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Merck
모든 사진(1)

주요 문서

SML1183

Sigma-Aldrich

BMH-21

≥98% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C21H20N4O2
CAS Number:
Molecular Weight:
360.41
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

faint yellow to dark orange

solubility

DMSO: 1 mg/mL, clear (warmed)

저장 온도

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

일반 설명

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

애플리케이션

BMH-21 has been used in cell culture.

생화학적/생리학적 작용

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

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문서 라이브러리 방문

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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