OR-486

Names

[ Name ]:
OR-486

[Synonym ]:
3,5-Dinitropyrocatechol
4,6-dinitro-o-cresol
Pyrocatechol,3,5-dinitro
MFCD00069263
3,5-dinitrocatechol
3,5-Dinitro-1,2-benzenediol
1,2-Benzenediol,3,5-dinitro
OR-486

Biological Activity

[Description]:

3,5-Dinitrocatechol (OR-486) is a potent catechol-O-methyltransferase inhibitor, with an IC50 of 12 nM. 3,5-Dinitrocatechol can be used in the preparation of the molybdenum (VI)- 3,5-Dinitrocatechol complex[1][2][3].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Nissinen E, et, al. Inhibition of catechol-O-methyltransferase activity by two novel disubstituted catechols in the rat. Eur J Pharmacol. 1988 Aug 24;153(2-3):263-9.

[2]. Yamaki F, et, al. Effects of Catecholamine Metabolites on Beta-Adrenoceptor-Mediated Relaxation of Smooth Muscle: Evaluation in Mouse and Guinea-Pig Trachea and Rat Aorta. Biol Pharm Bull. 2020;43(3):493-502.

[3]. Stojnova K, et, al. Study on the Complex Equilibria of Molybdenum(VI) with 3,5-Dinitrocatechol and Ditetrazolium Salt. Acta Chim Slov. 2016;63(3):654-60.

Chemical & Physical Properties

[ Density]:
1.819g/cm3

[ Boiling Point ]:
354.5ºC at 760 mmHg

[ Molecular Formula ]:
C₆H₄N₂O₆

[ Molecular Weight ]:
200.10600

[ Flash Point ]:
162.2ºC

[ Exact Mass ]:
200.00700

[ PSA ]:
132.10000

[ LogP ]:
1.96060

[ Index of Refraction ]:
1.712

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CZ8947010

CHEMICAL NAME :: 1,2-Benzenediol, 3,5-dinitro-

CAS REGISTRY NUMBER :: 7659-29-2

BEILSTEIN REFERENCE NO. :: 2217246

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C6-H4-N2-O6

MOLECULAR WEIGHT :: 200.12

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: HCACAV Helvetica Chimica Acta. (Verlag Helvetica Chimica Acta, Postfach, CH-4002 Basel, Switzerland) V.1- 1918- Volume(issue)/page/year: 72,952,1989

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
CZ8947010

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

UWA-121, a mixed dopamine and serotonin re-uptake inhibitor, enhances L-DOPA anti-parkinsonian action without worsening dyskinesia or psychosis-like behaviours in the MPTP-lesioned common marmoset.

Neuropharmacology 82 , 76-87, (2014)

L-3,4-Dihydroxyphenylalanine (L-DOPA) is the most effective treatment for Parkinson's disease (PD), but its long-term administration is complicated by wearing-off and dyskinesia. UWA-101, a dual, equi...

Oxidative deamination of noradrenaline in human blood vessels.

J. Neural Transm. Suppl. 32 , 395-404, (1990)

Human vascular tissue (saphenous vein and uterine artery) was incubated with tritiated noradrenaline. In both vessels, oxidative deamination predominated over O-methylation. Deamination was due to the...

(−)-Epicatechin in the prevention of tumor necrosis alpha-induced loss of Caco-2 cell barrier integrity

Arch. Biochem. Biophys. 573 , 84-91, (2015)

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