5-Fluorocytidine

Base Information

• Chemical Name: 5-Fluorocytidine
• CAS No.: 2341-22-2
• Molecular Formula: C9H12FN3O5
• Molecular Weight: 261.21
• Hs Code.: 29349990
• European Community (EC) Number: 622-623-2
• UNII: VOR4X0D7WR
• DSSTox Substance ID: DTXSID60177964
• Nikkaji Number: J603.485C
• Wikidata: Q27117405
• Metabolomics Workbench ID: 55797
• ChEMBL ID: CHEMBL490033
• Mol file: 2341-22-2.mol

Synonyms:5-fluoro-cytidine;5-fluorocytidine;5-fluorocytidine monohydrochloride

Chemical Property of 5-Fluorocytidine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00152mmHg at 25°C
• Melting Point: 196-200 °C(lit.)
• Refractive Index: 55 ° (C=1, MeOH)
• Boiling Point: 511.4 °C at 760 mmHg
• PKA: 13.48±0.70(Predicted)
• Flash Point: 263.1 °C
• PSA: 130.83000
• Density: 1.98 g/cm³
• LogP: -1.84270
• Storage Temp.: -20?C Freezer
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 261.07609865
• Heavy Atom Count: 18
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

5-Fluorocytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-36-45-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=O)N1C2C(C(C(O2)CO)O)O)N)F
• Isomeric SMILES: C1=C(C(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)F
• Uses: 5-Fluoropyrimidine nucleotides as probes of RNA structure using 19F-NMR spectroscopy 5-Fluoropyrimidine nucleotides as probes of RNA structure using 19F-NMR spectroscopy.

Technology Process of 5-Fluorocytidine

There total 22 articles about 5-Fluorocytidine 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: 92.0%

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-fluorocytosine (53294-73-8) → 5-fluorocytidine (2341-22-2)

Guidance literature:

With ammonia; In methanol; at 20 ℃;

DOI:10.1021/ja0573763

Reference yield: 81.0%

2',3',5'-tri-O-acetyl-4-O-methyl-5-fluorouridine (175651-04-4) → 5-fluorocytidine (2341-22-2)

Guidance literature:

With methanol; ammonia; Ambient temperature;

DOI:10.1080/07328319608002399

Reference yield: 80.9%

(2R,3R,3aS,9aR)-2-Hydroxymethyl-6-imino-2,3,3a,5,6,9a-hexahydro-4aH-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ol → 5-fluorocytidine (2341-22-2)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2003.10.092

upstream raw materials:

2',3',5'-tri-O-acetyl-5-fluorouridine

2',3',5'-tri-O-acetyl-5-fluorocytidine

4-N-2',3',5'-O-tetraacetylcytidine

2',3',5'-tri-O-acetyl-4-O-methyl-5-fluorouridine

Downstream raw materials:

(3aS)-7-fluoro-2t-hydroxymethyl-6-imino-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3c-ol

(5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamic acid amyl ester

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