Details
Stereochemistry | ACHIRAL |
Molecular Formula | C3H4O2 |
Molecular Weight | 72.0628 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C1COC1=O
InChI
InChIKey=VEZXCJBBBCKRPI-UHFFFAOYSA-N
InChI=1S/C3H4O2/c4-3-1-2-5-3/h1-2H2
Molecular Formula | C3H4O2 |
Molecular Weight | 72.0628 |
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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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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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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SARS vaccine protective in mice. | 2005 Aug |
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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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Profile of animal bite cases in Pune. | 2005 Mar |
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Ophiopojaponin D, a new phenylpropanoid glycoside from Ophiopogon japonicus Ker-Gawl. | 2005 Nov |
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Immunogenicity and protective efficacy in monkeys of purified inactivated Vero-cell SARS vaccine. | 2006 Feb 13 |
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Clinical responses of patients with Kawasaki disease to different brands of intravenous immunoglobulin. | 2006 Jan |
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Structures of heterogeneous proton-bond dimers with a high dipole moment monomer: covalent vs electrostatic interactions. | 2006 May 11 |
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[The development of mucosal vaccines]. | 2006 Nov 2 |
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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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Quantification of growth factors in allogenic bone grafts extracted with three different methods. | 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 |
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Ab initio study of the reaction of propionyl (C2H5CO) radical with oxygen (O2). | 2007 Aug 7 |
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Intravaginal administration of an inactivated vaccine prevents lesions induced by caprine herpesvirus-1 in goats. | 2007 Feb 19 |
|
Reactivity of indanedioneketene dimer with amines. | 2007 Jan 19 |
|
Frequencies of mutagen-induced coincident mitotic recombination at unlinked loci in Saccharomyces cerevisiae. | 2007 Mar 1 |
|
Harvesting and concentration of human influenza A virus produced in serum-free mammalian cell culture for the production of vaccines. | 2007 May 1 |
|
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 |
|
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 |
|
The mannose receptor mediates dengue virus infection of macrophages. | 2008 Feb 8 |
|
6-sulfo sialyl Lewis X is the common receptor determinant recognized by H5, H6, H7 and H9 influenza viruses of terrestrial poultry. | 2008 Jul 24 |
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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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Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone. | 2009 Apr 16 |
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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 |
|
Combined experimental and theoretical study on hydrogen-bonded complexes between cyclic ketones, lactones, and lactams with 3,4-dinitrophenol. | 2009 Dec 31 |
|
A pilot study of the immune response to whole inactivated avian influenza H7N1 virus vaccine in mice. | 2009 Jan |
|
Development of a potent inhibitor of 2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. | 2009 Jan |
|
Poly(lactide-co-glycolide) microspheres: a potent oral delivery system to elicit systemic immune response against inactivated rabies virus. | 2009 Mar 26 |
|
From where did the 2009 'swine-origin' influenza A virus (H1N1) emerge? | 2009 Nov 24 |
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Induction of cell-cell fusion by ectromelia virus is not inhibited by its fusion inhibitory complex. | 2009 Sep 29 |
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Seroepidemiology of pandemic influenza A (H1N1) 2009 virus infections in Pune, India. | 2010 Aug 25 |
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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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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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Vaccination with DNA plasmids expressing Gn coupled to C3d or alphavirus replicons expressing gn protects mice against Rift Valley fever virus. | 2010 Jun 22 |
|
Isolation of a 2-oxetanone from the fruits of Synsepalum dulcificum. | 2010 Nov |
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GMP-grade pneumococcal whole-cell vaccine injected subcutaneously protects mice from nasopharyngeal colonization and fatal aspiration-sepsis. | 2010 Nov 3 |
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Immunogenicity and protective efficacy in mice and hamsters of a β-propiolactone inactivated whole virus SARS-CoV vaccine. | 2010 Oct |
|
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
Sat Jun 26 01:47:22 UTC 2021
by
admin
on
Sat Jun 26 01:47:22 UTC 2021
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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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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C45187
Created by
admin on Sat Jun 26 01:47:22 UTC 2021 , Edited by admin on Sat Jun 26 01:47:22 UTC 2021
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IARC | beta-Propiolactone | ||
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NCI_THESAURUS |
C606
Created by
admin on Sat Jun 26 01:47:22 UTC 2021 , Edited by admin on Sat Jun 26 01:47:22 UTC 2021
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Code System | Code | Type | Description | ||
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BETA-PROPIOLACTONE
Created by
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57-57-8
Created by
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PRIMARY | |||
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3495
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D011420
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PRIMARY | |||
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1311565
Created by
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PRIMARY | RxNorm | ||
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6RC3ZT4HB0
Created by
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SUB10109MIG
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811
Created by
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1749
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M9204
Created by
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PRIMARY | Merck Index | ||
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2365
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DB09348
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200-340-1
Created by
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CHEMBL1200627
Created by
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57-57-8
Created by
admin on Sat Jun 26 01:47:22 UTC 2021 , Edited by admin on Sat Jun 26 01:47:22 UTC 2021
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PRIMARY | |||
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C44339
Created by
admin on Sat Jun 26 01:47:22 UTC 2021 , Edited by admin on Sat Jun 26 01:47:22 UTC 2021
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PRIMARY |
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