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Merck
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重要文件

SML1183

Sigma-Aldrich

BMH-21

≥98% (HPLC)

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C21H20N4O2
CAS號碼:
分子量::
360.41
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

faint yellow to dark orange

溶解度

DMSO: 1 mg/mL, clear (warmed)

儲存溫度

2-8°C

SMILES 字串

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 密鑰

BXYDVWIAGDJBEC-UHFFFAOYSA-N

一般說明

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

應用

BMH-21 has been used in cell culture.

生化/生理作用

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 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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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A targeting modality for destruction of RNA polymerase I that possesses anticancer activity.
Peltonen K, et al.
Cancer Cell, 25(1), 77-90 (2014)
BMH-21 inhibits viability and induces apoptosis by p53-dependent nucleolar stress responses in SKOV3 ovarian cancer cells.
Fu X, et al.
Oncology Reports, 38(2), 859-865 (2017)
Leah Bury et al.
eLife, 9 (2020-11-12)
Although originally thought to be silent chromosomal regions, centromeres are instead actively transcribed. However, the behavior and contributions of centromere-derived RNAs have remained unclear. Here, we used single-molecule fluorescence in-situ hybridization (smFISH) to detect alpha-satellite RNA transcripts in intact human
Lisa M Ogawa et al.
Molecular biology of the cell, 32(9), 956-973 (2021-03-11)
Nucleoli are dynamic nuclear condensates in eukaryotic cells that originate through ribosome biogenesis at loci that harbor the ribosomal DNA. These loci are known as nucleolar organizer regions (NORs), and there are 10 in a human diploid genome. While there
Laureen Colis et al.
Oncotarget, 5(12), 4361-4369 (2014-06-24)
DNA intercalation is a major therapeutic modality for cancer therapeutic drugs. The therapeutic activity comes at a cost of normal tissue toxicity and genotoxicity. We have recently described a planar heterocyclic small molecule DNA intercalator, BMH-21, that binds ribosomal DNA

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