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Details

Stereochemistry ACHIRAL
Molecular Formula C4H7N
Molecular Weight 69.1051
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-PYRROLINE

SMILES

C1NCC=C1

InChI

InChIKey=JVQIKJMSUIMUDI-UHFFFAOYSA-N
InChI=1S/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2

HIDE SMILES / InChI

Molecular Formula C4H7N
Molecular Weight 69.1051
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.
2010-12-11
The ultraviolet photodissociation of axial and equatorial conformers of 3-pyrroline.
2010-11-21
Ruthenium-catalyzed tandem ring-opening/ring-closing/cross-metathesis of 1,6-cyclopropene-ynes and olefins for the construction of the 3-pyrroline skeleton.
2010-10-15
Biodegradation of the major color containing compounds in distillery wastewater by an aerobic bacterial culture and characterization of their metabolites.
2010-09
Asymmetric one-pot sequential organo- and gold catalysis for the enantioselective synthesis of dihydropyrrole derivatives.
2010-08-16
Asymmetric synthesis of 2-alkyl-substituted 2,5-dihydropyrroles from optically active aza-Baylis-Hillman adducts. Formal synthesis of (-)-trachelanthamidine.
2010-06-04
8a-Methyl-5,6,8,8a,9,10-hexa-hydro-10,12a-epoxy-isoindolo[1,2-a]isoquinolinium iodide.
2010-05-19
Mechanism study of the gold-catalyzed cycloisomerization of alpha-aminoallenes: oxidation state of active species and influence of counterion.
2010-04-08
Stereoselective synthesis of an active metabolite of the potent PI3 kinase inhibitor PKI-179.
2010-03-05
Total synthesis of uniflorine A, casuarine, australine, 3-epi-australine, and 3,7-di-epi-australine from a common precursor.
2010-02-05
Formation of N-alkylpyrroles via intermolecular redox amination.
2009-11-25
An efficient synthetic approach to polycyclic 2,5-dihydropyrroles from alpha-silyloxy ketones.
2009-11-06
Zn and Fe complexes containing a redox active macrocyclic biquinazoline ligand.
2009-04-06
Annulations of enantioenriched allenylsilanes with in situ generated iminium ions: stereoselective synthesis of diverse heterocycles.
2009-01-15
Knorr-Rabe partial reduction of pyrroles: application to the synthesis of indolizidine alkaloids.
2008-01-15
Identification of novel chemical inhibitors for ubiquitin C-terminal hydrolase-L3 by virtual screening.
2007-11-01
Microwave-assisted preparations of dihydropyrroles from alkenone O-phenyl oximes.
2007-10-21
TD-DFT investigation of diarylethene dyes with cyclopentene, dihydrothiophene, and dihydropyrrole bridges.
2007-06-28
Design and synthesis of a 3,4-dehydroproline amide discovery library.
2007-06-15
The double reduction of cyclic sulfonamides for the synthesis of (4S-Phenylpyrrolidin-2R-yl)methanol and 2S-methyl-4S-phenylpyrrolidine.
2007-03-02
Highly potent 3-pyrroline mechanism-based inhibitors of bovine plasma amine oxidase and mass spectrometric confirmation of cofactor derivatization.
2007-02-15
Total synthesis, molecular editing and evaluation of a tripyrrolic natural product: the case of "butylcycloheptylprodigiosin".
2007
Efficient approach to the Azaspirane core of FR 901483.
2006-10-12
Study on photochromism of diarylethenes with a 2,5-dihydropyrrole bridging unit: a convenient preparation of 3,4-diarylpyrroles from 3,4-diaryl-2,5-dihydropyrroles.
2005-06-24
Molecular structure of 2,5-dihydropyrrole (C4NH7), obtained by gas-phase electron diffraction and theoretical calculations.
2005-06-09
In vitro antifungal activity of 2-(3,4-dimethyl-2,5-dihydro-1H-pyrrol-2-yl)-1-methylethyl pentanoate, a dihydropyrrole derivative.
2005-06
Chiral oxime ethers in asymmetric synthesis. O-(1-Phenylbutyl)benzyloxyacetaldoxime, a versatile reagent for the asymmetric synthesis of protected 1,2-aminoalcohols, alpha-amino acid derivatives, and 2-hydroxymethyl nitrogen heterocycles including iminosugars.
2005-04-07
Synthesis of 4-aryl-2-pyrrolidones and beta-aryl-gamma-amino-butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (+/-)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography.
2005-02-04
SM-216601, a novel parenteral 1beta-methylcarbapenem: structure-activity relationships of antibacterial activity and neurotoxicity in mice.
2005-02
Characterization of human liver cytochrome P450 enzymes involved in the metabolism of a new H+/K+-ATPase inhibitor KR-60436.
2005-01-15
Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.
2004-09-17
Adsorption of 3-pyrroline on Si(100) from first principles.
2004-05-22
Fragmentation patterns of novel dispirocyclopiperazinium dibromides with strong analgesic activity under electrospray ionization tandem mass spectrometry conditions.
2004
Synthesis and insecticidal activity of novel N-oxydihydropyrrole derivatives with a substituted spirocyclohexyl group.
2003-06
A stereoselective and short total synthesis of the polyhydroxylated gamma-amino acid (-)-detoxinine, based on stereoselective preparation of dihydropyrrole derivatives from lithiated alkoxyallenes.
2003-03-17
Synthesis and insecticidal activity of novel dihydropyrrole derivatives with N-sulfanyl, sulfinyl, and sulfonyl moieties.
2003-02-20
Synthesis and insecticidal activity of N-oxydihydropyrroles: 4-hydroxy-3-mesityl-5,5-dimethyl derivatives with various substituents at the 1-position.
2002-11
3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases.
2002-10-16
3-Pyrroline containing arylacetamides: a novel series of remarkably selective kappa-agonists.
2002-09-02
Enantioselective total syntheses of manzamine a and related alkaloids.
2002-07-24
LC-MS/MS identification of in vitro metabolites of a new H+/K+ ATPase inhibitor, KR-60436 produced by rat and human liver microsomes.
2002-06-01
A convenient method for 3-pyrroline synthesis.
2001-10-18
[Development of aziridination and azetizination reactions of amino allenes using a palladium catalyst].
2001-10
Stereoselective synthesis of 2-alkenylaziridines and 2-alkenylazetidines by palladium-catalyzed intramolecular amination of alpha- and beta-amino allenes.
2001-07-13
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:08:33 GMT 2025
Edited
by admin
on Mon Mar 31 19:08:33 GMT 2025
Record UNII
N0KYF81SDY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-PYRROLINE
MI  
Systematic Name English
NSC-89295
Preferred Name English
2,5-DIHYDRO-1H-PYRROLE
Systematic Name English
1H-PYRROLE, 2,5-DIHYDRO-
Systematic Name English
3-PYRROLINE [MI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID4059380
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
MERCK INDEX
m9401
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
203-723-1
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
CHEBI
20198
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
NSC
89295
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
FDA UNII
N0KYF81SDY
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
CAS
109-96-6
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY
PUBCHEM
66059
Created by admin on Mon Mar 31 19:08:33 GMT 2025 , Edited by admin on Mon Mar 31 19:08:33 GMT 2025
PRIMARY