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Chemical Structure| 2362-50-7 Chemical Structure| 2362-50-7

Structure of 2362-50-7

Chemical Structure| 2362-50-7

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Product Details of [ 2362-50-7 ]

CAS No. :2362-50-7
Formula : C12H8OS2
M.W : 232.32
SMILES Code : O=S1C2=CC=CC=C2SC3=C1C=CC=C3
MDL No. :MFCD01464038
InChI Key :NYVGTLXTOJKHJN-UHFFFAOYSA-N
Pubchem ID :73220

Safety of [ 2362-50-7 ]

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

Computational Chemistry of [ 2362-50-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 15
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 0
Num. H-bond acceptors 1.0
Num. H-bond donors 0.0
Molar Refractivity 61.82
TPSA ?

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

61.58 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.19
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

2.85
Log Po/w (WLOGP)?

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

4.18
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.

3.41
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

2.77
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.08

Water Solubility

Log S (ESOL):?

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

-3.67
Solubility 0.0499 mg/ml ; 0.000215 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.

-3.8
Solubility 0.0367 mg/ml ; 0.000158 mol/l
Class?

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

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

-5.04
Solubility 0.0021 mg/ml ; 0.00000906 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

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

Yes
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.

-5.69 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)

3.18

Application In Synthesis of [ 2362-50-7 ]

* 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 [ 2362-50-7 ]

[ 2362-50-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 13372-81-1 ]
  • [ 75-05-8 ]
  • [ 1006-67-3 ]
  • [ 4360-47-8 ]
  • [ 129610-15-7 ]
  • [ 2362-50-7 ]
  • [ 104-55-2 ]
  • 2
  • [ 67969-82-8 ]
  • [ 13755-29-8 ]
  • [ 2362-50-7 ]
  • [ 6609-56-9 ]
  • C20H14NOS2(1+)*BF4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% Under an ambient atmosphere, a 20-mL glass vial was charged with <strong>[6609-56-9]2-methoxy-benzonitrile</strong> (266 mg, 2.00 mmol, 1 .00 equiv) and MeCN (3.0 mL, c = 0.67 M). After cooling to 0 C, HBF4OEt2(0.34 mL, 0.40 g, 2.4 mmol, 1.2 equiv) and thianthrene-S-oxide (464 mg, 2.00 mmol, 1.00 equiv) was added to the vial while stirring the mixture, leading to a suspension. Subsequently, trifluoroacetic anhydride (0.84 mL, 1 .3 g, 6.0 mmol, 3.0 equiv) was added in one portion at 0 C, resulting in a color change to deep purple. Subsequently, the reaction mixture was allowed to reach 23 C and stirred for 12 hours. The solution was diluted with DCM (5 mL) and poured onto a mixture of DCM (30 mL) and saturated aqueous NaHC03solution (20 mL). After stirring for 5 min at 23 C, the mixture was poured into a separating funnel, and the layers were separated. The DCM layer was washed with aqueous NaBF4solution (10% w/w, 4cca. 20 mL). The DCM layer was dried over Na2S0 , filtered, and the solvent was removed under reduced pressure. The residue was purified by chromatography on silica gel eluting with DCM/MeOH (30:1 (v/v)), then the solvent was removed in vacuo to afford 13-TT (770 mg, 90% yield) as a colorless solid.R/ = 0.35 (DCM/MeOH, 15:1 , v/v).NMR Spectroscopy:1H NMR (500 MHz, CD3CN, 25 C, d): 8.32 (dd, J = 8.0, 1.4 Hz, 2H), 7.95 (dd, J = 7.9, 1 .4 Hz, 2H), 7.87 (td, J = 7.7, 1 .4 Hz, 2H), 7.79 (td, J = 7.7, 1.4 Hz, 2H), 7.40 (d, J = 2.7 Hz, 1 H), 7.34 (dd, J = 9.3, 2.7 Hz, 1 H), 7.16 (d, J = 9.3 Hz, 1 H), 3.92 (s, 3H).13C {1H} NMR (126 MHz, CD3CN, 25 C, d): 165.4, 137.4, 136.2, 135.9, 135.7, 134.7, 131 .8, 131 .0, 1 19.4, 1 15.5, 1 15.0, 1 14.9, 104.5, 58.2.19F NMR (471 MHz, CD3CN, 25 C, d):-151 .5 (brs), -151.6 (brs).HRMS-ESI(m/z) calc’d for C20H14NOS2+[M]+, 348.051 1 ; found, 348.0508; deviation: 0.9 ppm.
  • 3
  • [ 2362-50-7 ]
  • [ 1493-13-6 ]
  • [ 3096-81-9 ]
  • [ 2926-30-9 ]
  • 5-(4-(4-cyanophenoxy)phenyl)-5H-thianthren-5-ium trifluoromethanesulfonate [ No CAS ]
 

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