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Chemical Structure| 94-71-3 Chemical Structure| 94-71-3

Structure of 2-Ethoxyphenol
CAS No.: 94-71-3

Chemical Structure| 94-71-3

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Synonyms: Guaethol; Guethol; NSC 180

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Product Details of [ 94-71-3 ]

CAS No. :94-71-3
Formula : C8H10O2
M.W : 138.16
SMILES Code : OC1=CC=CC=C1OCC
Synonyms :
Guaethol; Guethol; NSC 180
MDL No. :MFCD00002187
InChI Key :MOEFFSWKSMRFRQ-UHFFFAOYSA-N
Pubchem ID :66755

Safety of [ 94-71-3 ]

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

Computational Chemistry of [ 94-71-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 10
Num. arom. heavy atoms 6
Fraction Csp3 0.25
Num. rotatable bonds 2
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 39.76
TPSA ?

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

29.46 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.02
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

1.68
Log Po/w (WLOGP)?

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

1.79
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.

1.48
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

1.67
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.73

Water Solubility

Log S (ESOL):?

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

-2.07
Solubility 1.18 mg/ml ; 0.00857 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.

-1.91
Solubility 1.69 mg/ml ; 0.0122 mol/l
Class?

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

Very 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

-2.33
Solubility 0.654 mg/ml ; 0.00473 mol/l
Class?

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

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.

-5.95 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)

1.04

Application In Synthesis of [ 94-71-3 ]

* 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 [ 94-71-3 ]

[ 94-71-3 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 94-71-3 ]
  • [ 60827-45-4 ]
  • [ 139004-02-7 ]
  • 2
  • [ 94-71-3 ]
  • 1-ethyl-3,4-epoxypyrrolidine [ No CAS ]
  • [ 30727-14-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydroxide; In dichloromethane; EXAMPLE 51 Trans-4-(2-ethoxypnenoxy)-1-ethyl-3-pyrrolidinol A mixture of 17.0 g. (0.15 mole) of 1-ethyl-3,4-epoxypyrrolidine, 22.1 g. (0.16 mole) of o-ethoxyphenol and 3 drops of concentrted hydrochloric acid was heated on a steam bath overnight. The oil was dissolved in methylene chloride and washed with three 50-ml. portions of 5% sodium hydroxide and one 50-ml. portion of water. The methylene chloride solution was dried over anhydrous sodium sulfate, concentrated and chromatographed on silica gel to give 8.1 g. (21%) of an oil which crystallized on standing. The solid was recrystallized from cyclohexane to yield a tan solid, m.p. 73-75 C. Analysis: Calculated for C14 H21 NO3: C,66.90; H,8.42; N,5.57; Found: C,66.49; H,8.43; N,5.48.
  • 3
  • [ 94-71-3 ]
  • ethylphenol [ No CAS ]
  • propylphenol [ No CAS ]
  • butylphenol [ No CAS ]
  • pentylphenol [ No CAS ]
  • methylphenol [ No CAS ]
  • mono-tert-butyl-m-cresol [ No CAS ]
  • [ 123-07-9 ]
  • [ 128-39-2 ]
  • [ 620-17-7 ]
  • [ 2934-05-6 ]
  • [ 527-18-4 ]
  • [ 2078-54-8 ]
  • [ 4130-42-1 ]
  • [ 1138-52-9 ]
  • [ 1197-34-8 ]
  • [ 5875-45-6 ]
  • [ 35946-91-9 ]
  • [ 876-20-0 ]
YieldReaction ConditionsOperation in experiment
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere; General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole).
  • 4
  • [ 64-17-5 ]
  • [ 90-05-1 ]
  • [ 94-71-3 ]
  • [ 1020-31-1 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
  • 5
  • [ 94-71-3 ]
  • [ 64-17-5 ]
  • [ 1020-31-1 ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
 

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