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W508454 Aldrich

Acetovanillone

≥98%, FG

Synonym: 4′-Hydroxy-3′-methoxyacetophenone, Acetovanillone, Apocynin

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Properties

Related Categories A-B, Alphabetical Listings, Flavors and Fragrances More...
biological source   synthetic
grade   FG
  NI
reg. compliance   FDA 21 CFR (110)
  EU Regulation 1334/2008 & 872/2012
assay   ≥98%
bp   263-265 °C/17 mmHg(lit.)
mp   112-115 °C(lit.)
Organoleptic   vanilla
food allergen   no known allergens

Description

Packaging

1 kg in poly bottle

10 kg in comp drum

100 g in poly bottle

25 kg in fiber drum

Other Notes

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xi
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36
WGK Germany 
2
RTECS 
AM8800000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C

Protocols & Articles

Peer-Reviewed Papers

References

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Microglial CR3 activation triggers long-term synaptic depression in the hippocampus via NADPH oxidase. Zhang J, Malik A, Choi HB, et al. Neuron 82(1), 195-207, (2014)

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Neuroendocrine profile in a rat model of psychosocial stress: relation to oxidative stress. Colaianna M, Schiavone S, Zotti M, et al. Antioxid. Redox Signal. 18(12), 1385-99, (2013)

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The NADPH oxidase Nox2 regulates VEGFR1/CSF-1R-mediated microglial chemotaxis and promotes early postnatal infiltration of phagocytes in the subventricular zone of the mouse cerebral cortex. Lelli A, Gervais A, Colin C, et al. Glia 61(9), 1542-55, (2013)

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Molecular imaging reveals rapid reduction of endothelial activation in early atherosclerosis with apocynin independent of antioxidative properties. Khanicheh E, Qi Y, Xie A, et al. Arterioscler. Thromb. Vasc. Biol. 33(9), 2187-92, (2013)

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Angiotensin-converting enzyme 2 priming enhances the function of endothelial progenitor cells and their therapeutic efficacy. Chen J, Xiao X, Chen S, et al. Hypertension 61(3), 681-9, (2013)

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Hydrogen peroxide promotes aging-related platelet hyperactivation and thrombosis. Dayal S, Wilson KM, Motto DG, et al. Circulation 127(12), 1308-16, (2013)

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Mitochondria oxidative stress, connexin43 remodeling, and sudden arrhythmic death. Sovari AA, Rutledge CA, Jeong EM, et al. Circ. Arrhythm. Electrophysiol. 6(3), 623-31, (2013)

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Anti-inflammatory and neuroprotective effects of an orally active apocynin derivative in pre-clinical models of Parkinson's disease. Ghosh A, Kanthasamy A, Joseph J, et al. J. Neuroinflammation 9, 241, (2012)

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Bone marrow-derived cells play a major role in kidney fibrosis via proliferation and differentiation in the infiltrated site. Jang HS, Kim JI, Jung KJ, et al. Biochim. Biophys. Acta 1832(6), 817-25, (2013)

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Apocynin improves erectile function in diabetic rats through regulation of NADPH oxidase expression. Li M, Zhuan L, Wang T, et al. J. Sex. Med. 9(12), 3041-50, (2012)

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Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells. Souichi Nakashima et al Bioorg. Med. Chem. 18, 2337-45, (2010)

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Antioxidant treatment prevents the development of fructose-induced abdominal adipose tissue dysfunction. Fariña JP, García ME, Alzamendi A, et al. Clin. Sci. 125(2), 87-97, (2013)

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Sildenafil restores endothelial function in the apolipoprotein E knockout mouse. Balarini CM, Leal MA, Gomes IB, et al. J. Transl. Med. 11, 3, (2013)

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Apocynin-treatment reverses hyperoxaluria induced changes in NADPH oxidase system expression in rat kidneys: a transcriptional study. Joshi S, Saylor BT, Wang W, et al. PLoS ONE 7(10), e47738, (2012)

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Roles for redox signaling by NADPH oxidase in hyperglycemia-induced heme oxygenase-1 expression in the diabetic retina. He M, Pan H, Xiao C, et al. Invest. Ophthalmol. Vis. Sci. 54(6), 4092-101, (2013)

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Exploring the protective role of apocynin, a specific NADPH oxidase inhibitor, in cisplatin-induced cardiotoxicity in rats. El-Sawalhi MM and Ahmed LA Chem. Biol. Interact. 207, 58-66, (2014)

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In vitro and in vivo studies of 6,8-(diaryl)imidazo[1,2-a]pyrazin-3(7H)-ones as new antioxidants. Frederic De Wael et al Bioorg. Med. Chem. 17, 4336-44, (2009)

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Modulation of the axon-reflex response to local heat by reactive oxygen species in subjects with chronic fatigue syndrome. Medow MS, Aggarwal A, Baugham I, et al. J. Appl. Physiol. 114(1), 45-51, (2013)

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Apocynin: chemical and biophysical properties of a NADPH oxidase inhibitor. Petrônio MS, Zeraik ML, Fonseca LM, et al. Molecules 18(3), 2821-39, (2013)

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Palmitic acid increases medial calcification by inducing oxidative stress. Brodeur MR, Bouvet C, Barrette M, et al. J. Vasc. Res. 50(5), 430-41, (2013)

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Insulin mediated DNA damage in mammalian colon cells and human lymphocytes in vitro. Othman EM, Leyh A, and Stopper H Mutat. Res. 745-746, 34-9, (2013)

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Modulation of mitochondrial capacity and angiogenesis by red wine polyphenols via estrogen receptor, NADPH oxidase and nitric oxide synthase pathways. Duluc L, Jacques C, Soleti R, et al. Int. J. Biochem. Cell Biol. 45(4), 783-91, (2013)

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Inhibition of phosphodiesterase-1 attenuates cold-induced pulmonary hypertension. Crosswhite P and Sun Z Hypertension 61(3), 585-92, (2013)

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Synthesis and biological evaluations of novel apocynin analogues. Xiaoyu Lu et al Eur. J. Med. Chem. 46, 2691-8, (2011)

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A-FABP and oxidative stress underlie the impairment of endothelium-dependent relaxations to serotonin and the intima-medial thickening in the porcine coronary artery with regenerated endothelium. Chan CK, Zhao Y, Liao SY, et al. ACS Chem. Neurosci. 4(1), 122-9, (2013)

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Apocynin prevents vascular effects caused by chronic exposure to low concentrations of mercury. Rizzetti DA, Torres JG, Escobar AG, et al. PLoS ONE 8(2), e55806, (2013)

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Endoplasmic reticulum stress and C/EBP homologous protein-induced Bax translocation are involved in angiotensin II-induced apoptosis in cultured neonatal rat cardiomyocytes. Zou XJ, Yang L, and Yao SL Exp. Biol. Med. (Maywood.) 237(11), 1341-9, (2012)

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Apocynin and raisanberine alleviate intermittent hypoxia induced abnormal StAR and 3β-HSD and low testosterone by suppressing endoplasmic reticulum stress and activated p66Shc in rat testes. Zhang GL, Dai DZ, Zhang C, et al. Reprod. Toxicol. 36, 60-70, (2013)

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Inhibition of human vascular NADPH oxidase by apocynin derived oligophenols. Mauricio Mora-Pale et al Bioorg. Med. Chem. 17, 5146-52, (2009)

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Apocynin suppresses the progression of atherosclerosis in apoE-deficient mice by inactivation of macrophages. Kinoshita H, Matsumura T, Ishii N, et al. Biochem. Biophys. Res. Commun. 431(2), 124-30, (2013)

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The anorexigenic effect of serotonin is mediated by the generation of NADPH oxidase-dependent ROS. Fang XL, Shu G, Yu JJ, et al. PLoS ONE 8(1), e53142, (2013)

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Hydrogen peroxide primes heart regeneration with a derepression mechanism. Han P, Zhou XH, Chang N, et al. Cell Res. 24(9), 1091-107, (2014)

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Haploinsufficiency of Def activates p53-dependent TGFβ signalling and causes scar formation after partial hepatectomy. Zhu Z, Chen J, Xiong JW, et al. PLoS ONE 9(5), e96576, (2014)

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Endothelial actin depolymerization mediates NADPH oxidase-superoxide production during flow reversal. Choy JS, Lu X, Yang J, et al. Am. J. Physiol. Heart Circ. Physiol. 306(1), H69-77, (2014)

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Ambient ultrafine particles reduce endothelial nitric oxide production via S-glutathionylation of eNOS. Du Y, Navab M, Shen M, et al. Biochem. Biophys. Res. Commun. 436(3), 462-6, (2013)

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Interleukin-13/Interleukin-4-induced oxidative stress contributes to death of prothrombinkringle-2 (pKr-2)-activated microglia. Won SY, Kim SR, Maeng S, et al. J. Neuroimmunol. 265(1-2), 36-42, (2013)

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NADPH oxidase inhibitor, apocynin, improves renal glutathione status in Zucker diabetic fatty rats: a comparison with melatonin. Winiarska K, Focht D, Sierakowski B, et al. Chem. Biol. Interact. 218, 12-9, (2014)

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ROS upregulation during the early phase of retroviral infection plays an important role in viral establishment in the host cell. Kim SJ and Wong PK J. Gen. Virol. 94(Pt 10), 2309-17, (2013)

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Apocynin, an NADPH oxidase inhibitor, suppresses rat prostate carcinogenesis. Suzuki S, Shiraga K, Sato S, et al. Cancer Sci. 104(12), 1711-7, (2013)

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Propofol prevents lung injury after intestinal ischemia-reperfusion by inhibiting the interaction between mast cell activation and oxidative stress. Zhao W, Zhou S, Yao W, et al. Life Sci. 108(2), 80-7, (2014)

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Hypoxia alters pharmacokinetics of argirein because of mitochondrial dysfunction that is alleviated by apocynin. Zhang YM, Yu F, Dai DZ, et al. J. Pharm. Pharmacol. 65(9), 1360-72, (2013)

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Bioprocess design for the microbial production of natural phenolic compounds by Debaryomyces hansenii. Max B, Tugores F, Cortés-Diéguez S, et al. Appl. Biochem. Biotechnol. 168(8), 2268-84, (2012)

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Post-treatment of an NADPH oxidase inhibitor prevents seizure-induced neuronal death. Kim JH, Jang BG, Choi BY, Kim HS, et al. Brain Res., (2013)

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Merck 14,741

Beil. 8,IV,1814

Aldrich MSDS 1, 14:D / Arctander, 28 / Corp MSDS 1 (1), 26:D / FT-IR 2 (2), 2427:C / FT-IR 1 (2), 46:A / FT-NMR 1 (2), 864:A / IR-Spectra (3), 874:H / IR-Spectra (2), 765:F / NMR-Reference 2 (2), 40:B / RegBook 1 (2), 1651:K / Sax 6, 1577 / Structure Index 1, 260:B:6 / Vapor Phase 3, 1261:D

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