2-Deoxy-2-fluoro-D-glucose

Base Information

• Chemical Name: 2-Deoxy-2-fluoro-D-glucose
• CAS No.: 29702-43-0
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.149
• Hs Code.: 29329990
• European Community (EC) Number: 635-951-6,636-698-4
• UNII: ZO2JV75L55
• DSSTox Substance ID: DTXSID701311592
• Nikkaji Number: J88.623H
• Wikidata: Q27121494
• Metabolomics Workbench ID: 57224
• ChEMBL ID: CHEMBL1908940
• Mol file: 29702-43-0.mol

Synonyms:18F Fluorodeoxyglucose;18F-FDG;18FDG;2 Fluoro 2 deoxy D glucose;2 Fluoro 2 deoxyglucose;2-Fluoro-2-deoxy-D-glucose;2-Fluoro-2-deoxyglucose;F 18, Fludeoxyglucose;F 18, Fluorodeoxyglucose;F18, Fluorodeoxyglucose;Fludeoxyglucose F 18;Fluorine 18 fluorodeoxyglucose;Fluorine-18-fluorodeoxyglucose;Fluorodeoxyglucose F 18;Fluorodeoxyglucose F18;Fluorodeoxyglucose, 18F

Chemical Property of 2-Deoxy-2-fluoro-D-glucose

Chemical Property:

• Vapor Pressure: 1.44E-08mmHg at 25°C
• Melting Point: 170 °C
• Refractive Index: 1.535
• Boiling Point: 478.4 °C at 760 mmHg
• PKA: 12.53±0.20(Predicted)
• Flash Point: 243.1 °C
• PSA: 97.99000
• Density: 1.494 g/cm³
• LogP: -2.40160
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly, Sonicated), Water (Slightly, Sonicated)
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 182.05905161
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98%, ^*data from raw suppliers

2-Deoxy-2-fluoro-D-glucose ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C=O)F)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H]([C@H](C=O)F)O)O)O)O
• Recent ClinicalTrials: Determination of Molecular Status, as Well as the Efficacy and Safety of Fluorodeoxyglucose (18F-FDG) in PET-CT Imaging in Juvenile Patients With Histiocytosis
• Recent EU Clinical Trials: Cell proliferation in pulmonary hypertension: mollecular imaging detection by FDG PET. Comparative study between patients and healthy subjects
• Recent NIPH Clinical Trials: Knee OA PET
• Uses: A substrate of hexokinase isozymes. A substrate of hexokinase isozymes

Technology Process of 2-Deoxy-2-fluoro-D-glucose

There total 3 articles about 2-Deoxy-2-fluoro-D-glucose 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:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside (141395-48-4) → 2-fluoro-2-deoxy-D-glucose (38440-79-8,51146-53-3,63639-24-7,90135-70-9,136529-55-0,136596-31-1,29702-43-0)

Guidance literature:

With sodium methylate; In methanol; for 0.116667h; Ambient temperature; var.: 1M HCl, reflux, 40 min;

DOI:10.1016/S0008-6215(00)90137-X

Reference yield:

Fluoro-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde (84780-21-2,109680-89-9) → (3S,4R,5R)-2-Fluoro-3,4,5,6-tetrahydroxy-hexanal (29702-43-0,38440-79-8,51146-53-3,63639-24-7,90135-70-9,136529-55-0,136596-31-1)

Guidance literature:

With trifluoroacetic acid; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90137-X

Reference yield:

→ 2-fluoro-2-deoxy-D-glucose (38440-79-8,51146-53-3,63639-24-7,90135-70-9,136529-55-0,136596-31-1,29702-43-0)

Guidance literature:

upstream raw materials:

Fluoro-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside

Downstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose

[(2R,3R,4S,5S)-3,4,6-triacetoxy-5-fluoro-tetrahydropyran-2-yl]methyl acetate

Refernces

• 1、 Szarek, Walter A.,Hay, George W.,Doboszewski, Bogdan,Perlmutter, Milton M.. "REACTION OF 1,2-ANHYDRO-3,4:5,6-DI-O-ISOPROPYLIDENE-1-C-NITRO-D-MANNITOL WITH POTASSIUM HYDROGENEFLUORIDE IN ETHYLENE GLYCOL: A SYNTHESIS OF 2-DEOXY-2-FLUORO-D-GLUCOSE". . p. 107 - 118. Retrieved 2007/10/02.