Bromopyruvic acid - CAS 1113-59-3

Name: Bromopyruvic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB002754
Product Name:	Bromopyruvic acid
CAS:	1113-59-3
Synonyms:	3-bromo-2-oxopropanoic acid
Application:	eliminating aggressive liver tumors

Technical Data

IUPAC Name:	3-bromo-2-oxopropanoic acid
Description:	This active molecular is a synthetic brominated derivative of pyruvic acid which is a hexokinase II inhibitor and an effective antitumor agent because it is a highly reactive alkylating agent. The acute toxicity study provided an LD50 of 191.7 mg/kg for 3-BrPA in vivo. In 2010, Preclinical trials in Cancer in USA (Intra-arterial) for bromopyruvate was approved. In 2013, US FDA approved IND application for bromopyruvate in Liver cancer .
Molecular Weight:	166.96
Molecular Formula:	C3H3BrO3
Canonical SMILES:	C(C(=O)C(=O)O)Br
InChI:	InChI=1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)
InChI Key:	PRRZDZJYSJLDBS-UHFFFAOYSA-N
Boiling Point:	223.4 °C at 760 mmHg
Purity:	98 %
Density:	2.011 g/cm³
Solubility:	DMSO, Ethyl Acetate, H2O : ≥ 32 mg/mL
Appearance:	Orange low melting solid
Storage:	Hygroscopic, -20 °C Freezer, Under inert atmosphere
MDL:	MFCD00002587
LogP:	0.03500
Quality Standard:	In-house standard

GHS Hazard Statement:	H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statement:	P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501
Signal Word:	Danger

Publication Number	Title	Priority Date
US-2016122335-A1	AMIDE SUBSTITUTED THIAZOLES AS MODULATORS OF RORyt	20141030
US-2015376505-A1	Polymerizable compound having triple bond, liquid crystal composition and liquid crystal display device	20140627
WO-2015187649-A1	Methods and compositions for treating nitric oxide deficiency disorders and related conditions	20140603
WO-2015173818-A1	Peptide-polypeptide co-assembled nanoparticles for drug delivery	20140513
WO-2015157409-A1	Mitochondria-targeting platinum(iv) prodrug	20140408

PMID	Publication Date	Title	Journal
31585160	20200101	Rotenone and 3-bromopyruvate toxicity impacts electrical and structural cardiac remodeling in rats	Toxicology letters
30689890	20190401	Repurposing ethyl bromopyruvate as a broad-spectrum antibacterial	The Journal of antimicrobial chemotherapy
28433571	20170525	Antitumor and chemosensitizing action of 3-bromopyruvate: Implication of deregulated metabolism	Chemico-biological interactions
26054380	20150801	Mechanisms underlying 3-bromopyruvate-induced cell death in colon cancer	Journal of bioenergetics and biomembranes
24307199	20140201	Regulation of death induction and chemosensitizing action of 3-bromopyruvate in myeloid leukemia cells: energy depletion, oxidative stress, and protein kinase activity modulation	The Journal of pharmacology and experimental therapeutics

Complexity:	98.4
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	165.92656
Formal Charge:	0
Heavy Atom Count:	7
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	165.92656
Rotatable Bond Count:	2
Topological Polar Surface Area:	54.4 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.5