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Chemical Structure| 32707-89-4 Chemical Structure| 32707-89-4

Structure of 32707-89-4

Chemical Structure| 32707-89-4

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Product Details of [ 32707-89-4 ]

CAS No. :32707-89-4
Formula : C9H6F6O
M.W : 244.13
SMILES Code : OCC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1
MDL No. :MFCD00009907
Boiling Point : No data available
InChI Key :BJTWPJOGDWRYDD-UHFFFAOYSA-N
Pubchem ID :122933

Safety of [ 32707-89-4 ]

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

Computational Chemistry of [ 32707-89-4 ] Show Less

Physicochemical Properties

Num. heavy atoms 16
Num. arom. heavy atoms 6
Fraction Csp3 0.33
Num. rotatable bonds 3
Num. H-bond acceptors 7.0
Num. H-bond donors 1.0
Molar Refractivity 42.57
TPSA ?

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

20.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.14
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

2.8
Log Po/w (WLOGP)?

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

5.37
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.

3.6
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

3.79
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.54

Water Solubility

Log S (ESOL):?

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

-3.2
Solubility 0.155 mg/ml ; 0.000635 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.

-2.88
Solubility 0.321 mg/ml ; 0.00131 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

-4.01
Solubility 0.0241 mg/ml ; 0.0000986 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

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.

-5.8 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

1.0
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)

1.59

Application In Synthesis of [ 32707-89-4 ]

* 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 [ 32707-89-4 ]

[ 32707-89-4 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 32707-89-4 ]
  • [ 401-95-6 ]
YieldReaction ConditionsOperation in experiment
90% With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate; In water; acetonitrile; at 20℃; for 6h;Green chemistry; General procedure: A mixture of alcohol (5.0 mmol), Cu(OAc)2 (9.1 mg, 0.05 mmol), and TEMPO (7.8 mg, 0.05 mmol) in CH3CN/H2O (5/10 mL) was stirred at room temperature for specified time. After completion of the reaction (monitored by TLC, eluents: petroleum ether/ethyl acetate = 4/1), dichloromethane (10 mL) was added to the resulting mixture. The dichloromethane phase was separated, and the aqueous phase was further extracted with dichloromethane (10 mL × 2). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give a residue, which was purified by column chromatography (eluents: petroleum ether/ethyl acetate = 10/1) to provide the desired product.
  • 2
  • [ 725-89-3 ]
  • [ 32707-89-4 ]
YieldReaction ConditionsOperation in experiment
74% With lithium aluminium tetrahydride; In diethyl ether; at 0 - 35℃; for 10h; Into 460 ml (0.46 mol) of a 1.0 M diethyl ether solution of aluminum lithium hydride cooled to 0C, 80 g (0.31 mol) of 3,5-bis(trifluoromethyl)benzoic acid obtained in the same manner as in Example 2 was gradually added. The reaction solution was heated to the reflux temperature (35C) while stirring under a nitrogen flow to continue the reaction for 10 h. After completion of the reaction, the reaction solution was cooled to 0C and 20 ml of water was added over 15 min. Then, 20 ml of a 15% sodium hydroxide aqueous solution and 60 ml of water were gradually added. After stirring for 30 min, the organic phase was separated by filtration and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the organic phase was analyzed by gas chromatography. It was confirmed that 58.6 g (0.24 mol) of the aimed 3,5-bis(trifluoromethyl)benzyl alcohol was produced (yield: 78%; selectivity: 91%). By vacuum distillation after removing ether, 55.9 g (0.23 mol) of 3,5-bis(trifluoromethyl)benzyl alcohol was isolated (yield: 74%). The purity determined by gas chromatography was 99% or higher. The results of ICP total elements analysis showed that none of Li, Na, K, Mg, Ca, Sr, Ba, Sc, Y, Ti, Zr, V, Nb, Cr, Mo, W, Mn, Fe, Ru, Co, Rh, Ni, Pd, Pt, Cu, Ag, Au, Zn, Cd, Al, In, Si, Sn, Pb, P, Sb and S were detected, and the content of each of group 1 and group 2 elements was 1 ppm or lower.
  • 3
  • [ 32707-89-4 ]
  • [ 159819-94-0 ]
  • 3-<<<3,5-bis(trifluoromethyl)benzyl>oxy>methyl>-2-methyl-4-phenyl-1(2H)-isoquinolinone [ No CAS ]
  • 4
  • [ 358-23-6 ]
  • [ 32707-89-4 ]
  • [ 159707-06-9 ]
  • 3,5-bis(tri-fluoromethyl)benzyl ether [ No CAS ]
  • 5
  • [ 32707-89-4 ]
  • [ 159707-06-9 ]
  • 3,5-bis(tri-fluoromethyl)benzyl ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
Purification / work up; EXAMPLES 17 to 31 In the same manner as in Examples 2 to 16, each (fluoroalkyl)benzene derivative was produced. To reduce the impurities, the crystallization was conducted twice in Example 17 and the final distillation was repeated in the other examples. The purity, residual halogen content and residual metal content of the (fluoroalkyl)benzene derivatives are collectively shown in Table 2
  • 7
  • [ 401-95-6 ]
  • [ 557-20-0 ]
  • [ 32707-89-4 ]
  • (S)-1-(3,5-bis(trifluoromethyl)phenyl)propan-1-ol [ No CAS ]
  • (R)-1-(3,5-bis(trifluoromethyl)phenyl)propan-1-ol [ No CAS ]
  • 8
  • [ 32707-89-4 ]
  • 4-oxo-1-phenyl-cyclohexanecarbonyl chloride [ No CAS ]
  • [ 374819-27-9 ]
  • 9
  • [ 32707-89-4 ]
  • purpurin-18-N-butylimide [ No CAS ]
  • 3-devinyl-3-[11-3,5-bis(trifluoromethyl)benzyl]ethyl-purpurin-18-N-butylimide [ No CAS ]
  • 10
  • [ 50-00-0 ]
  • [ 32707-89-4 ]
  • 1-bromomethoxymethyl-3,5-bis(trifluoromethyl)benzene [ No CAS ]
  • 11
  • [ 32707-89-4 ]
  • [ 582-24-1 ]
  • [ 345579-46-6 ]
  • 12
  • [ 32707-89-4 ]
  • [ 124-63-0 ]
  • [ 183551-51-1 ]
  • 13
  • [ 163089-33-6 ]
  • [ 32707-89-4 ]
  • [ 184970-01-2 ]
  • 14
  • [ 32707-89-4 ]
  • [ 592528-28-4 ]
  • [(S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-(2Z)-ylidene]-acetic acid 3,5-bis-trifluoromethyl-benzyl ester [ No CAS ]
  • 15
  • [ 6443-85-2 ]
  • [ 32707-89-4 ]
  • 3-(3,5-bis(trifluoromethyl)phenyl)-2-(pyridin-3-yl)propanenitrile [ No CAS ]
  • 16
  • [ 6066-82-6 ]
  • [ 32707-89-4 ]
  • 2,5-dioxopyrrolidin-1-yl 3,5-bis(trifluoromethyl)benzoate [ No CAS ]
  • 17
  • C38H44BrN5O4 [ No CAS ]
  • [ 32707-89-4 ]
  • 3-devinyl-3-[11-3,5-bis(trifluoromethyl)benzyl]ethyl-purpurin-18-N-butylimide [ No CAS ]
  • 18
  • [ 32707-89-4 ]
  • [ 156241-24-6 ]
  • 19
  • [ 32707-89-4 ]
  • [ 183551-10-2 ]
  • 20
  • [ 32707-89-4 ]
  • [ 183551-57-7 ]
  • 21
  • [ 32707-89-4 ]
  • [ 183551-53-3 ]
  • 22
  • [ 32707-89-4 ]
  • 4-[3,5-Bis(trifluoromethyl)benzyl]-2,3,4,5-tetrahydro-5-oxo-6-phenylpyrido[3,2-f][1,4]oxazepine [ No CAS ]
  • 23
  • [ 32707-89-4 ]
  • [ 183550-13-2 ]
  • 24
  • [ 32707-89-4 ]
  • [ 183549-97-5 ]
  • 25
  • [ 32707-89-4 ]
  • [ 183550-95-0 ]
  • 26
  • [ 32707-89-4 ]
  • 4-[3,5-bis(trifluoromethyl)benzyl]-7-methyl-6-phenyl-3,4-dihydropyrido[3,2-f][1,4]oxazepin-5(2H)-one [ No CAS ]
  • 27
  • [ 32707-89-4 ]
  • 5-[3,5-bis(trifluoromethyl)benzyl]-9-methyl-7-phenyl-2,3,4,5-tetrahydro-6H-pyrido[2,3-b][1,5]oxazocin-6-one [ No CAS ]
  • 28
  • [ 32707-89-4 ]
  • 5-[3,5-bis(trifluoromethyl)benzyl]-8-methyl-7-phenyl-2,3,4,5-tetrahydro-6H-pyrido[2,3-b][1,5]oxazocin-6-one [ No CAS ]
  • 29
  • [ 32707-89-4 ]
  • [ 183551-09-9 ]
  • 30
  • [ 32707-89-4 ]
  • [ 183551-36-2 ]
  • 31
  • [ 32707-89-4 ]
  • [ 183551-37-3 ]
  • 32
  • [ 32707-89-4 ]
  • [ 183551-59-9 ]
  • 33
  • [ 32707-89-4 ]
  • [ 183551-11-3 ]
  • 34
  • [ 32707-89-4 ]
  • [ 183551-12-4 ]
  • 35
  • [ 32707-89-4 ]
  • [ 183551-61-3 ]
 

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