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Chemical Structure| 140-22-7 Chemical Structure| 140-22-7

Structure of 1,5-Diphenylcarbazide
CAS No.: 140-22-7

Chemical Structure| 140-22-7

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Sulowska, Agnieszka ; Borzyszkowska, Agnieszka Fiszka ; Pisarek, Marcin ; Trzciński, Konrad ; Zielińska-Jurek, Anna ;

Abstract: In this paper, a new series of Fe2TiO5 - polypyrrole (FTO-xP) were prepared by the facile polymerisation method using sulphuric acid and hydrogen peroxide as oxidising agents. The synthesised compounds were characterised by diffuse reflectance spectroscopy (DR/UV-vis), Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), microscopic analysis (SEM) and specific surface area analysis (BET) to evaluate their optical and surface properties, morphology, phase composition and crystallinity. The new composites were used for photocatalytic removal of micropollutants: highly toxic Cr(VI) and (IBU). The effect of polypyrrole content in the composite on the efficiency of selected micropollutants degradation was investigated. The results showed that FTO-xP composites had better adsorption capacity and photocatalytic activity than single components. Hybrid FTO-xP composites could efficiently remove inorganic/organic micropollutants in the aqueous phase.

Keywords: Polypyrrole ; Fe2TiO5 ; Ibuprofen ; Cr(VI) ; Photocatalysis ; Pseudobrookite ; Micropollutants

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Sulowska, Agnieszka ; Fiszka Borzyszkowska, Agnieszka ; Cysewska, Karolina ; Siwinska-Ciesielczyk, Katarzyna ; Nikiforow, Konstantin ; Trykowski, Grzegorz , et al.

Abstract: The present study represents an approach to apply organic-inorganic hybrid materials for photocatalytic removal of heavy metals from the aqueous environment. The photocatalytic activity of the semiconductor modified with the conjugated polymer may depends on the conjugated polymer type, its amount and morphol. Therefore, in the present study the effect of poly(3,4-ethylenedioxythiophene) (PEDOT) morphol. on adsorption and photoreduction of Cr(VI) to Cr(III) under simulated solar light (UV-vis) and vis light (λ > 400 nm) was investigated. The composite of titanium (IV) oxide and PEDOT of different morphol. was obtained using the water-in-oil microemulsion method. The obtained hybrid photocatalysts were characterized by diffuse reflectance spectroscopy (DR/UV-vis), Fourier transform IR spectroscopy (FTIR), X-ray diffraction (XRD), scanning and transmission electron microscopy (SEM, TEM), sp. surface area (BET) and XPS analyzes. PEDOT and its composites with TiO2 nanosheets of anatase were used for the degradation of highly toxic Cr(VI) under the simulated solar light. The 2D TiO2/PEDOT composite with PEDOT microvesicular morphol. reveals the highest efficiency of Cr(VI) photoreduction to Cr(III). The synergistic effect of 2D TiO2 and PEDOT for Cr(VI) removal is observed in UV-vis light, resulting from the increased separation of photogenerated electrons and holes involved in redox reactions. Furthermore, the 2D TiO2/PEDOT composite with PEDOT microvesicular morphol. reveals improved photocatalytic activity under visible light irradiation (λ > 400 nm).

Keywords: 2DTiO2 ; PEDOT ; Cr(VI) reduction ; Photocatalysis

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Alternative Products

Product Details of [ 140-22-7 ]

CAS No. :140-22-7
Formula : C13H14N4O
M.W : 242.28
SMILES Code : O=C(NNC1=CC=CC=C1)NNC2=CC=CC=C2
MDL No. :MFCD00003013
InChI Key :KSPIHGBHKVISFI-UHFFFAOYSA-N
Pubchem ID :8789

Safety of [ 140-22-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 140-22-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 18
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 6
Num. H-bond acceptors 1.0
Num. H-bond donors 4.0
Molar Refractivity 70.77
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

65.19 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.3
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.12
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.96
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.89
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.22
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.9

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.41
Solubility 0.0953 mg/ml ; 0.000394 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-4.16
Solubility 0.0168 mg/ml ; 0.0000695 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-5.08
Solubility 0.00203 mg/ml ; 0.00000839 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.56 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.39
 

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