1-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

C1CC=NC1

InChI

InChIKey=ZVJHJDDKYZXRJI-UHFFFAOYSA-N

InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2

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
Deuterium isotope effects for the oxidation of 1-methyl-3-phenyl-3-pyrrolinyl analogues by monoamine oxidase B.	2008-10-01	18799315
Tailoring a bacteriochlorin building block with cationic, amphipathic, or lipophilic substituents.	2008-08-01	18576691
Bridging the gap between plant and mammalian polyamine catabolism: a novel peroxisomal polyamine oxidase responsible for a full back-conversion pathway in Arabidopsis.	2008-08	18583528
Toward the synthesis of cobyric acid. Enantioselective syntheses of completely differentiated ring D synthons.	2008-07-03	18537250
Glycation does not modify bovine serum albumin (BSA)-induced reduction of rat aortic relaxation: the response to glycated and nonglycated BSA is lost in metabolic syndrome.	2008-07	18458031
5-phenyl-3,4-dihydro-2H-pyrrole: the first example of a planar monosubstituted 1-pyrroline.	2008-06	18535334
Swallowtail bacteriochlorins. Lipophilic absorbers for the near-infrared.	2008-05-15	18422289
Crystallographic studies on multiple conformational states of active-site loops in pyrrolysyl-tRNA synthetase.	2008-05-02	18387634
Deconstructing cytisine: The syntheses of (+/-)-cyfusine and (+/-)-cyclopropylcyfusine, fused ring analogs of cytisine.	2008-04-01	18356044
Synthesis of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition of nitrones to 1,3-enynes with subsequent rearrangement.	2008-03-21	18290664
Comparison of fluorescence-based techniques for the quantification of particle-induced hydroxyl radicals.	2008-02-28	18307787
Novel three-component synthesis and antiproliferative properties of diversely functionalized pyrrolines.	2008-02-15	18221874
Knorr-Rabe partial reduction of pyrroles: application to the synthesis of indolizidine alkaloids.	2008-01-15	18197983
Diverse reactions of 1,4-dilithio-1,3-dienes with nitriles: facile access to tricyclic Delta1-bipyrrolines, multiply substituted pyridines, siloles, and (Z,Z)-dienylsilanes by tuning of substituents on the butadienyl skeleton.	2008	18418837
Organocatalytic asymmetric formal [3+2] cycloaddition reaction of isocyanoesters to nitroolefins leading to highly optically active dihydropyrroles.	2008	18350536
Copper-catalyzed multicomponent reaction: facile access to functionalized 5-arylidene-2-imino-3-pyrrolines.	2007-11-22	17979278
Vinylogous Mukaiyama aldol reactions with 4-oxy-2-trimethylsilyloxypyrroles: relevance to castanospermine synthesis.	2007-11-03	17980041
Biochemical characterization, homology modeling and docking studies of ornithine delta-aminotransferase--an important enzyme in proline biosynthesis of plants.	2007-11	17604199
Microwave-assisted preparations of dihydropyrroles from alkenone O-phenyl oximes.	2007-10-21	17912409
N-hydroxy-pyrroline modification of verapamil exhibits antioxidant protection of the heart against ischemia/reperfusion-induced cardiac dysfunction without compromising its calcium antagonistic activity.	2007-10	17646427
Two complementary routes to 7-substituted chlorins. Partial mimics of chlorophyll B.	2007-09-28	17803319
Identification of novel androgen receptor target genes in prostate cancer.	2007-06-06	17553165
Structure of 5-formyltetrahydrofolate cyclo-ligase from Bacillus anthracis (BA4489).	2007-03-01	17329806
Highly potent 3-pyrroline mechanism-based inhibitors of bovine plasma amine oxidase and mass spectrometric confirmation of cofactor derivatization.	2007-02-15	17150363
Insulin-induced activation of hypoxia-inducible factor-1 requires generation of reactive oxygen species by NADPH oxidase.	2007-02	17085541
Advanced glycation end product deposits in climatic droplet keratopathy.	2007-01	16973666
The partial reduction of electron-deficient pyrroles: procedures describing both Birch (Li/NH3) and ammonia-free (Li/DBB) conditions.	2007	17703200
Partial reduction of pyrroles: application to natural product synthesis.	2007	17549705
Modeling the effects of structure and dynamics of the nitroxide side chain on the ESR spectra of spin-labeled proteins.	2006-12-28	17181284
Dynamics of the nitroxide side chain in spin-labeled proteins.	2006-12-28	17181283
Structure-activity studies on the protection of Trimetazidine derivatives modified with nitroxides and their precursors from myocardial ischemia-reperfusion injury.	2006-08-15	16697647
An enzymatic approach to the desymmetrization of disubstituted pyrrolines.	2006-08-04	16872226
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines.	2006-07-20	16836416
Effects of anion proximity in peptide primary sequence on the rate and mechanism of leucine oxidation.	2006-07-15	16841907
Spin trapping by 5,5-dimethylpyrroline-N-oxide in Fenton media in the presence of Nafion perfluorinated membranes: limitations and potential.	2006-06-08	16771319
Attenuation of myocardial ischemia-reperfusion injury by trimetazidine derivatives functionalized with antioxidant properties.	2006-06	16467453
Synthetic chlorins bearing auxochromes at the 3- and 13-positions.	2006-05-26	16709048
Pyrite-induced hydroxyl radical formation and its effect on nucleic acids.	2006-04-04	16759350
Tandem photocycloaddition-retro-mannich fragmentation of enaminones. A route to spiropyrrolines and the tetracyclic core of koumine.	2006-03-16	16524273
The residue mass of L-pyrrolysine in three distinct methylamine methyltransferases.	2005-11-04	16096277
A formal synthesis of (+)-lactacystin.	2005-10-28	16220186
Novel inhibitors of the mitochondrial respiratory chain: oximes and pyrrolines isolated from Penicillium brevicompactum and synthetic analogues.	2005-10-19	16218678
Efficacy of two synthetic food-odor lures for Mexican fruit flies (Diptera: Tephritidae) is determined by trap type.	2005-10	16334319
Studies in chlorin chemistry. II. A versatile synthesis of dihydrodipyrrins.	2005-09-02	16122244
Transcriptional repression of vimentin gene expression by pyrroline dithiocarbamate during 12-O-tetradecanoylphorbol-13-acetate-dependent differentiation of HL-60 cells.	2005-09	16077980
Nitrosation chemistry of pyrroline, 2-imidazoline, and 2-oxazoline: theoretical Curtin-Hammett analysis of retro-ene and solvent-assisted C-X cleavage reactions of alpha-hydroxy-N-nitrosamines.	2005-08-19	16095298
Induction of apoptosis by an inhibitor of the mitotic kinesin KSP requires both activation of the spindle assembly checkpoint and mitotic slippage.	2005-07	16023598
Syntheses of ficuseptine, juliprosine, and juliprosopine by biomimetic intramolecular Chichibabin pyridine syntheses.	2005-06-23	15957929
Very stable superoxide radical adducts of 5-ethoxycarbonyl- 3,5-dimethyl-pyrroline N-oxide (3,5-EDPO) and its derivatives.	2005-05-01	15826606
Novel pyrrolinones as N-methyl-D-aspartate receptor antagonists.	2005-04	15804538

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:39:07 GMT 2025` Edited by `admin` on `Mon Mar 31 19:39:07 GMT 2025`
Record UNII	2SK2I7766O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FEMA NO. 3898

Preferred Name

English

1-PYRROLINE

Systematic Name

English

DELTA(1)-PYRROLINE

Common Name

English

1-PYRROLINE [FHFI]

Common Name

English

ISOPYRROLINE

Common Name

English

.DELTA.1-PYRROLINE

Common Name

English

2H-PYRROLENINE, 3,4-DIHYDRO-

Common Name

English

2H-PYRROLE, 3,4-DIHYDRO-

Systematic Name

English

3,4-DIHYDRO-2H-PYRROLE

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

1-PYRROLINE