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Merck

B2883

bisBenzimide H 33258

≥98% (HPLC and TLC)

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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25 MG

€61.80

100 MG

€187.00

500 MG

€749.00

1 G

€1,200.00

€61.80

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About This Item

Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
23491-45-4
Molecular Weight:
533.88
Beilstein:
4088183
EC Number:
245-690-6
MDL number:
MFCD00012679
UNSPSC Code:
12171500
PubChem Substance ID:
24891414
NACRES:
NA.47

Key Documents

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Quality Level

200

Assay

≥98% (HPLC and TLC)

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

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This Item
1453094403B1155
bisBenzimide H 33258 ≥98% (HPLC and TLC)

Sigma-Aldrich

B2883

bisBenzimide H 33258

bisBenzimide H 33258 suitable for fluorescence, ≥98.0% (HPLC)

Sigma-Aldrich

14530

bisBenzimide H 33258

Hoechst 33258 solution 1 mg/mL in H2O, ≥98.0% (HPLC)

Sigma-Aldrich

94403

Hoechst 33258 solution

bisBenzimide H 33258 powder, BioReagent, suitable for cell culture, ≥98% (HPLC and TLC)

Sigma-Aldrich

B1155

bisBenzimide H 33258

assay

≥98% (HPLC and TLC)

assay

≥98.0% (HPLC)

assay

≥98.0% (HPLC)

assay

≥98% (HPLC and TLC)

form

powder

form

powder

form

liquid

form

powder

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

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

solubility

water and ethanol: 10 mg/mL, H2O: soluble, ethanol: soluble

solubility

DMF: soluble, H2O: soluble

solubility

H2O: 10 mg/mL, water and ethanol: 10 mg/mL

mp

280 °C

mp

-

mp

-

mp

-

Application

bisBenzimide H 33258 has been used for nuclear staining in cells.[1][2][3]
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000401273
0000401276
0000401274
0000401275
0000344833

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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
Cell alignment induced by anisotropic electrospun fibrous scaffolds alone has limited effect on cardiomyocyte maturation.
Han J, et al.
Stem Cell Research, 16, 740-750 (2016)
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)
Susanna Fiorelli et al.
Cells, 8(4) (2019-04-19)
Reactive oxygen species (ROS) induce nuclear factor erythroid 2-related factor 2 (Nrf2) activation as an adaptive defense mechanism, determining the synthesis of antioxidant molecules, including heme-oxygenase-1 (HO-1). HO-1 protects cells against oxidative injury, degrading free heme and inhibiting ROS production.
Spontaneous and continuous cyclooxygenase-2-dependent prostaglandin E2 production by stromal cells in the murine small intestine lamina propria: directing the tone of the intestinal immune response.
Newberry RD, et al.
Journal of Immunology, 166, 4465-4472 (2001)
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