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D198501 Aldrich

2,4-Dinitrophenol

moistened with water, ≥98.0%

Synonym: α-Dinitrophenol, 2,4-DNP, DNP

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Properties

Related Categories Building Blocks, C6 to C8, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds,
vapor density   6.35 (vs air)
assay   ≥98.0%
contains   ≥15% water
mp   108-112 °C(lit.)

Description

Packaging

1 kg in glass bottle

5, 100 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1320 4.1/PG 1
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Mitochondrial Stress and ROS

Oxidative stress is implicated in the pathogenesis of lipotoxicity in both animal and human studies. Chronic oxidative stress is linked to insulin resistance in multiple tissues. Oxidative stress is ...
BioFiles 2011, 6.4, 22.
Keywords: Anti-inflammatory agents, Apoptosis, Cancer, Catalog, Cell signaling, Cellular processes, Gene expression, Indicators, Metabolism, Oxidations, Respiratory

Peer-Reviewed Papers

References

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First evidence of epithelial transport in tardigrades: a comparative investigation of organic anion transport. Halberg KA and Møbjerg N J. Exp. Biol. 215(Pt 3), 497-507, (2012)

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Controlled-release mitochondrial protonophore reverses diabetes and steatohepatitis in rats. Perry RJ, Zhang D, Zhang XM, et al. Science 347(6227), 1253-6, (2015)

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Dinitrophenol modulates gene expression levels of angiogenic, cell survival and cardiomyogenic factors in bone marrow derived mesenchymal stem cells. Ali A, Akhter MA, Haneef K, et al. Gene 555(2), 448-57, (2015)

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[Use of the analytical method LC-MS/MS for finding dinoseb and dinoterb in agricultural products, livestock products and seafood]. Takahashi K, Ishii R, Nemoto S, et al. Shokuhin Eiseigaku Zasshi 54(1), 1-6, (2013)

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[Study of the mechanisms of cytotoxic effect of uranyl nitrate]. Belosludtsev KN, Garmash SA, Belosludtseva NV, et al. Biofizika 57(5), 789-95, (2012)

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[The effect of ionizing radiation with low dose rate on the state of electron transfer chain of enterocyte mitochondria of rat small intestine]. Grubskaia LV, Voĭtsitskiĭ VM, and Khizhniak SV Ukr. Biokhim. Zh. 84(1), 45-52, (2012)

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Toxicity of weight loss agents. Yen M and Ewald MB J. Med. Toxicol. 8(2), 145-52, (2012)

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2,4-dinitrophenol (DNP): a weight loss agent with significant acute toxicity and risk of death. Grundlingh J, Dargan PI, El-Zanfaly M, et al. J. Med. Toxicol. 7(3), 205-12, (2011)

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Engineering of blended nanoparticle platform for delivery of mitochondria-acting therapeutics. Marrache S and Dhar S Proc. Natl. Acad. Sci. U. S. A. 109(40), 16288-93, (2012)

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Nonthermal ATP-dependent fluctuations contribute to the in vivo motion of chromosomal loci. Weber SC, Spakowitz AJ, and Theriot JA Proc. Natl. Acad. Sci. U. S. A. 109(19), 7338-43, (2012)

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Evidence for rapid uptake of D-galacturonic acid in the yeast Saccharomyces cerevisiae by a channel-type transport system. Souffriau B, den Abt T, and Thevelein JM FEBS Lett. 586(16), 2494-9, (2012)

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Rapid desensitization induces internalization of antigen-specific IgE on mouse mast cells. Oka T, Rios EJ, Tsai M, et al. J. Allergy Clin. Immunol. 132(4), 922-32.e1-16, (2013)

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Adverse alterations in mitochondrial function contribute to type 2 diabetes mellitus-related endothelial dysfunction in humans. Kizhakekuttu TJ, Wang J, Dharmashankar K, et al. Arterioscler. Thromb. Vasc. Biol. 32(10), 2531-9, (2012)

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Degradation of 2,4-dinitrophenol using a combination of hydrodynamic cavitation, chemical and advanced oxidation processes. Bagal MV and Gogate PR Ultrason. Sonochem. 20(5), 1226-35, (2013)

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Spectral and electrochemical study of host-guest inclusion complex between 2,4-dinitrophenol and β-cyclodextrin. Srinivasan K, Stalin T, and Sivakumar K Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 94, 89-100, (2012)

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Biphasic reduction of cytochrome b559 by plastoquinol in photosystem II membrane fragments: evidence for two types of cytochrome b559/plastoquinone redox equilibria. Kaminskaya OP and Shuvalov VA Biochim. Biophys. Acta 1827(4), 471-83, (2013)

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Alteration of mitochondrial efficiency affects oxidative balance, development and growth in frog (Rana temporaria) tadpoles. Salin K, Luquet E, Rey B, et al. J. Exp. Biol. 215(Pt 5), 863-9, (2012)

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Removal of 2,4-dinitrophenol using hybrid methods based on ultrasound at an operating capacity of 7 L. Bagal MV, Lele BJ, and Gogate PR Ultrason. Sonochem. 20(5), 1217-25, (2013)

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Stimulation and inhibition of bacterial growth by caffeine dependent on chloramphenicol and a phenolic uncoupler--a ternary toxicity study using microfluid segment technique. Cao J, Kürsten D, Schneider S, et al. J. Biomed. Nanotechnol. 8(5), 770-8, (2012)

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Photoassisted degradation of a herbicide derivative, dinoseb, in aqueous suspension of titania. Mir NA, Haque MM, Khan A, et al. ScientificWorldJournal 2012, 251527, (2012)

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A phytochemical approach to experimental metabolic syndrome-associated renal damage and oxidative stress. Marotta F, Kumari A, Catanzaro R, et al. Rejuvenation Res. 15(2), 153-6, (2012)

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Uncoupling mitochondrial activity maintains body [Formula: see text] during hemorrhage-induced O2 deficit in the anesthetized rat. Haouzi P and Van de Louw A Respir. Physiol. Neurobiol. 186(1), 87-94, (2013)

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Study on the aerobic biodegradability and degradation kinetics of 3-NP; 2,4-DNP and 2,6-DNP. She Z, Xie T, Zhu Y, et al. J. Hazard. Mater. 241-242, 478-85, (2012)

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Warburg and Crabtree effects in premalignant Barrett's esophagus cell lines with active mitochondria. Suchorolski MT, Paulson TG, Sanchez CA, et al. PLoS ONE 8(2), e56884, (2013)

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Dephosphorylation reactions of mono-, di-, and triesters of 2,4-dinitrophenyl phosphate with deferoxamine and benzohydroxamic acid. Medeiros M, Orth ES, Manfredi AM, et al. J. Org. Chem. 77(23), 10907-13, (2012)

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Novel neuroprotective, neuritogenic and anti-amyloidogenic properties of 2,4-dinitrophenol: the gentle face of Janus. De Felice FG and Ferreira ST IUBMB Life 58(4), 185-91, (2006)

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Uncoupling oxidative phosphorylation with 2,4-dinitrophenol promotes development of the adhesion phenotype. Shavell VI, Fletcher NM, Jiang ZL, et al. Fertil. Steril. 97(3), 729-33, (2012)

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Mutational analysis of the multiple-antibiotic resistance regulator MarR reveals a ligand binding pocket at the interface between the dimerization and DNA binding domains. Duval V, McMurry LM, Foster K, et al. J. Bacteriol. 195(15), 3341-51, (2013)

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Accelerated biodegradation of nitrophenols in the rhizosphere of Spirodela polyrrhiza. Kristanti RA, Kanbe M, Toyama T, et al. J. Environ. Sci. (China) 24(5), 800-7, (2012)

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Review of testicular toxicity of dinitrophenolic compounds, 2-sec-butyl-4,6-dinitrophenol, 4,6-dinitro-o-cresol and 2,4-dinitrophenol. Matsumoto M, Hirose A, and Ema M Reprod. Toxicol. 26(3-4), 185-90, (2008)

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Identification of trace organic pollutants in drinking water and the associated human health risks in Jiangsu Province, China. Li B, Qu C, and Bi J Bull. Environ. Contam. Toxicol. 88(6), 880-4, (2012)

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Regulation of xylanase biosynthesis in Bacillus cereus BSA1. Mandal A, Kar S, Das Mohapatra PK, et al. Appl. Biochem. Biotechnol. 167(5), 1052-60, (2012)

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Quenching of tryptophan fluorescence in the presence of 2,4-DNP, 2,6-DNP, 2,4-DNA and DNOC and their mechanism of toxicity. Huţanu CA, Zaharia M, and Pintilie O Molecules 18(2), 2266-80, (2013)

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Permeation and metabolism of cocaine in the nasal mucosa. Zhang H, Prisinzano TE, and Donovan MD Eur. J. Drug Metab. Pharmacokinet. 37(4), 255-62, (2012)

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Peripheral neuropathy due to dinitrophenol used for weight loss: something old, something new. Phillips L and Singer MA Neurology 80(8), 773-4, (2013)

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Merck 14,3280

Beil. 6,IV,1369

Aldrich MSDS 1, 816:C / Corp MSDS 1 (1), 1439:D / FT-IR 1 (1), 1370:C / FT-IR 2 (2), 2314:B / FT-NMR 1 (2), 750:C / IR-Spectra (3), 828:F / IR-Spectra (2), 726:D / NMR-Reference 2 (1), 1174:C / RegBook 1 (1), 1587:J / Sax 6, 1215 / Sigma FT-IR 1 (2), 517:A / Structure Index 1, 247:B:7

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