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[ CAS No. 65271-80-9 ] {[proInfo.proName]}

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Chemical Structure| 65271-80-9
Chemical Structure| 65271-80-9
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Shinyoung Choi ; DOI:

Abstract: The groundbreaking Palladium/norbornene cooperative catalysis, also known as the Catellani reaction, was pioneered by Prof. Marta Catellani in 1997. This transformative reaction integrates the merits of traditional cross-coupling reactions and ortho-functionalization into a single process, offering a remarkably step-economical way to access complex polysubstituted aromatic compounds. Its versatility has proven invaluable to both organic chemists and material scientists alike. Within this dissertation, I explore my profound fascination with leveraging the Catellani reaction for methodology development in azaborine functionalization, and the synthesis of various materials such as dendrons and graphene nanoribbons. While engaging in the synthesis of graphene nanoribbons aimed for potential biomedical applications, my interest in graphene-based nanomaterials for such purposes grew stronger. Consequently, the final chapter of this dissertation offers a comprehensive review of graphene-based nanomaterials within the context of biomedical applications. Details

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Yazdani, Kamyar ; Seshadri, Srinath ; Tillo, Desiree , et al. DOI: PubMed ID:

Abstract: DNA i-motifs (iMs) are non-canonical C-rich secondary structures implicated in numerous cellular processes. Though iMs exist throughout the genome, our understanding of iM recognition by proteins or small mols. is limited to a few examples. We designed a DNA microarray containing 10976 genomic iM sequences to examine the binding profiles of four iM-binding proteins, mitoxantrone and the iMab antibody. iMab microarray screens demonstrated that pH 6.5, 5% BSA buffer was optimal, and fluorescence was correlated with iM C-tract length. hnRNP K broadly recognizes diverse iM sequences, favoring 3-5 cytosine repeats flanked by thymine-rich loops of 1-3 nucleotides. Array binding mirrored public ChIP-Seq datasets, in which 35% of well-bound array iMs are enriched in hnRNP K peaks. In contrast, other reported iM-binding proteins had weaker binding or preferred G-quadruplex (G4) sequences instead. Mitoxantrone broadly binds both shorter iMs and G4s, consistent with an intercalation mechanism. These results suggest that hnRNP K may play a role in iM-mediated regulation of gene expression in vivo, whereas hnRNP A1 and ASF/SF2 are possibly more selective in their binding preferences. This powerful approach represents the most comprehensive investigation of how biomols. selectively recognize genomic iMs to date.

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Product Details of [ 65271-80-9 ]

CAS No. :65271-80-9 MDL No. :
Formula : C22H28N4O6 Boiling Point : -
Linear Structure Formula :- InChI Key :KKZJGLLVHKMTCM-UHFFFAOYSA-N
M.W : 444.48 Pubchem ID :4212
Synonyms :
Mitozantrone;NSC 301739
Chemical Name :1,4-Dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthracene-9,10-dione

Calculated chemistry of [ 65271-80-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 32
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.36
Num. rotatable bonds : 12
Num. H-bond acceptors : 8.0
Num. H-bond donors : 8.0
Molar Refractivity : 119.18
TPSA : 163.18 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.03
Log Po/w (XLOGP3) : 1.0
Log Po/w (WLOGP) : -0.52
Log Po/w (MLOGP) : -1.69
Log Po/w (SILICOS-IT) : 1.62
Consensus Log Po/w : 0.69

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 2.0
Egan : 1.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.71
Solubility : 0.864 mg/ml ; 0.00194 mol/l
Class : Soluble
Log S (Ali) : -4.02
Solubility : 0.0429 mg/ml ; 0.0000965 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.27
Solubility : 0.000239 mg/ml ; 0.000000537 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 2.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.61

Safety of [ 65271-80-9 ]

Signal Word:Danger Class:9
Precautionary Statements:P201-P273-P308+P313 UN#:3077
Hazard Statements:H350-H410 Packing Group:Ⅲ
GHS Pictogram:
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[ 65271-80-9 ]

Chemical Structure| 70711-41-0

A1627333[ 70711-41-0 ]

1,4-Dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthracene-9,10-dione diacetate

Reason: Free-salt

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