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| 3-Bromopyruvic acid Basic information |
| 3-Bromopyruvic acid Chemical Properties |
| Melting point | 77-82 °C | | Boiling point | 223.4±23.0 °C(Predicted) | | density | 1.7314 (rough estimate) | | refractive index | 1.4650 (estimate) | | storage temp. | 2-8°C | | solubility | water: soluble1g/10 mL, clear, colorless | | form | White crystalline solid | | pka | 1.84±0.54(Predicted) | | color | White to Almost white | | Water Solubility | Soluble in water, dimethyl sulfoxide, ethyl acetate and water. | | BRN | 1746786 | | InChIKey | PRRZDZJYSJLDBS-UHFFFAOYSA-N | | CAS DataBase Reference | 1113-59-3(CAS DataBase Reference) | | EPA Substance Registry System | Propanoic acid, 3-bromo-2-oxo- (1113-59-3) |
| Hazard Codes | C | | Risk Statements | 34-20/21/22 | | Safety Statements | 26-36/37/39-45-27 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | RTECS | UZ0840000 | | F | 19-21 | | Hazard Note | Corrosive | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29183000 |
| 3-Bromopyruvic acid Usage And Synthesis |
| Chemical Properties | Off-white solid | | Uses | Bromopyruvic Acid is a synthetic brominated derivative of pyruvic acid. Bromopyruvic Acid maybe a potential treatment for certain types of cancer as it has shown to be effective at eliminating aggress
ive liver tumors. | | Uses | Bromopyruvic acid is used as an affinity label for cysteine residues and a potential anti-cancer agent. It is involved in the synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids and substituted pyranones. It plays a vital role as a cross-linker between nucleic acids and proteins. It is used as an anticancer agent for lung tumors. | | Uses | 3-Bromopyruvic acid is an intermediate of the fungicide thiabendazole. It was also used in the synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids. | | Preparation | Synthesis method of 3-bromopyruvic acid: add a little concentrated sulfuric acid and solvent dichloromethane to pyruvic acid in a reaction flask, add bromine dropwise for about 3.5h and stir, a white precipitate is produced, then continue to stir for 1h, dilute with cyclohexane and petroleum ether, then cool the reaction mixture to get crystals, filter, wash with petroleum ether and dry to get the finished product of 3-bromopyruvic acid. | | Definition | ChEBI: 3-bromopyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug It has a role as an alkylating agent and an antineoplastic agent. It is a 2-oxo monocarboxylic acid and an organobromine compound. It derives from a pyruvic acid. It is a conjugate acid of a 3-bromopyruvate. | | General Description | Bromopyruvic acid is an affinity label for cysteine residues?. It acts as cross-linker between nucleic acids and proteins. Kinetics of inactivation of pancreatic ribonuclease A by bromopyruvic acid has been investigated. | | Purification Methods | Dry it by azeotropic distillation (with toluene), and then recrystallise it from dry CHCl3. Dry for 48hours at 20o (0.5 torr) over P2O5. Store it at 0o. [Labandiniere et al. J Org Chem 52 157 1987, Beilstein 3 III 1167.] |
| 3-Bromopyruvic acid Preparation Products And Raw materials |
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