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
| Molecular Formula | C3H4O2 |
| Molecular Weight | 72.0627 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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 |
|---|---|---|
| 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. | 2011-06-30 |
|
| GMP-grade pneumococcal whole-cell vaccine injected subcutaneously protects mice from nasopharyngeal colonization and fatal aspiration-sepsis. | 2010-11-03 |
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| Isolation of a 2-oxetanone from the fruits of Synsepalum dulcificum. | 2010-11 |
|
| Hemagglutinin displayed baculovirus protects against highly pathogenic influenza. | 2010-10-04 |
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| Immunogenicity and protective efficacy in mice and hamsters of a β-propiolactone inactivated whole virus SARS-CoV vaccine. | 2010-10 |
|
| Retrospective analysis of suspected rabies cases reported at bugando referral hospital, mwanza, Tanzania. | 2010-09 |
|
| Seroepidemiology of pandemic influenza A (H1N1) 2009 virus infections in Pune, India. | 2010-08-25 |
|
| Randomised controlled double-blind non-inferiority trial of two antivenoms for saw-scaled or carpet viper (Echis ocellatus) envenoming in Nigeria. | 2010-07-27 |
|
| Vaccination with DNA plasmids expressing Gn coupled to C3d or alphavirus replicons expressing gn protects mice against Rift Valley fever virus. | 2010-06-22 |
|
| Receptor specificity and transmission of H2N2 subtype viruses isolated from the pandemic of 1957. | 2010-06-21 |
|
| Molecular identification of the vaccine strain from the inactivated oil emulsion H9N2 low pathogenic avian influenza vaccine. | 2010-06 |
|
| Inactivated yellow fever 17D vaccine: development and nonclinical safety, immunogenicity and protective activity. | 2010-05-14 |
|
| Safety and efficacy of an inactivated Carbopol-adjuvanted goose haemorrhagic polyomavirus vaccine for domestic geese. | 2010-04 |
|
| Use of the hemagglutinating virus of Japan (HVJ) envelope as a versatile delivery system for nucleic acids and proteins to leukocytes in vitro. | 2010-04 |
|
| The influence of the inactivating agent on the antigen content of inactivated Newcastle disease vaccines assessed by the in vitro potency test. | 2010-01 |
|
| Combined experimental and theoretical study on hydrogen-bonded complexes between cyclic ketones, lactones, and lactams with 3,4-dinitrophenol. | 2009-12-31 |
|
| Pandemic influenza vaccines - the challenges. | 2009-12 |
|
| From where did the 2009 'swine-origin' influenza A virus (H1N1) emerge? | 2009-11-24 |
|
| Induction of cell-cell fusion by ectromelia virus is not inhibited by its fusion inhibitory complex. | 2009-09-29 |
|
| Quantitative determination of the infectivity of the proviral DNA of a retrovirus in vitro: Evaluation of methods for DNA inactivation. | 2009-08 |
|
| Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone. | 2009-04-16 |
|
| Serological response in cattle immunized with inactivated oil and Algel adjuvant vaccines against infectious bovine rhinotracheitis. | 2009-04 |
|
| Poly(lactide-co-glycolide) microspheres: a potent oral delivery system to elicit systemic immune response against inactivated rabies virus. | 2009-03-26 |
|
| A pilot study of the immune response to whole inactivated avian influenza H7N1 virus vaccine in mice. | 2009-01 |
|
| Development of a potent inhibitor of 2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. | 2009-01 |
|
| Efficiency of Matricaria chamomilla CH12 and number of doses of rabies vaccine on the humoral immune response in cattle. | 2008-12 |
|
| Validation of betapropiolactone (BPL) as an inactivant for infectious bovine rhinotracheitis (IBR) virus. | 2008-12 |
|
| Chemical addressability of ultraviolet-inactivated viral nanoparticles (VNPs). | 2008-10-02 |
|
| Chemical reactivity and biological activity of diketene. | 2008-10 |
|
| Inactivated infectious haematopoietic necrosis virus (IHNV) vaccines. | 2008-10 |
|
| 6-sulfo sialyl Lewis X is the common receptor determinant recognized by H5, H6, H7 and H9 influenza viruses of terrestrial poultry. | 2008-07-24 |
|
| Development of stable influenza vaccine powder formulations: challenges and possibilities. | 2008-06 |
|
| The mannose receptor mediates dengue virus infection of macrophages. | 2008-02-08 |
|
| Enzymatic synthesis of poly(hydroxyalkanoates) in ionic liquids. | 2007-11-01 |
|
| A sensitive cell-based assay for the detection of residual infectious West Nile virus. | 2007-09-28 |
|
| Making a difference on excited-state chemistry by controlling free space within a nanocapsule: photochemistry of 1-(4-alkylphenyl)-3-phenylpropan-2-ones. | 2007-08-30 |
|
| Ab initio study of the reaction of propionyl (C2H5CO) radical with oxygen (O2). | 2007-08-07 |
|
| Harvesting and concentration of human influenza A virus produced in serum-free mammalian cell culture for the production of vaccines. | 2007-05-01 |
|
| Frequencies of mutagen-induced coincident mitotic recombination at unlinked loci in Saccharomyces cerevisiae. | 2007-03-01 |
|
| Intravaginal administration of an inactivated vaccine prevents lesions induced by caprine herpesvirus-1 in goats. | 2007-02-19 |
|
| Reactivity of indanedioneketene dimer with amines. | 2007-01-19 |
|
| Influenza: the virus and prophylaxis with inactivated influenza vaccine in "at risk" groups, including COPD patients. | 2007 |
|
| Quantification of growth factors in allogenic bone grafts extracted with three different methods. | 2007 |
|
| Efficacy and safety of two whole IgG polyvalent antivenoms, refined by caprylic acid fractionation with or without beta-propiolactone, in the treatment of Bothrops asper bites in Colombia. | 2006-12 |
|
| [The development of mucosal vaccines]. | 2006-11-02 |
|
| Structures of heterogeneous proton-bond dimers with a high dipole moment monomer: covalent vs electrostatic interactions. | 2006-05-11 |
|
| Profile of animal bite cases in Pune. | 2005-03 |
|
| ß-Propiolactone. | 2004 |
|
| The effect of chemical inactivation of bovine viral diarrhea virus with beta-propiolactone and binary ethyleneimine on plasma proteins and coagulation factors. | 2004 |
|
| Inactivation of hepatitis viruses and HIV in plasma and plasma derivatives by treatment with beta-propiolactone/UV irradiation. | 1989 |
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 18:25:36 GMT 2025
by
admin
on
Mon Mar 31 18:25:36 GMT 2025
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| Record UNII |
6RC3ZT4HB0
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C45187
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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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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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