N-VINYLPYRROLIDINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H9NO
Molecular Weight	111.1418
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CN1CCCC1=O

InChI

InChIKey=WHNWPMSKXPGLAX-UHFFFAOYSA-N

InChI=1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2

HIDE SMILES / InChI

Molecular Formula	C6H9NO
Molecular Weight	111.1418
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://web.archive.org/web/20120401200636/http://www2.basf.us/diols/pdfs/n-vinyl2.pdf | https://monographs.iarc.fr/wp-content/uploads/2018/06/mono71-57.pdf

N-Vinylpyrrolidinone is a slightly to moderately yellow heterocyclic, reactive vinyl monomer made from the reaction of acetylene and 2-pyrrolidone. The inherent properties of high polarity, low toxicity, water solubility, chemical stability, and pseudo-cationic activity are imparted to its homopolymers and copolymers. N-Vinyl-2-pyrrolidone may irritate the skin and eyes and contact may result in corneal opacity. Inhalation of vapors may irritate the respiratory tract. The N-Vinylpyrrolidinone monomer is commonly used as a reactive diluent in ultraviolet and electron-beam curable polymers applied as inks, coatings or adhesives. Copolymers of N-Vinylpyrrolidinone are used in the above applications and also for textile finishes and sizes, cosmetics, pharmaceuticals and as a vehicle for hair spray.

Approval Year

PubMed

Title	Date	PubMed
Interaction of human skin fibroblasts with moderate wettable polyacrylonitrile--copolymer membranes.	2002-08	12007210
Synthesis and release of 5-fluorouracil from poly(N-vinylpyrrolidinone) bearing 5-fluorouracil derivatives.	2002-05-17	11992682
Bacterial contamination of the anterior chamber during phacoemulsification cataract surgery.	2002-05	11978463
The ins and outs of periodontal antimicrobial therapy.	2002-04	12005374
Internal and external contamination of donor corneas before in situ excision: bacterial risk factors in 93 donors.	2002-04	11981639
Topical perioperative antibiotic prophylaxis for minor clean inguinal surgery.	2002-04	11949745
A randomised controlled clinical trial of antibiotic impregnation of testosterone pellet implants to reduce extrusion rate.	2002-04	11916619
Preventing infection from reusable medical equipment: a systematic review.	2002-03-27	11916458
Re: Treatment of a chronically draining infected hepatic echinococcal cyst cavity with repeated injection of 10% povidone-iodine.	2002-03-22	11907759
Topical antibiotic, antifungal, and antiseptic solutions decrease ciliary activity in nasal respiratory cells.	2002-03-16	11895191
Maintaining an optimum haemocatheter exit site.	2002-03-01	11868754
Prophylactic measures prevalent in the United Kingdom.	2002-03	11973070
Oral care reduces pneumonia in older patients in nursing homes.	2002-03	11943036
Topical treatment with povidone iodine reduces nitrogen mustard-induced skin collagenolytic activity.	2002-03	11914782
Dilute povidone-iodine solutions inhibit human skin fibroblast growth.	2002-03	11896770
The effect of 10% povidone--iodine solution on contaminated bone allografts.	2002-03	11886193
[Clinical evaluation of the ocular safety of Amukine 0.06% solution for local application versus povidone iodine (Bétadine) 5% solution for ocular irrigation) in preoperative antisepsis].	2002-02	11941231
Shur-clens: an agent to remove silicone gel after breast implant rupture.	2002-02	11910219
Fusidic acid cream in the treatment of impetigo in general practice: double blind randomised placebo controlled trial.	2002-01-26	11809642
The icodextrin black line sign.	2002-01-11	11783776
The effect of wound ointments on tissue microcirculation and leucocyte behaviour.	2002-01	11952671
[The prophylaxis of wound infection in pull-percutaneous endoscopic gastrostomy: Correlation with methicillin resistant staphylococcus aureus positive patient in the throat].	2002-01	11831004
Bacterial endophthalmitis prophylaxis for cataract surgery: an evidence-based update.	2002-01	11772573
Endothelial cell formation of focal adhesions on hydrophilic plasma polymers.	2002-01	11762827
Short report on antimicrobials in periodontal maintenance.	2002	11935932
Total synthesis of (+/-)-martinellic acid.	2001-12-27	11784181
Sclerotherapy of peritoneal inclusion cysts: preliminary results in seven patients.	2001-12-26	11752988
Shear-induced platelet activation and adhesion on human pulmonary artery endothelial cells seeded onto hydrophilic polymers.	2001-12-05	11523037
Low frequency of bacteraemia during eye surgery obviates the need for endocarditis prophylaxis.	2001-12	11826996
[Postexposure HIV-prophylaxis in the eyes].	2001-11-30	11780177
[Management of mucositis following radiotherapy for head and neck cancers].	2001-11	11797271
The use of PVP-iodine as an adjunct to non-surgical treatment of chronic periodontitis.	2001-11	11686823
Decrease of duration and symptoms in chemotherapy-induced oral mucositis by topical GM-CSF: results of a prospective randomised trial.	2001-11	11597376
Amphiphilic poly-N-vinylpyrrolidones: synthesis, properties and liposome surface modification.	2001-11	11575478
An in-use evaluation of an alcohol-based pre-surgical hand disinfectant.	2001-10	11776350
In vitro cytotoxicity of chlorhexidine gluconate, benzydamine-HCl and povidone iodine mouthrinses on human gingival fibroblasts.	2001-10	11763614
Controlling opportunistic pathogens in the oral cavity of preschool children by the use of 3DS.	2001-10	11754162
Dose resolution optimization of polymer gel dosimeters using different monomers.	2001-10	11686281
The use of polymethylmethacrylate in the management of hydatid disease of bone.	2001-09	11603512
Technical note: Therapeutic cessation of lactation of Staphylococcus aureus-infected mammary quarters.	2001-09	11573776
Safety of ozonated solution as an antiseptic of the ocular surface prior to ophthalmic surgery.	2001-08-31	11528260
One-stage operation for descending thoracic aortic aneurysm and left lung cancer: a case report.	2001-08	11578266
Allergic contact dermatitis from surgical paints.	2001-08	11553129
Wide dynamic dose range of VIPAR polymer gel dosimetry.	2001-08	11512616
[Oral care reduces pneumonia of elderly patients in nursing homes, irrespective of dentate or edentate status].	2001-07	11523155
Clinical periodontal findings and microflora profiles in children with chronic neutropenia under supervised oral hygiene.	2001-07	11495144
[Prophylaxis of recurrent multiple echinococcosis of the liver in children].	2001	11901625
Hydrophilic polymeric acylphospine oxide photoinitiators/crosslinkers for in vivo blue-light photopolymerization.	2001	11777403
Antimicrobials in periodontal maintenance.	2001	11603305
The effect of hair on infection after cranial surgery.	2001	11534669

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:55:33 GMT 2025` Edited by `admin` on `Mon Mar 31 17:55:33 GMT 2025`
Record UNII	76H9G81541
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-VINYL PYRROLIDONE

Preferred Name

English

N-VINYLPYRROLIDINONE

Systematic Name

English

1-VINYL-2-PYRROLIDONE

Systematic Name

English

N-VINYL-2-PYRROLIDONE [IARC]

Common Name

English

VINYLPYRROLIDONE

Systematic Name

English

V-PYROL

Brand Name

English

2-PYRROLIDINONE, 1-ETHENYL- [HSDB]

Common Name

English

N-VINYLPYRROLIDONE-2

Common Name

English

NSC-10222

Code

English

POVIDONE MONOMER

Common Name

English

POVIDONE MONOMER [MI]

Common Name

English

VINYLBUTYLOLACTAM

Common Name

English

1-ETHENYL-2-PYRROLIDINONE

Systematic Name

English

N-VINYL-2-PYRROLIDONE

Systematic Name

English

VINYL PYRROLIDONE (VP)

Common Name

English

N-VINYL-2-PYRROLIDINONE

Systematic Name

English

Code System Code Type Description

SMS_ID

300000054153