Sepantronium bromide

Base Information

• Chemical Name: Sepantronium bromide
• CAS No.: 781661-94-7
• Molecular Formula: Br*C₂₀H₁₉N₄O₃
• Molecular Weight: 443.3
• Hs Code.: 29339900
• UNII: 7H5Q4J1CM5
• DSSTox Substance ID: DTXSID90228817
• Wikidata: Q27268284
• NCI Thesaurus Code: C61091
• ChEMBL ID: CHEMBL2105734
• Mol file: 781661-94-7.mol

Synonyms:1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)-4,9-dihydro-1H-naphtho(2,3-d)imidazolium;1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)-4,9-dihydro-1H-naphtho(2,3-d)imidazolium bromide;sepantronium;sepantronium bromide;sepantronium cation;sepantronium ion;YM 155;YM-155;YM155

Chemical Property of Sepantronium bromide

Chemical Property:

• PSA: 77.96000
• LogP: -1.65190
• Storage Temp.: -20°
• Solubility.: Soluble in DMSO (up to 25 mg/ml).
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 442.06405
• Heavy Atom Count: 28
• Complexity: 571

Purity/Quality:

98%,99%, ^*data from raw suppliers

YM155 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[N+](C2=C(N1CCOC)C(=O)C3=CC=CC=C3C2=O)CC4=NC=CN=C4.[Br-]
• Recent ClinicalTrials: Sepantronium Bromide for the Treatment of High-grade B-cell Lymphoma
• Recent EU Clinical Trials: A Phase II, Multicenter, Open-Label, Randomized Study of YM155 Plus Docetaxel as First-Line Treatment in Subjects with HER2 Negative Metastatic Breast Cancer
• 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. 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. 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.

Technology Process of Sepantronium bromide

There total 1 articles about Sepantronium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-{1,4-dioxo-3-[(pyrazin-2-ylmethyl)amino]-1,4-dihydronaphthalen-2-yl}-N-(2-methoxyethyl)acetamide (355405-02-6) → YM155 (781661-94-7)

Guidance literature:

With hydrogen bromide; In ethanol; water; at 50 - 60 ℃; for 13 - 38h; Product distribution / selectivity;

upstream raw materials:

N-{1,4-dioxo-3-[(pyrazin-2-ylmethyl)amino]-1,4-dihydronaphthalen-2-yl}-N-(2-methoxyethyl)acetamide

Refernces