3-Bromopyruvic acid

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

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	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]

Name	Bromopyruvic acid
Synonym	More Synonyms

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	Signaling Pathways >> Metabolic Enzyme/Protease >> Hexokinase Research Areas >> Cancer
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.

Description

Related Catalog

Signaling Pathways >> Metabolic Enzyme/Protease >> Hexokinase

Research Areas >> Cancer

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.

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

3-Bromopyruvic acid MSDS(Chinese)

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

Symbol	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

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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.

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3-BROMOPYRUVIC ACID HYDRATE

EINECS 214-206-5

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3-BROMOPYRUVICACID(3-BROMOPYRUVATE)

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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

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3-Bromopyruvic acid

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