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:
产品名称
3,5-Dinitrocatechol, solid
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)
Analysis Note
Solutions may be stored for several days at 4 °C.
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.
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)
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
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
Maki Okada et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 31(1), 124-131 (2010-04-22)
The catecholamine, dopamine (DA), is synthesized from 3,4-dihydroxy-L-phenylalanine (L-DOPA) by aromatic L-amino acid decarboxylase (AADC). Dopamine metabolism is regulated by monoamine oxidase (MAO) and catechol-O-methyltransferase (COMT). To measure dopaminergic metabolism, we used microdialysis with radiometric detection to monitor L-[β-(11)C]DOPA metabolites
Inhibition of catechol-O-methyltransferase activity by two novel disubstituted catechols in the rat.
E Nissinen et al.
European journal of pharmacology, 153(2-3), 263-269 (1988-08-24)
Catechol-O-methyltransferase (COMT) has an important role in the extraneuronal inactivation of catecholamine neurotransmitters and drugs with a catechol structure. Two novel COMT inhibitors, OR-462 and OR-486, were highly effective (IC50 = 18 and 12 nM, respectively) and selective in inhibiting
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