13880-05-2

Basic information

• Product Name: N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE
• Synonyms: 2-ACRYLAMIDO-2-HYDROXYMETHYL-1,3-PROPANEDIOL;ACRYLAMIDOTRISHYDROXYMETHYLMETHANE;N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE;N-(2-HYDROXY-1,1-BIS(HYDROXYMETHYL)ETHYL)-2-PROPENAMIDE;N-[TRIS(HYDROXYMETHYL)METHYL]ACRYLAMIDE;N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]acrylamide;NAT, TRIS-acrylamide;Acryloylaminomethylidynetrimethanol
• CAS NO: 13880-05-2
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.18
• EINECS: 237-645-4
• Product Categories: Naphthyridine,Quinoline
• Mol File: 13880-05-2.mol

Chemical Properties

• Melting Point: 136-141 °C(lit.)
• Boiling Point: 510.8 °C at 760 mmHg
• Flash Point: 262.7 °C
• Appearance: White crystals or crystalline powder
• Density: 1.272 g/cm³
• Vapor Pressure: 1.43E-12mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 0-6°C
• PKA: 12.74±0.46(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Light Sensitive & Hygroscopic
• BRN: 2081162
• CAS DataBase Reference: N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE(13880-05-2)
• EPA Substance Registry System: N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE(13880-05-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 13880-05-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE is used as a synthetic intermediate for the preparation of various complex organic molecules. Its reactive acrylamide group allows for further chemical reactions, making it a valuable building block in organic chemistry.
Used in Pharmaceutical Industry:
N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE is used as a key component in the development of new pharmaceutical compounds. Its unique structure can be exploited to create novel drugs with specific therapeutic properties, potentially leading to breakthroughs in the treatment of various diseases.
Used in Material Science:
In the field of material science, N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE can be used as a monomer to create new polymers with tailored properties. These polymers can find applications in various industries, such as coatings, adhesives, and plastics, where their unique characteristics can provide advantages over existing materials.
Used in Research and Development:
Due to its unique chemical structure and reactivity, N-ACRYLOYLTRIS(HYDROXYMETHYL)AMINOMETHANE is also used in research and development laboratories. Scientists can utilize this compound to study various chemical reactions and mechanisms, potentially leading to new discoveries and innovations in the field of chemistry.

InChI:InChI=1/C7H13NO4/c1-2-6(12)8-7(3-9,4-10)5-11/h2,9-11H,1,3-5H2,(H,8,12)

Upstream product

• 814-68-6 acryloyl chloride 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 
• 79-10-7 acrylic acid 

Downstream Products

• 151734-48-4 N-(5-Hydroxymethyl-2-phenyl-[1,3]dioxan-5-yl)-acrylamide 
• 175401-30-6 3-Diphenylphosphanyl-N-(2-hydroxy-1,1-bis-hydroxymethyl-ethyl)-propionamide 
• 151734-53-1 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(5-acryloylamino-2-phenyl-[1,3]dioxan-5-ylmethoxy)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

Telomers of Tris(hydroxymethyl)-acrylamidomethane, a new class of non-ionic surfactants: Synthesis and assessment of their properties

A new class of amphiphilic molecules suitable for biological purposes, especially extraction of membrane proteins and/or glycoproteins, is reported. These compounds were prepared by telomerization of a Tris-(hydroxymethyl)-acrylamidomethane monomeric unit in the presence of an alkyl thiol as transfer reagent and of α,α'-(azobis)-isobutyronitrile (AIBN) as initiator. These compounds show similar or better detergent properties than commercially available surfactants.

A Serum-Tolerant Hydroxyl-Modified Polyethylenimine as Versatile Carriers of pDNA/siRNA

The polyethylenimine (PEI) derivatives (PTn) are prepared by treating PEI25k with Tris(hydroxymethyl) acrylamidomethane via the Michael addition. These PTns can effectively condense nucleic acids into nanosized particles with positive surface charges. The PTns show lower cytotoxicity and better serum-resistant capacity than PEI25k. Specially, the transfection efficiency of PT26/DNA is 29-fold higher than that of PEI25k in HeLa cells in serum-containing medium. The PTn/siRNA complexes show superior knockdown effect in CT26 cells in serum-containing medium. In addition, flow cytometry analysis shows that the PTns can efficiently mediate the entry of nucleic acids into the cell. Thus, PTns are potentially applicable as non-viral carriers of nucleic acids and warrant further development for use in gene therapy. A series of serum-tolerant PTn conjugates, by introduction of hydroxyl groups onto PEI25k, is designed as dual carriers for nucleic acids delivery. The transfection efficiency of PTn can be up to 29.1-fold higher than that of PEI25k in the serum-containing medium. Meanwhile, PTn with higher endocytosis is more effective in luciferase knockdown compared to PEI25k in the serum-containing medium.

Metal oxygen cluster containing the high-molecular cross-linking agent and its preparation method and application

The invention provides a macromolecular crosslinking agent containing polyoxometalates and a preparation method thereof, and application of the macromolecular crosslinking agent containing polyoxometalates in preparation of polyacrylonitrile. Compared with the prior art, the polyoxometalate unit in the macromolecular crosslinking agent has electrically induced discoloration properties, so that the polyacrylonitrile prepared by using the macromolecular crosslinking agent containing polyoxometalates has electrically induced discoloration properties, so that the polyacrylonitrile has a great application prospect in the field of electricity safety. On the other hand, the preparation method provided by the invention is simple in synthetic process, mild in condition, easy to operate, easy to control reaction, high in product purity, and convenient to achieve industrial production, popularization and application.

DENDRI-TAC AND THEIR USE AS THERANOSTICS

The present invention relates to novel amphiphilic dendrimers, hereafter denoted Dendri-TAC. The present invention also relates to perfluorocarbon nanoemulsions stabilized by these amphiphilic dendrimers and their uses for in vivo diagnostic and/or for therapy, notably as theranostic tools, for detection and/or treatment of cancer.

Microspheres useful for therapeutic vascular embolization

Provided herein, for example, are microspheres comprising a gelatin or gelatin substitute and a copolymer of a N-tris-hydroxymethyl methylacrylamide monomer unit, a diethylaminoethylacrylamide monomer unit and a N,N-methylene-bis-acrylamide monomer unit. Also provided are methods of producing microspheres comprising a gelatin or gelatin substitute and a copolymer of a N-tris-hydroxymethyl methylacrylamide monomer unit, a diethylaminoethylacrylamide monomer unit and a N,N-methylene-bis-acrylamide monomer unit. Further provided herein, for example, are compositions comprising the microspheres and methods of using the microspheres and compositions thereof.

Ink composition for inkjet printing, ink set, and image forming method

The invention provides an ink composition for inkjet printing, the ink composition containing water, a coloring material, a polymerizable compound, a polymerization initiator represented by the following Formula (X), and polymer particles having a glass transition temperature of 90°C or higher, a mass ratio of the polymer particles to the polymerization initiator represented by Formula (X) being in a range of from 1:10 to 10:1 1 [in Formula (X), each of RX1, RX2, RX3, and RX4 independently represents a hydrogen atom or a substituent; and n represents an integer from 1 to 4].

Expeditive synthesis of glycodendrimer scaffolds based on versatile TRIS and mannoside derivatives

(Chemical Equation Presented) A new family of glycodendrimer scaffolds containing 12 and 18 peripheral α-D-mannopyranosidic units has been synthesized by Cu(I)-catalyzed [1,3]-dipolar cycloadditions using sulfurated dendritic scaffolds bearing alkyne functionalities and novel TRIS derivatives.

Synthesis of precursors of iodine-labeled multifunctional ligands containing 2-nitroimidazole for the detection of hypoxic tissues and/or tumors

Biocompatible multifunctional ligands with telomeric structure containing 2-nitroimidazole as affinity marker and tosylate as precursor of 123I radioactive tracer were prepared. Telomerization of appropriate monomers derived from tris(hydroxymethyl)-acrylamidomethane was performed in the presence of dodecanethiol, and either AIBN or tert-butylperoxide. These conjugates are designed to target hypoxic tissues and tumors.