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Merck
CN

245801

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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关于此项目

线性分子式:
CH2=CHCONHCH2OH
化学文摘社编号:
924-42-5
分子量:
101.10
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24854759
MDL number:
MFCD00004597
Beilstein/REAXYS Number:
506646

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InChI

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

SMILES string

OCNC(=O)C=C

InChI key

CNCOEDDPFOAUMB-UHFFFAOYSA-N

form

liquid

contains

30 ppm monomethyl ether hydroquinone as inhibitor

concentration

48 wt. % in H2O

refractive index

n20/D 1.413

density

1.074 g/mL at 25 °C

Quality Level

100

相关类别

General description

N-羟甲基丙烯酰胺(NHMA)是双功能单体，同时具有反应性乙烯基和羟甲基，在聚合化学中起重要作用。它因可形成亲水交联网络而著称，适于药物递送系统、隐形眼镜和组织工程等生物医学领域，也应用于工业紫外光固化树脂。NHMA常用于药物递送和伤口敷料的水凝胶制剂。它还用于制作生物胶粘剂或封闭剂，在医疗中用于封闭伤口或粘合医疗器械和组织等。

Application

N-羟甲基丙烯酰胺可用于：
  • 作为单体开发聚合物凝胶剂量计，用于放射治疗应用。N-羟甲基丙烯酰胺可提高剂量计对放射剂量的灵敏度。
  • 作为单体开发热响应性聚合物(polymeric gates)。N-羟甲基丙烯酰胺可提高聚合物的整体性能，更好地控制温度变化下的释放机制。
  • 作为关键单体合成双亲水性和两亲性嵌段含糖聚合物，赋予自组装性、生物相容性和功能化潜力。N-羟甲基丙烯酰胺基含糖聚合物因此适于多种生物医学应用，包括药物递送体系、生物传感器和组织工程。

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Peripheral nervous system

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
MKCZ9086
MKCV6687
MKCH6850
MKCH4199
MKCB2394V

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J R Bucher et al.
Journal of toxicology and environmental health, 31(3), 161-177 (1990-11-01)
Toxicology and carcinogenicity studies of N-methylolacrylamide were conducted by administering the chemical by gavage in water to both sexes of F344/N rats and B6C3F1 mice 5 times per week for 16 d, 13 wk, or 2 yr. In 16-d studies
Birgit Paulsson et al.
Mutation research, 516(1-2), 101-111 (2002-04-12)
The reactive industrial chemicals acrylamide (AA) and N-methylolacrylamide (MAA) are neurotoxic and carcinogenic in animals, MAA showing a lower potency than AA. The causative agent in AA-induced carcinogenesis is assumed to be the epoxy metabolite, glycidamide (GA), which in contrast
T Fukushima et al.
Journal of dentistry, 29(3), 227-234 (2001-04-18)
The effect of experimental dentin primers containing N-methylolacrylamide (MEAA) or N-methylolmethacrylamide (MEMA) on bond durability of a resin composite (Photo Clearfil A) with a bonding agent (Clearfil Photo Bond) to bovine dentin was investigated. The etching agents were 10% maleic
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
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.
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