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[ CAS No. 142646-58-0 ] {[proInfo.proName]}

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Chemical Structure| 142646-58-0
Chemical Structure| 142646-58-0
Structure of 142646-58-0 * Storage: {[proInfo.prStorage]}

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Product Details of [ 142646-58-0 ]

CAS No. :142646-58-0 MDL No. :MFCD00800915
Formula : C28H44N2 Boiling Point : No data available
Linear Structure Formula :CH3(CH2)8C5H3NC5H3N(CH2)8CH3 InChI Key :VHJFWJXYEWHCGD-UHFFFAOYSA-N
M.W : 408.66 Pubchem ID :4285174
Synonyms :
Chemical Name :4,4'-Dinonyl-2,2'-bipyridine

Calculated chemistry of [ 142646-58-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 30
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.64
Num. rotatable bonds : 17
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 134.31
TPSA : 25.78 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -1.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 6.16
Log Po/w (XLOGP3) : 10.66
Log Po/w (WLOGP) : 8.73
Log Po/w (MLOGP) : 5.15
Log Po/w (SILICOS-IT) : 9.68
Consensus Log Po/w : 8.08

Druglikeness

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

Water Solubility

Log S (ESOL) : -8.26
Solubility : 0.00000223 mg/ml ; 0.0000000054 mol/l
Class : Poorly soluble
Log S (Ali) : -11.15
Solubility : 0.0000000029 mg/ml ; 0.0 mol/l
Class : Insoluble
Log S (SILICOS-IT) : -11.33
Solubility : 0.0000000019 mg/ml ; 0.0 mol/l
Class : Insoluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 3.82

Safety of [ 142646-58-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 142646-58-0 ]

* 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 [ 142646-58-0 ]

[ 142646-58-0 ] Synthesis Path-Downstream   1~2

  • 1
  • ruthenium(III) chloride trihydrate [ No CAS ]
  • [ 6813-38-3 ]
  • ammonium thiocyanate [ No CAS ]
  • [ 142646-58-0 ]
  • [ 502693-09-6 ]
YieldReaction ConditionsOperation in experiment
61% 0.851 g of ruthenium (III) chloride hydrate and 40 ml ofN-methylpyrrolidone were added to the first reactor and (4,4'-dinonyl-2,2'bipyridine)was added thereto while stirring and the mixture was stirred for 0.5 hour. In the second reactor, ligand 2(2,2'-bipyridine-4,4'-dicarboxylicacid) and 60 ml of N-methylpyrrolidone were placed and maintained at 140 to 150 C. The mixed solution of the first reactor was added to the secondreactor, stirring was continued for 1.5 hours while maintaining the temperatureat 140 to 150 C, and ammonium thiocyanate 5.16 g was added and stirred for 1hour and then the reactor was cooled. The reaction mixture was poured into distilled water toprecipitate a solid. The solid was dissolved in 40 ml of methanol and NaOH wereused to maintain the pH of 10 to 11. After purification by column usingSephadex resin, the solution was adjusted to pH 4.8 with nitric acid to give togive the desired compound as a solid.
  • 2
  • [ 52462-29-0 ]
  • [ 6813-38-3 ]
  • ammonium thiocyanate [ No CAS ]
  • [ 142646-58-0 ]
  • [ 502693-09-6 ]
YieldReaction ConditionsOperation in experiment
28% General procedure: 0.851 g of ruthenium (III) chloride hydrate and 40 ml of N-methylpyrrolidone were added to the first reactor(4,4'-dinonyl-2,2'bipyridine) was added thereto while stirring and the mixture was stirred for 0.5 hour. In the second reactor, ligand 2(2,2'-bipyridine-4,4'-dicarboxylic acid) and 60 ml of N-methylpyrrolidone were placed and maintained at 140 to 150 C. The mixed solution of the first reactor was added to the second reactor,Stirring was continued for 1.5 hours while maintaining the temperature at 140 to 150 C, and ammonium thiocyanate5.16 g was added and stirred for 1 hour and then the reactor was cooled. The reaction mixture was poured into distilled water to precipitate a solid. The solid was dissolved in methanol40 ml and NaOH were used to maintain the pH of 10 to 11, After purification by column using Sephadex resin,the solution was adjusted to pH 4.8 with nitric acid to give a solid to give the desired compound. Instead of ruthenium (III) chloride hydrate, [RuCl2 (p-cymene)] 2 Except that the complex compound was used, a heteroleptic ruthenium complex dye was synthesized in the same manner.
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