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Details

Stereochemistry ACHIRAL
Molecular Formula C5H11NO
Molecular Weight 101.1469
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-Methylmorpholine

SMILES

CN1CCOCC1

InChI

InChIKey=SJRJJKPEHAURKC-UHFFFAOYSA-N
InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3

HIDE SMILES / InChI

Molecular Formula C5H11NO
Molecular Weight 101.1469
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and delivery activity of new cationic cholesteryl glucosides.
2010-11-22
An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media.
2010-06
4-Methyl-morpholinium bromide.
2010-05-15
New discrete and polymeric supramolecular architectures derived from dinuclear Co(II), Ni(II) and Cu(II) complexes of aryl-linked bis-beta-diketonato ligands and nitrogen bases: synthetic, structural and high pressure studies.
2010-03-21
Physicochemical characterization of morpholinium cation based protic ionic liquids used as electrolytes.
2010-02-11
COMU: a third generation of uronium-type coupling reagents.
2010-01
Selective hydrolysis of the 3,6-anhydrogalacotosidic linkage in red algal galactan: a combination of reductive acid hydrolysis and anhydrous mercaptolysis.
2010
Gamma-radiation induced interstrand cross-links in PNA:DNA heteroduplexes.
2009-07-28
Cellulosic films obtained from the treatment of sugarcane bagasse fibers with N-methylmorpholine-N-oxide (NMMO).
2009-05
N-[Morpholino(phen-yl)meth-yl]benzamide.
2009-02-21
N-Benzyl-N-methyl-morpholinium chloride.
2008-12-06
Dicarbon-yl[2-hydr-oxy-3,5,7-tris-(mor-pho-linomethyl)cyclo-hepta-2,4,6-trien-onato(1-)-κO,O]rhodium(I).
2008-11-20
Synthesis and biological evaluation of delavayin-C.
2008-11
Total synthesis and biological potential of psammosilenin A.
2008-08
Molecular evolution of B6 enzymes: binding of pyridoxal-5'-phosphate and Lys41Arg substitution turn ribonuclease A into a model B6 protoenzyme.
2008-06-19
Synthetic and biological studies on a cyclopolypeptide of plant origin.
2008-05
Quenching of pyrene fluorescence by calix[4]arene and calix[4]resorcinarenes.
2008-03
Design and synthesis of potent antileishmanial cycloalkylidene-substituted ether phospholipid derivatives.
2008-02-28
The mechanism of carbon dioxide catalysis in the hydrogen peroxide N-oxidation of amines.
2008-02-04
Substituting N(epsilon)-thioacetyl-lysine for N(epsilon)-acetyl-lysine in peptide substrates as a general approach to inhibiting human NAD(+)-dependent protein deacetylases.
2008-01
Influence of aromatic and aliphatic moieties on thrombin inhibitors potency.
2008
Transglutaminase 2 undergoes a large conformational change upon activation.
2007-12
Kinetic evidence for the formation of monocationic N,N'-disubstituted phthalamide in tertiary amine-catalyzed hydrolysis of N-substituted phthalimides.
2007-10-26
Domino reaction of 3-(2-formylphenoxy)propenoates and amines: a novel synthesis of 1,4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines.
2007-09-28
Synthesis and structure-antituberculosis activity relationship of 1H-indole-2,3-dione derivatives.
2007-09-01
Determining estrogenic steroids in Taipei waters and removal in drinking water treatment using high-flow solid-phase extraction and liquid chromatography/tandem mass spectrometry.
2007-06-01
Capillary electrophoresis-mass spectrometry of proteins at medium pH using bilayer-coated capillaries.
2007-01
First total synthesis and biological screening of hymenamide E.
2006-12
Ferritin-catalyzed consumption of hydrogen peroxide by amine buffers causes the variable Fe2+ to O2 stoichiometry of iron deposition in horse spleen ferritin.
2006-11
Dual mechanism of zinc-proline catalyzed aldol reactions in water.
2006-04-14
Nonreductive deiodination of ortho-iodo-hydroxylated arenes using tertiary amines.
2005-10-14
Self-assembled networks of ribbons in molecular hydrogels of cationic deoxycholic acid analogues.
2005-06-30
2-O-propargyl ethers: readily cleavable, minimally intrusive protecting groups for beta-mannosyl donors.
2005-05-26
Formation of quinol co-crystals with hydrogen-bond acceptors.
2005-02
The first Cu(I)-mediated nucleophilic trifluoromethylation reactions using (trifluoromethyl)trimethylsilane in ionic liquids.
2004-10-07
Ionic liquid-immobilized catalytic system for biomimetic dihydroxylation of olefins.
2004-07-07
Low melting inorganic salts of alkyl-, fluoroalkyl-, alkyl ether-, and fluoroalkyl ether-substituted oxazolidine and morpholine.
2004-05-03
An efficient oxidizing reagent for the synthesis of mixed backbone oligonucleotides via the H-phosphonate approach.
2003-04-03
A trifunctional catalyst for one-pot synthesis of chiral diols via Heck coupling-N-oxidation-asymmetric dihydroxylation: application for the synthesis of diltiazem and taxol side chain.
2003-03-07
Determination of valdecoxib and its metabolites in human urine by automated solid-phase extraction-liquid chromatography-tandem mass spectrometry.
2003-02-25
The formation of paracetamol (acetaminophen) adducts with hydrogen-bond acceptors.
2002-12
Practical protocols for stepwise solid-phase synthesis of cysteine-containing peptides.
2002-11
Studies on the selective transport of organic compounds by using ionic liquids as novel supported liquid membranes.
2002-09-02
Nucleophilic catalysis with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) for the esterification of carboxylic acids with dimethyl carbonate.
2002-04-05
Nonaqueous affinity capillary electrophoresis investigation of small molecule molecular recognition.
2002-02
[Synthesis of cholesterol-containing cationic amphiphiles with heterocyclic bases].
2002-01-29
O-Phosphonatomethylcholine, its analogues, alkyl esters, and their biological activity.
2001-12-06
[Detection of residual antibiotics in honey with capillary electrophoresis].
2001-01
Biodegradation of N-methylmorpholine-N-oxide.
1998
High substrate specificity and induction characteristics of trimethylamine-N-oxide reductase of Escherichia coli.
1996-05-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:33:50 GMT 2025
Edited
by admin
on Mon Mar 31 19:33:50 GMT 2025
Record UNII
11P91ANU5X
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-9382
Preferred Name English
N-Methylmorpholine
MI  
Systematic Name English
4-Methylmorpholine
Systematic Name English
N-Methylmorpholine [MI]
Common Name English
Morpholine, 4-methyl-
Systematic Name English
N-Methyl morpholine
Systematic Name English
1-Methylmorpholine
Common Name English
NMM
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
203-640-0
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
PUBCHEM
7972
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
MESH
C038816
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
WIKIPEDIA
N-METHYLMORPHOLINE
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
FDA UNII
11P91ANU5X
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
CAS
109-02-4
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID9029146
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY
NSC
9382
Created by admin on Mon Mar 31 19:33:50 GMT 2025 , Edited by admin on Mon Mar 31 19:33:50 GMT 2025
PRIMARY