Passa al contenuto
Merck
Tutte le immagini(2)

Documenti fondamentali

Visualizza tutta la documentazione

M1390

Sigma-Aldrich

3,3′-Methylene-bis(4-hydroxycoumarin)

Sinonimo/i:

Bishydroxycoumarin, Dicoumarol, Dicumarol

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
Tutte le immagini(2)

About This Item

Formula empirica (notazione di Hill):
C19H12O6
Numero CAS:
66-76-2
Peso molecolare:
336.29
Numero CE:
200-632-9
Numero MDL:
MFCD00006857
Codice UNSPSC:
12352103
ID PubChem:
24896643
NACRES:
NA.47

Origine biologica

synthetic (organic)

Livello qualitativo

100

Saggio

≥98% (TLC)

Stato

powder

Punto di fusione

290-292 °C (lit.)

Solubilità

pyridine: 50 mg/mL, clear, faintly yellow to brownish-yellow

Stringa SMILE

OC1=C(CC2=C(O)c3ccccc3OC2=O)C(=O)Oc4ccccc14

InChI

1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
DOBMPNYZJYQDGZ-UHFFFAOYSA-N

Informazioni sul gene

human ... CYP2C9(1559) , VKORC1(79001)

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Azioni biochim/fisiol

Prototype of the 4-hydroxycoumarin class of anticoagulants, which act as vitamin K antagonists, preventing formation of prothrombin. There are many reports that dicumarol also inhibits NADPH:quinone oxidoreductase (NQO(1)). In one, it inhibited NQO(1) in a pancreatic cancer cell line, causing increased formation of superoxide and inhibiting cell growth.

Avvertenze

Danger

Indicazioni di pericolo

H301,H372,H411

Classi di pericolo

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT RE 1 Oral

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Scegli una delle versioni più recenti:

Certificati d'analisi (COA)

Lot/Batch Number
MKCQ4709
MKCN6260
MKCL6230
MKCH6411
MKCG1043

Non trovi la versione di tuo interesse?

Se hai bisogno di una versione specifica, puoi cercare il certificato tramite il numero di lotto.

Cerca un COA

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

I clienti hanno visto anche

Slide 1 of 3

1 of 3

4-Nitroquinoline N-oxide ≥98%

Sigma-Aldrich

N8141

4-Nitroquinoline N-oxide

Resorufin sodium salt redox indicator

Sigma-Aldrich

R3257

Resorufin sodium salt

DT Diaphorase (NQO1) human lyophilized powder, recombinant, expressed in E. coli, ≥90% (SDS-PAGE)

Sigma-Aldrich

D1315

DT Diaphorase (NQO1) human

Karen Ann Nolan et al.
Biochemical pharmacology, 80(7), 977-981 (2010-07-06)
NAD(P)H quinone oxidoreductase (NQO1) has multiple functions in the cell including an ability to act as a detoxifying enzyme and as a protein chaperone. The latter property is particularly important in oncology as one of the client proteins of NQO1
C O Lemley et al.
Journal of dairy science, 93(10), 4613-4624 (2010-09-22)
Progesterone is required for maintenance of pregnancy, and peripheral concentrations of progesterone are affected by both production and inactivation. Hepatic cytochrome P450 (EC 1.14.14.1) and aldo-keto reductase (EC 1.1.1.145-151) enzymes play a pivotal role in the first step of steroid
Alexandra Reichstein et al.
Journal of medicinal chemistry, 55(16), 7273-7284 (2012-08-01)
A series of linearly anellated lapacho quinone analogues substituted at the 2-position of the tricyclic naphtho[2,3-b]furan-4,9-dione system were synthesized and evaluated for their ability to suppress keratinocyte hyperproliferation using HaCaT cells as the primary test system. While very good in
Katherine Ann Scott et al.
Biochemical pharmacology, 81(3), 355-363 (2010-10-26)
The enzyme NAD(P)H quinone oxidoreductase (NQO1) can function both as a detoxifying enzyme as well as chaperone protein. The latter property has been extensively characterized by the use of dicoumarol which inhibits the chaperone properties of NQO1 in cells. However
Yi-Ting Wu et al.
Journal of biomedical science, 18, 70-70 (2011-09-23)
β-Lapachone has antitumor and wound healing-promoting activities. To address the potential influences of various chemicals on heart development of zebrafish embryos, we previously treated zebrafish embryos with chemicals from a Sigma LOPAC1280™ library and found several chemicals including β-lapachone that
Visualizza tutti i documenti correlati

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.