3D Mol Similar

YM155

Iupac Name：1-(2-methoxyethyl)-2-methyl-3-(pyrazin-2-ylmethyl)benzo[f]benzimidazol-3-ium-4,9-dione;bromide

CAS No.: 781661-94-7

Molecular Weight：443.30

Modify Date.: 2022-12-07 08:44

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1. Names and Identifiers

1.1 Name: YM155
1.2 Synonyms: 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 4,9-Dihydro-1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(2-pyrazinylmethyl)-1H-naphth[2,3-d]imidazolium bromide YM 155 SepantroniuM broMide Sepantronium Bromide (YM155) SepantroniuM broMide(YM155,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

1.3 CAS No.: 781661-94-7

1.4 Molecular Formula: C20H19BrN4O3 (isomer)

1.5 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

1.6 InChIkey: QBIYUDDJPRGKNJ-UHFFFAOYSA-M

1.7 Canonical Smiles: [Br-].COCCn1c(C)[n+](Cc2cnccn2)c2c1C(=O)c1ccccc1C2=O

1.8 Isomers Smiles: CC1=[N+](C2=C(N1CCOC)C(=O)C3=CC=CC=C3C2=O)CC4=NC=CN=C4.[Br-]

2. Properties

2.1 Melting point: >180°C (dec.)

2.1 StorageTemp: -20°

3. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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4. Synthesis Route

781661-94-7Total: 1 Synthesis Route

355405-02-6 2 Suppliers

781661-94-7 38 Suppliers

Literatures:
EP1614686 A1, ; Page/Page column 3; 4-5 ;
Yield: null

5. Other Information

5.0 Target: Value

5.1 Survivin (HeLa-SURP-luc, CHO-SV40-luc cells): 0.54 nM

5.2 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

5.3 Uses: YM155 is a potent IAP (inhibitor of apoptosis proteins) inhibitor for survivin with IC50 of 0.54 nM.

5.4 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.

5.5 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.

5.6 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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