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Details

Stereochemistry ACHIRAL
Molecular Formula C10H7NO2
Molecular Weight 173.1681
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-PHENYLMALEIMIDE

SMILES

O=C1C=CC(=O)N1C2=CC=CC=C2

InChI

InChIKey=HIDBROSJWZYGSZ-UHFFFAOYSA-N
InChI=1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H

HIDE SMILES / InChI
Molecular Formula C10H7NO2
Molecular Weight 173.1681
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Chemical reactivity and antimicrobial activity of N-substituted maleimides.
2012-02
Stability of plasma adrenocorticotrophic hormone (ACTH): influence of hemolysis, rapid chilling, time, and the addition of a maleimide.
2010-12
Synthesis of N-arylated 1,2-dihydroheteroaromatics through the three-component reaction of arynes with N-heteroaromatics and terminal alkynes or ketones.
2010-01-04
Protruding masticatory (superfast) myosin heads from staggered thick filaments of dog jaw muscle revealed by X-ray diffraction.
2010-01
2-Methyl-3-(5-methyl-2-thien-yl)-5-phenyl-perhydro-pyrrolo[3,4-d]isoxazole-4,6-dione.
2009-03-25
Volume resuscitation from hemorrhagic shock with albumin and hexaPEGylated human serum albumin.
2008-10
Facile synthesis of heterocycles via 2-picolinium bromide and antimicrobial activities of the products.
2008-05-01
Diels-alder reaction of 2(1H)-pyridones acting as dienes.
2008-04
Maleimide-activated aryl diazonium salts for electrode surface functionalization with biological and redox-active molecules.
2008-03-04
Synthesis and characterization of polyacetylene with side-chain thiophene functionality.
2008-03
On the mechanism of the thermal retrocycloaddition of pyrrolidinofullerenes (retro-Prato reaction).
2008
Survival time in severe hemorrhagic shock after perioperative hemodilution is longer with PEG-conjugated human serum albumin than with HES 130/0.4: a microvascular perspective.
2008
Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of münchnones with electron-deficient alkenes.
2007-10-24
Metal-induced supramolecular chirality in optically active polymers of oxazoline-substituted N-phenylmaleimides.
2007-07
Preparation and Diels-Alder chemistry of 4-vinylimidazoles.
2007-05-11
Highly efficient retro-cycloaddition reaction of isoxazolino[4,5:1,2][60]- and -[70]fullerenes.
2007-05-11
Taxol induced apoptosis regulates amino acid transport in breast cancer cells.
2007-03
PM-20, a novel inhibitor of Cdc25A, induces extracellular signal-regulated kinase 1/2 phosphorylation and inhibits hepatocellular carcinoma growth in vitro and in vivo.
2006-06
Vibrational spectroscopy of N-phenylmaleimide.
2006-03-01
Synthesis of highly functionalized pyrrolidines via a mild one-pot, three-component 1,3-dipolar cycloaddition process.
2005-12-23
The active site His-460 of human acyl-coenzyme A:cholesterol acyltransferase 1 resides in a hitherto undisclosed transmembrane domain.
2005-11-11
Domino 6pi-electrocyclization/Diels-Alder reactions on 1,6-disubstituted (E,Z,E)-1,3,5-hexatrienes: versatile access to highly substituted tri- and tetracyclic systems.
2005-11-04
Characterization of the norovirus 3C-like protease.
2005-06
Optimizing the connectivity in disulfide-rich peptides: alpha-conotoxin SII as a case study.
2005-03-01
Human xylosyltransferase I: functional and biochemical characterization of cysteine residues required for enzymic activity.
2005-03-01
Carbon-carbon bond formation by radical addition-fragmentation reactions of O-alkylated enols.
2004-09-07
Reaction of N-phenyl maleimide with aminosilane monolayers.
2004-05-01
Exo-selective Diels-Alder reactions of vinylazepines. Origin of divergent stereoselectivity in Diels-Alder reactions of vinylazepines, vinylpiperideines, and vinylcycloalkenes.
2003-11-14
Chemical modification of milk xanthine oxidase with different modifiers.
2003-08
1,3-bis(diarylmethylidene)-2-methylidenecyclohexanes in cycloaddition and cyclodimerization reactions. The role of stereoelectronic factors.
2003-04-07
Highly stereoselective hydroxy-directed Diels-Alder reaction.
2003-03-21
Site-directed mutagenesis and chemical modification of the six native cysteine residues of the rat mitochondrial carnitine carrier: implications for the role of cysteine-136.
2002-07-09
The importance of cysteine 126 in the human liver UDP-glucuronosyltransferase UGT1A6.
2002-05-20
A model of cross-bridge attachment to actin in the A*M*ATP state based on x-ray diffraction from permeabilized rabbit psoas muscle.
2002-04
Structural characterization of weakly attached cross-bridges in the A*M*ATP state in permeabilized rabbit psoas muscle.
2002-04
New heterocyclic precursors for thermal generation of reactive, electron-rich 1,2-diaza-1,3-butadienes.
2001-11-15
Mechanism of migration of the trimethylsilyl group during reactions of methoxy[(trimethylsilyl)ethoxy]carbene with N-phenylmaleimide and C(60).
2001-11-02
Dynamic equilibria in the products of intramolecular Buchner additions of diazoketones to aryl rings bearing methoxy substituents.
2001-10-19
Cloning and characterisation of chlorophyll synthase from Avena sativa.
2001-06
Abnormal thiol reactivity of tropomyosin in essential hypertension and its association with abnormal sodium-lithium countertransport kinetics.
2001-03
Some Diels-Alder adducts of 6-vinyl-1-oxa-4-thiaspiro[4.5]dec-6-ene.
2001-01
Patents

Patents

04709050
1
04910319
1
JP1056755A
1
JP2000198902A
1
JP2003524040A
1
JP2011528395A
1
JP3269630B2
1
JP5378125B2
1
JPH00224324A
1
JPH01216970A
1
JPH01265073A
1
JPH02102240A
1
JPH02135247A
1
JPH02166131A
1
JPH02223552A
1
JPH02252757A
1
JPH0270712A
1
JPH03143910A
1
JPH03166209A
1
JPH04117454A
1
JPH04169560A
2
JPH0472302A
1
JPH0472354A
1
JPH05140415A
1
JPH05301883A
1
JPH05306359A
1
JPH06192322A
1
JPH06279403A
1
JPH0656773A
1
JPH08134296A
1
JPH08231308A
1
JPH0896408A
1
JPH09323972A
1
JPH0987321A
1
JPH11310633A
1
JPS57158229A
1
JPS57167341A
1
JPS57170957A
1
JPS5747335A
1
JPS58217535A
1
JPS608261A
1
JPS61204251A
1
JPS61250010A
1
JPS62100541A
1
JPS62143961A
1
JPS62185741A
1
JPS62236844A
1
JPS62250015A
1
JPS62257957A
1
JPS63196637A
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:10:46 GMT 2025
Edited
by admin
on Mon Mar 31 21:10:46 GMT 2025
Record UNII
9U9KT462VW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-PHENYLMALEIMIDE
MI  
Systematic Name English
NSC-8183
Preferred Name English
N-PHENYLMALEIMIDE [MI]
Common Name English
1-PHENYL-1H-PYRROLE-2,5-DIONE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m8680
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY Merck Index
CAS
941-69-5
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID0041274
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
NSC
8183
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
PUBCHEM
13662
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
FDA UNII
9U9KT462VW
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-382-0
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
MESH
C028525
Created by admin on Mon Mar 31 21:10:46 GMT 2025 , Edited by admin on Mon Mar 31 21:10:46 GMT 2025
PRIMARY
NIH
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