| Identification | More | [Name]
YM155 (Sepantronium Bromide) | [CAS]
781661-94-7 | [Synonyms]
YM155
SepantroniuM broMide
YM155 (SepantroniuM BroMide)
Sepantronium Bromide (YM155)
SepantroniuM broMide(YM155,YM-155)
4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide
1H-Naphth[2,3-d]imidazolium, 4,9-dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-, bromide (1:1)
YM 155
4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide
4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide YM 155 | [Molecular Formula]
C20H19BrN4O3 | [MDL Number]
MFCD11983133 | [MOL File]
781661-94-7.mol | [Molecular Weight]
443.294 |
| Chemical Properties | Back Directory | [Melting point ]
>180°C (dec.) | [storage temp. ]
-20° | [solubility ]
Soluble in DMSO (up to 25 mg/ml). | [form ]
solid | [color ]
Tan to yellow | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | [InChI]
InChI=1S/C20H19N4O3.BrH/c1-13-23(9-10-27-2)17-18(24(13)12-14-11-21-7-8-22-14)20(26)16-6-4-3-5-15(16)19(17)25;/h3-8,11H,9-10,12H2,1-2H3;1H/q+1;/p-1 | [InChIKey]
QBIYUDDJPRGKNJ-UHFFFAOYSA-M | [SMILES]
c12[n+](Cc3nccnc3)c(C)[n](CCOC)c1C(=O)c1ccccc1C2=O.[Br-] |
| Hazard Information | Back Directory | [Usage]
YM155 is a novel small-molecule survivin suppressant that suppressed expression of survivin and induced apoptosis in PC-3 and PPC-1 human HRPC cell lines. | [Usage]
YM155 is a potent IAP (inhibitor of apoptosis proteins) inhibitor for survivin with IC50 of 0.54 nM. | [Description]
YM-155 (781661-94-7) is a novel small molecule survivin suppressant. YM-155 suppresses expression of survivin (a member of the IAP family) and induced apoptosis in human tumor cell lines at 10 nmol/L with little effect on other IAP or Bcl-2 family members.1?Overcomes erlotinib resistance in EGFR mutation-positive non-small cell lung cancer.2?Induces DNA damage.3?YM-155 induces an autophagy-dependent cell death in adenoid cystic carcinoma cells.4 | [Uses]
YM155 is a novel small-molecule survivin suppressant that suppressed expression of survivin and induced apoptosis in PC-3 and PPC-1 human HRPC cell lines. | [Uses]
YM155 is a novel small-molecule survivin suppressant that suppressed expression of survivin and induced apoptosis in PC-3 and PPC-1 human HRPC. cell lines. Potent Survivin Inhibitor. | [Uses]
YM155 is a potent IAP (inhibitor of apoptosis proteins) inhibitor for survivin with IC50 of 0.54 nM. | [Definition]
ChEBI: Sepantronium bromide is an organic bromide salt consisting of sepantronium cations and bromide anions. It has been found to selectively inhibit survivin (BIRC5) gene promoter activity and to down-regulate survivin in vitro, so leading to induction of apoptosis. It has a role as an antineoplastic agent, a survivin suppressant and an apoptosis inducer. It contains a sepantronium. | [target]
Survivin | [storage]
Store at -20°C | [References]
1) Nakahara?et al. (2007),?YM155, a novel small-molecule surviving suppressant, induces regression of established human hormone-refractory prostate tumor xenografts; Cancer Res.?67?8014
2) Okamoto?et al. (2012),?Overcoming erlotinib resistance in EGFR mutation-positive non-small cell lung cancer cells by targeting survivin; Mol.Cancer Ther.?11?204
3) Glaros?et al. (2012),?The ‘survivin suppressants’ NSC 80467 and YM 155 induce a DNA damage response; Cancer Chemother. Pharmacol.?70?207
4) Wang?et al. (2014),?Induction of autophagy-dependent cell death by the survivin suppressant YM155 in salivary adenoid cystic carcinoma; Apoptosis?19?748 |
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