SML1183

BMH-21

≥98% (HPLC)

• Synonym(s): N-[2-(Dimethylamino)ethyl]-12-oxo-2H-benzo[g]pyrido[2,1-b]quinazoline-4-carboxamide
• Empirical Formula (Hill Notation): C₂₁H₂₀N₄O₂
• CAS Number: 896705-16-1
• Molecular Weight: 360.41
• NACRES: NA.77
• PubChem Substance ID: 329825705
• UNSPSC Code: 12352200
• MDL number: MFCD27225377
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 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.

Biochem/physiol Actions

BMH-21 is a potent inhibitor of RNA Pol I.

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.

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable