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Merck

M2949

Sigma-Aldrich

MDL 72527

≥98% (HPLC)

Synonym(e):

CPC-200, MDL-72527DA, N,N′-Bis(2,3-butadienyl)-1,4-butanediamine dihydrochloride, N1,N4-Bis(2,3-butadienyl)-1,4-butanediamine hydrochloride

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5 MG
€ 110,00
25 MG
€ 431,00

€ 110,00


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5 MG
€ 110,00
25 MG
€ 431,00

About This Item

Empirische Formel (Hill-System):
C12 H20 N2·2 HCl
CAS-Nummer:
Molekulargewicht:
265.22
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

€ 110,00


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Assay

≥98% (HPLC)

Form

powder

Farbe

white to brown

Löslichkeit

H2O: 15 mg/mL, clear

Lagertemp.

room temp

SMILES String

Cl.Cl.C=C=CCNCCCCNCC=C=C

InChI

1S/C12H20N2.2ClH/c1-3-5-9-13-11-7-8-12-14-10-6-4-2;;/h5-6,13-14H,1-2,7-12H2;2*1H

InChIKey

ITVRWVVFVHINOH-UHFFFAOYSA-N

Biochem./physiol. Wirkung

MDL 72527is an inhibitor of polyamine oxidase (spermine oxidase SMO).
MDL 72527is an inhibitor of polyamine oxidase (spermine oxidase SMO). It blocks the production of H2O2 and increases the cells survival. Polyamine catabolism is one of the major causes of the ROS production of prostate cells in general and androgen-induced enhancement of ROS in androgen-dependent CaP cells in particular. Reports suggest that androgen stimulation of prostate cancer results in accumulation of ROS, which lead to progression of cancer, such progression is control by MDL 72527.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Progress in drug research. Fortschritte der Arzneimittelforschung. Progres des recherches pharmaceutiques, 59, 1-40 (2002-12-03)
Polyamine oxidase is a FAD-dependent amine oxidase, which is constitutively expressed in nearly all tissues of the vertebrate organism. In 1985, N1,N4-bis(2,3-butadienyl)-1,4-butanediamine (MDL 72527) was designed as a selective enzyme-activated irreversible inhibitor of polyamine oxidase (EC 1.5.3.11). It inactivates, at
M E Maldonado-Celisa et al.
Cellular and molecular life sciences : CMLS, 65(9), 1425-1434 (2008-04-01)
We showed previously that inhibition of polyamine catabolism with the polyamine oxidase inhibitor MDL 72527 (MDL) potentiates the apoptotic effects of apple procyanidins (Pcy) in SW620 cells. Here we report that Pcy caused an activation of the intrinsic apoptotic pathway
S M Oredsson et al.
Biochemical Society transactions, 35(Pt 2), 405-409 (2007-03-21)
Reduction of cellular polyamine pools results in inhibition of cell proliferation and sometimes in induction of cell death. Reduction of cellular polyamine pools can be achieved by several strategies involving all the mechanisms of polyamine homoeostasis, i.e. biosynthesis, catabolism and
Enzo Agostinelli et al.
Biochimica et biophysica acta, 1763(10), 1040-1050 (2006-09-12)
In situ formation of cytotoxic metabolites by an enzyme-catalyzed reaction is a recent approach in cancer chemotherapy. We demonstrate that multidrug resistant human melanoma cells (M14 ADR) are more sensitive than the corresponding wild type cells (M14 WT) to hydrogen

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