PYRROLIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N
Molecular Weight	71.121
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCNC1

InChI

InChIKey=RWRDLPDLKQPQOW-UHFFFAOYSA-N

InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Substrate recognition by proline permease in Salmonella.	2001	11665812
Diethyl 1-(p-fluorophenyl)-5-oxo-3-(2-thienyl)pyrrolidine-2,2-dicarboxylate.	2001 Dec	11740111
Preparation of (R)- and (S)-N-protected 3-hydroxypyrrolidines by hydroxylation with Sphingomonas sp. HXN-200, a highly active, regio- and stereoselective, and easy to handle biocatalyst.	2001 Dec 14	11735520
Understanding the role of stereoelectronic effects in determining collagen stability. 1. A quantum mechanical study of proline, hydroxyproline, and fluoroproline dipeptide analogues in aqueous solution.	2001 Dec 19	11741421
O-Phosphonatomethylcholine, its analogues, alkyl esters, and their biological activity.	2001 Dec 6	11728191
Evaluation of the absorption, excretion, and metabolism of the antihypertensive agent RWJ-26899 in male and female CR Wistar rats and Beagle dogs.	2001 Jul-Sep	11695715
Ab-initio molecular geometry and normal coordinate analysis of pyrrolidine molecule.	2001 Nov	11765792
Total synthesis of (+/-)-lepadiformine via an amidoacrolein cycloaddition.	2001 Nov 1	11678695
5-(Tryptophyl)amino-1,3-dioxoperhydropyrido[1,2-c]pyrimidine-based potent and selective CCK(1) receptor antagonists: structure-activity relationship studies on the central 1,3-dioxoperhydropyrido[1,2-c]pyrimidine scaffold.	2001 Nov 22	11708921
Synthesis and in vitro cytotoxicity of 4-alkyl- or 4-arylaminosubstituted cyclopenta[c]quinoline derivatives.	2001 Oct	11693536
Two new pyrrolidine alkaloids, radicamines A and B, as inhibitors of alpha-glucosidase from Lobelia chinensis Lour.	2001 Oct	11605673
Palladium-catalyzed cyclization of allylsilanes with nucleophilic displacement of the silyl group.	2001 Oct 1	11686587
Single-molecule vibrations, conformational changes, and electronic conductivity of five-membered heterocycles.	2001 Oct 17	11592889
Evidence that RDX biodegradation by Rhodococcus strain DN22 is plasmid-borne and involves a cytochrome p-450.	2002	12174045
Direct chemotactic effect of bradykinin and related peptides-significance of amino- and carboxyterminal character of oligopeptides in chemotaxis of tetrahymena pyriformis.	2002	11779221
Speciation of lead in environmental waters by preconcentration on a new fullerene derivative.	2002 Apr 1	12033239
Aqueous aldol catalysis by a nicotine metabolite.	2002 Apr 3	11916401
Studies on novel peptidomimetics having bi-directional dispositions of hydroxylated D-Pro-Gly motifs anchored on a C(2)-symmetric iminosugar-based foundation.	2002 Apr 5	11925214
A novel pyrrolidinyl PNA showing high sequence specificity and preferential binding to DNA over RNA.	2002 Aug 14	12166999
Content of biogenic amines in a Chardonnay wine obtained through spontaneous and inoculated fermentations.	2002 Aug 14	12166978
Quantitative model studies on the efficiency of precursors in the formation of cooling-active 1-pyrrolidinyl-2-cyclopenten-1-ones and bitter-tasting cyclopenta-[b]azepin-8(1H)-ones.	2002 Aug 28	12188623
Synthesis and evaluation of Glypsi(PO(2)R-N)Pro-containing pseudopeptides as novel inhibitors of the human cyclophilin hCyp-18.	2002 Aug 29	12190314
Quantum mechanical study of the conformational behavior of proline and 4R-hydroxyproline dipeptide analogues in vacuum and in aqueous solution.	2002 Feb	11908497
6-Propylamino-2,6-propylepimino-2,4,4,8,8-pentakis(pyrrolidin-1-yl)-1,3,5,7,2lambda5,4lambda5,6lambda5,8lambda5-tetraazatetraphosphorocine.	2002 Feb	11828115
Syn- and anticlinal isomers of 2a'-acetoxy-1,7'-diacetyl-7',7a'-dihydro-2-oxospiro[1H-indole-3(2H),2'(2a'H)-oxeto[3,2-b]indole].	2002 Feb	11828108
Hydroxylated pyrrolidines. Enantiospecific synthesis of all-cis 2,3,4,5-substituted pyrrolidine derivatives from serine.	2002 Feb 22	11846680
An unexpected [1,5]-h shift in the synthesis of nitroanilines.	2002 Feb 7	11820899
Anaerobic degradation of pyrrolidine and piperidine coupled with nitrate reduction.	2002 Jul	12146621
(R)-N-[11C]methyl-3-pyrrolidyl benzilate, a high-affinity reversible radioligand for PET studies of the muscarinic acetylcholine receptor.	2002 Jul	12112411
1-Substituted derivatives of 2-phenylpyrrolidine-2-carboxamide.	2002 Jul	12094054
Quantitative structure-activity relationships for a series of symmetrical bisquaternary anticancer compounds.	2002 Jul	11983519
Understanding the role of stereoelectronic effects in determining collagen stability. 2. A quantum mechanical/molecular mechanical study of (Proline-Proline-Glycine)(n) polypeptides.	2002 Jul 3	12083941
Conformational preferences of substituted prolines in the collagen triple helix.	2002 Jul 5	11979516
New enamine derivatives of lapachol and biological activity.	2002 Jun	12098751
Unique ionic iodine atom transfer cyclization: a new route to iodomethylated pyrrolidine derivatives from gamma-iodoolefin and chloramine-T.	2002 Jun 13	12049527
Studies on the metabolism and toxicological detection of the new designer drug 4'-methyl-alpha-pyrrolidinopropiophenone in urine using gas chromatography-mass spectrometry.	2002 Jun 15	12015267
Design, synthesis, and evaluation of new chemosensitizers in multi-drug-resistant Plasmodium falciparum.	2002 Jun 20	12061877
Synthesis, antiarrhythmic, and antihypertensive effects of novel 1-substituted pyrrolidin-2-one and pyrrolidine derivatives with adrenolytic activity.	2002 Mar	11900863
Antifungal amides from Piper arboreum and Piper tuberculatum.	2002 Mar	11853747
Synthesis, structure, and preparative transamination of tetrazinc carbamato complexes having the basic zinc carboxylate structure.	2002 Mar 11	11874346
Synthesis of aza polycyclic compounds derived from pyrrolidine, indolizidine, and indole via intramolecular Diels-Alder cycloadditions of neutral 2-azadienes.	2002 Mar 22	11895415
Characterization of a novel inhibitor of cytosolic phospholipase A2alpha, pyrrophenone.	2002 May 1	11964173
Isolation and characterization of a novel Pseudomonas sp., strain YG1, capable of degrading pyrrolidine under denitrifying conditions.	2002 May 21	12052559
1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 4: synthesis of N-1 acidic functionality affording analogues with enhanced antiviral activity against HIV.	2002 Oct 21	12270193
Generation and cycloaddition of polymer-supported azomethine ylide via a 1,2-silatropic shift of alpha-silylimines: traceless synthesis of pyrrolidine derivatives.	2002 Oct 3	12323055
Dopamine D3 receptor ligands with antagonist properties.	2002 Oct 4	12362359
Isolation and structure elucidation of two new alkaloids, pandamarilactonine-C and -D, from Pandanus amaryllifolius and revision of relative stereochemistry of pandamarilactonine-A and -B by total synthesis.	2002 Sep	12237561
Photomodulation of the chiroptical properties of new chiral methacrylic polymers with side chain azobenzene moieties.	2002 Sep 16	12298015
Diastereoisomeric singly bridged cyclophosphazene-macrocyclic compounds.	2002 Sep 23	12230399
A novel metal iodide promoted three-component synthesis of substituted pyrrolidines.	2002 Sep 5	12201738

Patents

Name

Type

Language

PYRROLIDINE

Systematic Name

English

BUTYLENIMINE

Common Name

English

PYRROLE, TETRAHYDRO-

Systematic Name

English

PYRROLIDINE [MI]

Common Name

English

PROLAMINE

Common Name

English

NSC-62781

Code

English

FEMA NO. 3523

Code

English

PYRROLIDINE [HSDB]

Common Name

English

PYRROLINE

Systematic Name

English

AZACYCLOPENTANE

Systematic Name

English

TETRAMETHYLENIMINE

Common Name

English

PYRROLIDINE [FHFI]

Common Name

English

PERHYDROPYRROLE

Systematic Name

English

TETRAHYDROPYRROLE

Systematic Name

English

AZOLIDINE

Systematic Name

English

1-AZACYCLOPENTANE

Systematic Name

English

PYRROLIDINE RING

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

PYRROLIDINE