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
SMILES
O=C1CCO1
InChI
InChIKey=VEZXCJBBBCKRPI-UHFFFAOYSA-N
InChI=1S/C3H4O2/c4-3-1-2-5-3/h1-2H2
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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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
PubMed
Title | Date | PubMed |
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Inactivation of hepatitis viruses and HIV in plasma and plasma derivatives by treatment with beta-propiolactone/UV irradiation. | 1989 |
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[Clinical trial of YU BHK Rabivak vaccine against rabies in volunteers]. | 2001 |
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ß-Propiolactone. | 2004 |
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Molecular advances in the cell biology of SARS-CoV and current disease prevention strategies. | 2005 Apr 15 |
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Profile of animal bite cases in Pune. | 2005 Mar |
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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 |
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Harvesting and concentration of human influenza A virus produced in serum-free mammalian cell culture for the production of vaccines. | 2007 May 1 |
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Chemical addressability of ultraviolet-inactivated viral nanoparticles (VNPs). | 2008 Oct 2 |
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Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone. | 2009 Apr 16 |
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Pandemic influenza vaccines - the challenges. | 2009 Dec |
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A pilot study of the immune response to whole inactivated avian influenza H7N1 virus vaccine in mice. | 2009 Jan |
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The influence of the inactivating agent on the antigen content of inactivated Newcastle disease vaccines assessed by the in vitro potency test. | 2010 Jan |
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Molecular identification of the vaccine strain from the inactivated oil emulsion H9N2 low pathogenic avian influenza vaccine. | 2010 Jun |
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Isolation of a 2-oxetanone from the fruits of Synsepalum dulcificum. | 2010 Nov |
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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 |
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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
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IARC | beta-Propiolactone | ||
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NCI_THESAURUS |
C606
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Code System | Code | Type | Description | ||
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BETA-PROPIOLACTONE
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21626
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DTXSID8021197
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3495
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D011420
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1311565
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6RC3ZT4HB0
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49073
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SUB10109MIG
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811
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1749
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m9204
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100000081358
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2365
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DB09348
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200-340-1
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CHEMBL1200627
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57-57-8
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C44339
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ACTIVE MOIETY