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Merck

245801

Sigma-Aldrich

N-(羟甲基)丙烯酰胺 溶液

48 wt. % in H2O

别名:

N-(羟甲基)丙烯酰胺, N-甲醇丙烯酰胺, 单羟甲基丙烯酰胺

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About This Item

线性分子式:
CH2=CHCONHCH2OH
CAS号:
分子量:
101.10
Beilstein:
506646
MDL號碼:
分類程式碼代碼:
12162002
PubChem物質ID:
NACRES:
NA.23

形狀

liquid

品質等級

包含

30 ppm monomethyl ether hydroquinone as inhibitor

濃度

48 wt. % in H2O

折射率

n20/D 1.413

密度

1.074 g/mL at 25 °C

SMILES 字串

OCNC(=O)C=C

InChI

1S/C4H7NO2/c1-2-4(7)5-3-6/h2,6H,1,3H2,(H,5,7)

InChI 密鑰

CNCOEDDPFOAUMB-UHFFFAOYSA-N

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一般說明

N-(Hydroxymethyl)acrylamide (NHMA) is a bifunctional monomer with both a reactive vinyl group and a hydroxymethyl group, making it significant in polymer chemistry. It is known for forming hydrophilic, cross-linked networks, with applications in biomedical fields such as drug delivery systems, contact lenses, and tissue engineering, as well as in industrial UV-curable resins. NHMA is commonly used in hydrogel formulations for drug delivery and wound dressings. Additionally, it can be applied in creating bioadhesives or sealants for medical purposes, such as sealing wounds or attaching medical devices to tissues.

應用

N-(Hydroxymethyl)acrylamide can be used as:
  • A monomer in the development of polymer gel dosimeters specifically designed for radiation therapy applications. The incorporation of NHMA enhances the sensitivity of the dosimeter to radiation doses.
  • A monomer in the development of thermo-responsive polymeric gates, which exhibits thermo-responsive behavior. The incorporation of NHMA enhances the overall properties of the polymer, allowing for better control over the release mechanisms in response to temperature changes.
  • A key monomer in the synthesis of double-hydrophilic and amphiphilic block glycopolymers, contributing to their self-assembly properties, biocompatibility, and functionalization potential. These characteristics make NHMA-based glycopolymers valuable for various biomedical applications, including drug delivery systems, biosensors, and tissue engineering.

象形圖

Skull and crossbonesHealth hazard

訊號詞

Danger

危險分類

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 1 - STOT RE 2 Oral

標靶器官

Peripheral nervous system

儲存類別代碼

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Lars Ole Goffeng et al.
Neurotoxicology and teratology, 30(3), 186-194 (2008-03-21)
The study examines possible persisting effects on the peripheral nervous system and visual system in tunnel workers previously exposed to acrylamide and N-methylolacrylamide during grouting work. We compared neurophysiological function in 44 tunnel workers previously exposed during grouting operations (2-10
Timothy R Fennell et al.
Toxicological sciences : an official journal of the Society of Toxicology, 71(2), 164-175 (2003-02-04)
Acrylamide (AM) and N-methylolacrylamide (NMA) are used in the formulation of grouting materials. AM undergoes metabolism to a reactive epoxide, glycidamide (GA). Both AM and GA react with hemoglobin to form adducts that can be related to exposure to AM.
Helge Kjuus et al.
Scandinavian journal of work, environment & health, 30(1), 21-29 (2004-03-17)
This study evaluates the possible toxic effects on the peripheral nervous system of tunnel workers exposed to acrylamide and N-methylolacrylamide during grouting work. Symptoms and nerve conduction velocities (NCV) were recorded for 24 tunnel workers 4 and 16 months after
Kristine L Witt et al.
Environmental and molecular mutagenesis, 41(2), 111-120 (2003-02-28)
N-Hydroxymethylacrylamide (NHMA), a mouse carcinogen inactive in the Salmonella assay and mouse micronucleus (MN) assay, was tested for reproductive effects in a mouse continuous breeding study. In that study, increased embryonic deaths were observed after 13 weeks exposure of parental
H Tanii et al.
Toxicology letters, 58(2), 209-213 (1991-10-01)
Acrylamide and 6 derivatives inhibited neurite growth from rat dorsal root ganglion in culture. The half-maximum inhibition concentration (I50) varied among test compounds, ranging from 0.8 mM for acrylamide and N-hydroxymethylacrylamide to 30 mM for methacrylamide. The value correlated well

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