BMH-21

Alias: BMH 21; BMH-21; BMH21
Cat No.:V1435 Purity: =98.61%
BMH-21 (BMH 21; BMH21) is a novel and potent DNA intercalator with potential antineoplastic activity.
BMH-21 Chemical Structure CAS No.: 896705-16-1
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: =98.61%

Product Description

BMH-21 (BMH 21; BMH21) is a novel and potent DNA intercalator with potential antineoplastic activity. It acts by binding to ribosomal DNA and inhibiting RNA polymerase I (Pol I) transcription. BMH-21 intercalated into dsDNA and exhibited a preference for binding to DNA sequences rich in GCs. With its broad range of cytotoxic effects on human cancer cell lines and its p53-independent action, BMH-21 is frequently used as a mediator of various cytotoxic drugs. By attaching to ribosomal (r) DNA, BMH-21 blocked RNA polymerase I (Pol I) transcription and degraded RPA194, the major catalytic subunit of Pol I.

Biological Activity I Assay Protocols (From Reference)
Targets
DNA
ln Vitro

BMH-21 inhibits Pol I transcription by binding to ribosomal DNA[1].
BMH-21 suppresses RNA polymerase I without regard to the DNA damage response[1].
BMH-21 prefers to bind to DNA sequences that are rich in GCs and intercalates into double strand (ds) DNA[1].
BMH-21 (1 μM; 3 hours) induces nucleolar stress and RPA194 degradation in a way that is independent of DNA damage[1].

ln Vivo
BMH-21 (50 mg/kg; i.p.; daily; for 6 days) inhibits the growth of HCT116 colon cancer tumors in vivo[2].
Cell Assay
The cells are kept in a humidified environment with 5% CO2 at 37 °C. The culture medium used for U2OS osteosarcoma cells contains 15% fetal bovine serum in addition to DMEM. In triplicate, cells are plated in 96-well plates at a density of 10,000 cells per well, and the compounds are then incubated for 48 hours. Using the WST-1 cell proliferation reagent, viability is assessed.
Animal Protocol
6-week old athymic NCr nu/nu mice, with HCT116 colorectal carcinoma xenograft
50 mg/kg
Intraperitoneal injection, daily, for 6 days
References

[1]. DNA intercalator BMH-21 inhibits RNA polymerase I independent of DNA damage response. Oncotarget. 2014 Jun 30;5(12):4361-9.

[2]. A Targeting Modality for Destruction of RNA Polymerase I that Possesses Anticancer Activity. Cancer Cell. 2014 Jan 13; 25(1): 77–90.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H20N4O2
Molecular Weight
360.41
Exact Mass
362.17
Elemental Analysis
C, 69.59; H, 6.12; N, 15.46; O, 8.83
CAS #
896705-16-1
Related CAS #
896705-16-1
Appearance
Solid powder
SMILES
CN(C)CCNC(=O)C1=CC=CN2C1=NC3=CC4=CC=CC=C4C=C3C2=O
InChi Key
BXYDVWIAGDJBEC-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
N-[2-(dimethylamino)ethyl]-12-oxo-12H-benzo[g]pyrido[2,1-b]quinazoline-4-carboxamide
Synonyms
BMH 21; BMH-21; BMH21
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 1~5 mg/mL (2.8~13.9 mM)
Water: <1 mg/mL
Ethanol: ~2 mg/mL (~5.5 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7746 mL 13.8731 mL 27.7462 mL
5 mM 0.5549 mL 2.7746 mL 5.5492 mL
10 mM 0.2775 mL 1.3873 mL 2.7746 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • BMH-21 Inhibits Replication and Viability of Cancer cells In Vitro and Tumor Growth In Vivo. Cancer Cell . 2014 Jan 13;25(1):77-90.
  • Binding and Modeling of BMH-21 with GC-rich DNA. Cancer Cell . 2014 Jan 13;25(1):77-90.
  • BMH-21 Binds rDNA Sequences in GC-content Dependent Mannerand Inhibits rRNA Synthesis In Vitro. Cancer Cell . 2014 Jan 13;25(1):77-90.
  • BMH-21 Represses rRNA Synthesis and Causes Segregation of Nucleolar Proteins. Cancer Cell . 2014 Jan 13;25(1):77-90.
  • BMH-21 acts in a DNA damage independent manner to activate nucleolar stress and RPA194 degradation. Oncotarget . 2014 Jun 30;5(12):4361-9.
  • BMH-21 does not protect from activation of DNA damage signaling. Oncotarget . 2014 Jun 30;5(12):4361-9.
  • BMH-21 derivative LI-216 activates DNA damage response. Oncotarget . 2014 Jun 30;5(12):4361-9.
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