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Details

Stereochemistry ACHIRAL
Molecular Formula C3H4O2
Molecular Weight 72.0627
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPIOLACTONE

SMILES

O=C1CCO1

InChI

InChIKey=VEZXCJBBBCKRPI-UHFFFAOYSA-N
InChI=1S/C3H4O2/c4-3-1-2-5-3/h1-2H2

HIDE SMILES / InChI
Propiolactone (or beta-propiolactone) is a disinfectant used in vapor form to sterilize vaccines, grafts, blood plasma, surgical instruments. It has been used against bacteria, fungi, and virus. Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen. The results have shown the generation of tumors in several tissues and from different administration routes. Propiolactone is a direct-acting alkylating agent that reacts with polynucleotides and DNA, mainly at N7 of guanine and N1 of adenine, to form carboxyethyl derivatives.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Inactivation of hepatitis viruses and HIV in plasma and plasma derivatives by treatment with beta-propiolactone/UV irradiation.
1989
[Clinical trial of YU BHK Rabivak vaccine against rabies in volunteers].
2001
ß-Propiolactone.
2004
Molecular advances in the cell biology of SARS-CoV and current disease prevention strategies.
2005 Apr 15
Profile of animal bite cases in Pune.
2005 Mar
Role of activation function domain-1, DNA binding, and coactivator GRIP1 in the expression of partial agonist activity of glucocorticoid receptor-antagonist complexes.
2005 Mar 8
Harvesting and concentration of human influenza A virus produced in serum-free mammalian cell culture for the production of vaccines.
2007 May 1
Chemical addressability of ultraviolet-inactivated viral nanoparticles (VNPs).
2008 Oct 2
Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone.
2009 Apr 16
Pandemic influenza vaccines - the challenges.
2009 Dec
A pilot study of the immune response to whole inactivated avian influenza H7N1 virus vaccine in mice.
2009 Jan
The influence of the inactivating agent on the antigen content of inactivated Newcastle disease vaccines assessed by the in vitro potency test.
2010 Jan
Molecular identification of the vaccine strain from the inactivated oil emulsion H9N2 low pathogenic avian influenza vaccine.
2010 Jun
Isolation of a 2-oxetanone from the fruits of Synsepalum dulcificum.
2010 Nov
The cap'n'collar transcription factor Nrf2 mediates both intrinsic resistance to environmental stressors and an adaptive response elicited by chemopreventive agents that determines susceptibility to electrophilic xenobiotics.
2011 Jun 30
Patents
Name Type Language
PROPIOLACTONE
HSDB   INN   MART.   ORANGE BOOK   USAN  
INN   USAN  
Official Name English
?-Propiolactone
MI  
Preferred Name English
BETAPRONE
Brand Name English
NSC-21626
Code English
BETA-PROPIOLACTONE
Common Name English
BETA-PROPIOLACTONE [IARC]
Common Name English
.BETA.-PROPIOLACTONE [MI]
Common Name English
PROPIOLACTONE [USAN]
Common Name English
propiolactone [INN]
Common Name English
PROPIOLACTONE [ORANGE BOOK]
Common Name English
PROPIOLACTONE [HSDB]
Common Name English
PROPIOLACTONE [MART.]
Common Name English
2-OXETANONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C45187
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
IARC beta-Propiolactone
NCI_THESAURUS C606
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
Code System Code Type Description
WIKIPEDIA
BETA-PROPIOLACTONE
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
NSC
21626
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID8021197
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
DRUG CENTRAL
3495
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
MESH
D011420
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
RXCUI
1311565
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY RxNorm
FDA UNII
6RC3ZT4HB0
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
CHEBI
49073
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
EVMPD
SUB10109MIG
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
HSDB
811
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
INN
1749
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
MERCK INDEX
m9204
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY Merck Index
SMS_ID
100000081358
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
PUBCHEM
2365
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
DRUG BANK
DB09348
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-340-1
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
ChEMBL
CHEMBL1200627
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
CAS
57-57-8
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY
NCI_THESAURUS
C44339
Created by admin on Mon Mar 31 18:25:36 GMT 2025 , Edited by admin on Mon Mar 31 18:25:36 GMT 2025
PRIMARY