Cas no 3637-26-1 (N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine)

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine is a zwitterionic monomer featuring both cationic quaternary ammonium and anionic sulfonate groups within its molecular structure. This compound exhibits excellent water solubility and high polarity, making it suitable for applications requiring enhanced hydrophilicity and antifouling properties. Its betaine structure imparts strong electrolyte tolerance and pH stability, enabling use in harsh environments. The methacrylate functionality allows for facile copolymerization with other monomers, facilitating the synthesis of zwitterionic polymers for coatings, hydrogels, and biomedical materials. Its unique combination of sulfobetaine and polymerizable groups makes it valuable for creating surfaces with reduced protein adsorption and improved biocompatibility.
N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine structure
3637-26-1 structure
Product Name:N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine
CAS No:3637-26-1
MF:C11H21NO5S
MW:279.3531
MDL:MFCD00040574
CID:44346
PubChem ID:24878208
Update Time:2025-10-23

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine Chemical and Physical Properties

Names and Identifiers

    • 3-[Dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azaniumyl]propane-1-sulfonate
    • N-(3-Sulfopropyl)-N-(methacryloxyethyl)-N,N-dimethylammonium
    • Methacryloxyethyl sulfobetaine
    • [2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium Hydroxide
    • 2-(N-3-Sulfopropyl-N,N-dimethyl ammonium)ethyl methacrylate
    • dimethyl{2-[(2-methyl-1-oxoallyl)oxy]ethyl}(3-sulfopropyl)ammonium hydroxide
    • EINECS 222-860-8
    • N-(3-Sulfopropyl)-N-(methacryloxyethyl)-N,N-dimethylammonium betaine
    • N-(3-sulfopropyl)-N-methacroyloxyethyl-N,N-dimethylammonium betaine
    • N,N-dimethyl-N-methacryloyloxyethyl-N-(3-sulfopropyl)ammonium betaine
    • DMAPS
    • N,N-Dimethyl-N-(2-methacryloxyethyl)-N-(3-sulfopropyl)ammonium betaine
    • [2-(Methacryloyloxy)ethyl]dimethyl(3-sulfopropyl)ammonium Hydroxide Inner Salt
    • SPE
    • Dimethyl(2-((2-methyl-1-oxoallyl)oxy)ethyl)(3-sulphopropyl)ammonium hydroxide
    • N-(3-Sulfopropyl)-N-methacryloxyethyl-N,N-dimethylammonium betaine
    • 3-((2-(Methacryloyloxy)ethyl)dimethylammonio)propane-1-sulfonate
    • EBD40460
    • 7469AH
    • A823217
    • 3-[N-(2-methacryloxylethyl)-N,N-dimethylammonio]-propane sulfonate
    • N-(3-
    • [2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)
    • 3-[[2-(Methacryloyloxy)ethyl]dimethylammonio]propane-1-sulfonate
    • M1971
    • 3637-26-1
    • AKOS015916728
    • CS-0158070
    • 1-Propanaminium,N,N-dimethyl-N-[2-[(2-methyl-1-oxo-2-propenyl)oxy]ethyl]-3-sulfo-, innersalt
    • MFCD00040574
    • (2-Hydroxyethyl)dimethyl(3-sulfopropyl)ammonium hydroxide, inner salt, methacrylate
    • N-[2-(Methacryloyloxy)ethyl]-N,N-dimethyl-N-(3-sulfopropyl)betaine
    • DTXCID70112386
    • D82256
    • SCHEMBL866754
    • Dimethyl[2-[(2-methyl-1-oxoallyl)oxy]ethyl](3-sulphopropyl)ammonium hydroxide
    • 1-Propanaminium, N,N-dimethyl-N-[2-[(2-methyl-1-oxo-2-propen-1-yl)oxy]ethyl]-3-sulfo-, inner salt
    • N-(3-SULFOPROPYL)-N-METHACRYLOXYETHYL-N,N-DIMETHYLAMMONIUM BETAINE (SPE)
    • BCAIDFOKQCVACE-UHFFFAOYSA-N
    • DTXSID10189895
    • H3J8G77YWZ
    • FS-4685
    • N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine
    • MDL: MFCD00040574
    • Inchi: 1S/C11H21NO5S/c1-10(2)11(13)17-8-7-12(3,4)6-5-9-18(14,15)16/h1,5-9H2,2-4H3
    • InChI Key: BCAIDFOKQCVACE-UHFFFAOYSA-N
    • SMILES: S(C([H])([H])C([H])([H])C([H])([H])[N+](C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])OC(C(=C([H])[H])C([H])([H])[H])=O)(=O)(=O)[O-]

Computed Properties

  • Exact Mass: 279.11400
  • Monoisotopic Mass: 279.114
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8
  • Complexity: 381
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.3
  • Topological Polar Surface Area: 91.9

Experimental Properties

  • Color/Form: Not determined
  • Melting Point: 149°C(lit.)
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • PH: 6.3 (100g/l, H2O, 20℃)
  • Solubility: 500g/l
  • PSA: 91.88000
  • LogP: 1.19820
  • Solubility: Not determined

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 21/22
  • Safety Instruction: S37/39
  • Hazardous Material Identification: Xn
  • Safety Term:S37/39
  • Risk Phrases:R21/22

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine Pricemore >>

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N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine Suppliers

Amadis Chemical Company Limited
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(CAS:3637-26-1)N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine
Order Number:A823217
Stock Status:in Stock
Quantity:500g/1kg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 05:17
Price ($):193.0/376.0
Suzhou Senfeida Chemical Co., Ltd
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(CAS:3637-26-1)[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide
Order Number:sfd8413
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:34
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:3637-26-1)N,N-Dimethyl-N-(2-methacryloyloxyethyl)-N-(3-sulfopropyl)ammonium betaine
Order Number:LE420;LE20541168
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:38
Price ($):discuss personally

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine Related Literature

Additional information on N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine

Recent Advances in the Application of N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine (CAS: 3637-26-1) in Chemical and Biomedical Research

N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine (CAS: 3637-26-1), commonly referred to as sulfobetaine methacrylate (SBMA), has emerged as a critical zwitterionic monomer in the fields of polymer chemistry, biomaterials, and drug delivery. Recent studies highlight its unique properties, including antifouling characteristics, biocompatibility, and stimuli-responsiveness, which make it a versatile candidate for various biomedical applications. This research briefing synthesizes the latest findings on SBMA, focusing on its synthesis, functionalization, and applications in drug delivery systems, tissue engineering, and diagnostic tools.

One of the most significant advancements in SBMA research is its role in creating antifouling surfaces. A 2023 study published in ACS Applied Materials & Interfaces demonstrated that SBMA-based hydrogels exhibit exceptional resistance to protein adsorption and bacterial adhesion, making them ideal for implantable medical devices. The study utilized atomic force microscopy (AFM) and quartz crystal microbalance (QCM) to quantify the antifouling performance, revealing a 90% reduction in nonspecific protein binding compared to traditional polyethylene glycol (PEG) coatings. These findings underscore SBMA's potential to enhance the longevity and safety of biomedical implants.

In drug delivery, SBMA has been engineered into stimuli-responsive nanocarriers for targeted therapy. A recent Journal of Controlled Release article (2024) detailed the development of SBMA-functionalized nanoparticles that release chemotherapeutic agents in response to tumor microenvironmental cues, such as pH and redox potential. The nanoparticles showed a 2.5-fold increase in drug accumulation at tumor sites in murine models, with minimal off-target effects. This innovation addresses a critical challenge in oncology: improving the precision of drug delivery while mitigating systemic toxicity.

SBMA's biocompatibility has also been leveraged in tissue engineering. Researchers at MIT reported in Advanced Healthcare Materials (2023) the use of SBMA-modified scaffolds to promote chondrogenesis in cartilage repair. The zwitterionic nature of SBMA facilitated cell adhesion and extracellular matrix (ECM) production, resulting in a 40% improvement in mechanical properties of regenerated tissue compared to control scaffolds. This application highlights SBMA's dual functionality as a structural and bioactive component in regenerative medicine.

Despite these advancements, challenges remain in scaling up SBMA-based technologies. A 2024 review in Biomaterials Science identified cost-effective synthesis and long-term stability as key hurdles. However, emerging strategies, such as photo-polymerization and modular chemical conjugation, offer promising solutions to these limitations. Future research directions include optimizing SBMA's pharmacokinetics for in vivo applications and exploring its synergy with other zwitterionic polymers.

In conclusion, SBMA (CAS: 3637-26-1) continues to be a transformative material in chemical and biomedical research. Its antifouling properties, drug delivery efficacy, and tissue engineering potential position it at the forefront of innovation. As synthesis methods evolve and mechanistic insights deepen, SBMA-based technologies are poised to transition from bench to bedside, offering new paradigms for disease treatment and diagnostic precision.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3637-26-1)N-2-(Methacryloyloxy)ethyl-N,N-dimethyl-N-(3-sulfopropyl)betaine
A823217
Purity:99%/99%
Quantity:500g/1kg
Price ($):193.0/376.0
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:3637-26-1)[2-(Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide
sfd8413
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email