione
    • BCP17712
    • GAZDRRFBKXZFCM-UHFFFAOYSA-N
    • 6D8YK3RP6Y
    • MFCD00091956
    • AS-0056
    • NSC677517
    • SCHEMBL3397649
    • 2,4(1H,3H)-Pyrimidinedione, 6-amino-1,3-diethyl-5-nitroso-
    • W-204013
    • DTXSID90327697
    • 1,3-Diethyldihydro-6-imino-2,4,5(3H)-pyrimidinetrione 5-oxime
    • 2,4,5(3H)-Pyrimidinetrione, 1,3-diethyldihydro-6-imino-, 5-oxime
    • AKOS005071654
    • NSC-677517
    • Uracil, 6-amino-1,3-diethyl-5-nitroso-
    • AC-31745
    • MDL: MFCD00091956
    • Inchi: 1S/C8H12N4O3/c1-3-11-6(9)5(10-15)7(13)12(4-2)8(11)14/h3-4,9H2,1-2H3
    • InChI Key: GAZDRRFBKXZFCM-UHFFFAOYSA-N
    • SMILES: N1(C(C(=C(N(CC)C1=O)N([H])[H])N=O)=O)CC

Computed Properties

  • Exact Mass: 212.09100
  • Monoisotopic Mass: 212.091
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 350
  • 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: 96.1A^2
  • XLogP3: -0.2

Experimental Properties

  • Density: 1.45
  • Melting Point: 217-218°C
  • Boiling Point: 276.1°C at 760 mmHg
  • Flash Point: 120.8°C
  • Refractive Index: 1.629
  • PSA: 99.45000
  • LogP: 0.61110

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione Security Information

  • HazardClass:IRRITANT

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione 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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6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium nitrite Catalysts: Acetic acid
Reference
Preparation and formulation of antiviral 8-phenylxanthines
, European Patent Organization, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: Acetic acid ,  Sodium nitrite
Reference
Linear expanded xanthines
Rodgers, Gary R.; Neish, William J. P., Monatshefte fuer Chemie, 1986, 117(6-7), 879-82

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrochloric acid Catalysts: Pelex SS-H Solvents: Water
Reference
Preparation of 6-amino-1,3-dialkyl-5-nitrosouracils derivatives in high yields
, Japan, , ,

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium nitrite Solvents: Acetic acid ;  15 min, 50 - 60 °C
Reference
Inhibitory Effects of New Mercapto Xanthine Derivatives in Human mcf7 and k562 Cancer Cell Lines
Sultani, Haider N.; Ghazal, Rasha A.; Hayallah, Alaa M.; Abdulrahman, Loay K.; Abu-Hammour, Khaled; et al, Journal of Heterocyclic Chemistry, 2017, 54(1), 450-456

Production Method 5

Reaction Conditions
1.1 Reagents: Acetic acid ,  Sodium nitrite Solvents: Water ;  15 min, 50 - 60 °C; 60 °C → 4 °C
Reference
Multigram-Scale Syntheses, Stability, and Photoreactions of A2A Adenosine Receptor Antagonists with 8-Styrylxanthine Structure: Potential Drugs for Parkinson's Disease
Hockemeyer, Joerg; Burbiel, Joachim C.; Mueller, Christa E., Journal of Organic Chemistry, 2004, 69(10), 3308-3318

Production Method 6

Reaction Conditions
1.1 Reagents: Acetic acid ,  Nitrous acid Solvents: Water ;  50 - 60 °C
Reference
Fast, efficient, and versatile synthesis of 6-amino-5-carboxamidouracils as precursors for 8-substituted xanthines
Marx, Daniel; Wingen, Lukas M.; Schnakenburg, Gregor; Mueller, Christa E.; Scholz, Matthias S., Frontiers in Chemistry (Lausanne, 2019, 7,

Production Method 7

Reaction Conditions
1.1 Reagents: Nitrous acid Solvents: Acetic acid ,  Water
Reference
Design and evaluation of xanthine based adenosine receptor antagonists: Potential hypoxia targeted immunotherapies
Thomas, Rhiannon; Lee, Joslynn; Chevalier, Vincent; Sadler, Sara; Selesniemi, Kaisa; et al, Bioorganic & Medicinal Chemistry, 2013, 21(23), 7453-7464

Production Method 8

Reaction Conditions
1.1 Reagents: Sodium nitrite
Reference
Synthesis and anthelmintic activity of some new 1,3-disubstituted 1,2,3,6-tetrahydro-2,6-dioxo-8-purinyl carbamates
Shridhar, D. R.; Rao, K. Srinivasa; Bhopale, K. K.; Tripathi, H. N.; Sai, G. S. T., Indian Journal of Chemistry, 1980, (8), 699-701

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione Raw materials

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione Preparation Products

Additional information on 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione

Comprehensive Overview of 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione (CAS No. 89073-60-9)

6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione (CAS No. 89073-60-9) is a specialized heterocyclic compound with a unique molecular structure. This compound belongs to the class of tetrahydropyrimidine derivatives, which are widely studied for their potential applications in pharmaceuticals, agrochemicals, and material science. The presence of both amino and nitroso functional groups in its structure makes it a versatile intermediate for synthetic chemistry.

In recent years, the demand for nitroso compounds and tetrahydropyrimidine derivatives has surged due to their role in drug discovery and development. Researchers are particularly interested in how 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione can be utilized in the synthesis of novel therapeutic agents. Its structural features suggest potential bioactivity, making it a candidate for further investigation in medicinal chemistry.

The compound's CAS number 89073-60-9 is a critical identifier for researchers and manufacturers, ensuring accurate referencing in scientific literature and regulatory documents. Given the growing interest in heterocyclic compounds, this substance has garnered attention in academic and industrial circles. Its synthesis, properties, and applications are frequently discussed in peer-reviewed journals, highlighting its significance in modern chemistry.

One of the trending topics in the field of organic chemistry is the exploration of sustainable synthesis methods. Researchers are investigating eco-friendly approaches to produce 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione with minimal environmental impact. This aligns with the global push toward green chemistry, a subject frequently searched by students and professionals alike.

Another area of interest is the compound's potential role in catalysis and material science. Its unique structure may serve as a ligand or precursor for advanced materials, such as metal-organic frameworks (MOFs) or polymers. These applications are often highlighted in discussions about innovative chemical solutions, a hot topic in both academic and industrial research.

For those searching for CAS 89073-60-9 or related terms, it's important to note that this compound is primarily used in research settings. Its stability, solubility, and reactivity are key factors that determine its suitability for various experiments. Laboratories handling this substance must adhere to standard safety protocols, although it is not classified as a hazardous material under most regulatory frameworks.

The rise of AI-driven drug discovery has also brought attention to compounds like 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione. Computational models are increasingly used to predict the bioactivity and synthetic pathways of such molecules, reducing the time and cost associated with traditional methods. This intersection of chemistry and technology is a frequently searched topic, reflecting the interdisciplinary nature of modern science.

In summary, 6-amino-1,3-diethyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dione (CAS No. 89073-60-9) is a compound of significant interest due to its structural uniqueness and potential applications. Whether in pharmaceutical research, green chemistry, or material science, this molecule continues to inspire innovation and exploration. Its study contributes to the broader understanding of heterocyclic chemistry, a field that remains at the forefront of scientific advancement.

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