Cat.NO.:A210272 Purity:97%
Product Details of [ 101125-32-0 ]
CAS No. : | 101125-32-0 |
Formula : |
C14H10FN |
M.W : |
211.23
|
SMILES Code : | FC1=CC=C(C=C1)C1=CNC2=C1C=CC=C2 |
MDL No. : | MFCD03840861 |
InChI Key : | JFVIPMRWCFOHBG-UHFFFAOYSA-N |
Pubchem ID : | 13448901 |
Safety of [ 101125-32-0 ]
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H317 |
Precautionary Statements: | P280 |
Computational Chemistry of [ 101125-32-0 ] Show Less
Physicochemical Properties
Num. heavy atoms | 16 |
Num. arom. heavy atoms | 15 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 63.69 |
TPSA ?
Topological Polar Surface Area: Calculated from |
15.79 Ų |
Lipophilicity
Log Po/w (iLOGP)?
iLOGP: in-house physics-based method implemented from |
2.21 |
Log Po/w (XLOGP3)?
XLOGP3: Atomistic and knowledge-based method calculated by |
3.67 |
Log Po/w (WLOGP)?
WLOGP: Atomistic method implemented from |
4.39 |
Log Po/w (MLOGP)?
MLOGP: Topological method implemented from |
3.46 |
Log Po/w (SILICOS-IT)?
SILICOS-IT: Hybrid fragmental/topological method calculated by |
4.53 |
Consensus Log Po/w?
Consensus Log Po/w: Average of all five predictions |
3.65 |
Water Solubility
Log S (ESOL):?
ESOL: Topological method implemented from |
-4.09 |
Solubility | 0.0172 mg/ml ; 0.0000814 mol/l |
Class?
Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)?
Ali: Topological method implemented from |
-3.69 |
Solubility | 0.043 mg/ml ; 0.000204 mol/l |
Class?
Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)?
SILICOS-IT: Fragmental method calculated by |
-6.09 |
Solubility | 0.000173 mg/ml ; 0.00000082 mol/l |
Class?
Solubility class: Log S scale |
Poorly 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) |
Yes |
CYP1A2 inhibitor?
Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor?
Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
CYP2C9 inhibitor?
Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor?
Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor?
Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)?
Skin permeation: QSPR model implemented from |
-4.98 cm/s |
Druglikeness
Lipinski?
Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose?
Ghose filter: implemented from |
None |
Veber?
Veber (GSK) filter: implemented from |
0.0 |
Egan?
Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge?
Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score?
Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
Medicinal Chemistry
PAINS?
Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk?
Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness?
Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
Synthetic accessibility?
Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.88 |
Application In Synthesis of [ 101125-32-0 ]
* 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 [ 101125-32-0 ]
[ 101125-32-0 ] Synthesis Path-Downstream 1~35
- 5
[ 352-34-1 ]
[ 143360-93-4 ]
[ 101125-32-0 ]
- 4-[1-(4-Fluoro-phenyl)-meth-(E)-ylidene]-2-trifluoromethyl-4H-benzo[d][1,3]oxazine [ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In quinoline; diethyl ether; | A mixture of the crude indole-2-carboxylic acid (55.0 g), Cu (2.0 g) and quinoline (1.0 l) was refluxed for 2.5 h, cooled and filtered. The filtrate was poured into water (800 ml) and extracted with diethyl ether (2*800 ml). The combined organic phases were succesively washed with 1N hydrochloric acid (4*1.0 l), washed with brine (1.0 l) and dried (Na2 SO4). Evaporation of the solvent in vacuo gave the title compound which was precipitated from diethyl ether. Yield: 43.6 g, mp 98-100 C. In a corresponding manner the following indole derivatives were prepared: 5-Chloro-3-(4-fluorophenyl)-1H-indole 1b, mp 81-83 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | General procedure: The method adopted for the synthesis of 1-(4-bromobutyl)indole (3a) is described. Potassium hydroxide (3.83 g, 68.3 mmol) and tetrabutylammonium iodide (0.2 g, 0.54 mmol) were added, under mechanical stirring, to a solution of indole (2a) (2 g, 17.1 mmol) in anhydrous DMF (25 mL). The reaction mixture was stirred at room temperature for 45 min and cooled to 0 C. 1,4-Dibromobutane was then added and the mixture was stirred for 15 min at 0 C and for 1 h at room temperature. The mixture was poured into 70 mL of water, extracted with methylene chloride (3 × 50 mL), and the combined organic layers were washed with brine and dried. The solvent was removed in vacuo, and the residue was chromatographed on a silica gel column using a gradient of hexanes/ethyl acetate (10:0 to 9:1) as the eluent to give 2.92 g (68%) of 1-(4-bromobutyl)indole as a pale yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With methanol; ammonium chloride; magnesium; In tetrahydrofuran; at 20℃; for 2h; | General procedure: The method adopted for the synthesis of 3-phenylindole (7a) is described. Mg (2.12 g, 875 mmol) and ammonium chloride (0.04 g, 0.8 mmol) were added to a stirred solution of 6a (0.85 g, 2.5 mmol) in methanol (80 mL) and THF (20 mL). The exothermic mixture was stirred for 2 h at room temperature and was concentrated under reduced pressure. A saturated solution of ammonium chloride (30 mL) was then added and the mixture was extracted with ethyl acetate (3 × 100 mL). The organic layer was washed with water and brine, dried and evaporated. The residue was chromatographed on a silica gel column using hexane/ethyl acetate (8:2) to give 0.28 g (60%) of 3-phenyl-1H-indole as a white solid. |
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