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Merck
CN

M2949

MDL 72527

≥98% (HPLC), spermine oxidase SMO inhibitor, powder

Synonym(s):

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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About This Item

Empirical Formula (Hill Notation):
C12 H20 N2·2 HCl
CAS Number:
93565-01-6
Molecular Weight:
265.22
UNSPSC Code:
12352200
PubChem Substance ID:
329817958
NACRES:
NA.77
MDL number:
MFCD13152261
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

MDL 72527, ≥98% (HPLC)

SMILES string

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

InChI key

ITVRWVVFVHINOH-UHFFFAOYSA-N

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

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

H2O: 15 mg/mL, clear

storage temp.

room temp

Quality Level

100

Related Categories

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000451496
0000451496
0000348795
0000348795
0000226823

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Yoshiko Mitsuya et al.
Journal of plant physiology, 164(6), 785-793 (2006-08-03)
In a previous work, we identified a Cys(2)/His(2)-type zinc-finger transcription repressor, (ZFT1), that functions in a spermine-mediated signal transduction pathway in tobacco plants. Database search disclosed the presence of another Cys(2)/His(2)-type zinc-finger protein ZFP1 (accession number AAC06243) in tobacco plants.
Andrea Bellelli et al.
Biochemical and biophysical research communications, 322(1), 1-8 (2004-08-18)
Spermine oxidase (SMO) is a recently described flavoenzyme belonging to the class of polyamine oxidases (PAOs) and participating in the polyamine metabolism in animal cells. In this paper we describe the expression, purification, and characterization of the catalytic properties of
Enzo Agostinelli et al.
International journal of oncology, 29(4), 947-955 (2006-09-12)
The in situ formation of cytotoxic metabolites by an enzyme-catalyzed reaction is a recent approach in cancer therapy. The present results show that multidrug-resistant human colon adenocarcinoma cells (LoVo) are significantly more sensitive than corresponding wild-type cells to hydrogen peroxide
Enzo Agostinelli et al.
Biochemical and biophysical research communications, 340(3), 840-844 (2005-12-29)
MDL 72527 was considered a selective inhibitor of FAD-dependent polyamine oxidases. In the present communication, we demonstrate that MDL 72527 inactivates bovine serum amine oxidase, a copper-containing, TPQ-enzyme, time-dependently at 25 degrees C. In striking contrast, the enzyme remained active
Francine Gossé et al.
International journal of oncology, 29(2), 423-428 (2006-07-06)
Apple procyanidins have chemopreventive properties in a model of colon cancer, they affect intracellular signalling pathways, and trigger apoptosis in a human adenocarcinoma-derived metastatic cell line (SW620). In the present study we investigated relationships between procyanidin-induced alterations in polyamine metabolism
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