29702-43-0

Basic information

• Product Name: 2-Deoxy-2-fluoro-D-glucose
• Synonyms: FDG;D-GLUCOPYRANOSE, 2-DEOXY-2-FLUORO-;2-DEOXY-2-FLUORO-D-GLUCOSE;2-DEOXY-2-FLUOROGLUCOSE;2-DEOXY-FLUORO-GLUCOSE;2-Deoxy-2-fluoro-D-glucopyranose;2-Fluoro-2-deoxy-D-glucopyranose97%;D-Glucose, 2-deoxy-2-fluoro-
• CAS NO: 29702-43-0
• Molecular Formula: C6H11FO5
• Molecular Weight: 182.15
• EINECS: 2017-001-1
• Product Categories: Sugars;chiral;13C & 2H Sugars;aldehydes;Carbohydrates & Derivatives
• Mol File: 29702-43-0.mol

Chemical Properties

• Melting Point: 170 °C
• Boiling Point: 478.4 °C at 760 mmHg
• Flash Point: 243.1 °C
• Appearance: /
• Density: 1.494 g/cm³
• Vapor Pressure: 1.44E-08mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly, Sonicated), Water (Slightly, Sonicated)
• PKA: 12.53±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-Deoxy-2-fluoro-D-glucose(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Deoxy-2-fluoro-D-glucose(29702-43-0)
• EPA Substance Registry System: 2-Deoxy-2-fluoro-D-glucose(29702-43-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 29702-43-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Deoxy-2-fluoro-D-glucose is used as a pharmaceutical agent for targeting cancer cells. It works by inhibiting hexokinase enzymes, which are overexpressed in rapidly proliferating cancer cells, thus disrupting their energy production and leading to cell death. Its application in cancer therapy is due to its ability to preferentially affect cancer cells while sparing normal cells.
Used in Research and Development:
In the field of research, 2-Deoxy-2-fluoro-D-glucose is used as a tool to study the role of glucose metabolism in various biological processes. It helps researchers understand the mechanisms of glucose uptake and utilization in cells, as well as the impact of altered glucose metabolism on cellular functions and disease progression.
Used in Drug Delivery Systems:
Similar to gallotannin, 2-Deoxy-2-fluoro-D-glucose can also be incorporated into drug delivery systems to improve its bioavailability and therapeutic efficacy. These systems can be designed to specifically target cancer cells, enhancing the drug's effectiveness and reducing potential side effects on healthy tissues.

InChI:InChI=1/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2

Upstream product

• 141395-48-4 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside 
• 84780-21-2 Fluoro-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde 

Downstream Products

• 31077-89-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranose 
• 7226-42-8 1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose 
• 141395-49-5 [(2R,3R,4S,5S)-3,4,6-triacetoxy-5-fluoro-tetrahydropyran-2-yl]methyl acetate 

Relevant articles and documents

Fluoro-substituted epipodophyllotoxin glucosides

The present invention provides antitumor fluoro-substituted 4'-demethylepipodophyllotoxin glucosides.

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

The reaction of 1,2-anhydro-3,4:4,5-di-O-isopropylidene-1-C-nitro-D-mannitol (2) with potassium hydrogenfluoride in ethylene glycol under anhydrous conditions provides a route to 2-deoxy-2-fluoro-D-glucose, the (18)F-labeled analog of which is an important radiopharmaceutical of use in medical imaging.The reaction is accompained to a minor extent by epimerization at C-2 of the initially formed fluoro aldehyde and also results in attack by solvent at C-2 in 2.