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Details

Stereochemistry ACHIRAL
Molecular Formula C4H7NO2
Molecular Weight 101.1039
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-(HYDROXYMETHYL)ACRYLAMIDE

SMILES

OCNC(=O)C=C

InChI

InChIKey=CNCOEDDPFOAUMB-UHFFFAOYSA-N
InChI=1S/C4H7NO2/c1-2-4(7)5-3-6/h2,6H,1,3H2,(H,5,7)

HIDE SMILES / InChI

Molecular Formula C4H7NO2
Molecular Weight 101.1039
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Polymeric micelles in anticancer therapy: targeting, imaging and triggered release.
2010-12
Further analysis of Ames-negative rodent carcinogens that are only genotoxic in mammalian cells in vitro at concentrations exceeding 1 mM, including retesting of compounds of concern.
2010-11
Improved functionality of antibody-colloidal gold conjugates with the aid of lipoamide-grafted N-[tris(hydroxymethyl)methyl]acrylamide polymers.
2010-08-01
Synthesis of thermo-sensitive copolymer with affinity butyl ligand and its application in lipase purification.
2010-05-01
Cyclodextrin modified hydrogels of PVP/PEG for sustained drug release.
2009-02
Colour vision and light sensitivity in tunnel workers previously exposed to acrylamide and N-methylolacrylamide containing grouting agents.
2008-01
Nerve conduction, visual evoked responses and electroretinography in tunnel workers previously exposed to acrylamide and N-methylolacrylamide containing grouting agents.
2007-07-04
Application of genomic biomarkers to predict increased lung tumor incidence in 2-year rodent cancer bioassays.
2007-05
The release dynamics of model drugs from the psyllium and N-hydroxymethylacrylamide based hydrogels.
2006-11-15
Thermosensitive nanocontainers prepared from poly(N-isopropylacrylamide-co-N-(hydroxylmethyl) acrylamide)-g-poly(lactide).
2006-10-20
Acrylic/cyclodextrin hydrogels with enhanced drug loading and sustained release capability.
2006-04-07
Hemoglobin adducts in the assessment of potential occupational exposure to acrylamides -- three case studies.
2006-04
Chromosome aberrations in tunnel workers exposed to acrylamide and N-methylolacrylamide.
2005-08
Production and characterization of liquid-core capsules made from cross-linked acrylamide copolymers for biotechnological applications.
2004-06-05
Effects on the peripheral nervous system of tunnel workers exposed to acrylamide and N-methylolacrylamide.
2004-02
A sensitive gas chromatographic-tandem mass spectrometric method for detection of alkylating agents in water: application to acrylamide in drinking water, coffee and snuff.
2003-08
Comparison of the hemoglobin adducts formed by administration of N-methylolacrylamide and acrylamide to rats.
2003-02
Mouse bone marrow micronucleus test results do not predict the germ cell mutagenicity of N-hydroxymethylacrylamide in the mouse dominant lethal assay.
2003
Acrylamide and N-methylolacrylamide poisoning in a herd of Charolais crossbreed cattle.
2002-12-14
Hemoglobin adducts and micronucleus frequencies in mouse and rat after acrylamide or N-methylolacrylamide treatment.
2002-04-26
Continuous beds with vancomycin as chiral stationary phase for capillary electrochromatography.
2001-09
Health effects of occupational exposure to acrylamide using hemoglobin adducts as biomarkers of internal dose.
2001-08
Environmental risk assessment of acrylamide and methylolacrylamide from a grouting agent used in the tunnel construction of Romeriksporten, Norway.
2001-08
Effect of primers containing N-methylolacrylamide or N-methylolmethacrylamide on dentin bond durability of a resin composite after 5 years.
2001-03
Patents
Substance Class Chemical
Created
by admin
on Wed Apr 02 11:53:40 GMT 2025
Edited
by admin
on Wed Apr 02 11:53:40 GMT 2025
Record UNII
W8W68JL80Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-(HYDROXYMETHYL)ACRYLAMIDE
HSDB  
Systematic Name English
ROCAGIL BT
Preferred Name English
N-METHYLOLACRYLAMIDE [IARC]
Common Name English
N-(HYDROXYMETHYL)-2-PROPENAMIDE
Systematic Name English
2-PROPENAMIDE, N-(HYDROXYMETHYL)-
Systematic Name English
N-(HYDROXYMETHYL)ACRYLAMIDE [HSDB]
Common Name English
HYDROXYMETHYLACRYLAMIDE
Systematic Name English
METHYLOLACRYLAMIDE
Systematic Name English
ACRYLAMIDE, N-(HYDROXYMETHYL)-
Systematic Name English
NSC-553
Code English
N-METHYLOLACRYLAMIDE
Systematic Name English
METHYLOLACRYLAMIDE, N-
Systematic Name English
Code System Code Type Description
SMS_ID
300000053490
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
HSDB
4361
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
FDA UNII
W8W68JL80Q
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
CAS
924-42-5
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
NSC
553
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
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PUBCHEM
13543
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
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MESH
C066443
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-103-2
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID3020885
Created by admin on Wed Apr 02 11:53:40 GMT 2025 , Edited by admin on Wed Apr 02 11:53:40 GMT 2025
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