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Chemical Structure| 119138-29-3 Chemical Structure| 119138-29-3

Structure of 119138-29-3

Chemical Structure| 119138-29-3

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Product Details of [ 119138-29-3 ]

CAS No. :119138-29-3
Formula : C8H10O3
M.W : 154.16
SMILES Code : OC1=CC=C(CO)C(OC)=C1
MDL No. :MFCD00238618
InChI Key :IMPDSJJLYGGTPW-UHFFFAOYSA-N
Pubchem ID :3759783

Safety of [ 119138-29-3 ]

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

Computational Chemistry of [ 119138-29-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 6
Fraction Csp3 0.25
Num. rotatable bonds 2
Num. H-bond acceptors 3.0
Num. H-bond donors 2.0
Molar Refractivity 41.08
TPSA ?

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

49.69 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.55
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

0.65
Log Po/w (WLOGP)?

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

0.74
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.

0.6
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

1.18
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.94

Water Solubility

Log S (ESOL):?

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

-1.48
Solubility 5.14 mg/ml ; 0.0333 mol/l
Class?

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

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.27
Solubility 8.29 mg/ml ; 0.0538 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

-1.76
Solubility 2.65 mg/ml ; 0.0172 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.

-6.78 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)

1.2

Application In Synthesis of [ 119138-29-3 ]

* 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 [ 119138-29-3 ]

[ 119138-29-3 ] Synthesis Path-Downstream   1~7

  • 2
  • [ 150-19-6 ]
  • [ 119138-29-3 ]
YieldReaction ConditionsOperation in experiment
Resin bound 4-Hydroxy-2-methoxybenzyl alcohol (30) Sodium borohydride (10.0 g, 0.26 mol) was added to a mixture of compound 29 (35 g, 0.044 mol) in 250 mL of a 1:1 mixture of THF and 95% ethyl alcohol. The mixture was shaken for 18 h at rt. The resin was washed sequentially with DMF (100 mL), water (100 mL), DMF (100 mL), methanol (100 mL), and methylene chloride (100 mL). This latter washing sequence was repeated (3*). The resin was dried in vacuo to afford 30 as a colorless solid (33.9 g), with an approximate loading of 1.25 mmol/g.
  • 4
  • [ 31643-49-9 ]
  • [ 119138-29-3 ]
  • [ 1033049-39-6 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE I; (p-Hydroxymethy-m-Methoxy Phenoxy)-4-Phthalonitrile Intermediate; To a 500 milliliter round bottom flask equipped with magnetic stir and nitrogen inlet was charged 42.1 grams of 4-hydroxy-3-methoxybenzyl alcohol (MW=154), 33.5 grams of potassium carbonate (MW=138), and 330 grams of ?dry? DMSO (in molecular sieve). The contents were heated in a 90 C. oil bath for about 1 hour. Thereafter, 41.9 grams of 4-nitrophthalonitrile (MW=173; obtained from TCI America, Portland, Oreg.) was added. The content were heated and stirred for 3 hours, after which a reverse phase TCL with methanol as the mobile phase was run which showed that no starting material remained in the reaction mixture (the Rfs were close). The contents were then poured into 1 liter of deionized water. The product precipitated out as a large chunk, which was filtered and collected. Infrared spectroscopy and TLC of the product indicated that none starting material, nitrophthalonitrile, remained. Then product was combined with methylene chloride and sonicated. Most of the solids dissolved. The mixture was then filtered and the filtrant was run through a silica plug. After the solvent was evaporated, about 59.3 grams of product was obtained.
  • 5
  • C21H25ClN2O2 [ No CAS ]
  • [ 119138-29-3 ]
  • C29H34N2O5 [ No CAS ]
  • 6
  • [ 119138-29-3 ]
  • [ 95-55-6 ]
  • [ 51821-39-7 ]
YieldReaction ConditionsOperation in experiment
98% General procedure: In an oven-dried 10-mL round-bottom flask, 10 mg catalyst 4 (3.2 mol%) along with 1 mmol amine or hydroxyl amine was added to 7 mL absolute ethanol at ambient temperature.Then, 1 mmol of alcohol was added to the reaction mixture and stirred under O2 atmosphere (~1 atm.). After 14-60 min,yellow to red sediments were appeared which show successful oxidation of alcohols followed by imine formation. The product was filtered and added to 20 mL of hot methanol which just dissolved the imine compound. The filtration of the reaction mixture left a solid on the filter that was the catalyst 4. The remained solution set a side overnight for crystallization, and the recovered catalyst was reused for the next run (Scheme 2).
  • 7
  • [ 2233-18-3 ]
  • [ 10486-08-5 ]
  • [ 119138-29-3 ]
  • C78H82N3O14P3S4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Three 2000 mL glass reactors equipped with a stirring device were charged with 1 mol hexachlorocyclotriphosphazene and 200 mL acetone,p-Toluenethiol4mol,While stirring, nitrogen is passed through, heated to 60C, and 20% sodium hydroxide solution is added dropwise to the pH neutrality for 60 minutes. The temperature is maintained at 60C, the reaction is stirred for 4 hours, and then 2 mol is added.3,5-Dimethyl-4-hydroxybenzaldehyde,The reaction was continued for 4 hours, followed by the addition of 4 mol of <strong>[119138-29-3]4-hydroxymethyl-3-methoxyphenol</strong>, and the reaction was continued for 4 hours. After the reaction, the inorganic components and water in the system were physically removed, the solvent in the system was distilled off, and the structure was precipitated with methanol to obtain a structure. Phosphazenes as shown below:
 

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