Home Cart Sign in  
Chemical Structure| 76115-06-5 Chemical Structure| 76115-06-5

Structure of 4-(1,2,2-triphenylvinyl)phenol
CAS No.: 76115-06-5

Chemical Structure| 76115-06-5

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 76115-06-5 ]

CAS No. :76115-06-5
Formula : C26H20O
M.W : 348.44
SMILES Code : OC1=CC=C(C(C2=CC=CC=C2)=C(C3=CC=CC=C3)C4=CC=CC=C4)C=C1
MDL No. :MFCD30342417
InChI Key :ZSZOSPYBNNWIIN-UHFFFAOYSA-N
Pubchem ID :11314052

Safety of [ 76115-06-5 ]

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

Computational Chemistry of [ 76115-06-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 27
Num. arom. heavy atoms 24
Fraction Csp3 0.0
Num. rotatable bonds 4
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 112.81
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.

3.54
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

7.61
Log Po/w (WLOGP)?

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

6.4
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.

5.81
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

6.19
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

5.91

Water Solubility

Log S (ESOL):?

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

-7.19
Solubility 0.0000226 mg/ml ; 0.0000000648 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.

-7.87
Solubility 0.00000467 mg/ml ; 0.0000000134 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

-9.42
Solubility 0.000000131 mg/ml ; 0.0000000004 mol/l
Class?

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

Poorly soluble

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

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.

-3.02 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<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)

2.5

Application In Synthesis of [ 76115-06-5 ]

* 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 [ 76115-06-5 ]

[ 76115-06-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 70592-05-1 ]
  • [ 76115-06-5 ]
YieldReaction ConditionsOperation in experiment
98.1% With boron tribromide; In dichloromethane; at -78 - 20℃; for 13h;Inert atmosphere; Schlenk technique; (2) Under a nitrogen atmosphere, Compound 1 (1.08 g, 3.0 mmol) was added to a Schlenk tube,The compound 1 was completely dissolved by addition of lOmL anhydrous dichloromethane,After cooling to _78 C, drop the solution of boron tribromide in dichloromethane1.7 mL, 3.6 mmol)The reaction was carried out at -78 C for 1 hour and then allowed to warm to room temperature,Continue to react for 12 hours. After completion of the reaction, drop the appropriate amount of ice water quenching reaction, a white solid precipitation, filter, filter cake with deionized water 3 times, collecting filter cake and vacuum drying, white solid(1.02 g, yield 98.1%),And the structure was characterized by 1 H NMR, 13 C NMR and IR. It was confirmed that the white solid was Compound 2 and its structural formula was
56.7% With boron tribromide; In dichloromethane; at 20℃; for 4h;Cooling with ice; The tetraarylenes derivatives 6’ (2 g, 5.52 mmol) was added into the 100 mL round bottom flask and drying them. The DCM (40 mL) was added into the flask under ice-salt bath, and the BBr3 (1.5 mL, 16.5 mmol) was added after 15 min. And then the solution was stirred at room temperature for 4 h after another 15 min. The reaction mixture was poured into NaHCO3 aqueous solution and extracted with DCM. The organic layer was dried and evaporated. The residue was purified by column chromatography on silica gel (SiO2, PE : EA = 10:1, V/V) to give white solid (1.09 g, 56.7%). 1H NMR (400 MHz, CDCl3, ppm): δ = 7.14 - 7.01 (m, 15 H), 6.90 (d, J = 8.6 Hz, 2 H), 6.56 (d, J = 8.7 Hz, 2 H), 4.73 (s, 1 H).
With hydrogen bromide; In acetic acid; for 12h;Reflux; Compound A (4.4 mmol, 1.72 g),Was dissolved in glacial acetic acid, 48% hydrobromic acid (50ml) was added,Stirred at reflux for 12 hours,Evaporation of the solvent, adding toluene re-steaming,Extracted with ethyl acetate, washed twice with sodium bicarbonate and saturated saline respectively, dried over anhydrous magnesium sulfate,Column chromatography (n-hexane / ethyl acetate = 10: 1) gave the product compound B.
 

Historical Records

Technical Information

Categories