3-Bromopyruvic acid

Modify Date: 2024-01-03 03:09:58

3-Bromopyruvic acid Structure
3-Bromopyruvic acid structure
Common Name 3-Bromopyruvic acid
CAS Number 1113-59-3 Molecular Weight 166.958
Density 2.0±0.1 g/cm3 Boiling Point 223.4±23.0 °C at 760 mmHg
Molecular Formula C3H3BrO3 Melting Point 77-82 °C
MSDS Chinese USA Flash Point 88.9±22.6 °C
Symbol GHS05
GHS05
Signal Word Danger

 Use of 3-Bromopyruvic acid


3-Bromopyruvic acid is a hexokinase II inhibitor, is an effective antitumor agent on the hepatoma cells.Target: hexokinase II in vitro: 3-BrPA dissociates HK II from this complex, causing cell death, and thus, having an anti-tumor effect. In vitro treatment of cells with 3-BrPA significantly inhibited their growth, as evaluated by MTT assay and adenosine triphosphate-tumor chemosensitivity assay (ATP-TCA). [1] 3-Bromopyruvic acid (3-BP) is a glycolytic inhibitor and a promising anticancer compound, induces oxidative stress and depletes cells of glutathione (GSH). [2]in vivo: 3-BrPA treatment (50 mg/kg ip. daily, 6 days/week for three weeks) is effective in the animal model by attenuating tumor growth and causing tumor necrosis. Toxic signs were not observed. The acute toxicity study provided an LD50 of 191.7 mg/kg for 3-BrPA. [1]

 Names

Name Bromopyruvic acid
Synonym More Synonyms

 3-Bromopyruvic acid Biological Activity

Description 3-Bromopyruvic acid is a hexokinase II inhibitor, is an effective antitumor agent on the hepatoma cells.Target: hexokinase II in vitro: 3-BrPA dissociates HK II from this complex, causing cell death, and thus, having an anti-tumor effect. In vitro treatment of cells with 3-BrPA significantly inhibited their growth, as evaluated by MTT assay and adenosine triphosphate-tumor chemosensitivity assay (ATP-TCA). [1] 3-Bromopyruvic acid (3-BP) is a glycolytic inhibitor and a promising anticancer compound, induces oxidative stress and depletes cells of glutathione (GSH). [2]in vivo: 3-BrPA treatment (50 mg/kg ip. daily, 6 days/week for three weeks) is effective in the animal model by attenuating tumor growth and causing tumor necrosis. Toxic signs were not observed. The acute toxicity study provided an LD50 of 191.7 mg/kg for 3-BrPA. [1]
Related Catalog
References

[1]. Gong L, et al. 3-Bromopyruvic acid, a hexokinase II inhibitor, is an effective antitumor agent on the hepatoma cells : in vitro and in vivo findings. Anticancer Agents Med Chem. 2014 Jun;14(5):771-6.

[2]. Sadowska-Bartosz I, et al. Anticancer agent 3-bromopyruvic acid forms a conjugate with glutathione. Pharmacol Rep. 2016 Apr;68(2):502-5.

 Chemical & Physical Properties

Density 2.0±0.1 g/cm3
Boiling Point 223.4±23.0 °C at 760 mmHg
Melting Point 77-82 °C
Molecular Formula C3H3BrO3
Molecular Weight 166.958
Flash Point 88.9±22.6 °C
Exact Mass 165.926544
PSA 54.37000
LogP -0.54
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.521

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UZ0840000
CHEMICAL NAME :
Pyruvic acid, bromo-
CAS REGISTRY NUMBER :
1113-59-3
BEILSTEIN REFERENCE NO. :
1746786
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C3-H3-Br-O3
MOLECULAR WEIGHT :
166.97
WISWESSER LINE NOTATION :
QVV1E

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
72 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Lungs, Thorax, or Respiration - respiratory stimulation Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 123,48,1958

 Safety Information

Symbol GHS05
GHS05
Signal Word Danger
Hazard Statements H314
Precautionary Statements P280-P305 + P351 + P338-P310
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes C:Corrosive;
Risk Phrases R20/21/22;R34
Safety Phrases S26-S36/37/39-S45-S27
RIDADR UN 3261 8/PG 2
WGK Germany 3
RTECS UZ0840000
Packaging Group II
Hazard Class 8

 Synthetic Route

~89%

3-Bromopyruvic acid Structure

3-Bromopyruvic acid

CAS#:1113-59-3

Literature: Journal of Organic Chemistry, , vol. 47, # 19 p. 3765 - 3766

~%

3-Bromopyruvic acid Structure

3-Bromopyruvic acid

CAS#:1113-59-3

Literature: International Journal of Chemical Kinetics, , vol. 32, # 7 p. 408 - 418

~%

3-Bromopyruvic acid Structure

3-Bromopyruvic acid

CAS#:1113-59-3

Literature: Collection of Czechoslovak Chemical Communications, , vol. 23, p. 467,472

~%

3-Bromopyruvic acid Structure

3-Bromopyruvic acid

CAS#:1113-59-3

Detail
Literature: Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, , vol. 19, # 1 p. 1 - 6

~%

3-Bromopyruvic acid Structure

3-Bromopyruvic acid

CAS#:1113-59-3

Detail
Literature: Chemische Berichte, , vol. 14, p. 1236 Anm. 1 Bulletin de la Societe Chimique de France, , vol. <2> 21, p. 391,393 Chemische Berichte, , vol. 1, p. 265 Justus Liebigs Annalen der Chemie, , vol. 152, p. 264

 Articles33

More Articles
3-Bromopyruvate: A novel antifungal agent against the human pathogen Cryptococcus neoformans

Biochem. Biophys. Res. Commun. 434(2) , 322-7, (2013)

Highlights • We examined the antifungal activity of 3-bromopyruvic acid (3-BP). • 3-BP could be a novel antifungal agent against Cryptococcus neoformans. • 3-BP acts on C. neoformans through fast depl...

Inhibition of glucose turnover by 3-bromopyruvate counteracts pancreatic cancer stem cell features and sensitizes cells to gemcitabine.

Oncotarget 5(13) , 5177-89, (2014)

According to the cancer stem cell (CSC) hypothesis, the aggressive growth and early metastasis of pancreatic ductal adenocarcinoma (PDA) is due to the activity of CSCs, which are not targeted by curre...

Insights into the carboxyltransferase reaction of pyruvate carboxylase from the structures of bound product and intermediate analogs.

Biochem. Biophys. Res. Commun. 441(2) , 377-82, (2013)

Pyruvate carboxylase (PC) is a biotin-dependent enzyme that catalyzes the MgATP- and bicarbonate-dependent carboxylation of pyruvate to oxaloacetate, an important anaplerotic reaction in central metab...

 Synonyms

Propanoic acid, 3-bromo-2-oxo-
3-Bromo-2-oxopropanoic acid
3-BROMOPYRUVIC ACID HYDRATE
EINECS 214-206-5
3-Bromo-2-oxopropionic Acid
3-BROMOPYRUVICACID(3-BROMOPYRUVATE)
3-BROMO-2-OXOPROPANOICACID
3-BromopYHuvic acid
3-Bromopyruvicacid
BROMOPYRUVIC ACID/3-BROMO-2-OXOPROPIONIC ACID
BROMOPYRUVICACID
MFCD00002587
PROPANOIC ACID,3-BROMO-2-OXO-
3-Bromopyruvic acid
3-BROMO-2-OXO-PROPIONIC ACID
Top Suppliers:I want be here





Get all suppliers and price by the below link:

3-Bromopyruvic acid suppliers


Price: $66/10mM*1mLinWater

Reference only. check more 3-Bromopyruvic acid price