PYRROLIDONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H7NO
Molecular Weight	85.1045
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1CCCN1

InChI

InChIKey=HNJBEVLQSNELDL-UHFFFAOYSA-N

InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Efficacy of topical phenol decontamination strategies on severity of acute phenol chemical burns and dermal absorption: in vitro and in vivo studies in pig skin.	2001 May	12479505
Transdermal delivery of physostigmine: effects of enhancers and pressure-sensitive adhesives.	2002 Aug	12236069
Novel potent 5-HT(3) receptor ligands based on the pyrrolidone structure. Effects of the quaternization of the basic nitrogen on the interaction with 5-HT(3) receptor.	2002 Aug	12057657
Palladium-catalyzed aminoallylation of activated olefins with allylic halides and phthalimide.	2002 Aug 23	12182631
Dermal exposure to aqueous solutions of N-methyl pyrrolidone.	2002 Aug 5	12191887
A new tin-free source of amidyl radicals.	2002 Aug 8	12153215
GABA and glutamate in the human brain.	2002 Dec	12467378
Design of inhibitors of scytalone dehydratase: probing interactions with an asparagine carboxamide.	2002 Dec	12413868
Development and in-vitro evaluation of sustained release poloxamer 407 (P407) gel formulations of ceftiofur.	2002 Dec 13	12480313
Novel spirocyclic pyrrolidones as P2/P1 mimetics in potent inhibitors of HIV-1 protease.	2002 Dec 2	12419377
Induction of endothelial cell apoptosis by the antivascular agent 5,6-Dimethylxanthenone-4-acetic acid.	2002 Jun 17	12085190
Regional differences in expression of VEGF mRNA in rat gastrocnemius following 1 hr exercise or electrical stimulation.	2002 Jun 19	12086595
Evaluation of CC2 as a decontaminant in various hydrophilic and lipophilic formulations against sulphur mustard.	2002 Mar	12046545
Interaction of influenza A virus M1 matrix protein with caspases.	2002 May	12059772
[Effect of a drug composition containing pyroglutamic acid and pyrrolidone on the cerebral circulation].	2002 May-Jun	12227092
Enantioselective Michael additions of nitromethane by a catalytic double activation method using chiral lewis Acid and achiral amine catalysts.	2002 Nov 13	12418886
Nefiracetam induces a long-lasting facilitation of hippocampal postsynaptic responses in mice lacking the NMDA receptor epsilon1 subunit.	2002 Nov 22	12426061
Influence of storage time and temperature on the stability of indomethacin Pluronic F-127 gels.	2002 Oct	12426950
N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers.	2002 Oct	12150872
Geographic variation of natural products of tropical nudibranch Asteronotus cespitosus.	2002 Sep	12449505
Evaluation of solid dispersions of Clofazimine.	2002 Sep	12378955
Radical carboazidation of alkenes: an efficient tool for the preparation of pyrrolidinone derivatives.	2002 Sep 16	12298064
Effective inhibition of mannitol crystallization in frozen solutions by sodium chloride.	2003 Apr	12739776
Non-peptide alpha(v)beta(3) antagonists: identification of potent, chain-shortened RGD mimetics that incorporate a central pyrrolidinone constraint.	2003 Dec 15	14643310
A study of 5-aminolevulinic acid and its methyl ester used in in vitro and in vivo systems of human bladder cancer.	2003 Feb	12527928
[Neuroprotective properties of pyroglutamic acid in combination with pyrrolidone].	2003 Jan-Feb	12683075
Source reduction for prevention of methylene chloride hazards: cases from four industrial sectors.	2003 Jul 21	12904266
Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: modifications of essential pyrrolidinone ring substituents.	2003 Jul 3	12788348
Pyroglutamyl-peptidase I: cloning, sequencing, and characterisation of the recombinant human enzyme.	2003 Mar	12651114
A theoretical study on the complete catalytic cycle of the hetero-Pauson-Khand-type [2+2+1] cycloaddition reaction of ketimines, carbon monoxide and ethylene catalyzed by iron carbonyl complexes.	2003 Mar 3	12596153
Dichloroketene-chiral olefin-based approach to pyrrolizidines: highly stereocontrolled synthesis of (+)-amphorogynine A.	2003 May 15	12735766
Pyrrolidonyl and pyridyl alkaloids in Lymantria dispar.	2003 Nov-Dec	14713166
A general treatment of solubility. 1. The QSPR correlation of solvation free energies of single solutes in series of solvents.	2003 Nov-Dec	14632425
Complex formation of protein with different water-soluble synthetic polymers.	2003 Nov-Dec	14606910
Evaluation of critical formulation factors in the development of a rapidly dispersing captopril oral dosage form.	2003 Oct	14606661
Formation of vinylogous compounds in model Maillard reaction systems.	2003 Oct	14565766
Developmental outcome of levetiracetam, its major metabolite in humans, 2-pyrrolidinone N-butyric acid, and its enantiomer (R)-alpha-ethyl-oxo-pyrrolidine acetamide in a mouse model of teratogenicity.	2003 Oct	14510821
Enhanced bleomycin-induced pulmonary damage in mice lacking extracellular superoxide dismutase.	2003 Oct 1	14583340
Mucoadhesive buccal patches of miconazole nitrate: in vitro/in vivo performance and effect of ageing.	2003 Oct 2	12972331
Dioxygen-coupled oxidative amination of styrene.	2003 Oct 29	14570451
Chemical and olfactory characterization of odorous compounds and their precursors in the parotoid gland secretion of the green tree frog, Litoria caerulea.	2003 Sep	14584677
Vibrational and electronic couplings in ultraviolet resonance Raman spectra of cyclic peptides.	2003 Sep	14499911
2-pyrrolidinone moiety is not critical for the cognition-enhancing activity of piracetam-like drugs.	2003 Sep	13679165
1-[2-(4-nitrophenoxy)acetyl]pyrrolidin-2-one: an antiamnesic agent.	2003 Sep	12944662
2-pyrrolidinone induces a long-lasting facilitation of hippocampal synaptic transmission by enhancing alpha7 ACh receptor responses via a PKC pathway.	2003 Sep 10	14499485
Properties and biocompatibility of polypropylene graft copolymer films.	2004 Feb 15	14737770
CCR5 antagonists as anti-HIV-1 agents. 1. Synthesis and biological evaluation of 5-oxopyrrolidine-3-carboxamide derivatives.	2004 Jan	14709870
Vitrification of bovine oocytes and its application to intergeneric somatic cell nucleus transfer.	2004 Jan 1	14643858
Discovery of 4-substituted pyrrolidone butanamides as new agents with significant antiepileptic activity.	2004 Jan 29	14736235
Polyvinylpyrrolidone-drug conjugate: synthesis and release mechanism.	2004 Jan 8	14684274

Patents

Name

Type

Language

PYRROLIDONE

Systematic Name

English

POVIDONE IMPURITY B [EP IMPURITY]

Common Name

English

COPOVIDONE IMPURITY A [EP IMPURITY]

Common Name

English

GAMMA-AMINOBUTYROLACTAM

Systematic Name

English

PYRROLIDONE [MART.]

Common Name

English

2-PYRROLIDONE [MI]

Common Name

English

2-TETRAHYDROPYRROLONE

Systematic Name

English

PYRROLID-2-ONE

Systematic Name

English

NSC-4593

Code

English

PYRROLIDONE [EP MONOGRAPH]

Common Name

English

2-PYRROLIDONE

Systematic Name

English

FEMA NO. 4829

Code

English

BUTYROLACTAM

Systematic Name

English

2-PYRROLIDONE [HSDB]

Common Name

English

.ALPHA.-PYRROLIDONE

Common Name

English

NSC-8413

Code

English

2-PYRROLIDINONE

Systematic Name

English

Code System Code Type Description

CHEBI

36592