M2949
MDL 72527
≥98% (HPLC), spermine oxidase SMO inhibitor, powder
别名:
CPC-200, MDL-72527DA, N,N′-双(2,3-丁二烯基)-1,4-丁二胺 二盐酸盐, N1,N4-二(丁-2,3-二烯-1-基)丁烷-1,4-二胺二盐酸盐 盐酸盐
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关于此项目
经验公式（希尔记法）:
C12 H20 N2·2 HCl
化学文摘社编号:
分子量:
265.22
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
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
Biochem/physiol Actions
MDL 72527是多胺氧化酶（精胺氧化酶SMO）的一种抑制剂。
MDL 72527是多胺氧化酶（精胺氧化酶SMO）的一种抑制剂。它阻止了H2O2的产生并增加了细胞的存活率。多胺分解代谢通常是前列腺细胞产生ROS的主要原因之一，尤其是在雄激素依赖型CaP细胞中雄激素诱导的ROS增强。报告表明前列腺癌的雄激素刺激会导致ROS积聚，从而导致癌症进展，而这种进展是由MDL 72527控制的。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
Stamatiki Roussi et al.
International journal of oncology, 29(6), 1549-1554 (2006-11-08)
7beta-OHsitosterol and 7beta-OHcholesterol are natural compounds of plant and animal cells with high structural similarity. Recently it was reported that both compounds induced apoptosis on human colon cancer cells by targeting different signalling pathways. Our study aimed at comparing their
Nikolaus Seiler et al.
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
B Duranton et al.
Cell biology and toxicology, 18(6), 381-396 (2002-12-18)
N1,N4-bis(2,3-butadienyl)-1,4-butanediamine (MDL 72527) was considered to be a selective inactivator of FAD-dependent tissue polyamine oxidase. Recently MDL 72527 was reported to induce apoptosis in transformed hematopoietic cells through lysosomotropic effects. Since it is the only useful inhibitor of polyamine oxidase
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