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Chemical Structure| 303186-20-1 Chemical Structure| 303186-20-1
Chemical Structure| 303186-20-1

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4-(Difluoro(3,4,5-trifluorophenoxy)methyl)-3,5-difluoro-4'-propyl-1,1'-biphenyl

CAS No.: 303186-20-1

4.5 *For Research Use Only !

Cat. No.: A121391 Purity: 97%

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Product Citations

Product Citations

Yuan Liu ; Wen-Long Li ; Zhong-Min Li , et al.

Abstract: Liquid crystal monomers (LCMs) are synthetic organic chemicals widely used in the manufacture of liquid crystal displays (LCDs) of digital electronic devices. As human interactions with digital electronics such as computers and smartphones intensify, exposure to LCMs is a public health concern. Nevertheless, there is limited research on the occurrence of LCMs in biological and non-biological matrices. We developed a method to determine 60 LCMs in electronic-waste panels (i.e., computer monitors), indoor dust, feces, and urine using gas chromatography–mass spectrometry (GC–MS). Solid matrices (i.e., dust and feces) were extracted using a solid-liquid extraction (SLE) procedure whereas liquid matrices (i.e., urine) were extracted using solid phase extraction (SPE). Indoor dust and feces extracts were purified by passage through silica gel packed gravity columns. The method limits of detection (LODs) and quantification (LOQs) were in the ranges of 0.05–13.0 and 0.18–39.1 ng/mL, respectively. Recoveries of all target analytes fortified at concentrations of 10 and 100 ng/mL on LCD panels, dust, feces, and urine were in the range of 71–130%, with standard deviations of 0.01–33%. Repeated analyses of similarly fortified samples yielded intra-day and inter-day variations (CV) of 0.32–12.6% and 0.76–14.3%, respectively. Matrix effects, calculated from fortified matrices, ranged from −28.5% to 28.5%. The method was applied in the analysis of LCD panels, indoor dust, dog feces and urine, which were found to contain 22, 42, 46, and 18 of the 60 targeted LCMs, respectively. LCMs were found in LCD panels (∑LCM = 1780 ± 165 ng/cm2 for desktop computer monitors; and 166,900 ± 80,100 ng/cm2 for smartphone screens), indoor dust (∑LCM = 2030 ± 1260 ng/g), dog feces (∑LCM = 1990 ± 2000 ng/g dw), and urine (∑LCM = 24.0 ± 14.6 ng/mL). The developed method can be applied in the analysis of LCMs in a wide range of environmental and biological samples.

Keywords: Liquid crystal monomers ; Electronic-waste ; Dust ; Feces ; Urine ; Monitoring

Product Details of [ 303186-20-1 ]

CAS No. :303186-20-1
Formula : C22H15F7O
M.W : 428.34
SMILES Code : CCCC1=CC=C(C2=CC(F)=C(C(F)(F)OC3=CC(F)=C(F)C(F)=C3)C(F)=C2)C=C1
MDL No. :MFCD18451990
Boiling Point : No data available
InChI Key :YJUHXJQZJUQYJJ-UHFFFAOYSA-N
Pubchem ID :20654145

Safety of [ 303186-20-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Calculated chemistry of [ 303186-20-1 ] Show Less

Physicochemical Properties

Num. heavy atoms 30
Num. arom. heavy atoms 18
Fraction Csp3 0.18
Num. rotatable bonds 6
Num. H-bond acceptors 8.0
Num. H-bond donors 0.0
Molar Refractivity 97.21
TPSA ?

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

9.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

4.44
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

7.59
Log Po/w (WLOGP)?

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

9.96
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.

7.61
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

8.62
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

7.64

Water Solubility

Log S (ESOL):?

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

-7.33
Solubility 0.0000202 mg/ml ; 0.0000000473 mol/l
Class?

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

Poorly soluble
Log S (Ali)?

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

-7.62
Solubility 0.0000102 mg/ml ; 0.0000000239 mol/l
Class?

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

Poorly 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

-10.27
Solubility 0.0000000231 mg/ml ; 0.0000000001 mol/l
Class?

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

Insoluble

Pharmacokinetics

GI absorption?

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

Low
BBB permeant?

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

No
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

Yes
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

No
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.

-3.52 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

1.0
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

1.0
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

2.0
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

1.0 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<2.0
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)

2.99
 

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