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3-(Trimethoxysilyl)propyl methacrylate

Alias: 3-(Trimethoxysilyl)propyl methacrylate; [3-(Methacryloyloxy)propyl]trimethoxysilane
Cat No.:V106881 Purity: ≥98%
3-(Trimethoxysilyl)propyl methacrylate ([3-(methacryloyloxy)propyl]trimethoxysilane) is a silane coupling agent that can be used to modify TiO2 nanoparticles.
3-(Trimethoxysilyl)propyl methacrylate
3-(Trimethoxysilyl)propyl methacrylate Chemical Structure CAS No.: 2530-85-0
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
3-(Trimethoxysilyl)propyl methacrylate ([3-(Methacryloyloxy)propyl]trimethoxysilane) is a silane coupling agent that can be used to modify TiO2 nanoparticles. 3-(Trimethoxysilyl)propyl methacrylate is a biomaterial or organic compound that can be used in life science research.
3-(Trimethoxysilyl)propyl methacrylate (TMSPMA, CAS 2530-85-0) is a silane coupling agent with the formula C10H20O5Si and molecular weight 248.35. It contains both a methacrylate polymerizable group and a trimethoxysilyl group. This colorless liquid is used to modify inorganic surfaces (e.g., glass, TiO2 nanoparticles) and to copolymerize with organic monomers, creating hybrid organic-inorganic materials. It is a key monomer for synthesizing nanocomposites, adhesives, and coatings for the semiconductor and biomedical industries.
Biological Activity I Assay Protocols (From Reference)
Targets
This compound has no biological target; it is a chemical reagent. The methacrylate group reacts via free radical polymerization to form organic polymers. The trimethoxysilyl group undergoes hydrolysis in the presence of water to form silanol groups (Si-OH), which then condense with hydroxyl groups on inorganic substrates (e.g., glass, silica, metals) to form stable covalent siloxane (Si-O-Si) bonds. It is used to develop an effective method for synthesizing magnetite/polymer colloidal composite microspheres with controllable variations in size and shape.
ln Vitro
No direct biological activity. The methacrylate group is used to improve the mechanical properties and adhesion of polymer films to substrates. It is used to synthesize hybrid materials possessing zinc oxide nanoparticles encapsulated in core-shell polymer particles. In materials science, it improves adhesion between organic resins and inorganic fillers. In drug delivery research, it is used to functionalize nanoparticle surfaces for targeted delivery. It is used in organometallic reagents, organosilicon and trialkoxysilanes.
ln Vivo
Not applicable for in vivo activity. The compound is not a drug. It is a surface modifier. If administered systemically (not intended), it would hydrolyze to release methacrylic acid derivatives and silanols, which are irritants and could cause respiratory distress. It is used as a monomer and coupling agent in polymerization reactions. It copolymerizes with other monomers such as styrene or acrylates to produce polymer films with improved mechanical properties and adhesion to various substrates. An in vivo safety study is not relevant for this reagent.
Enzyme Assay
A non-cellular assay involves measuring the coupling efficiency to inorganic particles. Titanium dioxide (TiO2) nanoparticles (10 mg) are suspended in ethanol:water (9:1, 10 mL). TMSPMA (0.1-1 mM) is added, and the pH is adjusted to 4-5 with acetic acid. The mixture is stirred at 40degC for 4 hours. Particles are collected by centrifugation, washed, and dried. The grafting density is determined by thermogravimetric analysis (TGA) or FTIR (peak at ~1720 cm-1 for carbonyl group). The hydrolysis of the silane is confirmed by Si-O-Si peak at 1100 cm-1. This protocol quantifies the compound's activity as a coupling agent.
Cell Assay
No standard cell-based assays. For biocompatibility, human mesenchymal stem cells (hMSCs) are seeded onto glass slides coated with TMSPMA-polymerized films (surface-functionalized slides). Cells are cultured for 3-7 days. Cell adhesion is measured by staining actin (phalloidin-FITC) and nuclei (DAPI). Cell proliferation is measured via EdU incorporation. A higher cell number and spreading on functionalized surfaces vs. non-functionalized glass indicate biocompatibility. Alternatively, MTT assay is used to quantify cell viability. The methacrylate polymer is generally non-toxic; residual monomers may cause mild irritation.
Animal Protocol
A protocol to evaluate TMSPMA-functionalized nanoparticles in vivo: Sprague-Dawley rats receive intravenous injection of TMSPMA-coated fluorescent nanoparticles (e.g., 5 mg/kg in saline, n=6). Blood is drawn at 0, 5, 15, 30, 60, 120, 240 minutes to measure nanoparticle concentration via fluorescence spectroscopy. The animals are euthanized at 24 h, and organs (liver, spleen, kidney) are collected for biodistribution analysis. The compound functions to prevent nanoparticle aggregation and opsonization in the blood. This is a standard pharmacokinetic/biodistribution protocol for nanomedicine research using this coupling agent.
ADME/Pharmacokinetics
Metabolism / Metabolites
Small amounts of methacrylates can be rapidly metabolized into alcohols and methacrylic acid via saponification. The latter can form acetyl-CoA derivatives, which then enter normal lipid metabolism pathways. /Methacrylates/
TMSPMA is a liquid with MW 248.35, density 1.045 g/mL, boiling point 190degC, and flash point 92degC. It is soluble in organic solvents. When dissolved in aqueous solution, it undergoes hydrolysis with a half-life of minutes to hours at neutral pH, releasing methanol. It is stored at 2-8degC in a sealed container to prevent premature hydrolysis. The compound is stable in anhydrous conditions. In vivo, it would be metabolized by hydrolysis and oxidation. The product is for research use only. It is miscible with many common organic solvents.
Toxicity/Toxicokinetics
Non-Human Toxicity Values
The oral LD50 in rats was 23.5 g/kg.
The compound is classified as an irritant (GHS07). Hazard statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation). Signal word: Warning. The trimethoxysilyl group hydrolyzes to release methanol (toxic). Precautionary statements: P261, P305+P351+P338. Wear gloves, eye protection, and use in a fume hood. It is stable but flammable; keep away from heat and open flames. It is not a drug. It is for research use only. This is the main use of this reagent.
References

[1]. Biochemical reagentsM//Methods of Enzymatic Analysis. Academic Press, 1965: 967-1037.

Additional Infomation
Structure in the first source
TMSPMA (also known as 3-(Trimethoxysilyl)propyl methacrylate, A174, or KH570) is widely used as an organosilicon compound for surface modification and as a monomer. It serves as a universal coupling agent to polymerize inorganic nanoparticles into organic matrices, improving material properties. In the semiconductor industry, it is used in photoresist formulations. In biomedicine, it is used to coat bone implants to enhance osseointegration and to stabilize drug delivery nanocarriers. It is an essential building block for advanced composite materials.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H20O5SI
Molecular Weight
248.35
Exact Mass
248.108
CAS #
2530-85-0
Related CAS #
52004-97-4
PubChem CID
17318
Appearance
Colorless to light yellow liquid(Density: 1.045 g/cm³)
Density
1.045
Boiling Point
190 ºC
Melting Point
<-50ºC
Flash Point
92 ºC
Vapour Pressure
0.0±0.5 mmHg at 25°C
Index of Refraction
1.43-1.432
LogP
1.79
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
9
Heavy Atom Count
16
Complexity
229
Defined Atom Stereocenter Count
0
SMILES
CO[Si](OC)(OC)CCCOC(C(=C)C)=O
InChi Key
XDLMVUHYZWKMMD-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H20O5Si/c1-9(2)10(11)15-7-6-8-16(12-3,13-4)14-5/h1,6-8H2,2-5H3
Chemical Name
3-trimethoxysilylpropyl 2-methylprop-2-enoate
Synonyms
3-(Trimethoxysilyl)propyl methacrylate; [3-(Methacryloyloxy)propyl]trimethoxysilane
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~2 mg/mL (~8.05 mM; with ultrasonication (<60°C))
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0266 mL 20.1329 mL 40.2658 mL
5 mM 0.8053 mL 4.0266 mL 8.0532 mL
10 mM 0.4027 mL 2.0133 mL 4.0266 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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