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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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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beta-Propiolactone. | 2002 |
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Platelet adhesion onto segmented polyurethane surfaces modified by carboxybetaine. | 2003 |
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Development of a non-immunising, paraspecific vaccine from attenuated pox viruses: a new type of vaccine. | 2003 Jan |
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ß-Propiolactone. | 2004 |
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Establishment of batch 4 of the Biological Reference Preparation (BRP) for rabies vaccine (inactivated) for veterinary use. | 2004 Dec |
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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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Vero-cell rabies vaccine produced using serum-free medium. | 2004 Dec 9 |
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In vitro inactivation of the rabies virus by ascorbic acid. | 2004 Jan |
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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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Anticomplementary activity of equine whole IgG antivenoms: comparison of three fractionation protocols. | 2005 Jan |
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Reactivity of lactones and GHB formation. | 2005 Jan 21 |
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A kinetic approach to the alkylating potential of carcinogenic lactones. | 2005 Jul |
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Profile of animal bite cases in Pune. | 2005 Mar |
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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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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 |
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Reactivity of indanedioneketene dimer with amines. | 2007 Jan 19 |
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Frequencies of mutagen-induced coincident mitotic recombination at unlinked loci in Saccharomyces cerevisiae. | 2007 Mar 1 |
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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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Enzymatic synthesis of poly(hydroxyalkanoates) in ionic liquids. | 2007 Nov 1 |
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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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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 |
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Chemical reactivity and biological activity of diketene. | 2008 Oct |
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Inactivated infectious haematopoietic necrosis virus (IHNV) vaccines. | 2008 Oct |
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Chemical addressability of ultraviolet-inactivated viral nanoparticles (VNPs). | 2008 Oct 2 |
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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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Poly(lactide-co-glycolide) microspheres: a potent oral delivery system to elicit systemic immune response against inactivated rabies virus. | 2009 Mar 26 |
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From where did the 2009 'swine-origin' influenza A virus (H1N1) emerge? | 2009 Nov 24 |
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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 |
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Seroepidemiology of pandemic influenza A (H1N1) 2009 virus infections in Pune, India. | 2010 Aug 25 |
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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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Molecular identification of the vaccine strain from the inactivated oil emulsion H9N2 low pathogenic avian influenza vaccine. | 2010 Jun |
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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 |
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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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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 |
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Hemagglutinin displayed baculovirus protects against highly pathogenic influenza. | 2010 Oct 4 |
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Retrospective analysis of suspected rabies cases reported at bugando referral hospital, mwanza, Tanzania. | 2010 Sep |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:20:38 GMT 2023
by
admin
on
Fri Dec 15 16:20:38 GMT 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
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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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Related Record | Type | Details | ||
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ACTIVE MOIETY |