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YM155

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YM155 Basic information

Product Name:
YM155
Synonyms:
  • YM155
  • 4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide
  • SepantroniuM broMide
  • SepantroniuM broMide(YM155,YM-155)
  • Sepantronium Bromide (YM155)
  • 1H-Naphth[2,3-d]imidazolium, 4,9-dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-, bromide (1:1)
  • 4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide YM 155
  • YM 155 4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide
CAS:
781661-94-7
MF:
C20H19BrN4O3
MW:
443.29386
Product Categories:
  • Inhibitors
  • Antineoplastic
  • apis
  • Inhibitor
Mol File:
781661-94-7.mol
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YM155 Chemical Properties

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-]
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Safety Information

HS Code 
29339900
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YM155 Usage And Synthesis

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 potent IAP (inhibitor of apoptosis proteins) inhibitor for survivin with IC50 of 0.54 nM.

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.

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] TAKAHITO NAKAHARA. YM155, a novel small-molecule survivin suppressant, induces regression of established human hormone-refractory prostate tumor xenografts.[J]. Cancer research, 2007, 67 17: 8014-8021. DOI:10.1158/0008-5472.can-07-1343
[2] K. OKAMOTO. Overcoming Erlotinib Resistance in EGFR Mutation-Positive Non-Small-Cell Lung Cancer Cells by Targeting Survivin[J]. Annals of Oncology, 2012, 23 1. DOI:10.1016/s0923-7534(20)32199-2
[3] TREVOR G GLAROS. The “survivin suppressants” NSC 80467 and YM155 induce a DNA damage response.[J]. Cancer Chemotherapy and Pharmacology, 2012: 207-212. DOI:10.1007/s00280-012-1868-0
[4] YU-FAN WANG. Induction of autophagy-dependent cell death by the survivin suppressant YM155 in salivary adenoid cystic carcinoma[J]. Apoptosis, 2013, 19 4: 748-758. DOI:10.1007/s10495-013-0960-1

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