Customization: | Available |
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CAS No.: | 70-23-5 |
Formula: | C5h7bro3 |
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Name | Ethyl bromopyruvate |
Synonyms | Ethyl 3-bromopyruvate; Bromopyruvic acid ethyl ester |
Molecular Structure | |
Molecular Formula | C5H7BrO3 |
Molecular Weight | 195.01 |
CAS Registry Number | 70-23-5 |
EC Number | 200-729-6 |
Density | 1.55 |
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Boiling point | 98-100 ºC (10 torr) |
Refractive index | 1.4675-1.4765 |
Flash point | 98 ºC |
Ethyl bromopyruvate is a colorless liquid with a chili like odor. It is insoluble in water and soluble in organic solvents such as ethanol and ether. It is a strong C-Br activator that can be used as a bromination reagent in some organic reactions.
A. Main purpose
1. Anti tumor research
Targeted therapy: As a prodrug form of 3-bromopyruvic acid, ethylation enhances lipid solubility and improves cell membrane penetration ability, potentially used for targeted cancer metabolic therapy.
Combination therapy: Used in combination with chemotherapy or radiotherapy to enhance the sensitivity of traditional therapies by inhibiting glycolysis.
2. Antimicrobial applications
Broad spectrum antibacterial: It has inhibitory effects on drug-resistant bacteria (such as MRSA) and fungi (such as Candida), and may be used for the treatment of local infections.
3. Research on metabolic diseases
Intervention of diabetes model: explore the mechanism of improving insulin resistance by inhibiting abnormal glucose metabolism pathway.
4. Biochemical tool molecules
Metabolic pathway regulation: used for laboratory research on the molecular mechanisms of cellular energy metabolism and oxidative stress.
B, Mechanism of action
1. Conversion of prodrug
Under the action of cell lactonase, it hydrolyzes into the active form 3-bromopyruvate, directly inhibiting key glycolytic enzymes such as HK-II and GAPDH.
2. Metabolic interference
Blocking the Warburg effect in cancer cells reduces lactate production and inhibits mitochondrial ATP synthesis, leading to energy depletion.
3. Inducing apoptosis and autophagy
Activate mitochondrial apoptosis pathway (Caspase-3/9) and autophagy related protein (LC3-II) to promote tumor cell death.
4. Disruption of antioxidant balance
Raise intracellular ROS levels, disrupt redox homeostasis, and selectively kill high metabolic activity cells.
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