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B2883

bisBenzimide H 33258

≥98% (HPLC)

Synonym(s):

2′-(4-Hydroxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi(1H-benzimidazole) trihydrochloride, 2-[2-(4-Hydroxyphenyl)-6-benzimidazoyl]-6-(1-methyl-4-piperazyl)benzimidazole trihydrochloride, BBIH, BXI-72, HOE 33258, Hoechst 33258, NSC334072

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About This Item

Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
23491-45-4
Molecular Weight:
533.88
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24891414
EC Number:
245-690-6
Beilstein/REAXYS Number:
4088183
MDL number:
MFCD00012679
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
200
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Quality Level

200

assay

≥98% (HPLC)

form

powder

mp

280 °C

solubility

H2O: 10 mg/mL, water and ethanol: 10 mg/mL, phosphate buffer: precipitates

suitability

passes application test for fluorescence

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

Cl[H].Cl[H].Cl[H].[H]O[H].CN1CCN(CC1)c2ccc3NC(=NCc3c2)c4ccc5NC(=NCc5c4)c6ccc(O)cc6

InChI

1S/C27H28N6O.3ClH.H2O/c1-32-10-12-33(13-11-32)22-5-9-25-21(15-22)17-29-27(31-25)19-4-8-24-20(14-19)16-28-26(30-24)18-2-6-23(34)7-3-18;;;;/h2-9,14-15,34H,10-13,16-17H2,1H3,(H,28,30)(H,29,31);3*1H;1H2

InChI key

OWRSPPSBNWJJAR-UHFFFAOYSA-N

Application

bisBenzimide H 33258 has been used for nuclear staining in cells.
bisBenzimide H 33258 is useful for staining DNA, chromosomes and nuclei. bisBenzimide H 33258 may be used for fluorescence microscopy or flow cytometry.
Excitation max. = 346 nm
Emission max. = 460 nm
bisBenzimide H 33258 is useful for staining DNA, chromosomes, and nuclei. May be used for fluorescence microscopy or flow cytometry.

Biochem/physiol Actions

bisBenzimide H 33258 is a potent and selective Bcl-XL inhibitor.
bisBenzimide H 33258 is a potent and selective Bcl-XL inhibitor. bisBenzimide H 33258 is a membrane-permeable, fluorescent DNA stain with low cytotoxicity that intercalate in A-T regions of DNA.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
13160302
116M4139V
039M4128V
13180606
068M4087V

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T Araki et al.
Histochemistry, 87(4), 331-338 (1987-01-01)
In an attempt to achieve accurate quantification of DNA levels in cell nuclei, we studied the influence of salt concentration on the fluorescence of cell nuclei complexed with Hoechst-33258 (Hoe) fluorochrome. The fluorescence of cell nuclei was compared with that
Conversion of human umbilical cord mesenchymal stem cells in Wharton's jelly to dopaminergic neurons in vitro: potential therapeutic application for Parkinsonism.
Fu YS, et al.
Stem Cells, 24, 115-124 (2006)
Zev A Binder et al.
Cancer cell, 34(1), 163-177 (2018-07-11)
We explored the clinical and pathological impact of epidermal growth factor receptor (EGFR) extracellular domain missense mutations. Retrospective assessment of 260 de novo glioblastoma patients revealed a significant reduction in overall survival of patients having tumors with EGFR mutations at
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Global Trade Item Number

SKUGTIN
B2883-1G04061833427149
B2883-100MG04061833427132
B2883-25MG04061833427156
B2883-500MG04061835345847