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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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 |
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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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A vanadium/aspirin complex controlled release using a poly(beta-propiolactone) film. Effects on osteosarcoma cells. | 2001 |
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beta-Propiolactone. | 2002 |
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Serine and threonine beta-lactones: a new class of hepatitis A virus 3C cysteine proteinase inhibitors. | 2002 Mar 8 |
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Conformation-dependent reaction thermochemistry: study of lactones and lactone enolates in the gas phase. | 2002 May 8 |
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Platelet adhesion onto segmented polyurethane surfaces modified by carboxybetaine. | 2003 |
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ß-Propiolactone. | 2004 |
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The effect of chemical inactivation of bovine viral diarrhea virus with beta-propiolactone and binary ethyleneimine on plasma proteins and coagulation factors. | 2004 |
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Inactivated SARS-CoV vaccine elicits high titers of spike protein-specific antibodies that block receptor binding and virus entry. | 2004 Dec 10 |
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Inactivated SARS-CoV vaccine prepared from whole virus induces a high level of neutralizing antibodies in BALB/c mice. | 2004 Jun |
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[Direct identification of Ophiogon japonicus (Thunb.)Ker-Gawl. from its confusable varieties by second derivative FTIR spectroscopy combined with statistics]. | 2004 Sep |
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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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Augmentation of immune responses to SARS coronavirus by a combination of DNA and whole killed virus vaccines. | 2005 Aug 15 |
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Ru-catalyzed alkene-alkyne coupling. Total synthesis of amphidinolide P. | 2005 Dec 21 |
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A kinetic approach to the alkylating potential of carcinogenic lactones. | 2005 Jul |
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[Conditions for SARS-CoV cultivation and inactivation]. | 2005 Jun |
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[Development of purified HFRS bivalent vaccine]. | 2005 Mar |
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Modulation of macrophage functions by sheeppox virus provides clues to understand interaction of the virus with host immune system. | 2005 Mar 22 |
|
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 |
|
Dengue type 3 virus, Saint Martin, 2003-2004. | 2005 May |
|
Ophiopojaponin D, a new phenylpropanoid glycoside from Ophiopogon japonicus Ker-Gawl. | 2005 Nov |
|
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 Dec |
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Influenza: the virus and prophylaxis with inactivated influenza vaccine in "at risk" groups, including COPD patients. | 2007 |
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Making a difference on excited-state chemistry by controlling free space within a nanocapsule: photochemistry of 1-(4-alkylphenyl)-3-phenylpropan-2-ones. | 2007 Aug 30 |
|
Ab initio study of the reaction of propionyl (C2H5CO) radical with oxygen (O2). | 2007 Aug 7 |
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Enzymatic synthesis of poly(hydroxyalkanoates) in ionic liquids. | 2007 Nov 1 |
|
A sensitive cell-based assay for the detection of residual infectious West Nile virus. | 2007 Sep 28 |
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Efficiency of Matricaria chamomilla CH12 and number of doses of rabies vaccine on the humoral immune response in cattle. | 2008 Dec |
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Validation of betapropiolactone (BPL) as an inactivant for infectious bovine rhinotracheitis (IBR) virus. | 2008 Dec |
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The mannose receptor mediates dengue virus infection of macrophages. | 2008 Feb 8 |
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Development of stable influenza vaccine powder formulations: challenges and possibilities. | 2008 Jun |
|
Chemical reactivity and biological activity of diketene. | 2008 Oct |
|
Inactivated infectious haematopoietic necrosis virus (IHNV) vaccines. | 2008 Oct |
|
Chemical addressability of ultraviolet-inactivated viral nanoparticles (VNPs). | 2008 Oct 2 |
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Serological response in cattle immunized with inactivated oil and Algel adjuvant vaccines against infectious bovine rhinotracheitis. | 2009 Apr |
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Quantitative determination of the infectivity of the proviral DNA of a retrovirus in vitro: Evaluation of methods for DNA inactivation. | 2009 Aug |
|
Pandemic influenza vaccines - the challenges. | 2009 Dec |
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Combined experimental and theoretical study on hydrogen-bonded complexes between cyclic ketones, lactones, and lactams with 3,4-dinitrophenol. | 2009 Dec 31 |
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Development of a potent inhibitor of 2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. | 2009 Jan |
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From where did the 2009 'swine-origin' influenza A virus (H1N1) emerge? | 2009 Nov 24 |
|
Induction of cell-cell fusion by ectromelia virus is not inhibited by its fusion inhibitory complex. | 2009 Sep 29 |
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Safety and efficacy of an inactivated Carbopol-adjuvanted goose haemorrhagic polyomavirus vaccine for domestic geese. | 2010 Apr |
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Use of the hemagglutinating virus of Japan (HVJ) envelope as a versatile delivery system for nucleic acids and proteins to leukocytes in vitro. | 2010 Apr |
|
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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Randomised controlled double-blind non-inferiority trial of two antivenoms for saw-scaled or carpet viper (Echis ocellatus) envenoming in Nigeria. | 2010 Jul 27 |
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Inactivated yellow fever 17D vaccine: development and nonclinical safety, immunogenicity and protective activity. | 2010 May 14 |
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Isolation of a 2-oxetanone from the fruits of Synsepalum dulcificum. | 2010 Nov |
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Immunogenicity and protective efficacy in mice and hamsters of a β-propiolactone inactivated whole virus SARS-CoV vaccine. | 2010 Oct |
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Retrospective analysis of suspected rabies cases reported at bugando referral hospital, mwanza, Tanzania. | 2010 Sep |
|
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 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Jul 05 23:47:18 UTC 2023
by
admin
on
Wed Jul 05 23:47:18 UTC 2023
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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
Created by
admin on Wed Jul 05 23:47:18 UTC 2023 , Edited by admin on Wed Jul 05 23:47:18 UTC 2023
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IARC | beta-Propiolactone | ||
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NCI_THESAURUS |
C606
Created by
admin on Wed Jul 05 23:47:18 UTC 2023 , Edited by admin on Wed Jul 05 23:47:18 UTC 2023
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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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Related Record | Type | Details | ||
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ACTIVE MOIETY |