PIBENZIMOL HYDROCHLORIDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H24N6O.3ClH
Molecular Weight	533.88
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.Cl.Cl.CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(O)C=C6

InChI

InChIKey=SMNPLAKEGAEPJD-UHFFFAOYSA-N

InChI=1S/C25H24N6O.3ClH/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16;;;/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29);3*1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C25H24N6O
Molecular Weight	424.4977
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 282 Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8383008	Binding Agent 1076
DNA topoisomerase I 60 Target ID: CHEMBL1781 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8383008 \| https://adisinsight.springer.com/drugs/800001915	Inhibitor 8504

PubMed

Title	Date	PubMed
Selection of bacteriophage-resistant mutants of Streptococcus thermophilus.	2003-10	14500002
Location of CNTFRalpha on outer segments: evidence of the site of action of CNTF in rat retina.	2003-09-26	12967721
Hoechst 33342 alters luciferase gene expression in transfected BC3H-1 myocytes.	2003-09	12946233
Influence of phenyl ring disubstitution on bisbenzimidazole and terbenzimidazole cytotoxicity: synthesis and biological evaluation as radioprotectors.	2003-08-28	12930141
Copper complex of hydroxyl-substituted triazamacrocyclic ligand and its antitumor activity.	2003-08-04	12852945
Differential responses of human neural and hematopoietic stem cells to ethanol exposure.	2003-08	12965076
Intravenously administered propidium iodide labels necrotic cells in the intact mouse brain after injury.	2003-08	12868000
Membrane status and in vitro capacitation of porcine sperm preserved in long-term extender at 16 degrees C.	2003-07-10	12851031
Pyrrolidinedithiocarbamate induces apoptosis in cerebellar granule cells: involvement of AP-1 and MAP kinases.	2003-07	12605880
Lack of inverse dose-rate effect and binding of the retinoblastoma gene product in the nucleus of human cancer T-47D cells arrested in G2 by ionizing radiation.	2003-06	12963543
Biochemical studies of apoptosis induced by tamoxifen in estrogen receptor positive and negative breast cancer cell lines.	2003-06	12810152
Targeted deletion of caspase-1 reduces early mortality and left ventricular dilatation following myocardial infarction.	2003-06	12788386
Methioninase gene therapy with selenomethionine induces apoptosis in bcl-2-overproducing lung cancer cells.	2003-06	12768189
A fluorescence study of the structure and accessibility of plasmid DNA condensed with cationic gene delivery vehicles.	2003-06	12761816
Membrane changes during different stages of a freeze-thaw protocol for equine semen cryopreservation.	2003-04-15	12566145
Xenotransplantation of stem/progenitor cells from human fetal brain to adult rats with spinal trauma.	2003-04	12910319
Global chromosome positions are transmitted through mitosis in mammalian cells.	2003-03-21	12654243
Synthesis and DNA binding studies of a new asymmetric cyanine dye binding in the minor groove of [poly(dA-dT)]2.	2003-03-20	12614890
Human granulosa cells after ovulation induction show caspase-independent cell death.	2003	12937344
Mode of cell death induced in Chinese hamster cells by sequence-selective DNA minor groove binding nitrogen mustards: comparison with untargeted mustards and with Hoechst 33342.	2003	12812363
Electron paramagnetic resonance dynamic signatures of TAR RNA-small molecule complexes provide insight into RNA structure and recognition.	2002-12-17	12475232
TGF-beta1 inhibits multiple caspases induced by TNF-alpha in murine osteoblastic MC3T3-E1 cells.	2002-12-16	12431778
Apoptosis: biochemical aspects and clinical implications.	2002-12	12417095
Quantifying DNA concentrations using fluorometry: a comparison of fluorophores.	2002-11-06	12432341
Antitumor AHMA linked to DNA minor groove binding agents: synthesis and biological evaluation.	2002-09-26	12238927
NMR characterization of the DNA binding properties of a novel Hoechst 33258 analogue peptide building block.	2002-09-19	12236773
Targeted elimination of the follicular label-retaining cells by photo-induced cell killing caused a defect on follicular renewal on mice.	2002-09	12296823
Synthesis, DNA-binding activity and cytotoxicity of carbamate derivatives of Hoechst 33258 in breast cancer MCF-7 cells.	2002-07	12132669
Constitutive caspase-like machinery executes programmed cell death in plant cells.	2002-07	12058273
Synergistic induction of the senescence-associated genes by 5-bromodeoxyuridine and AT-binding ligands in HeLa cells.	2002-06-10	12027447
Circular dichroism and thermal melting differentiation of Hoechst 33258 binding to the curved (A(4)T(4)) and straight (T(4)A(4)) DNA sequences.	2002-06-07	12031493
Identification of known and novel genes whose expression is regulated by endogenous retinoic acid during early embryonic development of the mouse.	2002-06	12175513
Amyloglucosidase suppresses interference by glycogen in the quantification of DNA using the Hoechst 33258 dye.	2002-06	12074153
Protective effect of L-carnosine against 12-O-tetradecanoylphorbol-13-acetate- or hydrogen peroxide-induced apoptosis on v-myc transformed rat liver epithelial cells.	2002-04-08	11849741
Evaluation of acrosome reaction and viability of human sperm with two fluorescent dyes.	2002-04	12049293
Interaction of Hoechst 33258 and echinomycin with nucleosomal DNA fragments containing isolated ligand binding sites.	2002-03-12	11876657
Heterochromatin, HP1 and methylation at lysine 9 of histone H3 in animals.	2002-03	12068920
New lanostanoids from the fungus Ganoderma concinna.	2002-03	11908995
Base-sequence specificity of Hoechst 33258 and DAPI binding to five (A/T)4 DNA sites with kinetic evidence for more than one high-affinity Hoechst 33258-AATT complex.	2002-02-01	11827475
Visualization of complexes of Hoechst 33258 and DNA duplexes in solution by atomic force microscopy.	2002-02	11848212
Mechanism of tert-butylhydroperoxide induced apoptosis in rat hepatocytes: involvement of mitochondria and endoplasmic reticulum.	2002-01-30	11853890
DNA-binding properties and cytotoxicity of extended aromatic bisamidines in breast cancer MCF-7 cells.	2002-01-15	11787954
L-proline analogues of anthraquinone-2-carboxylic acid: cytotoxic activity in breast cancer MCF-7 cells and inhibitory activity against topoisomerase I and II.	2002-01-12	11785929
Transfection efficiency and toxicity of polyethylenimine in differentiated Calu-3 and nondifferentiated COS-1 cell cultures.	2002	12423061
[A cross drug resistance of mammalian cells with a high efficiency of "DNA clearing"].	2002	12236101
Immunocytochemical analysis of neuronal differentiation.	2002	11951631
Cooperativity in drug-DNA recognition: a molecular dynamics study.	2001-12-19	11741431
Texture analysis of fluorescence lifetime images of AT- and GC-rich regions in nuclei.	2001-11	11668197
Low-dose hypersensitivity in Chinese hamster V79 cells targeted with counted protons using a charged-particle microbeam.	2001-11	11604066
Effect of homologous preovulatory follicular fluid on in vitro maturation of equine cumulus-oocyte complexes.	2001-09-15	11665878

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:57:39 GMT 2025` Edited by `admin` on `Mon Mar 31 17:57:39 GMT 2025`
Record UNII	MHT095273M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BISBENZIMIDE TRIHYDROCHLORIDE

Preferred Name

English

PIBENZIMOL HYDROCHLORIDE

Common Name

English

HOE-33258

Code

English

BISBENZIMIDE TRIHYDROCHLORIDE [MI]

Common Name

English

H-33258

Code

English

4-(5-(4-METHYL-1-PIPERAZINYL) (2,5'-BI-1H-BENZIMIDAZOL)-2'-YL)-PHENOL, TRIHYDROCHLORIDE

Common Name

English

NSC-322921

Code

English

HOECHST-33258

Code

English

PIBENZIMOL TRIHYDROCHLORIDE

Common Name

English

PHENOL, 4-(6-(4-METHYL-1-PIPERAZINYL)(2,6'-BI-1H-BENZIMIDAZOL)-2'-YL)-, HYDROCHLORIDE (1:3)

Systematic Name

English

HOECHST 33258

Code

English

2-(2-(4-HYDROXYPHENYL)-6-BENZIMIDAZOLYL)-6-(1-METHYL-4-PIPERZYL)

Common Name

English

HO-33258

Code

English

Code System Code Type Description

NSC

322921