D131
3,5-Dinitrocatechol
solid
别名:
3,5-Dinitro-1,2-benzenediol, OR-486
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关于此项目
经验公式（希尔记法）:
C6H4N2O6
化学文摘社编号:
分子量:
200.11
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
InChI key
VDCDWNDTNSWDFJ-UHFFFAOYSA-N
SMILES string
Oc1cc(cc(c1O)[N+]([O-])=O)[N+]([O-])=O
InChI
1S/C6H4N2O6/c9-5-2-3(7(11)12)1-4(6(5)10)8(13)14/h1-2,9-10H
biological source
synthetic (organic)
assay
≥98% (HPLC)
form
solid
color
yellow
mp
168-170 °C
solubility
H2O: slightly soluble 0.17 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.8 mg/mL, 0.1 M HCl: slightly soluble, DMSO: soluble, aqueous buffer pH > 5: soluble, ethanol: soluble
storage temp.
2-8°C
Quality Level
Gene Information
human ... COMT(1312)
Application
3,5-Dinitrocatechol (3,5-DNC) has been used in the preparation of the molybdenum (VI)-(3,5-DNC) complex. It has also been used as a catechol-O-methyltransferase (COMT) inhibitor and as a positive control for screening human COMT inhibition.
Chelating reagent used in a sensitive (μM) assay for vanadium.
Biochem/physiol Actions
Selective inhibitor of catechol O-methyl transferase (COMT); penetrates the blood brain barrier and is useful both orally and parenteraly in experiments where inhibition of COMT in the central nervous system is required.
Analysis Note
Solutions may be stored for several days at 4 °C.
Disclaimer
Photosensitive
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
J Schmidt et al.
Brain research. Molecular brain research, 73(1-2), 50-59 (1999-12-03)
Heme oxygenase-1 (HO-1) is an inducible enzyme involved in heme catabolism, tissue iron homeostasis and the cellular response to oxidative stress. Elevated HO-1 expression in astrocytes has been observed in association with abnormal iron deposition and increased oxidative stress in
A K Pani et al.
General pharmacology, 31(1), 67-73 (1998-05-22)
1. The efficacies of various agents that affect monoamine synthesis, oxidation and methylation were evaluated in the scallop, Placopecten magellanicus, through the use of high performance liquid chromatography with electrochemical detection. 2. Central ganglia, labial palps and feet from animals
V W Couling et al.
Biophysical journal, 75(2), 1097-1106 (1998-07-24)
This paper presents a study of the use of ultraviolet resonance Raman (UVRR) spectroscopic methods as a means of elucidating aspects of drug-protein interactions. Some of the RR vibrational bands of the aromatic amino acids tyrosine and tryptophan are sensitive
C Wiese et al.
Naunyn-Schmiedeberg's archives of pharmacology, 348(6), 582-585 (1993-12-01)
Organotypic primary cell cultures of fetal rat brain were used as a model system to study the effect of COMT inhibitors on the cerebral metabolic conversions of fluoro-DOPA enantiomers. The selective COMT inhibitors OR 486 and CGP 28014 were used
Raghvendra K Dubey et al.
Hypertension (Dallas, Tex. : 1979), 42(3), 349-355 (2003-08-13)
Local sequential conversion of estradiol to hydroxyestradiols and methoxyestradiols by CYP450 and catechol-O-methyltransferase, respectively, contributes to the antimitogenic effects of estradiol on glomerular mesangial cell growth via estrogen receptor-independent mechanisms. Catecholamines are also substrates for catechol-O-methyltransferase and therefore, might abrogate
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