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SML1183 Sigma-Aldrich

BMH-21

≥98% (HPLC)

Synonym: N-[2-(Dimethylamino)ethyl]-12-oxo-2H-benzo[g]pyrido[2,1-b]quinazoline-4-carboxamide

  • CAS Number 896705-16-1

  • Empirical Formula (Hill Notation) C21H20N4O2

  • Molecular Weight 360.41

  •  MDL number MFCD27225377

  •  PubChem Substance ID 329825705

  •  NACRES NA.77

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Properties

Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   faint yellow to dark orange
solubility   DMSO: 1 mg/mL, clear (warmed)
storage temp.   2-8°C
SMILES string   O=C(N(C=CC=C1C(NCCN(C)C)=O)C1=N2)C(C2=C3)=CC4=C3C=CC=C4
InChI   1S/C21H20N4O2/c1-24(2)11-9-22-20(26)16-8-5-10-25-19(16)23-18-13-15-7-4-3-6-14(15)12-17(18)21(25)27/h3-8,10,12-13H,9,11H2,1-2H3,(H,22,26)
InChI key   BXYDVWIAGDJBEC-UHFFFAOYSA-N

Description

General description

BMH-21 is a planar heterocyclic small molecule DNA intercalator.

Application

BMH-21 has been used in cell culture.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

BMH-21 has the ability to bind ribosomal DNA and prevent RNA polymerase I (Pol I) transcription and results in the disintegration of the nucleolus. It does not impair DNA damage detection. BMH-21 is considered as an important activator of the p53 pathway.

BMH-21 is a potent inhibitor of RNA Pol I. BMH-21 binds strongly to GC-rich DNA sequences, ultimately inhibiting RNA Pol I, blocking transcription and disrupting the nucleolar structure. BMH-1 causes dissociation of the RPA194 catalytic subunit from Pol I, and disassembly of Pol I:DNA complexes. The compound BMH-21 inhibits proliferation of a broad range of tumor cell lines.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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