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Chemical Structure| 919-30-2 Chemical Structure| 919-30-2
Chemical Structure| 919-30-2

*Storage: Keep in dark place,Inert atmosphere,Room temperature.

3-Aminopropyltriethoxysilane

CAS No.: 919-30-2

Synonyms: γ-Aminopropyltriethoxysilane;APTES

4.5 *For Research Use Only !

Cat. No.: A411463 Purity: 98%

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Product Details of [ 919-30-2 ]

CAS No. :919-30-2
Formula : C9H23NO3Si
M.W : 221.37
SMILES Code : NCCC[Si](OCC)(OCC)OCC
Synonyms :
γ-Aminopropyltriethoxysilane;APTES
MDL No. :MFCD00008207
InChI Key :WYTZZXDRDKSJID-UHFFFAOYSA-N
Pubchem ID :13521

Safety of [ 919-30-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H302-H313-H314-H317
Precautionary Statements:P210-P261-P264-P270-P272-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P333+P313-P362+P364-P370+P378-P403+P235-P405-P501
Class:8
UN#:3267
Packing Group:

Calculated chemistry of [ 919-30-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 9
Num. H-bond acceptors 4.0
Num. H-bond donors 1.0
Molar Refractivity 59.21
TPSA ?

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

53.71 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

3.04
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

1.17
Log Po/w (WLOGP)?

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

1.38
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.

-0.12
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

-0.2
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.06

Water Solubility

Log S (ESOL):?

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

-1.36
Solubility 9.76 mg/ml ; 0.0441 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.

-1.89
Solubility 2.83 mg/ml ; 0.0128 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

-2.44
Solubility 0.795 mg/ml ; 0.00359 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.

-6.82 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

0.0
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<2.0
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)

4.27

Application In Synthesis [ 919-30-2 ]

* 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 [ 919-30-2 ]

[ 919-30-2 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 69907-67-1 ]
  • [ 919-30-2 ]
  • N-(3-triethoxysilylpropyl)-4-(N'-maleimidylmethyl)cyclohexanecarboxamide [ No CAS ]
  • 2
  • [ 919-30-2 ]
  • [ 119389-05-8 ]
  • 3-(4-phenylethynyl phthalimide)-propyl triethoxy silane [ No CAS ]
YieldReaction ConditionsOperation in experiment
98.9% at 20 - 220℃; for 11h;Inert atmosphere; Under the protection of nitrogen,3-Aminopropyltrimethoxysilane (purity 99percent) (0.02 mol, 3.58 g) was added to a three-necked flask.Then 4-phenylacetylene phthalic anhydride (0.02 mol, 4.96 g) was added.The reaction was stirred at room temperature for 6 h.The stirring rate is controlled at 500r/min.Then, the temperature of the reaction solution was adjusted to 220 ° C at a heating rate of 40 ° C / min.Continue to react for 5h,Finally stop stirring,Squeeze after cooling the sample,That is, the sample was 8.09 g, and the yield was 98.9percent.
464.1 g (85%) With pyridine; In toluene; EXAMPLE 2 Synthesis of gamma-[N-(4-phenylethynylphthalimido)]propyltriethoxysilane (APEIS-2) To a flame dried 3 necked 3 L round bottom flask equipped with nitrogen inlet, mechanical stirrer, and Dean-Stark trap was charged 1250 mL of toluene. gamma-Aminopropyltriethoxysilane (266.3 g, 1.2029 mol) was then added via a syringe under the toluene surface. Prior to use <strong>[119389-05-8]4-phenylethynylphthalic anhydride</strong> was recrystallized from toluene. 4-Phenylethynylphthalic anhydride (298.6 g, 1.2029 mol) was added to the stirred solution and washed in with an additional 250 mL of toluene. Approximately 4 mL of pyridine was subsequently added to the stirred solution. The stirred solution was heated at a mild reflux for 48 hrs under a nitrogen atmosphere. The solution was subsequently cooled to room temperature and the toluene removed under vacuum to afford 464.1 g (85percent) of a viscous brown gum. No melting point was observed as determined by differential scanning calorimetry at a heating rate of 10° C./min. By a Fisher Johns melting point apparatus a broad melt was observed from 65° C. to 115° C. Infrared (KBr, cm-1): 2212 (phenylethynyl); 1770, 1715 (imide); 1089 (Si-O-C). M+452 (molecular weight, 452 g/mol.)
  • 3
  • [ 14172-90-8 ]
  • [ 78-10-4 ]
  • [ 919-30-2 ]
  • (SiO2)(x)(O1.5SiCH2CH2CH2NH2Co(meso-tetraphenylporphyrinate))(y) [ No CAS ]
  • 4
  • [ 919-30-2 ]
  • [ 3027-21-2 ]
  • [ 2996-92-1 ]
  • poly(γ-aminopropyltriethoxysilane-co-phenylmethyldimethoxysilane-co-phenyltrimethoxysilane) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Aminofunctional Silicone Resins B1-B6 were prepared in the following manner. Phenyltrimethoxysilane and/or phenylmethyldimethoxysilane, catalyzed by trifluoromethanesulfonic acid (TFMSA), were hydrolyzed with deionized water, followed by distillative removal of by-product alcohol. Hexamethyldisiloxane (HMDS) and additional water were added and the mixture heated to 50-60° C. optionally followed by distillative removal of volatiles. gamma-Aminopropyltriethoxysilane (APTES) or gamma-aminopropyldiethoxymethylsilane (APDEMS) were added along with additional water, followed by distillative removal of alcohol. Toluene, additional water and optionally a catalytic amount of 1.0 N aqueous potassium hydroxide were added and water removed via azeotrope. If added the hydroxide was neutralized with 1.0 N aqueous HCl, and water again removed via azeotrope. The mixture was filtered and solvent removed. The amount of each ingredient is shown in Table 1 below. The final aminofunctional silicone resin composition, wt percent phenyl (Ph), wt percent R2SiO (D), wt percent Me2SiO (D(Me2)), mole percent amino (-CH2CH2CH2NH2), wt percent amine (-NH2), and -NH- (Amine H) equivalent weight are shown in Table 2 below.
  • 5
  • [ 919-30-2 ]
  • [ 17243-13-9 ]
  • [ 1211984-54-1 ]
  • 6
  • [ 919-30-2 ]
  • [ 34374-88-4 ]
  • [ 1449396-03-5 ]
 

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