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Details

Stereochemistry ACHIRAL
Molecular Formula C2H5NO
Molecular Weight 59.0672
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-METHYLFORMAMIDE

SMILES

CNC=O

InChI

InChIKey=ATHHXGZTWNVVOU-UHFFFAOYSA-N
InChI=1S/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)

HIDE SMILES / InChI

Molecular Formula C2H5NO
Molecular Weight 59.0672
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Electric field effects on one-bond indirect spin-spin coupling constants and possible biomolecular perspectives.
2008-04-24
Integration of clinical chemistry, expression, and metabolite data leads to better toxicological class separation.
2008-04
Evaluation of amides and centrifugation temperature in boar semen cryopreservation.
2008-03-15
Hydration of simple amides. FTIR spectra of HDO and theoretical studies.
2008-02-28
A case of concomitant polymorphism and spontaneous resolution: the tetragonal phase of 5-hydroxymethyl-7,7,N-trimethyl-6-oxabicyclo[3.2.1]octane-1-carboxamide.
2008-02
Quasiplanarity of the peptide bond.
2008-01-31
Testing if the interstitial atom, X, of the nitrogenase molybdenum-iron cofactor is N or C: ENDOR, ESEEM, and DFT studies of the S = 3/2 resting state in multiple environments.
2007-12-24
Combining novel strategy with kinetic approach in the determination of respective respiration and skin exposure to N,N-dimethylformamide vapor.
2007-12-15
[Determination of N-methylformamide in urine with capillary gas chromatography.].
2007-11
Model of peptide bond-aromatic ring interaction: correlated ab initio quantum chemical study.
2007-08-23
Solvent-dependent resonance Raman spectra of high-valent oxomolybdenum(V) tris[3,5-bis(trifluoromethyl)phenyl]corrolate.
2007-07-09
Comparative transport efficiencies of urea analogues through urea transporter UT-B.
2007-07
N6-methoxy-2-alkynyladenosine derivatives as highly potent and selective ligands at the human A3 adenosine receptor.
2007-03-22
Mitochondrial DNA alterations in blood of the humans exposed to N,N-dimethylformamide.
2007-02-20
Separation of oligonucleotides in N-methyl-formamide-based polymer matrices by capillary electrophoresis.
2007-01
Evaluation of the effectiveness of personal protective equipment against occupational exposure to N,N-dimethylformamide.
2006-12-01
Separation of chelating agents as copper complexes by capillary zone electrophoresis using quaternary ammonium bromides as additives in N-methylformamide.
2006-10-27
Identification of potential genomic biomarkers of hepatotoxicity caused by reactive metabolites of N-methylformamide: Application of stable isotope labeled compounds in toxicogenomic studies.
2006-10
Anodic growth of highly ordered TiO2 nanotube arrays to 134 microm in length.
2006-08-24
Capillary zone electrophoresis of some extremely weak bases in acetonitrile.
2006-07-15
Density functional theory study of self-association of N-methylformamide and its effect on intramolecular and intermolecular geometrical parameters and the cis/trans population.
2006-06-21
N-methylformamide and 9-hydroxystearic acid: two anti-proliferative and differentiating agents with different modes of action in colon cancer cells.
2006-06
N-Methylcarbamoyl-lysine adduct in globin: a new metabolic product and potential biomarker of N, N-dimethylformamide in humans.
2006-04-10
Improving sensitivity in simultaneous determination of copper carboxylates by nonaqueous capillary electrophoresis.
2006-03-31
Viscosity destabilizes sonoluminescing bubbles.
2006-03-24
Effect of ozone on nicotine desorption from model surfaces: evidence for heterogeneous chemistry.
2006-03-15
[Influencing factors that affect the biological monitoring of workers exposed to N,N-dimethylformamide in textile coating factories].
2006-03
Liquid structure and preferential solvation of metal ions in solvent mixtures of N,N-dimethylformamide and N-methylformamide.
2006-02-09
Exciplex fluorescence emission from simple organic intramolecular constructs in non-polar and highly polar media as model systems for DNA-assembled exciplex detectors.
2006-01-21
Solvation properties of N-substituted cis and trans amides are not identical: significant enthalpy and entropy changes are revealed by the use of variable temperature 1H NMR in aqueous and chloroform solutions and ab initio calculations.
2005-12-29
UV photolytic mechanism of N-nitrosodimethylamine in water: roles of dissolved oxygen and solution pH.
2005-12-15
Development of a solid phase microextraction-gas chromatography method to determine N-hydroxymethyl-N-methylformamide and N-methylformamide in urine.
2005-12-15
Volumetric behavior of a bolaamphiphile in different amides-water and ethylene glycol-water mixtures.
2005-12-01
Improvement of stallion semen post-thaw motility with the association dimethyl formamide and methyl formamide as cryoprotectors.
2005-10
Analysis of spectral data by complementary methods. Inspection of the molecular complex in N,N-dimethylformamide-methanol mixtures.
2005-10
Radiosensitising effect of electrochemotherapy with bleomycin in LPB sarcoma cells and tumors in mice.
2005-09-16
Neutron scattering experiments on fully deuterated liquid N-methylformamide DCONDCD3 at various temperatures and under pressure. Comparison to X-ray results.
2005-08-25
Vibrational spectroscopy and dynamics of small anions in ionic liquid solutions.
2005-08-22
Identification of dielectric and structural relaxations in glass-forming secondary amides.
2005-08-01
A CSOV study of the difference between HF and DFT intermolecular interaction energy values: the importance of the charge transfer contribution.
2005-07-30
Intermolecular electrostatic energies using density fitting.
2005-07-22
The role of charge transfer in the hydrogen bond cooperative effect of cis-N-methylformamide oligomers.
2005-07-21
Poly[bis(N-methylformamide)tetra-mu-thiocyanato-manganese(II)mercury(II)].
2005-06
Cooperativity and intermediates in the equilibrium reactions of Fe(II,III) with ethanethiolate in N-methylformamide solution.
2005-06
The use of biomarkers of exposure of N,N-dimethylformamide in health risk assessment and occupational hygiene in the polyacrylic fibre industry.
2005-05
Influence of solvent properties on separation and detection performance in non-aqueous capillary electrophoresis-mass spectrometry of basic analytes.
2005-03-11
Determination of electroosmotic flow in nonaqueous capillary electrophoresis.
2005-03-11
Total body burden arising from a week's repeated dermal exposure to N,N-dimethylformamide.
2005-03
Neutron scattering study of the H-bond network in amorphous N-methylformamide.
2005-02-08
Simultaneous determination of N-hydroxymethyl-N-methylformamide, N-methylformamide and N-acetyl-S-(N-methylcarbamoyl)cystein in urine samples from workers exposed to N,N-dimethylformamide by liquid chromatography-tandem mass spectrometry.
2005-02-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:52:41 GMT 2025
Edited
by admin
on Mon Mar 31 17:52:41 GMT 2025
Record UNII
XPE4G7Y986
Record Status Validated (UNII)
Record Version
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Name Type Language
N-METHYLFORMAMIDE
HSDB   MI  
Systematic Name English
NMF
Preferred Name English
NSC-3051
Code English
N-METHYL-FORMAMIDE
Systematic Name English
N-METHYLFORMAMIDE [HSDB]
Common Name English
N-METHYLFORMAMIDE [MI]
Common Name English
METHYLFORMAMIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C798
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
NCI_THESAURUS C1934
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
Code System Code Type Description
SMS_ID
300000053457
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
PUBCHEM
31254
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
HSDB
100
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
NSC
3051
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
ECHA (EC/EINECS)
204-624-6
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
MERCK INDEX
m7417
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY Merck Index
FDA UNII
XPE4G7Y986
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
NCI_THESAURUS
C1163
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID0025608
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
CAS
123-39-7
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
MESH
C002950
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
CHEBI
7438
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
WIKIPEDIA
N-METHYLFORMAMIDE
Created by admin on Mon Mar 31 17:52:41 GMT 2025 , Edited by admin on Mon Mar 31 17:52:41 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY