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Structure of 3-Aminopropyltriethoxysilane
CAS No.: 919-30-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Synonyms: γ-Aminopropyltriethoxysilane; APTES
4.5
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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Batch number can be found on the product's label following the word 'Batch'.
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 |
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: | Ⅱ |
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 |
53.71 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
3.04 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.17 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.38 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.12 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.2 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.06 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.36 |
Solubility | 9.76 mg/ml ; 0.0441 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.89 |
Solubility | 2.83 mg/ml ; 0.0128 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.44 |
Solubility | 0.795 mg/ml ; 0.00359 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.82 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
4.27 |
* 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.
Yield | Reaction Conditions | Operation 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.) |
Yield | Reaction Conditions | Operation 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. |