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

Molecular Formula	C4H7NO
Molecular Weight	85.1045
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
Properties and biocompatibility of polypropylene graft copolymer films.	2004-02-15	14737770
Discovery of 4-substituted pyrrolidone butanamides as new agents with significant antiepileptic activity.	2004-01-29	14736235
Pyrrolidonyl and pyridyl alkaloids in Lymantria dispar.	2004-01-10	14713166
Polyvinylpyrrolidone-drug conjugate: synthesis and release mechanism.	2004-01-08	14684274
Vitrification of bovine oocytes and its application to intergeneric somatic cell nucleus transfer.	2004-01-01	14643858
CCR5 antagonists as anti-HIV-1 agents. 1. Synthesis and biological evaluation of 5-oxopyrrolidine-3-carboxamide derivatives.	2004-01	14709870
Non-peptide alpha(v)beta(3) antagonists: identification of potent, chain-shortened RGD mimetics that incorporate a central pyrrolidinone constraint.	2003-12-15	14643310
A general treatment of solubility. 1. The QSPR correlation of solvation free energies of single solutes in series of solvents.	2003-11-25	14632425
Complex formation of protein with different water-soluble synthetic polymers.	2003-11-11	14606910
Dioxygen-coupled oxidative amination of styrene.	2003-10-29	14570451
Mucoadhesive buccal patches of miconazole nitrate: in vitro/in vivo performance and effect of ageing.	2003-10-02	12972331
Enhanced bleomycin-induced pulmonary damage in mice lacking extracellular superoxide dismutase.	2003-10-01	14583340
Evaluation of critical formulation factors in the development of a rapidly dispersing captopril oral dosage form.	2003-10	14606661
Formation of vinylogous compounds in model Maillard reaction systems.	2003-10	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.	2003-10	14510821
2-pyrrolidinone induces a long-lasting facilitation of hippocampal synaptic transmission by enhancing alpha7 ACh receptor responses via a PKC pathway.	2003-09-10	14499485
Chemical and olfactory characterization of odorous compounds and their precursors in the parotoid gland secretion of the green tree frog, Litoria caerulea.	2003-09	14584677
Vibrational and electronic couplings in ultraviolet resonance Raman spectra of cyclic peptides.	2003-09	14499911
2-pyrrolidinone moiety is not critical for the cognition-enhancing activity of piracetam-like drugs.	2003-09	13679165
1-[2-(4-nitrophenoxy)acetyl]pyrrolidin-2-one: an antiamnesic agent.	2003-09	12944662
Source reduction for prevention of methylene chloride hazards: cases from four industrial sectors.	2003-07-21	12904266
Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: modifications of essential pyrrolidinone ring substituents.	2003-07-03	12788348
Dichloroketene-chiral olefin-based approach to pyrrolizidines: highly stereocontrolled synthesis of (+)-amphorogynine A.	2003-05-15	12735766
[Neuroprotective properties of pyroglutamic acid in combination with pyrrolidone].	2003-04-10	12683075
Effective inhibition of mannitol crystallization in frozen solutions by sodium chloride.	2003-04	12739776
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.	2003-03-03	12596153
Pyroglutamyl-peptidase I: cloning, sequencing, and characterisation of the recombinant human enzyme.	2003-03	12651114
A study of 5-aminolevulinic acid and its methyl ester used in in vitro and in vivo systems of human bladder cancer.	2003-02	12527928
Development and in-vitro evaluation of sustained release poloxamer 407 (P407) gel formulations of ceftiofur.	2002-12-13	12480313
Novel spirocyclic pyrrolidones as P2/P1 mimetics in potent inhibitors of HIV-1 protease.	2002-12-02	12419377
GABA and glutamate in the human brain.	2002-12	12467378
Design of inhibitors of scytalone dehydratase: probing interactions with an asparagine carboxamide.	2002-12	12413868
Nefiracetam induces a long-lasting facilitation of hippocampal postsynaptic responses in mice lacking the NMDA receptor epsilon1 subunit.	2002-11-22	12426061
Enantioselective Michael additions of nitromethane by a catalytic double activation method using chiral lewis Acid and achiral amine catalysts.	2002-11-13	12418886
Influence of storage time and temperature on the stability of indomethacin Pluronic F-127 gels.	2002-10	12426950
N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers.	2002-10	12150872
Radical carboazidation of alkenes: an efficient tool for the preparation of pyrrolidinone derivatives.	2002-09-16	12298064
[Effect of a drug composition containing pyroglutamic acid and pyrrolidone on the cerebral circulation].	2002-09-14	12227092
Geographic variation of natural products of tropical nudibranch Asteronotus cespitosus.	2002-09	12449505
Evaluation of solid dispersions of Clofazimine.	2002-09	12378955
Palladium-catalyzed aminoallylation of activated olefins with allylic halides and phthalimide.	2002-08-23	12182631
A new tin-free source of amidyl radicals.	2002-08-08	12153215
Dermal exposure to aqueous solutions of N-methyl pyrrolidone.	2002-08-05	12191887
Transdermal delivery of physostigmine: effects of enhancers and pressure-sensitive adhesives.	2002-08	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.	2002-08	12057657
Regional differences in expression of VEGF mRNA in rat gastrocnemius following 1 hr exercise or electrical stimulation.	2002-06-19	12086595
Induction of endothelial cell apoptosis by the antivascular agent 5,6-Dimethylxanthenone-4-acetic acid.	2002-06-17	12085190
Interaction of influenza A virus M1 matrix protein with caspases.	2002-05	12059772
Evaluation of CC2 as a decontaminant in various hydrophilic and lipophilic formulations against sulphur mustard.	2002-03	12046545
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.	2001-05	12479505

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:48:22 GMT 2025` Edited by `admin` on `Mon Mar 31 17:48:22 GMT 2025`
Record UNII	KKL5D39EOL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PYRROLIDONE

Systematic Name

English

2-PYRROLIDONE

Preferred 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

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