Hoechst 33342 trihydrochloride - ≥98%(HPLC) , CAS No.875756-97-1

CAS: 875756-97-1 Cat. No.: H288601 Molecular Weight: 561.93 PubChem CID: 16760503

GRADE & PURITY ≥98%(HPLC)

Synonyms

Q27286402 | Bisbenzimide ethoxide trihydrochloride [MI] | Bis-benzimide H-33342 trihydrochloride | sodiumoctane-1-sulfonate | 2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzo[d]imidazole trihydrochloride | P976261J69 | 2'-(4-Ethoxyphenyl

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Q27286402 | Bisbenzimide ethoxide trihydrochloride [MI] | Bis-benzimide H-33342 trihydrochloride | sodiumoctane-1-sulfonate | 2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-1H, 1'H-2, 5'-bibenzo[d]imidazole trihydrochloride | P976261J69 | 2'-(4-Ethoxyphenyl

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

Hoechst 33342 trihydrochloride stains and binds minor groove of AT-rich regions. Used to quantify DNA in viable cells. Cell permeable fluorescent DNA dye.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504768533
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768533
• Canonical Smiles: CCOC1=CC=C(C=C1)C2=NC3=C(N2)C=C(C=C3)C4=NC5=C(N4)C=C(C=C5)N6CCN(CC6)C.Cl.Cl.Cl
• IUPAC Name: 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole;trihydrochloride
• InChIKey: JABNPSKWVNCGMX-UHFFFAOYSA-N
• INCHI: 1S/C27H28N6O.3ClH/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33;;;/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31);3*1H
• Isomeric SMILES: CCOC1=CC=C(C=C1)C2=NC3=C(N2)C=C(C=C3)C4=NC5=C(N4)C=C(C=C5)N6CCN(CC6)C.Cl.Cl.Cl
• PubChem CID: 16760503
• Molecular Weight: 561.93

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzimidazoles
      • Subclass Phenylbenzimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzimidazoles
• Subclass: Phenylbenzimidazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylbenzimidazoles
• Alternative Parents: N-arylpiperazines Phenylimidazoles Phenoxy compounds Phenol ethers Dialkylarylamines N-methylpiperazines Alkyl aryl ethers Heteroaromatic compounds Trialkylamines Azacyclic compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylbenzimidazole - N-arylpiperazine - 2-phenylimidazole - Phenol ether - Phenoxy compound - Tertiary aliphatic/aromatic amine - Dialkylarylamine - N-alkylpiperazine - N-methylpiperazine - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Azole - Heteroaromatic compound - Imidazole - Tertiary aliphatic amine - Tertiary amine - Ether - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Hydrochloride - Amine - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylbenzimidazoles. These are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 28.1, Max Conc. mM: 50; Solvent:DMSO, Max Conc. mg/mL: 28.1, Max Conc. mM: 50
• Sensitivity: light sensitive；Hygroscopic
• Molecular Weight: 561.900 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 560.162 Da
• Monoisotopic Mass: 560.162 Da
• Topological Polar Surface Area: 73.100 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 664.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 4

XLogP3

References

1. Xiaomeng Lu, Xinyu Zhan, Guozi Xia, Feifei Wang, Mingjia Lv, Renwei Liu, Yuxue Liu, Chen Zi, Guangyong Li, Rui Wang, Jun Li, Fengjiao Yuan, Dianlong Jia.  (2024)  Improving Targeted Delivery and Antitumor Efficacy of TRAIL through Fusion with a B7H3-Antagonistic Affibody.  MOLECULAR PHARMACEUTICS,      [PMID:39620978] [10.1021/acs.molpharmaceut.4c00891]

2. Wang Jing-Yi, Zhao Xin-Yan, Sun Xin, Zhang Yu-Fei, Sun Li-Hong, Wei Xiang, Jiang Ding-Sheng, Wang Hui-Yu, Wang He-Ping, Si Ke-Xin, Tang Xiaoqiang, Chen Hou-Zao, Liu De-Pei.  (2026)  ACAD8 deficiency promotes pathological cardiac hypertrophy in response to pressure overload by regulating histone isobutyrylation.  Nature Communications,      [PMID:] [10.1038/s41467-026-72949-w]