2-Deoxy-D-glucose
- CAS No.
- 154-17-6
- Chemical Name:
- 2-Deoxy-D-glucose
- Synonyms
- 2-dg;2-DEOXYGLUCOSE;deoxyglucose;2-Dexoy-D-Glucose;2-desoxy-d-glucose;D-Arabino-2-deoxyhexose;ba2758;D-2dGlc;Deoxy D;nsc15193
- CBNumber:
- CB0251338
- Molecular Formula:
- C6H12O5
- Molecular Weight:
- 164.16
- MOL File:
- 154-17-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/7 19:09:42
| Melting point | 146-147 °C(lit.) |
|---|---|
| alpha | 45.5 º (c=2, H2O) |
| Boiling point | 211.61°C (rough estimate) |
| Density | 1.1738 (rough estimate) |
| refractive index | 46.5 ° (C=1, H2O) |
| storage temp. | 2-8°C |
| solubility | H2O: 50 mg/mL, clear, colorless to faintly yellow |
| form | crystalline |
| pka | pK1:12.52 (25°C) |
| color | white |
| Water Solubility | Soluble in water. |
| Merck | 14,2904 |
| BRN | 1723331 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used within 1 working day. |
| InChIKey | PMMURAAUARKVCB-CEZCPVKQSA-N |
| LogP | -1.460 (est) |
| CAS DataBase Reference | 154-17-6(CAS DataBase Reference) |
| EPA Substance Registry System | D-arabino-Hexose, 2-deoxy- (154-17-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 20/21/22-36/37/38 | |||||||||
| Safety Statements | 24/25-37/39-36-26 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | MQ3325000 | |||||||||
| F | 3-10 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29400090 | |||||||||
| NFPA 704 |
|
2-Deoxy-D-glucose price More Price(22)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | D8375 | 2-Deoxy-D-glucose ≥98% (GC), crystalline | 154-17-6 | 10MG | ₹2911.93 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D8375 | 2-Deoxy-D-glucose ≥98% (GC), crystalline | 154-17-6 | 1G | ₹8530.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D8375 | 2-Deoxy-D-glucose ≥98% (GC), crystalline | 154-17-6 | 5G | ₹33644.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR9231 | 2-Deoxy-D-glucose certified reference material, TraceCERT? | 154-17-6 | 100MG | ₹40756.13 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D8375 | 2-Deoxy-D-glucose ≥98% (GC), crystalline | 154-17-6 | 25G | ₹112114.53 | 2022-06-14 | Buy |
2-Deoxy-D-glucose Chemical Properties,Uses,Production
Chemical Properties
white to light yellow crystal powde
Uses
2-deoxy-D-Glucose is a non-metabolizable glucose analog that inhibits phosphorylation of glucose by hexokinase, the first step of glycolysis. This results in the depletion in cellular ATP, the inhibition of protein glycosylation, and the disruption of ER quality control by inducing the unfolded protein response. 2-deoxy-D-Glucose has been shown to cause cell cycle inhibition and cell death in in vitro models of hypoxia, induce autophagy, increase reactive oxygen species production, activate AMPK, and block tumor cell growth in animal models.[Cayman Chemical]
Safety Profile
Poison by subcutaneous route. Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.
Purification Methods
Crystallise 2-deoxy--D-glucose from MeOH/Me2CO, Me2CO or butanone to give a mixture of and anomers, m 142-144o, [] 18 +38o (35minutes) to +46o (c 0.5, H2O). Recrystallisation from isoPrOH gives mainly the -anomer m 134-136o , [ ] D +156o to +103o (c 0.9, pyridine). 1H NMR studies showed that at 44o in D2O the solution contained 36% of -pyranose and 64% of -pyranose sugar, but furanose structures were undetectable. [Snowden & Fischer J Am Chem Soc 69 1048 1947, derivatives: Bollinger & Schmidt Helv Chim Acta 34 989 1951; see Angyal & Pickles Aust J Chem 25 1711 1972 for ratio of isomers in solution, Beilstein 1 IV 4282.]
2-Deoxy-D-glucose Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Synaptics Labs Private Limited | +91-8341963666 +91-8341963666 | Hyderabad, India | 84 | 58 | Inquiry |
| Apicore Pharmaceuticals Pvt Ltd | +91-2662267177 +91-2662267166 | Gujarat, India | 181 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6093 | 58 | Inquiry |
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