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D131

3,5-Dinitrocatechol

solid

Synonym(s):

3,5-Dinitro-1,2-benzenediol, OR-486

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50 MG

$357.00

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About This Item

Empirical Formula (Hill Notation):
C6H4N2O6
CAS Number:
7659-29-2
Molecular Weight:
200.11
NACRES:
NA.77
PubChem Substance ID:
24278158
UNSPSC Code:
12352202
MDL number:
MFCD00069263

Key Documents

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biological source

synthetic (organic)

Quality Level

200

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

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

InChI key

VDCDWNDTNSWDFJ-UHFFFAOYSA-N

Gene Information

human ... COMT(1312)

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This Item
R108N7510D9641
3,5-Dinitrocatechol solid

Sigma-Aldrich

D131

3,5-Dinitrocatechol

Ro 41-0960 solid

Sigma-Aldrich

R108

Ro 41-0960

Nicardipine hydrochloride powder, ≥98%

Sigma-Aldrich

N7510

Nicardipine hydrochloride

Deoxygalactonojirimycin hydrochloride

Sigma-Aldrich

D9641

Deoxygalactonojirimycin hydrochloride

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

synthetic (organic)

assay

≥98% (HPLC)

assay

-

assay

≥98%

assay

≥98% (HPLC)

Gene Information

human ... COMT(1312)

Gene Information

human ... COMT(1312)

Gene Information

human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)

Gene Information

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

solid

form

solid

form

powder

form

powder or solid

solubility

H2O: slightly soluble 0.17 mg/mL, 0.1 M HCl: slightly soluble, aqueous buffer pH > 5: soluble, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.8 mg/mL, ethanol: soluble, DMSO: soluble

solubility

H2O: slightly soluble <0.7 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.0 mg/mL, ethanol: soluble

solubility

DMSO: ~1 mg/mL, 0.1 M NaOH: insoluble, H2O: slightly soluble, methanol: soluble

solubility

water: soluble 1 mg/mL

Application

3,5-Dinitrocatechol (3,5-DNC) has been used in the preparation of the molybdenum (VI)-(3,5-DNC) complex.[1][2] It has also been used as a catechol-O-methyltransferase (COMT) inhibitor and as a positive control for screening human COMT inhibition.[3]
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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000287895
0000287895
SLCP5279
SLCF6118
SLBT2326

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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
P T Männistö et al.
Life sciences, 43(18), 1465-1471 (1988-01-01)
Novel bisubstituted catechols were found to be potent and highly selective COMT inhibitors in vitro. One of them, OR-462 (3-(3,4-dihydroxy-5-benzylidene)-2,4-pentanedione), was studied also in vivo. When administered to rats orally together with levodopa and carbidopa, OR-462 greatly improved the bioavailability
Kirila Stojnova et al.
Acta chimica Slovenica, 65(1), 213-220 (2018-03-22)
The equilibria of the chelate formation and ion-association in the liquid-liquid extraction system Mo(VI)‒3,5-DNC‒INT‒H2O‒CHCl3 were studied by spectrophotometry. The optimum conditions for the chelate formation and extraction of the ion-associated complex formed between the anionic chelate of Mo(VI)‒3,5-dinitrocatechol (3,5-DNC) and
Reda Saber Ibrahim Ahmed et al.
Journal of cellular biochemistry, 117(10), 2357-2369 (2016-03-08)
Uterine fibroids (leiomyomas) are very common benign tumors grown on the smooth muscle layer of the uterus, present in up to 75% of reproductive-age women and causing significant morbidity in a subset of this population. Although the etiology and biology
O Kambur et al.
British journal of pharmacology, 161(7), 1553-1565 (2010-08-24)
Catechol-O-methyltransferase (COMT) inhibitors are used in Parkinson's disease in which pain is an important symptom. COMT polymorphisms modulate pain and opioid analgesia in humans. In rats, COMT inhibitors have been shown to be pro-nociceptive in acute pain models, but also
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Global Trade Item Number

SKUGTIN
797391-200MG04061832939643
D131-250MG04061832947112
D131-50MG04061832947129

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