N4-Acetylcytosine

Base Information

• Chemical Name: N4-Acetylcytosine
• CAS No.: 14631-20-0
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Hs Code.: DERIVATION
• European Community (EC) Number: 619-683-7
• NSC Number: 210403
• DSSTox Substance ID: DTXSID30163354
• Nikkaji Number: J152.171C
• Wikidata: Q20892014
• ChEMBL ID: CHEMBL3273673
• Mol file: 14631-20-0.mol

Synonyms:N4-Acetylcytosine;14631-20-0;N-Acetylcytosine;N-(2-Oxo-1,2-dihydropyrimidin-4-yl)acetamide;N4 -acetylcytosine;N-(2-oxo-1H-pyrimidin-6-yl)acetamide;n(4)-acetylcytosine;Acetamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)-;MFCD00134466;4-acetylamino-1,2-dihydro-2-pyrimidone;N-acetyl cytosine;NSC210403;N-(2-hydroxypyrimidin-4-yl)acetamide;N4-Acetylcytosine, 99%;N-(2-Oxo-1,2-dihydro-4-pyrimidinyl)acetamide;SCHEMBL21187;CHEMBL3273673;IJCKBIINTQEGLY-UHFFFAOYSA-;DTXSID30163354;CHEBI:146134;IJCKBIINTQEGLY-UHFFFAOYSA-N;AMY23360;BCP12969;4-(acetylamino)pyrimidine-2(1H)-one;AKOS006227633;AKOS015837993;AKOS022634962;AC-8695;CS-W010939;NSC 210403;NSC-210403;N-(2-oxo-3H-pyrimidin-4-yl)acetamide;AS-12395;SY069214;FT-0604353;F16463;N-(1,2-dihydro-2-oxo-4-pyrimidinyl)acetamide;EN300-6808778;W-201296;Q20892014;InChI=1/C6H7N3O2/c1-4(10)8-5-2-3-7-6(11)9-5/h2-3H,1H3,(H2,7,8,9,10,11)

Chemical Property of N4-Acetylcytosine

Chemical Property:

• Melting Point: >300 °C(lit.)
• Refractive Index: 1.625
• PKA: 7.60±0.10(Predicted)
• PSA: 75.11000
• Density: 1.41 g/cm³
• LogP: 0.21360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Very Slightly)
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

N4-Acetylcytosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26-37

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=CC=NC(=O)N1
• Uses: N4-Acetylcytosine may be used in the preparation of cytidine. It may be used in the preparation of 1-(4-azido-4-deoxy-β-D-glucopyranosyl)cytosine.

Technology Process of N4-Acetylcytosine

There total 9 articles about N4-Acetylcytosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Cytosine (71-30-7) + acetic anhydride (108-24-7) → 4-N-Acetylcytosine (14631-20-0)

Guidance literature:

With phosphoric acid; at 100 ℃; for 8h;

Reference yield: 20.0%

4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one (32830-01-6) → 4-N-Acetylcytosine (14631-20-0) + 4-Acetamido-1-(2,3-di-O-acetyl-5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one (84856-79-1) + 4-Amino-1-(5-bromo-5-deoxy-β-D-arabinofuranosyl)pyrimidin-2(1H)-one (58538-06-0)

Guidance literature:

With hydrogen bromide; In N,N-dimethyl-formamide; at 120 ℃; for 0.416667h;

Reference yield:

Cytosine (71-30-7) + acetyl chloride (75-36-5) → 4-N-Acetylcytosine (14631-20-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2019.01.027

upstream raw materials:

Cytosine

acetic anhydride

N-acetylcytidine

4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one

Downstream raw materials:

N-[1-(4-Acetylamino-2-oxo-2H-pyrimidin-1-yl)-2,2,2-trichloro-ethyl]-benzamide

N⁴-acetyl-1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-β-D-erythro-pentofuranosyl>cytosine

N₄-ACETYL-1-[2,2-DIFLUORO-1-[2-(BENZYLOXY)ETHOXY]ETHYL]CYTOSINE

N₄-Acetyl-1-[2,2,2-trifluoro-1-[2-(benzyloxy)ethoxy]ethyl]cytosine

Refernces

Diastereoselective synthesis of d-xylo-isoxazolidinyl nucleosides

10.1016/j.tet.2008.01.133

The research focuses on the diastereoselective synthesis of D-xylo-isoxazolidinyl nucleosides, which are potentially active as antiviral and anticancer agents. The experiments involve the condensation of acetoxyisoxazolidines with silylated nucleobases such as uracil, thymine, cytosine, N-acetylcytosine, and guanine, using methods like the Vorbrüggen nucleosidation. The stereoselectivity of the addition depends on the structure of the substituent at C-3 from the starting chiral nitrone. The reactions were carried out under varying conditions, including different temperatures and solvents, to yield isoxazolidinyl b- and a-nucleosides with moderate to good stereoselectivity. The analyses used to determine the ratio of anomeric nucleosides, the stereochemistry, and the structure of the products included quantitative 13C NMR spectroscopy, NOE measurements, and mass spectrometry, with purification of the nucleosides achieved through flash column chromatography. The study also observed the formation of isoxazoline derivatives as side products under certain conditions and confirmed their structures using 2D NMR spectroscopy and chemical shift analysis.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 14631-20-0 N4-Acetylcytosine

Send

Send

Metric Ton KG G Pound L ML

Send

Send