3-PYRROLINE

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 Search

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

Title	Date	PubMed
Stereoselective synthesis of 2-alkenylaziridines and 2-alkenylazetidines by palladium-catalyzed intramolecular amination of alpha- and beta-amino allenes.	2001 Jul 13	11442424
[Development of aziridination and azetizination reactions of amino allenes using a palladium catalyst].	2001 Oct	11676175
A convenient method for 3-pyrroline synthesis.	2001 Oct 18	11594838
Enantioselective total syntheses of manzamine a and related alkaloids.	2002 Jul 24	12121099
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 Jun 1	12039631
Synthesis and insecticidal activity of N-oxydihydropyrroles: 4-hydroxy-3-mesityl-5,5-dimethyl derivatives with various substituents at the 1-position.	2002 Nov	12506980
3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases.	2002 Oct 16	12371853
3-Pyrroline containing arylacetamides: a novel series of remarkably selective kappa-agonists.	2002 Sep 2	12161117
Synthesis and insecticidal activity of novel dihydropyrrole derivatives with N-sulfanyl, sulfinyl, and sulfonyl moieties.	2003 Feb 20	12538013
Synthesis and insecticidal activity of novel N-oxydihydropyrrole derivatives with a substituted spirocyclohexyl group.	2003 Jun	12843647
A stereoselective and short total synthesis of the polyhydroxylated gamma-amino acid (-)-detoxinine, based on stereoselective preparation of dihydropyrrole derivatives from lithiated alkoxyallenes.	2003 Mar 17	12645030
Fragmentation patterns of novel dispirocyclopiperazinium dibromides with strong analgesic activity under electrospray ionization tandem mass spectrometry conditions.	2004	15095349
Adsorption of 3-pyrroline on Si(100) from first principles.	2004 May 22	15267990
Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.	2004 Sep 17	15357585
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 Apr 7	15785815
SM-216601, a novel parenteral 1beta-methylcarbapenem: structure-activity relationships of antibacterial activity and neurotoxicity in mice.	2005 Feb	15835724
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 Feb 4	15675868
Characterization of human liver cytochrome P450 enzymes involved in the metabolism of a new H+/K+-ATPase inhibitor KR-60436.	2005 Jan 15	15585365
In vitro antifungal activity of 2-(3,4-dimethyl-2,5-dihydro-1H-pyrrol-2-yl)-1-methylethyl pentanoate, a dihydropyrrole derivative.	2005 Jun	15888463
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 Jun 24	15960498
Molecular structure of 2,5-dihydropyrrole (C4NH7), obtained by gas-phase electron diffraction and theoretical calculations.	2005 Jun 9	16833844
Efficient approach to the Azaspirane core of FR 901483.	2006 Oct 12	17020297
Total synthesis, molecular editing and evaluation of a tripyrrolic natural product: the case of "butylcycloheptylprodigiosin".	2007	17225234
Highly potent 3-pyrroline mechanism-based inhibitors of bovine plasma amine oxidase and mass spectrometric confirmation of cofactor derivatization.	2007 Feb 15	17150363
Design and synthesis of a 3,4-dehydroproline amide discovery library.	2007 Jul-Aug	17567173
TD-DFT investigation of diarylethene dyes with cyclopentene, dihydrothiophene, and dihydropyrrole bridges.	2007 Jun 28	17552502
The double reduction of cyclic sulfonamides for the synthesis of (4S-Phenylpyrrolidin-2R-yl)methanol and 2S-methyl-4S-phenylpyrrolidine.	2007 Mar 2	17256907
Identification of novel chemical inhibitors for ubiquitin C-terminal hydrolase-L3 by virtual screening.	2007 Nov 1	17761421
Microwave-assisted preparations of dihydropyrroles from alkenone O-phenyl oximes.	2007 Oct 21	17912409
Knorr-Rabe partial reduction of pyrroles: application to the synthesis of indolizidine alkaloids.	2008 Jan 15	18197983
Zn and Fe complexes containing a redox active macrocyclic biquinazoline ligand.	2009 Apr 6	19243150
Annulations of enantioenriched allenylsilanes with in situ generated iminium ions: stereoselective synthesis of diverse heterocycles.	2009 Jan 15	19072097
Formation of N-alkylpyrroles via intermolecular redox amination.	2009 Nov 25	19886656
An efficient synthetic approach to polycyclic 2,5-dihydropyrroles from alpha-silyloxy ketones.	2009 Nov 6	19827755
Mechanism study of the gold-catalyzed cycloisomerization of alpha-aminoallenes: oxidation state of active species and influence of counterion.	2010 Apr 8	20225904
Asymmetric one-pot sequential organo- and gold catalysis for the enantioselective synthesis of dihydropyrrole derivatives.	2010 Aug 16	20602371
(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 Dec 11	21522785
Total synthesis of uniflorine A, casuarine, australine, 3-epi-australine, and 3,7-di-epi-australine from a common precursor.	2010 Feb 5	20028000
Asymmetric synthesis of 2-alkyl-substituted 2,5-dihydropyrroles from optically active aza-Baylis-Hillman adducts. Formal synthesis of (-)-trachelanthamidine.	2010 Jun 4	20465267
Stereoselective synthesis of an active metabolite of the potent PI3 kinase inhibitor PKI-179.	2010 Mar 5	20112997
8a-Methyl-5,6,8,8a,9,10-hexa-hydro-10,12a-epoxy-isoindolo[1,2-a]isoquinolinium iodide.	2010 May 19	21579469
The ultraviolet photodissociation of axial and equatorial conformers of 3-pyrroline.	2010 Nov 21	21090858
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 Oct 15	20853880
Biodegradation of the major color containing compounds in distillery wastewater by an aerobic bacterial culture and characterization of their metabolites.	2010 Sep	20146090

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:14:27 GMT 2023` Edited by `admin` on `Fri Dec 15 18:14:27 GMT 2023`
Record UNII	N0KYF81SDY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

3-PYRROLINE

Systematic Name

English

NSC-89295

Code

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