Home Cart Sign in  
Chemical Structure| 1754-55-8 Chemical Structure| 1754-55-8

Structure of 1754-55-8

Chemical Structure| 1754-55-8

*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 [ 1754-55-8 ]

CAS No. :1754-55-8
Formula : C12H16O2
M.W : 192.25
SMILES Code : CCOC(=O)C1=C(C)C=C(C)C=C1C
MDL No. :MFCD00015439
InChI Key :ZXTXIZPSMQCYBN-UHFFFAOYSA-N
Pubchem ID :74465

Safety of [ 1754-55-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Computational Chemistry of [ 1754-55-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 6
Fraction Csp3 0.42
Num. rotatable bonds 3
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 57.43
TPSA ?

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

26.3 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.76
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

3.23
Log Po/w (WLOGP)?

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

2.79
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.

3.13
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

3.52
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.

-3.19
Solubility 0.125 mg/ml ; 0.000652 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.

-3.46
Solubility 0.0674 mg/ml ; 0.000351 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

-4.04
Solubility 0.0174 mg/ml ; 0.0000906 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

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.

-5.18 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)

1.78

Application In Synthesis of [ 1754-55-8 ]

* 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 [ 1754-55-8 ]

[ 1754-55-8 ] Synthesis Path-Downstream   1~27

  • 3
  • [ 108881-54-5 ]
  • [ 1754-55-8 ]
  • [ 5745-51-7 ]
  • 4
  • [ 541-41-3 ]
  • [ 2633-66-1 ]
  • [ 1754-55-8 ]
  • 8
  • [ 64-67-5 ]
  • [ 480-63-7 ]
  • [ 1754-55-8 ]
  • 9
  • [ 866-23-9 ]
  • [ 480-63-7 ]
  • [ 1754-55-8 ]
  • 10
  • [ 1754-55-8 ]
  • [ 1519-39-7 ]
  • [ 78687-09-9 ]
  • 11
  • [ 64-17-5 ]
  • [ 707-74-4 ]
  • [ 1754-55-8 ]
  • 17
  • [ 480-63-7 ]
  • poly(styrene-co-divinylbenzene)-supported ethyl sulfonate, loading rate of SO3Et: ca. 3.1 mmol/g [ No CAS ]
  • [ 1754-55-8 ]
  • 18
  • [ 1754-55-8 ]
  • [ 54401-64-8 ]
  • 19
  • [ 1754-55-8 ]
  • [ 199620-14-9 ]
  • [ 112490-52-5 ]
  • 20
  • [ 1754-55-8 ]
  • [ 1202552-66-6 ]
YieldReaction ConditionsOperation in experiment
With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 4.0h;Reflux; Ethyl 2,4,6-trimethylbenzene (4.20 g, 21.41 mmol) and Lambda/-bromosuccinimide (4.23 g, 23.55 mmol) are taken up in carbon tetrachloride (200 mL), and benzoyl peroxide (0.53 g, 2.14 mmol) is added. The suspension is heated to reflux. After 4 h, the mixture is diluted with dichloromethane, washed with saturated aqueous sodium bicarbonate, water and brine, dried and concentrated in vacuo. The residue is purified by silica gel flash chromatography (heptane-ethyl acetate, 1 to 5%) to give partially purified 4- <n="88"/>bromomethyl-2,6-dimethyl-benzoic acid ethyl ester, which is taken in the next step without further purification.
  • 21
  • [ 1754-55-8 ]
  • [ 1202549-46-9 ]
  • 22
  • [ 1754-55-8 ]
  • [ 1202552-58-6 ]
  • 23
  • [ 1754-55-8 ]
  • [ 1591653-36-9 ]
  • 24
  • [ 1754-55-8 ]
  • C10H12OP(1-)*Na(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With naphthalene; phosphorus; sodium; tert-butyl alcohol; In 1,2-dimethoxyethane; at 60℃; for 16.0h; Red phosphorous (P4, 0.248 g, 2 mmol) and naphthalene (0.104 g, 0.8 mmol, 0.1 eq.) were suspended in 10 ml dme. Freshly cut sodium pieces (Na, 0.552 g, 24 mmol, 3 eq.) were subsequently added to the suspension. The mixture was stirred for 12 hours, then tBuOH (1.61 ml, 16 mmol, 2 eq.) in 5 ml dme was added dropwise to the mixture at 0 C. The resulting black suspension was stirred for an additional 2 hours. Subsequently, mesityl(ethylcarboxylate) (1.78 mL, 8.8 mmol, 1.1 eq.) was added and reacted at 60 C for 16 h to give Na[HP-CO(Mes)]. To this yellow suspension, HCl (2M in diethyl ether, 12 mL, 24 mmol, 3 eq.) was added dropwise at 0 C and the reaction mixture was stirred for 30 min.. Subsequently, the solvent and all volatiles were removed under reduced pressure. The residue was again dissolved in dme (10 ml) and 2-(2-ethoxyethoxy) ethyl acrylate (3.0 ml, 16 mmol, 2 eq.) and l,5-diazabicyclo-[4,3,0]-non-5-ene (DBN, 0.1 ml, 0.8 mmol, 10%) were added at 0 C. The mixture was warmed to room temp, and stirred for 1 h. Then HCl (2M in Diethyl ether, 0.4 mL, 0.8 mmol, 0.1 eq.) was added dropwise at 0 C and the mixture stirred for 30 min before dme and all volatiles were removed under reduced pressure. The residue was dissolved in toluene (25 mL) and the precipitated salts were removed by filtration. Subsequently, aqueous hydrogen peroxide (30 %, 1.9 mL, 2.3 eq.) was added under exclusion of light over a period of 15 minutes at 0 C and the mixture stirred for 1 h. The resulting yellowish solution was concentrated and dissolved in 50 mL dichloromethane and dried over Mg2SO4. After filtration the solvent was removed and the residue dried for 12 h under vacuum to yield 3.679 g (6.43 mmol, 80.3 %) of a slightly yellow oil. 31P{1H} NMR (121.5 MHz, CDCl3) 5[ppm] = 38.5.
  • 25
  • [ 1754-55-8 ]
  • C28H45O9P [ No CAS ]
  • 26
  • [ 1754-55-8 ]
  • [ 73183-34-3 ]
  • ethyl 2,4,6-trimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate [ No CAS ]
  • 27
  • [ 32294-60-3 ]
  • [ 75980-60-8 ]
  • [ 1754-55-8 ]
  • Te-phenyl 2,4,6-trimethyltellurobenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at 20℃; for 6.0h;Inert atmosphere; Sealed tube; Irradiation; General procedure: TMDPO (3) (104.5 mg, 0.3 mmol), dichalcogenide 4 (0.3 mmol), and dry, degassed CH2Cl2 (0.6 mL) were placed in a sealed Pyrex NMR tube under an inert atmosphere, and the mixture was irradiated with a xenon lamp (500 W) for 6 h at r.t. The reaction mixture was then concentrated under reduced pressure, and the crude mixture was purified by gel permeation chromatography (eluent: CHCl3) to give the desired products.
 

Historical Records

Technical Information

Categories