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D131

3,5-Dinitrocatechol

solid

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C6H4N2O6
Numéro CAS:
7659-29-2
Poids moléculaire :
200.11
NACRES:
NA.77
PubChem Substance ID:
24278158
UNSPSC Code:
12352202
MDL number:
MFCD00069263
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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)

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

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Cet article
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

Classe de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
0000287895
0000287895
SLCP5279
SLCF6118
SLBT2326

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Consulter la Bibliothèque de documents

Raghvendra K Dubey et al.
The Journal of clinical endocrinology and metabolism, 89(8), 3922-3931 (2004-08-05)
Sequential conversion of estradiol to catecholestradiols and methoxyestradiols by cytochrome-P(450) (CYP450) and catechol-O-methyltransferase (COMT), respectively, contributes to the antimitogenic effects of estradiol on vascular smooth muscle cell (SMC) growth via estrogen receptor-independent mechanisms. Because catecholamines are also substrates for COMT
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
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
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Numéro d'article de commerce international

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

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