Hoechst 34580 - 10mM in DMSO , CAS No.23555-00-2

CAS: 23555-00-2 Cat. No.: H422767 Summenformel: C₂₇H₂₉N₇ Molekulargewicht: 451.57

GRADE & PURITY 10mM in DMSO

Synonyms

N,N-dimethyl-4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]aniline | HOE 34580;HOECHST-34580;HOECHST34580;HOE34580;HOE-34580 | HOE 34580HOE 34580 | HY-15560 | AKOS040744082 | DB04011 | A924225 | Hoechst 34580 | BCP20754 | BS-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

Information

Hoechst 34580 Hoechst 34580 (HOE 34580) is a cell-permeable blue fluorescent dye to stain DNA and nuclei. Hoechst 34580 is also a good candidate for treating the Alzheimer's disease by inhibiting amyloid beta (Aβ) formation with IC50 of 0.86 μM.

Targets

Aβ (Cell-free assay) 0.86 μM

Specifications

Synonyme

N,N-dimethyl-4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]aniline | HOE 34580;HOECHST-34580;HOECHST34580;HOE34580;HOE-34580 | HOE 34580HOE 34580 | HY-15560 | AKOS040744082 | DB04011 | A924225 | Hoechst 34580 | BCP20754 | BS-

Spezifikationen & Reinheit

10mM in DMSO

Biochemische und physiologische Mechanismen

Hoechst 34580 (HOE 34580) is a cell-permeable blue fluorescent dye to stain DNA and nuclei. Hoechst 34580 is also a good candidate for treating the Alzheimer's disease by inhibiting amyloid beta (Aβ) formation with IC50 of 0.86 μM.

Storage

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Produkteigenschaften

• ALogP: 4.992
• hba_count: 2
• HBD-Zahl: 2
• Rotationsfähige Bindung: 4

Namen und Kennungen

• Pubchem Sid: 528764837
• Kanonisches Lächeln: CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)N(C)C
• IUPAC Name: N,N-dimethyl-4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]aniline
• InChIKey: VMCOQLKKSNQANE-UHFFFAOYSA-N
• INCHI: 1S/C27H29N7/c1-32(2)20-7-4-18(5-8-20)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-9-21(17-25(23)31-27)34-14-12-33(3)13-15-34/h4-11,16-17H,12-15H2,1-3H3,(H,28,30)(H,29,31)
• Isomere SMILES: CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)N(C)C
• Molekulargewicht: 451.57
• Reaxy-Rn: 28832153
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28832153&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Benzimidazoles
• Subclass: Phenylbenzimidazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylbenzimidazoles
• Alternative Parents: N-arylpiperazines Phenylimidazoles Dialkylarylamines Aniline and substituted anilines N-methylpiperazines Heteroaromatic compounds Trialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylbenzimidazole - N-arylpiperazine - 2-phenylimidazole - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - N-alkylpiperazine - N-methylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Benzenoid - Piperazine - Azole - Heteroaromatic compound - Imidazole - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Amine - Aromatic heteropolycyclic compound
• Beschreibung: 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: N-arylpiperazine - N-methylpiperazine - bibenzimidazole

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

Chemische und physikalische Eigenschaften

• DMSO (mg/ml) Maximale Löslichkeit: 5
• DMSO (mM) Maximale Löslichkeit: 11.072480457072
• Wasser (mg/ml) Maximale Löslichkeit: 90
• Wasser (mM) Maximale Löslichkeit: 199.304648227296
• Molekulargewicht: 451.600 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 451.248 Da
• Monoisotopic Mass: 451.248 Da
• Topological Polar Surface Area: 67.100 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 672.000
• 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: 1

Referenzen

1. Tao Shen, Zhenwen Hu, Qingya Liu, Tingyu Lei, Zhenyu Liu.  (2021)  A method to evaluate hydrogen donation ability of hydrogen-storage solvent in hydrogenation process by radical-precursor compounds.  FUEL,      [PMID:] [10.1016/j.fuel.2021.122741]

2. Liu Zhenghua, Xin Peng, Wu Weiwei, Jin Mingyue, Du Yang, Jiang Yuanjun, Liu Tao, Zhang Hao.  (2025)  Nanoparticle-mediated targeting of PGC-1α reveals critical metabolic pathways in bladder cancer metastasis.  Communications Biology,  8  (1): (1-21).  [PMID:40404885] [10.1038/s42003-025-08174-w]