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Structure of 19535-47-8

Chemical Structure| 19535-47-8

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Product Citations

Product Citations

Spiconardi, Joseph ; Havrylyuk, Dmytro ; Shi, Ge ; Talgatov, Alisher ; Cameron, Colin G ; Heidary, David K , et al.

Abstract: Phototherapy approaches include photodynamic therapy (PDT), which utilizes chemically stable photocatalysts to sensitize the conversion of endogenous molecules such as oxygen (O2) to form transient reactive species such as 1O2, and photopharmacology, a complementary approach that relies on molecules that undergo self-modifying photochemistry, such as bond cleavage reactions or isomerization, for the creation of biologically active products. While Ru(II) polypyridyl systems have demonstrated utility for both approaches, related organometallic systems are relatively less explored. Here, the photochemistry and photobiological responses were compared for five Ru(II) arene compounds containing photolabile monodentate azine ligands and the π-expansive bidentate ligands dipyrido[3,2-a:2′,3′-c]phenazine (dppz), 4,5,9,16-tetraaza-dibenzo[a,c]naphthacene (dppn), and α-terthienyl-appended imidazo[4,5-f][1,10]phenanthroline (IP-3T). The compounds demonstrated significant light-mediated photocytotoxicity in lung cancer and melanoma cell lines, with up to 6000-fold increases in cytotoxicity upon irradiation. The arene systems were capable of partitioning between different excited state relaxation pathways, both releasing the monodentate ligand and generating 1O2, but with notably low yields that did not correlate with the photocytotoxicity of the systems. The organometallic compounds exhibit less mixing of the metal-associated and ligand-centered excited states than analogous polypyridyl coordination compounds, providing a structurally, photochemically, and photobiologically distinct class of compounds that can support both metal- and ligand-centered reactivity.

Keywords: hypoxia ; lung cancer ; melanoma ; oligothiophene ; photodynamic therapy ; photopharmacology ; photosubstitution ; ROS

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Product Details of [ 19535-47-8 ]

CAS No. :19535-47-8
Formula : C18H10N4
M.W : 282.30
SMILES Code : C12=CC=CN=C1C3=NC=CC=C3C4=NC5=CC=CC=C5N=C42
MDL No. :MFCD28125537
InChI Key :BVQAWSJMUYMNQN-UHFFFAOYSA-N
Pubchem ID :3081616

Safety of [ 19535-47-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 19535-47-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 19535-47-8 ]

[ 19535-47-8 ] Synthesis Path-Downstream   1~2

  • 1
  • oxovanadium(IV) sulfate [ No CAS ]
  • [ 19535-47-8 ]
  • [ 1119-34-2 ]
  • [ 90-02-8 ]
  • [VO(N-salicylidene-L-arginine(-1H))(dipyrido[3,2-a:2',3'-c]phenazine)]Cl [ No CAS ]
  • 2
  • [ 19535-47-8 ]
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [ 414864-00-9 ]
  • ClO4(1-)*C33H23CuN6O4S(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
79.8% With potassium hydroxide; In methanol; water; at 25℃; for 0.5h; Copper(ll) perchlorate hexahydrate (0.1090g; 0.294 mmol; 1 eq; limiting reagent) was dissolved in the minimum volume (1 ml) of Dl H2O. Hot methanolic solutions of Belinostat (0.0934g; 0.294 mmol; 1 eq; 4ml) and DPPZ (0.0828g; 0.294 mmol; 1 eq; 1 ml) were added sequentially and the resulting suspension was left to stir at room temperature for 30 minutes. A solid precipitate was filtered and dried under vacuum. [Cu(Belinostat-iH)(DPPZ)]CIC>4, green solid, 178.8 mg, 79.8 %. [Cu(Belinostat-1H)(DPPZ)]ClO4 ? MeOH requires C - 51.39%; H - 3.42%; N - 10.58%; Cu - 8.00%; CI - 4.46%. Found C - 51.35%; H - 2.96%; N - 10.75%; Cu - 7.93%; CI - 4.70%. ESI-MS ([M-H]+; MeOH) 661 .9 ([Cu(Belionstat IH)(DPPZ)]+) 345 ([Cu(DPPZ)]+). ATR-IR (cm-1) 1510, 1019 & 1 130.
 

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[ 19535-47-8 ]

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